The Cliffside Resort Condominiums Map, Address, Transportation & Nearest Stations and Airport

Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bars, shopping, coffee shops, and Shelter Island Ferry, Long Island Railroad (LIRR), and Hampton Jitney.

My place is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love my place because of Location!. My place is good for couples, solo adventurers, business travelers, families (with kids).

This property has two apartments. The Sandpiper Apt. 1 and Aqua Vista Apt.2 (see listing on VRBO website that can accommodate 12 people when available at the same time for larger families and wedding parties. (PLEASE NOTE - that outdoor BBQ and is only available from April to November.)About pets:Pets allowed: dogs less than 50 lbs per pet (limit one pet total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Bicycles should be locked in back of house and not brought in the apartment..ABSOLUTELY, POSITIVELY...NO HANGING OF DECORATIONS,Super-quiet time starts at 9pm and ends at 9am. Outside of that window, the noise should continue to stay at a respectable levels..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

Discover the North Fork from our stylishly renovated 100-year-old townhouse! Perfectly located, you can walk to town, beaches, and a local brewery. This bright, airy home features a new kitchen, central AC, and a private patio with a grill. Comfortably sleeping up to 8 guests, it's the ideal base for families or groups exploring Long Island's wine country. Park your car and enjoy a walkable getaway!
Originally built over 100 years ago, this home has been completely updated to offer a bright, airy, and stylish retreat. The open-plan main floor features a comfortable living area with a wall-mounted TV, a spacious dining room, and a brand-new, fully equipped kitchen, creating a seamless flow perfect for relaxing and entertaining. The space is filled with natural light and boasts all-new appliances and central AC for your comfort.

The modern kitchen is equipped with stainless steel appliances and opens directly to the dining room and a cozy den, which provides access to the back patio.

**Sleeping Arrangements:**
* Master Bedroom: A very spacious room with a comfortable King-sized bed.
* Second Bedroom: A small room, located just off the master, with bunk beds.
* Third Bedroom: Features two Twin beds, one of which is a convenient Murphy bed.
* Den: Includes a Queen-sized pullout bed for additional guests.

**Bathrooms:**
* A spacious full bathroom with a tub and shower.
* A stylish half-bathroom is conveniently located off the kitchen.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 allowed: in designated areas.About events:No events allowed.

Set in the historic section of Greenport village, the Captain’s House, built in 1820, is an elegant and charming 3 bedroom, 2 bath home ready to enjoy, especially for a summer getaway or a cozy holiday retreat. It's a 3 block walk into town and a short bike ride or drive to all the area beaches, wineries and treasure finding.

The Captain’s House is in the perfect location for those who’d like to leave the car at home and wander into town to visit shops, wine bars and restaurants. It's even a 10 minute walk from or the Jitney/train.

There are three bedrooms (one with a queen bed, one with 2 twins or king and a smaller 3rd bedroom with a full bed) and two full bathrooms, one with a washer/dryer that is on the ground floor. There are two comfortable living rooms, one with a fireplace and large color TV with Netflix, Amazon Prime, Smart TV as well as a selection of puzzles and board games for all ages. There is a TV in the master bedroom as well. Attached to the living room is a formal dining room with a farm table that seats 8 for those chilly or hot evenings better spent inside.

For the ultimate chef, the home has a fully stocked kitchen with Cuisinart appliances, a Garland stove, every utensil imaginable as well as all dining-ware. There is no need to bring sheets, towels or beach towels, it’s all here. For those with small children, note that I do not toddler-proof the house, remove the nicknacks, etc. so keep that in mind when renting!

There is a very large and beautifully landscaped backyard complete with a 'Secret Garden" hidden in the far back of the property overlooking a zen fountain. Attached to the house is a back deck with a charcoal and a gas grill and an outdoor garden shower. Dining al fresco with friends and family a the patio dining area allows room for entertaining.

* PLEASE NOTE: Beaches are open to renters with permit. I would need to notarize a rental permit, so please let me know in advance if you would like to get one. It is $40 and the name on the agreement needs to match the registration. I have also included some beaches that do not require a permit.About pets:Pets allowed: dogs less than 50 lbs per pet (limit 2 pets total).Garden fenced in. Dogs must be walked off premise..About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:We request that dogs be walked off the property..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.Smoking outside only..About minBookingAge:Minimum age to rent: 30.About events:No events allowed.

Discover the North Fork from our beautifully renovated 100-year-old townhouse! This charming home comfortably fits groups and is perfectly located within walking distance to town, beaches, restaurants, and a local brewery. Enjoy modern comforts like central AC, a new kitchen, and a private backyard patio with a grill. Your ideal getaway for exploring local wineries and coastal life.
Step into a freshly renovated, open-concept living space designed for comfort and relaxation. The home features central air conditioning to keep you cool during your stay.

The main floor includes:
- A brand-new, fully equipped kitchen with modern appliances.
- A dining area that flows seamlessly from the kitchen.
- A cozy den with a pullout queen bed and direct access to the back patio.

Sleeping arrangements are designed to comfortably accommodate your group:
- Master Bedroom: One king-sized bed.
- Adjoining Room: A small room connected to the master, featuring one twin bed.
- Second Bedroom: One full-sized bed.
- Den: One pullout queen-sized sofa bed.

The townhouse offers a spacious, fully updated bathroom with a tub and shower, plus a convenient half-bath located just off the kitchen.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 allowed: in designated areas.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

1896 Restored Victorian located within steps to a lovely Bay Beach. Village restaurants, shops, NYC Hampton Jitney Express Bus and Shelter Island Ferry are all within a short stroll. Fresh produce farms, vineyards, hills and fields surround this very special place to rejuvenate your spirit and have fun. Fishing off the pier, sun bathing, swimming and people watching are all available within a two minute walk. Orient State Park is within a few miles and also offers nature lovers breath taking views of birds and marshes as well as the Long Island Sound. Also in Orient is a Sea Jet Ferry available to those who may want to enjoy the Mohegan Sun Casino in Connecticut across the Long Island Sound or travel north.

Private and spacious accomodations for four adults include two bedrooms each with a separate living space and a fully equipped kitchen and bath decorated in a casual antique pine style. Our charming second floor apartment is peaceful, perfect for two couples or a family.

2021 HVAC upgrade includes UV /HEPA airflow filtration. Exterior security cameras offer added measure of safety during your stay.


Typical Day : Easy to rise in the morning and have a cup of coffee in the garden ..take a stroll down to the beach and people watch.. come back..get ready for the day..

Leave the 'House'.. walk left toward the village and turn right on Clark Street ..now take a three block walk to the village along fourth street and the bay..enjoy the many restored village homes and the simple life..
So... are you ready to explore the village? The antique Carousel on Front Street..antique shops..maybe a cup of stronger coffee at Aldo's...
Stroll up and down Main Street..and Front Street and find your favorite shops/spots...Book, Toy, Cooking, Clothing......Art Galleries..Restaurants...Antiques...something for everyone.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.Children should Not run in the House..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.No overnightunregistered guests including children.

Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bars, shopping, coffee shops, and Shelter Island Ferry, Long Island Railroad (LIRR), and Hampton Jitney.
Aqua Vista is the second floor apartment with a separate entrance.
My place is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love my place because of Location!. My place is good for couples, solo adventurers, business travelers, families (with kids).
This property has two apartments. The Aqua Vista Apt.2 and The Sandpiper Apt. 1 (see listing on VRBO website that can accommodate 12 people when available at the same time for larger families and wedding partiesAbout pets:Pets allowed: dogs less than 50 lbs per pet (limit one pet total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Bicycles should be locked in back of house and not brought in the apartment..ABSOLUTELY, POSITIVELY...NO HANGING OF DECORATIONS,Super-quiet time starts at 9pm and ends at 9am. Outside of that window, the noise should continue to stay at a respectable levels..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

Discover this marvelous 2-bedroom gem in Greenport. This cool apartment boasts a cozy living room with a phenomenal sofa bed, perfect for extra guests. The bedrooms offer a comfortable queen bed and a full bed, ensuring a restful night's sleep for all. With amenities like a washing machine, hair dryer, AC, heating, iron, and WiFi, you'll have everything you need for a delightful stay. The bathroom is equipped with a hair dryer for your convenience. This newly renovated 2 family home is in walking distance to all the restaurants, bars, shopping, coffee shops, Shelter Island Ferry, Log Island railroad and Hampton Jitney.
Guests are 4 blocks from the local beach which provides parking at no cost. Beach chairs and umbrellas are provided in the backyard. Washing Machine and Dryer are located in basement. Enjoy your time in Greenport at our apartment.

This property has two apartments. The Blue Bay Dream Apt. 1 and Harbor Heights Apt. 12 (see listing on VRBO website that can accommodate 12 people when available at the same time for larger families and wedding parties

Harbor Heights is the second floor stair walk up apartment.
About pets:Pets allowed: dogs less than 50 lbs per pet (limit one pet total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Bicycles should be locked in back of house and not brought in the apartment..ABSOLUTELY, POSITIVELY...NO HANGING OF DECORATIONS,Super-quiet time starts at 9pm and ends at 9am. Outside of that window, the noise should continue to stay at a respectable levels..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bars, shopping, coffee shops, and Shelter Island Ferry, Long Island Railroad (LIRR), and Hampton Jitney.

My place is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love my place because of Location!. My place is good for couples, solo adventurers, business travelers, families (with kids).
The space
The house has been completely renovated and everything is brand-new.
Everything is walking distance to the house and the location is unbeatable.

This property has two apartments. The Blue Bay Dream Apt.1 and Harbor Heights Apt. 2 (see listing on VRBO website that can accommodate 12 people when available at the same time for larger families and wedding parties

We have recently added new amenities to the VRBO rental Apartment 1 that you would occupying. In the backyard, the blue garage has been converted to a cabana, which includes two televisions, lounge area with a wet bar, refrigerator, game area for the kids and a home office work station with a full size convertible bed in the cabana section and a queen size futon in the home office work room. Wifi is available in the cabana and office. As a bonus, there is a 5 person jacuzzi outside with complete privacy. (PLEASE NOTE - that outdoor BBQ and jacuzzi are only available from April to November)About pets:Pets allowed: dogs less than 50 lbs per pet (limit one pet total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Bicycles should be locked in back of house and not brought in the apartment..ABSOLUTELY, POSITIVELY...NO HANGING OF DECORATIONS,Super-quiet time starts at 9pm and ends at 9am. Outside of that window, the noise should continue to stay at a respectable levels..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

Enjoy this beautifully renovated first floor “Captains House” apartment in the heart of Greenport Village. Harbor Views! Walk to town.

This 2 bedroom, 2 full bathroom home is bright with sunshine, has soaring ceilings and hard wood floors, easy to maintain for beachside living.

Gourmet kitchen - top of line appliancesAbout pets:Pets allowed: dogs less than 50 lbs per pet (limit one pet 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: 23.About events:No events allowed.