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Hotel location
Annapolis, Maryland, 21401, United States |
1.05KM from city center
Hotel Description
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.
Book "Walk to the stadium! - Lighthouse on Glenwood" now

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Hotel location
Annapolis, Maryland, 21403, United States |
1.61KM from city center
Hotel Description
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 5/25/2024
Reservation 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!.
Book "Fantastic Spacious Eastport Home Easy Walk to Everything & Parking for 6 Cars!" now

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Hotel location
Annapolis, Maryland, 21401, United States |
0.39KM from city center
Hotel Description
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 access
Guests 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 customRules:No more than 8 people (including max 5 allowed guests renting) are allowed in the house at any given time. No parties/events..City quiet hours 9pm to 7am. We are attached to another home so please always be respectful of neighbors..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.
Book "Annapolis History in Style Next to City Dock with Street Parking" now

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Hotel location
Annapolis, Maryland, 21401, United States |
0.52KM from city center
Hotel Description
This 2nd floor apt has new furniture, bedding and housewares. Extremely convenient location to downtown where there's lots to do during the daytime and at night. You'll be directly across from Gate 2 at the Naval Academy so a block in either direction and you can get onto the Yard. You'll be a short 1 block walk to Ego Alley and all of the restaurants, shops and water taxi. Eastport is a 15 minute walk. This is a beautiful location in historic downtown Annapolis that's convenient to everything that downtown has to offer and is perfect for couples with or without children, solo and business travelers. About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.No crib & not ideal for young walkers.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 24.About events:No events allowed.
Book "2nd floor Spacious Downtown Getaway- Across from US Naval Academy" now

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Hotel location
Annapolis, Maryland, 21401, United States |
0.52KM from city center
Hotel Description
Enjoy this one bedroom first floor apartment that's right across from Gate 2 of the U.S. Naval Academy. It's a short 1 block walk onto the USNA yard and 2 blocks to get to all of the restaurants, shops and water taxi on Ego Alley and everything that downtown Annapolis has to offer on Main Street and in Eastport. There are 8 steps to go up to get into the front entrance. Once you enter the front entrance there are no steps to enter the apartment. The apartment has a fully updated kitchen if you'd like to eat in, with a microwave, stove and dishwasher. The full bath has been completely remodeled. This home offers the charm of a historic home with modern day conveniences. Before the recent updates were made Walter Cronkite even stayed in the unit in the early 80's when his sailboat was downtown!
Check in is after 4pm. If we can accommodate an earlier check in we will.
Guest access:
You will have full access to the one bedroom first floor apartment. In addition you have access to shared washer and dryer located in the basement and a shared courtyard and grill out back.
Other things to note:
There is a queen size bed in the bedroom and a queen size pull out couch in the living room.About pets:No pets allowed.About checkOut:Check out before 10:00 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: 24.About events:No events allowed.
Book "Cozy 1st Floor King George one bedroom apartment right across from USNA" now

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Hotel location
Annapolis, Maryland, 21401, United States |
0.52KM from city center
Hotel Description
Perfect location for all that downtown Annapolis offers. Located right across from USNA gate 2. Super convenient, park your car and walk everywhere! Lots of daytime shopping, restaurants, tours, cruises and nightlife. The apt is located on the 3rd floor. My place is perfect for couples, solo and business travelers. There is a large living room space with a full pull out couch, tv and dining table. The bedroom has a queen bed with a tv. There is a small full kitchen and updated bathroom.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 3-17.Not recommended for children under 4 due to stairs.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 24.About events:No events allowed.
Book "Charming Downtown 3rd Floor 1 Bedroom Apt" now

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Hotel location
Annapolis, Maryland, 21401, United States |
1.47KM from city center
Hotel Description
Welcome to this spacious and fully furnished home, designed to be your comfortable home away from home. Spanning three levels, the layout offers the perfect balance of "together time" on the main floor and "private time" in the finished basement.
Whether you are here for a family vacation or a remote-work trip, you’ll find plenty of space to relax and recharge.
Top Features at a Glance
Premium Sleep: Super comfortable beds with crisp cotton sheets.
Entertainment Hub: Finished basement with a 65” Smart TV.
Remote-Work Ready: Dedicated desk with lamp & comfortable chair.
Room for Everyone: 3 levels of living space to spread out.
Chef’s Kitchen: Fully equipped with dishwasher, blender, and coffee maker.
The Layout
Upstairs: Rest & Recharge (3 Bedrooms) We know a good night's sleep is the most important part of your stay. That's why we prioritize super comfortable beds, topped with soft, high-quality cotton sheets, plush pillows, and extra warm blankets.
Bedroom 1: Queen Bed
Bedroom 2: Queen Bed
Bedroom 3: Bunk Bed (Perfect for 2 kids or young adults)
Full Bathroom: Features a tub/shower combo, fresh towels, and a toilet with a bidet for added comfort.
Main Floor: Gather & Dine The heart of the home! Since there are no bedrooms or baths on this level, it is 100% dedicated to quality time.
Living Room: A cozy space to play board games, watch TV, or relax while dinner simmers.
Kitchen: A spacious, functional design equipped with a stove, oven, microwave, fridge, and dishwasher. We provide all the pots, pans, and kitchenware you need—plus a blender, water kettle, and coffee maker for your morning routine.
Cleaning Essentials: We’ve stocked the pantry with Windex, Clorox, dish soap, and laundry detergent for your convenience.
Downstairs: Work & Play (Finished Basement) The ultimate bonus space! Perfect for sending the kids to play or getting some work done in peace.
Sleeping: Full-size foldout sleeper couch (Sleeps 2).
Entertainment: Massive 65” TV for movie nights.
Workspace: A dedicated desk with a lamp, ottoman, and comfy chair.
Convenience: Easy access to the downstairs bathroom.About pets:Pets allowed: limit 1 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: 25.About events:No events allowed.
Book "Annapolis Charm –Bright 3BR in Downtown" now

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Hotel location
Annapolis, Maryland, 21403, United States |
1.73KM from city center
Hotel Description
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 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 30.About events:No events allowed.
Book "Modern Styled Home in Historic Annapolis Eastport Neighborhood" now

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Hotel location
Annapolis, Maryland, 21401, United States |
0.8KM from city center
Hotel Description
HISTORIC ANNAPOLIS/ART’S DISTRICT
Built in 1898, “John Stevens House” in sought-after neighborhood of President’s Hill “Arts District”. This charming, light-filled 2-level unit of a duplex features a cozy living room, full bath & fully equipped eat-in kitchen, 2 bdrms/4 beds & driveway
Enjoy your morning coffee on the porch or a walk a block to coffee shop, local dining & boutiques. Short walk to Naval Academy, City Dock & Navy Stadium or go by Water Taxi/free Trolley.
Washington DC, Baltimore Harbor, Convention Ctr, Camden Yards & Ravens Stadium - 30 mi.
* SINGLE NIGHT BOOKINGS CASE BY CASE. PLEASE MESSAGE ME.
*PETS CASE-BY-CASE WITH NON-REFUNDABLE PET DEPOSIT. PLEASE MESSAGE ME.
*COMMISSIONING WEEK CANCELLATIONS LESS THAN 6 MONTHS PRIOR TO STAY ARE NON-REFUNDABLE.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.
Book "Walk to Everything - Historic Art’s District" now