Annapolis Resorts
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Find Hotels in Annapolis
Annapolis|0.64km from city center
Breathe deeper on the waterfront and make the most of your stay in the citys center at the Annapolis Waterfront Hotel. Enjoy your well-earned relaxation sailing on the Chesapeake Bay or experience a one-of-a-kind vantage, just steps away from The Yard and historic downtown.Part of Marriotts Autograph Collection, the hotel provides uncommon luxury with redesigned rooms, upgraded amenities, personalized service and breathtaking views. Flexible indoor and outdoor spaces provide a sophisticated take on meetings and special events making the Annapolis Waterfront Hotel THE place to stay, imparting an unscripted warmth that welcomes land or sea travelers alike.
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FromPHP 9,707
Latest Price
Annapolis|0.23km from city center
Step back in time for the time of your life. Three Historic Hotels in the heart of Annapolis offer a perfect place to spend the weekend and visit the shops, Historic attractions, and Annapolis waterfront. All of our 124 rooms are furnished in original and reproduction antiques while still offering modern conveniences including private baths, phones, cable tv, and data ports. Having just completed a 14 million dollar renovation, the Historic Hotels are just the place to call home.
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104 Reviews
8.5/10
FromPHP 5,668
Latest Price
Annapolis|1.06km from city center
Discover unique charm at The Westin Annapolis, with our convenient amenities such as free Wi-Fi and location. Our upscale pet friendly hotel in Annapolis, MD provides premier access to popular attractions such as the United States Naval Academy, Navy-Marine Corps Memorial Stadium and Chesapeake Bay. Take a self-guided tour of from our downtown Annapolis hotel and admire the sailboats as you stroll along the Waterfront. Once you have explored our charming Maryland town, retreat to our modern accommodations boasting heavenly bedding, flat-screen TVs and city views in select rooms. When hunger strikes head to our restaurant for healthy, local dishes. Planning a special occasion? Look no further than our Capital Ballroom, the largest event venue in the area. Use our catering, AV equipment and meeting rooms for celebrations and conferences alike. During your downtime, continue healthy habits at our indoor pool and fitness center at our hotel in downtown Annapolis, MD. Escape the ordinary at The Westin Annapolis.
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96 Reviews
8.6/10
FromPHP 8,808
Latest Price
Annapolis|0.52km from city center
Graduate by Hilton Annapolis immerses you in local history and Navy traditions with creative interiors and college nostalgia. Located in the Arts District, a short stroll from the U.S. Naval Academy and Chesapeake Bay, our hotel is the perfect base for exploring. Enjoy amenities like Malin + Goetz bath essentials, bike rentals, and pet-friendly accommodations.
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105 Reviews
9.1/10
FromPHP 9,733
Latest Price
Annapolis|4.41km from city center
Perfectly positioned just minutes from historic downtown Annapolis and the U.S. Naval Academy, Crowne Plaza Annapolis offers a seamless blend of business and leisure. Our modern, refreshed hotel places you near Chesapeake Bay and a short drive from BWI Airport, with the best of the area within easy reach. Explore the lively City Dock, tour the Maryland State House, or enjoy the region’s celebrated seafood and waterfront experiences.Designed for both focus and relaxation, our guestrooms and suites feature premium bedding, complimentary Wi-Fi, and thoughtful details throughout. Whether you're traveling for work or a weekend getaway, you'll enjoy a central location just 30 minutes from Washington, D.C. and Baltimore.Stay energized with 24/7 access to our Fitness Center and unwind in the area’s only indoor hotel pool. Host productive meetings in flexible event spaces, dine at Annapolis Bar & Grill, and enjoy complimentary parking, all designed to keep you comfortable, connected, and ready for what’s next.
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102 Reviews
8.4/10
FromPHP 6,500
Latest Price
Annapolis|0.72km from city center
Settle in for a relaxing stay in our new Hilton Garden Inn Annapolis Downtown hotel. You’ll enjoy the comforts of home in our convenient downtown location just steps from the Maryland government offices and less than a mile from the Naval Academy and Navy -Marine Corps Memorial Stadium. With two major airports, Ronald Reagan and Baltimore-Washington, within 35 miles of our Annapolis hotel, your options for accessing the city are unlimited. Once you've arrived, explore the city’s charm with a stroll to waterfront dinning, shopping and explore the Arts and Theatre Districts.Enjoy breakfast and dinner at our onsite restaurant, Kitchen on West Street. The Craft Cocktail & Martini Bar is the perfect complement to a savory evening meal. Stay connected with free WiFi in every guest room and the 24-hour business center. With our state of the art 24-hour fitness center, it’s easy for you to stay fit. Host your Annapolis event with us in our 1,650 sq. ft. of versatile meeting and event space.
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104 Reviews
8.4/10
FromPHP 5,651
Latest Price
Annapolis|4.23km from city center
Holiday Inn Express & Suites Annapolis offers a prime location just four miles from Historic Downtown, the U.S. Naval Academy, and St. John's College. Conveniently situated off Highway 50 and I-97, the hotel provides easy access to Annapolis' most sought-after attractions. Guests enjoy numerous amenities that ensure a comfortable and convenient stay. The complimentary Express Start™ Breakfast buffet provides a delightful start to the day, while free parking and Wi-Fi add value to the experience. Travelers can stay active in the 24-hour Fitness Center and remain productive using the Business Center. The hotel's rooms are designed with comfort in mind, featuring premium bedding and modern amenities. Guests can choose standard rooms or upgrade to whirlpool suites for added relaxation. Nearby attractions include the Navy-Marine Corps Memorial Stadium, Sandy Point State Park, Annapolis Town Center, and the picturesque Chesapeake Bay waterfront. Business travelers will appreciate the hotel's proximity to over 6,000 businesses in downtown Annapolis, and its convenient location just 21 miles from BWI Airport makes it an ideal choice for both leisure and professional visitors. Whether you're a naval personnel, tourist, or business traveler, this hotel provides a welcoming and convenient base for exploring Annapolis.
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101 Reviews
8.0/10
FromPHP 5,965
Latest Price
Annapolis|0.51km from city center
When you stay at 134 Prince - Luxury Boutique Hotel in Annapolis, you'll be in the historical district, just steps from U.S. Naval Academy and Annapolis City Dock. This hotel is 0.1 mi (0.1 km) from John Smith House and 0.1 mi (0.1 km) from Annapolis Harbor.Take in the views from a garden and make use of amenities such as complimentary wireless internet access and concierge services. Additional amenities at this hotel include wedding services and a communal living room.A complimentary local cuisine breakfast is served daily from 8:00 AM to 9:30 AM.Featured amenities include a business center, express check-in, and express check-out. Self parking (subject to charges) is available onsite.Make yourself at home in one of the 5 guestrooms featuring free minibar items and Smart televisions. Your memory foam bed comes with down comforters and Frette Italian sheets. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. Bathrooms have designer toiletries and hair dryers.
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19 Reviews
8.6/10
FromPHP 18,761
Latest Price
Annapolis|1.05km from city center
Welcome to your Annapolis retreat! This fully renovated Homewood colonial is ideal for Commissioning Week, Navy games, the Boat Show, and more. Enjoy hardwood floors, a sunny master suite with walk-in closet, bunk room, finished basement, and a spacious private deck. Just minutes from downtown, Navy Stadium, and all that Annapolis has to offer—perfect for families or groups looking for comfort and convenience in a prime location.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
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0 Reviews
0.0/10
SOLD OUT
0 Reviews
0.0/10
SOLD OUT
See all hotels in Annapolis
Check other Annapolis hotels
Breakfast
Very Good99 Reviews
Annapolis|0.64km from city center
Great view! Good front desk service. Enjoyed the stay for a nice couple trip
FromPHP 9,707
Very Good104 Reviews
Annapolis|0.23km from city center
We got to the hotel at 4:00pm. No place to park so I went in to check in and find the valet. I asked the gentleman at the desk about valet and he said he had nothing to do with valet. They are busy and I need to wait out front. I said okay. I asked if he knew where the restaurant I booked was and at first not a clue and then he pulls out a list of restaurants and says it’s on the list. I ask where is it? His response it’s on the list. Okay. He obviously did not understand English so I thought I’ll ask the valet. I went to the valet and he told me we are not in the main building and he has no time to help us. He wasn’t sure if he could valet the car. I was confused and then he said leave the car and you can take your luggage to the building you are staying in. Well it ended up being about 5 blocks away on cobblestone sidewalks up hill. Okay so much for customer service. I realized they were not going to take care of us in any way. No customer service! I can’t believe I paid that much money and it was a room the size of a shoe box with no service. FromPHP 5,668
Very Good96 Reviews
Annapolis|1.06km from city center
Come here for meetings every year, nice hotel.FromPHP 8,808
Great105 Reviews
Annapolis|0.52km from city center
We enjoyed our stay and it was a short walking distance to nightlife and concert hall. The bed was so comfortable and it felt like a very secure establishment. Parking was great and we enjoyed the bath amenities. Thank you!FromPHP 9,733
Very Good102 Reviews
Annapolis|4.41km from city center
Overall, the surrounding environment is also good, dining and shopping are convenient. But the room is not big, saying that the standard room is allowed to sleep 4 people, but a bed is about 1.3m. It is still difficult to sleep two people. Two people can live in one room, 3-4 people, and they are crowded. Our family of three traveled, and one room slept all night, feeling too crowded, and made up a room the next day, everyone can rest better.FromPHP 6,500
Very Good104 Reviews
Annapolis|0.72km from city center
In addition to the front desk calling at 8 o'clock to say that my card has a problem, saying that it can't be used, after explanation, it has been corrected, it seems that the front desk idea is not very clear. The rest is OK!FromPHP 5,651
Very Good101 Reviews
Annapolis|4.23km from city center
Twin room, the room is too small, the whole room is two beds. The facilities are not very good, the refrigerator is regularly ringing at night, the heating is very noisy, the bathroom is small enough to be difficult to get down!FromPHP 5,965
Very Good19 Reviews
Annapolis|0.51km from city center
When you stay at 134 Prince - Luxury Boutique Hotel in Annapolis, you'll be in the historical district, just steps from U.S. Naval Academy and Annapolis City Dock. This hotel is 0.1 mi (0.1 km) from John Smith House and 0.1 mi (0.1 km) from Annapolis Harbor.Take in the views from a garden and make use of amenities such as complimentary wireless internet access and concierge services. Additional amenities at this hotel include wedding services and a communal living room.A complimentary local cuisine breakfast is served daily from 8:00 AM to 9:30 AM.Featured amenities include a business center, express check-in, and express check-out. Self parking (subject to charges) is available onsite.Make yourself at home in one of the 5 guestrooms featuring free minibar items and Smart televisions. Your memory foam bed comes with down comforters and Frette Italian sheets. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. Bathrooms have designer toiletries and hair dryers.FromPHP 18,761
0 Reviews
Annapolis|1.05km from city center
Welcome to your Annapolis retreat! This fully renovated Homewood colonial is ideal for Commissioning Week, Navy games, the Boat Show, and more. Enjoy hardwood floors, a sunny master suite with walk-in closet, bunk room, finished basement, and a spacious private deck. Just minutes from downtown, Navy Stadium, and all that Annapolis has to offer—perfect for families or groups looking for comfort and convenience in a prime location.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.SOLD OUT
0 Reviews
Annapolis|0.49km from city center
SOLD OUT
Hot spring
Outstanding4 Reviews
Annapolis|1.95km from city center
With a stay at 1313 West Luxury Boutique Hotel in Annapolis (Homewood), you'll be within a 5-minute drive of U.S. Naval Academy and People's Brewer Hill Cemetery. This hotel is 0.8 mi (1.3 km) from Maryland Hall for Creative Arts and 0.8 mi (1.3 km) from Ballet Theater of Maryland.Take in the views from a terrace and a garden and make use of amenities such as complimentary wireless internet access. This hotel also features concierge services and a communal living room.Cooked-to-order breakfasts are served on weekends from 8:00 AM to 9:00 AM for a fee.Featured amenities include express check-in, express check-out, and dry cleaning/laundry services. Free self parking is available onsite.Make yourself at home in one of the 7 air-conditioned rooms featuring heated floors and Smart televisions. Your memory foam bed comes with down comforters and premium bedding. Complimentary wireless internet access is available to keep you connected. Conveniences include minibars and coffee/tea makers, and housekeeping is provided on request.FromPHP 20,119
Amazing25 Reviews
Annapolis|1.61km from city center
This home is spacious and clean and will make your vacation plans a breeze from this central location. Many families, groups of friends, reunions, wedding parties, boat racing teams and vacationers have enjoyed their stay in our home! This charming, immaculate and renovated home on the tip of the Eastport peninsula is directly across from Horn Point Harbor Marina and can be packaged with a slip for up to 110 foot boat. Walk to downtown Historic District or Naval Academy ~ Plenty of off street parking available, and lots of space for entertaining with a beautiful front porch, a large, fully fenced back yard or enjoy the marina property directly across the street.We are certain you will enjoy your stay !This home easily sleeps eight people and can accommodate many more for a get-together. Very nicely appointed and comfortable with Annapolis Charm.Back available again is our 13' Boston Whaler ~~ Enjoy a trip up the creek during your stay!And we now have EV charging available as well !Keywords: Home, Family Friendly, Large, Eastport, ParkingAbout pets:Pets allowed: dogs and cats (limit 1 total).Please mention dog in booking request.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.Definitely suitable for Children.About customRules:Please Note: If you are renting for Navy Commissioning Wk of any year, there is no cancellation provided. Pls contact us w/ questions!Thank you!.Commissioning wk: 5/17/2024 to 5/25/2024Reservation is for entire period only. Once booked, no cancellation or refund. Pls contact us with questions!.About checkIn:Check in after 3:30 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 26.About events:Events allowed: family gatherings, birthday parties, weddings.Maximum event attendees: 20,Please keep noise and number of attendees limited!.SOLD OUT
Outstanding0 Reviews
Annapolis|0.39km from city center
Enjoy the holidays in style! Welcome to the historic Strohm House, just half a block from Main Street and the City Dock, with the U.S. Naval Academy only steps away — with street parking included! Located in the heart of downtown Annapolis, this three-story 1870 Victorian offers the perfect blend of classic charm and tasteful updates. Outside enjoy multiple spots to relax including the front porch, second floor balcony, or brick patio in the fenced in backyard. Matthew Strohm was the first boxing instructor at the USNA.Step inside to discover a thoughtfully curated historically registered home, full of warm colors, enticing artwork, and inviting spaces. The first floor features a cozy living room with elegant decor, a dining room filled with natural light and sophistication, and a cheerful breakfast nook off the recently updated kitchen — the perfect spot for morning coffee or evening conversation.Upstairs, the second floor offers two bedrooms, one with access to a private balcony overlooking the brick patio and tree-lined backyard — where you can sip wine or read a book. A full bath with jacuzzi sits in between the bedrooms.Make your way to the third floor with its private bedroom suite and charming little full bath, where you can glimpse at the Maryland State House dome over the treetops.Enjoy multiple outdoor spaces designed for unwinding and reconnecting. Watch the world go by from the covered front porch, take in the breeze from a second-floor bedroom balcony, or lounge on the brick patio with a view of the deep backyard filled with trees, hydrangeas and haste plants -- offering a rare oasis in the heart of the historic district. A Weber Spirit II gas grill is located on the patio to help make delicious meals along with new memories. Located in one of the most desirable neighborhoods in Annapolis, you’re just steps from the vibrant waterfront, top-rated restaurants, boutique shops, and centuries of history with this end rowhome. Whether you're visiting for a Naval Academy event, a romantic getaway, or simply to experience the charm of Maryland’s capital, this home offers the perfect launchpad for your stay.Bedrooms and bathrooms breakdown:-2nd floor bedroom #1: Full bed and trundle with 2 twin mattresses (one up one down)-2nd floor bedroom #2: Queen bed (with balcony overlooking backyard)-Full bath with jacuzzi in between 2nd floor bedrooms.-3rd floor bedroom: Full bed and small full bathroom with standup shower.-Half bath on main floor.Living area and all bedrooms include TVs with streaming services such as Sling TV, HBO Max, Netflix, Hulu and YouTube.Please note that the house is historic with narrow staircases and three levels. Guest accessGuests use the entire property except the locked cellar and two owners closets inside the house.****Parking Information****Includes neighborhood street parking for up to 2 vehicles during your stay. Additional vehicles can use the Hillman Garage for paid parking — by the hour or per day — it's right around the corner from the house.House readiness: No need to bring any linens -- and the house will be stocked with supplies that should last at least a few days (paper towels, laundry detergent, etc.).About pets:Pets allowed: dogs and cats less than 50 lbs per pet (limit 2 pets total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.SOLD OUT
0 Reviews
Annapolis|1.47km from city center
Welcome to our 2BR, 1BA Boutique Brick Beauty located in historic Eastport. This beauty is steps from downtown, the U.S. Naval Academy, shops, and waterfront dinning and less than 3 miles to the Navy-Marine Corps Memorial Stadium. This stylish and modern space offers guests with 3 levels of comfort, full kitchen, Wi-Fi, Smart TVs, full laundry and 2 off street parking spaces. Perfect for couples, small families and travel seekers. It's easy to see why you'll be able to unwind at our place.About pets:Pets allowed: dogs less than 50 lbs per pet (limit one pet total).About checkOut:Check out before 10:30 AM.About children:Children allowed: ages 3-17.About customRules:No events and please no smoking, vaping or e-cigarettes..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 22.About events:No events allowed.SOLD OUT
0 Reviews
Annapolis|2.14km from city center
Welcome to Sing Second Stays, a comfortable and spacious retreat in the heart of Annapolis. Just 1.4 miles from Navy-Marine Corps Memorial Stadium, this home is ideal for Naval Academy families, alumni, and visitors looking to enjoy game days, Commissioning Week, I-Day, or a weekend exploring the charm of historic Annapolis.This home holds a special place in our hearts. I’m a Naval Academy graduate (Class of 2015) and former Navy football player, and my wife, our two children, and I lived here for four years. We walked to home games, hosted friends, and made countless memories in this house before transforming it into the welcoming rental you see today. It’s our hope that guests will feel the same warmth and connection during their stay.The location is hard to beat. We are just 2 miles from Gate 1 and 2.2 miles from Gate 8 at the United States Naval Academy. Downtown Annapolis, waterfront restaurants, historic landmarks, and boutique shopping are only minutes away. Whether you’re visiting USNA, attending a game, or simply exploring the area, this home offers unbeatable convenience.Parking is easy and stress-free. Our U-shaped driveway provides smooth in-and-out access with space for up to four cars—two on each side—without the need to shuffle vehicles.Inside, the home features a spacious split-foyer layout that works beautifully for families, groups, and multi-generational gatherings. The main level has an open-concept kitchen with modern appliances and all the essentials. The large living room includes ample seating and a 65-inch Sony TV, perfect for watching the game or relaxing after a day in town. The primary bedroom includes a king-sized bed, a full en-suite bathroom, and a 55-inch Samsung Smart TV. Two additional bedrooms, each with queen beds, share a second full bathroom on this floor.Downstairs, guests enjoy a full private suite feel. There’s a bedroom with a king bed and sectional sofa, plus a large hangout room with full-over-full bunk beds, another sectional couch, and a 65-inch Vizio TV. A kitchenette includes a microwave, toaster oven, Keurig coffee maker, and mini fridge, making it easy to prep snacks or enjoy a casual breakfast. There’s also a round table ideal for dining, cards, or board games, a full bathroom, and a separate entrance. Guests will also find a washer, dryer, and utility sink on this level.For fun and relaxation, the downstairs also includes a Pop-A-Shot basketball game, a Golden Tee arcade machine, and a variety of board games and puzzles. Whether you're traveling with kids, teens, or friends, the lower level offers a great place to unwind.Outside, enjoy two outdoor living areas. The upper-level deck is 40 feet by 12 feet and features a dining table for six with an umbrella, an outdoor sofa, and extra seating for relaxing or dining al fresco. Below the deck, a shaded patio area provides an additional space to gather and enjoy the fresh air.Sing Second Stays is pet-friendly because we understand that your furry companions are part of the family. We simply ask that pets are well-behaved and that guests clean up after them.The home is equipped with high-speed Wi-Fi, three smart TVs, and all the essentials to make your stay comfortable and convenient. Guests also have access to an air mattress and two Pack 'n Plays, making it easy to accommodate additional sleepers or young children.For your safety, the property is equipped with six exterior Eufy security cameras. These include one above the front door, two side light cameras, one covering the basement entrance, and two on the back porch. There are no cameras inside the home, and these exterior cameras are used strictly for safety and security purposes.Here’s a quick look at the sleeping arrangements:Upstairs includes a primary bedroom with a king bed and two bedrooms with queen beds.Downstairs includes one king bedroom and a hangout room with full-over-full bunk beds.An air mattress and two Pack 'n Plays are available for guest use.The kitchen is fully stocked and includes a stovetop, oven, large refrigerator, freezer, Ninja coffee maker, blender, pots, pans, dishes, and utensils. Downstairs, the kitchenette provides added flexibility with a microwave, toaster oven, mini fridge, and Keurig coffee maker.We ask that guests follow a few simple house rules to keep the home enjoyable for all. Smoking or vaping is not allowed inside the home or on the back deck. Please keep noise levels reasonable and be mindful of our neighbors, especially during quiet hours. No parties or unauthorized gatherings are permitted. Pets are welcome, but we ask that guests clean up after them. The fireplaces in the home are not for guest use.Sing Second Stays was designed with comfort, convenience, and community in mind. Whether you’re returning to Annapolis for a reunion, celebrating with your midshipman, or simply exploring this beautiful historic town, we’d love to host you. We’re confident you’ll find our home to be welcoming, functional, and full of thoughtful touches that make your stay memorable.We look forward to welcoming you to Sing Second Stays and helping you create your own Annapolis story.About pets:Pets allowed: dogs and cats (limit 2 total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:Events allowed: family gatherings and birthday parties.Maximum event attendees: 19.SOLD OUT
Very Good29 Reviews
Annapolis|1.17km from city center
Discover extended-stay comfort and modern convenience at the Residence Inn Annapolis, Maryland your premier choice for extended stays. Residence Inn combines with Fairfield Inn to offer a Dual-Branded hotel in Annapolis, Maryland. By combining the expertise and distinct offerings of two brands, these hotels provide a unique experience for all types of travelers. Whether traveling for business or leisure, our spacious studio and one-bedroom suites are tailored to your routine. Enjoy fully equipped kitchens, free breakfast, 24/7 fitness center, and free Wi-Fi. Explore Annapolis's top attractions like the historic waterfront, U.S. Naval Academy, Navy-Marine Corps Memorial Stadium, and bustling downtown. For business travelers, we're in close proximity to Anne Arundel Medical Center, Maryland State House, and Baltimore Gas and Electric Company. Whether you seek relaxation or productivity, Residence Inn Annapolis is your haven.FromPHP 7,060
0 Reviews
Annapolis|1.73km from city center
Built in 2021 and freshly styled in 2025 with a unique modern European touch, our family-friendly retreat offers the perfect launching pad for your Annapolis adventures. Imagine strolling through the historic downtown, discovering the local flavors of Eastport's eateries, or watching the boats gently sway in Back Creek. The iconic Naval Academy is also just moments away. Everything most people do in Annapolis is within 1.5 miles, with boat docks, water taxis, and bike routes readily available to get around without a car if desired.Your Comfortable Annapolis Haven:- King Master Suite (2nd Floor): Relax in your spacious retreat with a private full bathroom.- Queen Bedroom (1st Floor): Enjoy a comfortable night's sleep with easy access to a shared full bathroom.- Queen Sofa Bed (Living Area): Perfect for an additional guest, especially those who love to greet the sunrise!With its prime location in the heart of Annapolis and our personal touch, we invite you to experience the beauty and allure of this special town from the comfort of our Eastport gem. We hope you'll create unforgettable memories here. When you're not there, we will be as this is our 2nd home. Welcome to our home!About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 30.About events:No events allowed.SOLD OUT
0 Reviews
Annapolis|0.64km from city center
Welcome to this gorgeous Texas-themed downtown Annapolis home. Every inch of this home has custom finishes and has been painstakingly renovated by the gracious homeowner who recently opened his home to guests. And if the interior of the home isn't enough, the outdoors are a rare gem in the city: a yard, an oversized back deck, front porch and parking for 4 cars in the driveway.Located just around the corner from the Waterfront, you can see the harbor boats and all the way to the Bay Bridge from the top floor Suite. There are 2 bedrooms and 2 full baths on the 2nd floor and a third floor suite with a Queen bedroom, full bath and living room. The home's large kitchen, breakfast bar and eat-in kitchen overlook the sunny back patio. There is a large family room and dining room with seating for ten. There is also a large entry foyer and lounge with custom artwork throughout.This is the perfect spot for those coming in for that special Naval Academy or boat show event, or wanting to take in the sights and sounds of Greater Annapolis. Enjoy the many restaurants, historical attractions, and shops right around the corner!SLEEPING ARRANGEMENTS 3 BR / 3.5 BA / Sleeps 6 adults (2 additional children):King Suite:- Second Floor- King Size Bed- En Suite Bath with dual vanities and custom stand-up showerGuestroom on the 2nd Floor:- Second Floor- Full-Size Bed- Full Bath in the Hall3rd Floor Bedroom Suite:- Third Floor- Queen Bed- Full Bath- Living Room with views of the Annapolis HarborHIGHLIGHTS:- Oversized Back Patio with sitting area, brand new furniture and gas grill- Spacious gourmet kitchen- Eat-in kitchen counter seats 2- Dining room table seats 8-10- WiFi- Big Screen TVs- Luxury linens, complimentary toiletries Starter Kit, and boutique-level service- Parking for 4 cars- Washer & dryer located inside the home- Elderly and guests with mobility issues may want to inquire about the steep staircase and/or may want to consider other accommodations.- Touchless entry. Drive straight to your rental home, park in the driveway and enter the front door with the key from a lockbox located at the door.Property Distance to:- U.S. Naval Academy – 3 blocks- Washington, DC – 30 miles- Baltimore - 25 miles* Amenity & Supplies starter pack, coffee and sweeteners, soap, shampoo, conditioner, lotion and hand sanitizer, paper towels, toilet paper, dish soap, scrubber and dishwashing liquid to get you going.* All beds are already made for you with freshly -laundered luxury sheets & towels.House Rules:No smoking, pets or partiesMust be 25+ to rent, with an adult present at all timesFor your security, we have one door cameras facing the outside of the home and a noise decibel monitor that is compliant with the law.Check-in: 4:00 PM, Check-out: 11:00 AMMinimum age to book this property is : 25SOLD OUT
Family friendly
0 Reviews
Annapolis|2.12km from city center
Experience the Difference: Professionally Managed by iTrip AnnapolisWatch the sunrise on the private beach at Oh Happy Bay. The quaint two-story, cottage has a private beach on historic Bembe Beach with direct access to safe, shallow water for swimming, paddle boarding, and boating (small boat mooring). Commissioning Week families will be spoiled by the direct line of sight for the Blue Angels air show.The home is ideal for a large extended family traveling together. Enter the home into the beautifully-renovated kitchen with all new appliances and an adjoining dining room with water views and seating for 6-8. The main floor has a guest room with a Queen bed and full bath with a stand-up shower in the hall. The family room is equipped with a Full-size sleeper sofa. Head outside to the private backyard, with a deck, screened-in gazebo, lounge chairs and a picnic table for outdoor dining, cocktails or morning coffee (sampler starter pack included in your stay).Head back inside and up the stairs to the large family suite with 2 bedrooms, a connecting full bath (with 2 entrances), a sitting room and access to the private 2nd floor balcony. The main bedroom has a King bed and sitting area large enough for a portable crib or air mattress. Across the hall is the guest room with the full bed. The shared bath has 2 vanities, a stand-up shower and soaking tub. Also in the hall is the full-size washer and dryer.The home has plenty of parking and space to explore with the pups and little family members.Located walking distance to Annapolis Sailing School and Capital SUP (Paddleboard lessons and rentals), the Eastport Water Taxi (with water access to downtown Annapolis). Annapolis Maritime Museum and Quiet Waters Park are just a short drive away.SLEEPING ARRANGEMENTS 3 BR / 2 BA / Sleeps 8 adults:Upstairs Waterfront Bedroom:-King bed-Sitting room-Waterfront balcony-Queen air mattress available in the closet-Shared bathroom with stand-up shower and soaking tub-Flatscreen TVGuest Bedroom across the hall from King Bedroom:-Full bed-Shared bathroom with stand-up shower and soaking tubMain Floor Bedroom:-Queen bed-Full hall bath in the hall with stand-up showerFamily Room-Full Sleeper Sofa-Full hall bath with stand-up showerHIGHLIGHTS:-Private beach with access to Chesapeake Bay-Screened-in patio gazebo with dining table for 10-Back deck with seating, picnic table and beachside seating-Charcoal BBQ grill-Gourmet kitchen-Dining room table seats 6-8-High Speed Internet and WiFi-Big Flatscreen TV-Stand-Up paddle boards, life jackets, beach toys, small boat mooring (this is a mooring ball or permanent anchor system off the beach where small boats can be moored) - Available in the summer months only (May-October)-Luxury linens, complimentary toiletries Starter Kit, and boutique-level service-Outdoor shower-Parking for multiple cars in driveway and on street-Full Laundry room with washer & dryer located inside the homeProperty Distance to:-Downtown Annapolis – 4 miles-U.S. Naval Academy – 4.5 miles-Washington, DC – 34 miles-Baltimore - 35 miles* Amenity & Supplies starter pack, coffee and sweeteners, soap, shampoo, conditioner, lotion and hand sanitizer, paper towels, toilet paper, dish soap, scrubber and dishwashing liquid to get you going.* All beds are made for you with freshly-laundered sheets & towels.House RulesReservations made for teenagers or young single groups will not be honored without any accompanying adult staying in the unit at ALL times. We require at least one member of the party to be 25 (twenty-five) years of age. No smoking. Dogs allowed if $150 pet fee is paid prior to check-in. Be respectful of the house and contents, the neighbors and neighborhood.Minimum age to book this property is : 25SOLD OUT
0 Reviews
Annapolis|0.11km from city center
Experience the Difference: Professionally Managed by iTrip AnnapolisExperience Historic Annapolis in Comfort and StyleThis charming 4-bedroom home sits in the heart of Historic Annapolis, just steps from Main Street. Perfect for a weekend getaway or a special event, it offers stunning views of the Capitol from the Room with a View on the top floor. The home is ideal for entertaining with large dining spaces both inside at the dining room and outside on the large private back patio.Highlights:Spacious Accommodations: Features oversized adult bedrooms (two King rooms, one Queen room) and a fun twin bunk room for kids.Modern Amenities: Upgraded kitchen, 2.5 baths, luxury linens, complimentary starter amenities, and boutique-level service.Outdoor Space: Private fenced patio with dining for 6 and a grill.Indoor Dining: Formal dining room table for 8Location, Location, Location:Step out of the house, stroll through a charming alley (perfect for social media snaps!), and find yourself on bustling Main Street. Dine at local restaurants, shop unique boutiques, and soak up Annapolis’s vibrant waterfront scene. Just four blocks from the U.S. Naval Academy and a short drive to Washington, DC, or Baltimore, it’s ideal for exploring the area.**Parking is not on premises!! A dedicated parking spot at nearby garage (10-minute walk from the house) is provided. Please contact us for details.Sleeping Arrangements (Sleeps 8):King Suite (2nd Floor): King bed, en-suite luxury showerKing Guest Room (2nd Floor): King bed, shared full bathBunk Room (2nd Floor): Two twin beds, shared full bathRoom with a View (3rd Floor): Queen bed, skylight with Capitol views, shared 2nd-floor bathAdditional Features:Flatscreen TV and high-speed WiFiWasher & dryerDedicated garage parking (0.7 miles away).Keyless entry with electronic lock.Distances:U.S. Naval Academy: 4 blocks.Annapolis Waterfront: At the end of Main Street.Washington, DC: 30 miles.Baltimore: 25 miles.House Rules:Must be 25+ to book; no parties, smoking, or pets.Quiet hours apply – please respect our neighbors.Check-in: 4:00 PM | Check-out: 11:00 AM.Don’t miss out on this charming retreat—perfect for family getaways, Naval Academy events, or enjoying all that Annapolis has to offer!**Parking is not on premises!! A dedicated parking spot at nearby garage (10/15-minute walk) is provided. Please contact us for details.Minimum age to book this property is : 25SOLD OUT
5 star
Very Good0 Reviews
Annapolis|0.17km from city center
86 State Circle - Luxury Boutique Hotel is in the heart of Annapolis, within a 10-minute walk of St. John's College and U.S. Naval Academy. This hotel is 0.1 mi (0.1 km) from Thurgood Marshall Memorial and 0.1 mi (0.1 km) from Matthew Henson Plaque.Make use of convenient amenities, which include complimentary wireless internet access and concierge services.Featured amenities include express check-out, dry cleaning/laundry services, and a 24-hour front desk.Make yourself at home in one of the 9 guestrooms. Complimentary wireless internet access is available to keep you connected. Private bathrooms have complimentary toiletries and hair dryers. Conveniences include safes and a turndown service, and housekeeping is provided daily.FromPHP 16,088
Outstanding40 Reviews
Annapolis|1.27km from city center
SOLD OUT
Great65 Reviews
Annapolis|0.53km from city center
The Flag House Inn is an ideal spot for travelers wanting to discover the city. The Flag House Inn offers a pleasant stay in Annapolis for those traveling for business or leisure. The hotel is 27km from Baltimore/Washington International Airport and 31km from Odenton. Guests will find Visit Annapolis & Anne Arundel County, Crypt of John Paul Jones and Annapolis Maritime Museum & Park just a short distance from the hotel. In their spare time, guests can explore the hotel's surroundings. Guests of this Annapolis hotel can make use of the parking facilities. According to our trusted guests, the facilities at this hotel are first-rate. FromPHP 10,734
Great72 Reviews
Annapolis|1.15km from city center
Welcome to Fairfield Inn Annapolis, Maryland where comfort meets convenience. Fairfield Inn combines with Residence Inn to offer a Dual-Branded hotel in Annapolis, Maryland. By combining the expertise and distinct offerings of two brands, these hotels provide a unique experience for all types of travelers. Enjoy spacious and thoughtfully designed accommodations, free breakfast to start your day, fitness center, and complimentary Wi-Fi. Whether you're exploring the historic charm of Annapolis or attending to important business matters, Fairfield Inn Annapolis is the perfect location. Explore Annapolis's top attractions like the historic waterfront, U.S. Naval Academy, Navy-Marine Corps Memorial Stadium, and bustling downtown all conveniently accessible from our location. For business travelers, we're in close proximity to Anne Arundel Medical Center, Maryland State House, and Baltimore Gas & Electric Company. Whether for leisure or work, Fairfield Inn Annapolis is the ideal choice.FromPHP 5,668
Very Good99 Reviews
Annapolis|0.64km from city center
Great view! Good front desk service. Enjoyed the stay for a nice couple trip
FromPHP 9,707
Very Good96 Reviews
Annapolis|1.06km from city center
Come here for meetings every year, nice hotel.FromPHP 8,808
Great105 Reviews
Annapolis|0.52km from city center
We enjoyed our stay and it was a short walking distance to nightlife and concert hall. The bed was so comfortable and it felt like a very secure establishment. Parking was great and we enjoyed the bath amenities. Thank you!FromPHP 9,733
Very Good19 Reviews
Annapolis|0.51km from city center
When you stay at 134 Prince - Luxury Boutique Hotel in Annapolis, you'll be in the historical district, just steps from U.S. Naval Academy and Annapolis City Dock. This hotel is 0.1 mi (0.1 km) from John Smith House and 0.1 mi (0.1 km) from Annapolis Harbor.Take in the views from a garden and make use of amenities such as complimentary wireless internet access and concierge services. Additional amenities at this hotel include wedding services and a communal living room.A complimentary local cuisine breakfast is served daily from 8:00 AM to 9:30 AM.Featured amenities include a business center, express check-in, and express check-out. Self parking (subject to charges) is available onsite.Make yourself at home in one of the 5 guestrooms featuring free minibar items and Smart televisions. Your memory foam bed comes with down comforters and Frette Italian sheets. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. Bathrooms have designer toiletries and hair dryers.FromPHP 18,761
Outstanding4 Reviews
Annapolis|1.95km from city center
With a stay at 1313 West Luxury Boutique Hotel in Annapolis (Homewood), you'll be within a 5-minute drive of U.S. Naval Academy and People's Brewer Hill Cemetery. This hotel is 0.8 mi (1.3 km) from Maryland Hall for Creative Arts and 0.8 mi (1.3 km) from Ballet Theater of Maryland.Take in the views from a terrace and a garden and make use of amenities such as complimentary wireless internet access. This hotel also features concierge services and a communal living room.Cooked-to-order breakfasts are served on weekends from 8:00 AM to 9:00 AM for a fee.Featured amenities include express check-in, express check-out, and dry cleaning/laundry services. Free self parking is available onsite.Make yourself at home in one of the 7 air-conditioned rooms featuring heated floors and Smart televisions. Your memory foam bed comes with down comforters and premium bedding. Complimentary wireless internet access is available to keep you connected. Conveniences include minibars and coffee/tea makers, and housekeeping is provided on request.FromPHP 20,119
Very Good104 Reviews
Annapolis|0.23km from city center
We got to the hotel at 4:00pm. No place to park so I went in to check in and find the valet. I asked the gentleman at the desk about valet and he said he had nothing to do with valet. They are busy and I need to wait out front. I said okay. I asked if he knew where the restaurant I booked was and at first not a clue and then he pulls out a list of restaurants and says it’s on the list. I ask where is it? His response it’s on the list. Okay. He obviously did not understand English so I thought I’ll ask the valet. I went to the valet and he told me we are not in the main building and he has no time to help us. He wasn’t sure if he could valet the car. I was confused and then he said leave the car and you can take your luggage to the building you are staying in. Well it ended up being about 5 blocks away on cobblestone sidewalks up hill. Okay so much for customer service. I realized they were not going to take care of us in any way. No customer service! I can’t believe I paid that much money and it was a room the size of a shoe box with no service. FromPHP 5,668
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Very Good
99 Reviews