Greenport West, New York Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Greenport West, New York on RentalSaver.com!

Greenport West Rentals

From $302 per night (USD)
VRBO
American Beech in Greenport - King Suite 3
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The 19th-century historic and centrally located Stirling Square in Greenport Village has been reimagined into the modern ...
From $302 per night (USD)
VRBO
From $324 per night (USD)
Expedia
Historic 1830s Greenport Home
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
FALL 2025 AVAILABILITY! Looking to escape the city for a couple of weeks or even a month? The house is well set up fo ...
From $324 per night (USD)
Expedia
From $849 per night (USD)
VRBO
North Fork Waterfront + Private beaches + Spectacu
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Completely renovated in the last two years with new kitchen, two and a half new bathrooms, one with jetted tubs and bot ...
From $849 per night (USD)
VRBO
From $547 per night (USD)
Expedia
Charming historic house on Sterling Harbor, water views, 5-min walk to village
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
Tucked away in Sterling Harbor in the Historic District on Greenport's most desired street is this lovely, 3-bedroom, 17 ...
From $547 per night (USD)
Expedia
From $432 per night (USD)
VRBO
Architect Designed Home in Waterfront Village
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Designed and built in 2003, this cozy house has water views of Peconic Bay, enormous glass skylights, fully equipped kit ...
From $432 per night (USD)
VRBO
From $1139 per night (USD)
Expedia
Unique Southold waterfront luxury home with heated pool on Long Creek
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
We bought our wonderful house five years ago and have made many important renovations. The newest is a hybird bocce cour ...
From $1139 per night (USD)
Expedia
From $324 per night (USD)
VRBO
Unspoiled North Fork Charm, walk to bay & sound beaches, minutes to Greenport
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Vintage North Fork cottage tucked away under the trees. Enjoy cool breezes through the many spacious windows. An easy ca ...
From $324 per night (USD)
VRBO
From $1466 per night (USD)
Expedia
Bohemian Old Life Saving Station with Beach & Pool
Bedrooms:
4
Bathrooms:
7
Sleeps:
13
ONLY 1 WEEK RENTALS FROM MID JUNE TO MID SEPTEMBER RENTALS ARE FROM FRIDAY TO FRIDAY AVAILABILITY FOR JULY & AUGUST IS ...
From $1466 per night (USD)
Expedia
From $505 per night (USD)
VRBO
Private & Spacious Five Room Suite..Steps To Bay Beach and walk to Village.
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
1896 Restored Victorian located within steps to a lovely Bay Beach. Village restaurants, shops, NYC Hampton Jitney Expre ...
From $505 per night (USD)
VRBO
From $794 per night (USD)
Expedia
Spacious Modern on wooded lot - 5 min from beach!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Newly renovated, spacious, 4 bedroom, 3.5 bath house on 1.25 acres in the Hay Beach neighborhood of Shelter Island overl ...
From $794 per night (USD)
Expedia
From $418 per night (USD)
VRBO
First Floor 1905 Victorian home in the heart of Greenport Village
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Home has a full kitchen and a washer/dryer. There are two bedrooms with queen size beds plus a Murphy double bed. One ba ...
From $418 per night (USD)
VRBO
From $1476 per night (USD)
Expedia
Tranquil, Beachfront Getaway with Dock, Fabulous Sunset Views!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This Shelter Island beach house has all the necessary ingredients for a fabulous year-round getaway. Located on a shy ac ...
From $1476 per night (USD)
Expedia
From $840 per night (USD)
VRBO
Renovated Waterfront Cottage With Spectacular Views And Private Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This home sits on the edge of a bluff with unobstructed views of the water and a secluded cove with direct access to a b ...
From $840 per night (USD)
VRBO
From $1554 per night (USD)
Expedia
Greenport Magical Gem - Beautiful Backyard And Pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
The uniqueness of this wonderful home is the backyard which is lavishly landscaped with both beautiful flowers and lush ...
From $1554 per night (USD)
Expedia
From $471 per night (USD)
VRBO
Gorgeous lakefront retreat
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Stunning 3 bedroom ranch style home on the lake in East Marion. Sleeps 6 in comfort. Come and watch the Ospreys fish fro ...
From $471 per night (USD)
VRBO
From $1137 per night (USD)
Expedia
Newly renovated! Shelter Island Gem, 3 blocks from Sunset Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beat the heat in this fabulous summer retreat on laid back Shelter Island. This newly gut renovated charmer is nestle ...
From $1137 per night (USD)
Expedia
From $686 per night (USD)
VRBO
Waterfront, private beach, ready for adventure, light & bright!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Set on a magical one-acre promontory, jutting into beautiful Long Creek with spectacular water views from every room, th ...
From $686 per night (USD)
VRBO
From $712 per night (USD)
Expedia
Shelter Bay Cove Waterfront + Beach + spectacular
Bedrooms:
2
Bathrooms:
1
Sleeps:
7
Lovingly restored with new kitchen, refinished hardwood floors throughout, two full modern bathrooms, open fireplace, ce ...
From $712 per night (USD)
Expedia
From $581 per night (USD)
VRBO
Classic Waterview Victorian Summer Cottage in Park-Like-Setting
Bedrooms:
5
Bathrooms:
5
Sleeps:
6
Beautiful turn-of-the century Victorian Summer Beautiful turn of the century home located on Rainbow Park with breatht ...
From $581 per night (USD)
VRBO
From $2089 per night (USD)
Expedia
One Of A Kind, Resort- Like Waterfront Cottage In Wine Country
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
LI Sound Waterfront Cottage with 2 Bedrooms and 1 Bathroom. Completely Renovated and Modern Living Space with Open Layou ...
From $2089 per night (USD)
Expedia
From $688 per night (USD)
VRBO
House by the Bay with Large In-ground Pool, Steps from Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Have a perfect vacation in our pristine two-story farmhouse style house. There are three bedrooms and two full baths. On ...
From $688 per night (USD)
VRBO
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Expedia
Perfect Getaway Apartment For Couples or Single Travelers
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Newly renovated apartment minutes away from the beach! This second floor space comes fully furnished with a full size be ...
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Expedia
From $1421 per night (USD)
VRBO
Scandinavian modern style meets the North Fork with gunite pool.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Newly remodeled, clean and peaceful North Fork beach house. Minutes from Greenport and Orient. 18 x 40 gunite heated po ...
From $1421 per night (USD)
VRBO
From $1097 per night (USD)
Expedia
Historic Luxurious Captains Home- Greenport Village, wineries,golf, beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
NO EXTRA FEES FOR CLEANING, EXTRA GUESTS & AMENITIES! Relax in one of America's most beautiful seaside villages, histo ...
From $1097 per night (USD)
Expedia
From $697 per night (USD)
VRBO
Maritime Village House Walk or Bike to All
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Beautiful updated historic home in the village of Greenport. Central AC, newly renovated kitchens and bathrooms, large f ...
From $697 per night (USD)
VRBO
From $718 per night (USD)
Expedia
Shelter Island Hilltop 3bd 2.5 bath, 1.3 acres . Private, bay access -day dock.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This beautiful home has spectacular views from all windows. It is spotless, upscale with attention to details. Such as ...
From $718 per night (USD)
Expedia
$Picturesque Views Of Gardiners Bay \/ Shelter Island With Heated Waterfront Pool$
From $1377 per night (USD)
VRBO
Picturesque Views Of Gardiners Bay \/ Shelter Island With Heated Waterfront Pool
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
The charming 3 bedroom, 2 bath house is located in East Marion; a (literal) stone's throw from a private sand beach, a f ...
From $1377 per night (USD)
VRBO
From $2344 per night (USD)
Expedia
Spacious house next to the beach, Ferry and Eateries.
Bedrooms:
5
Bathrooms:
6
Sleeps:
11
Located on one acre in the highest part of Shelter island Heights, this home offers 6 bedrooms, 4.5 baths, a fireplace a ...
From $2344 per night (USD)
Expedia
From $305 per night (USD)
VRBO
Private Pebble Beach Community with Tennis next to Island End Public Golf Course
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Tucked away between farmland and Long Island Sound in Pebble Beach Farms, East Marion, this very clean, single story ran ...
From $305 per night (USD)
VRBO
From $698 per night (USD)
Expedia
Family friendly home near beach with wonderful deck!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
You can walk to the beach from this attractive home that comfortably sleeps 7. Enjoy cocktails and outdoor dining on th ...
From $698 per night (USD)
Expedia
From $425 per night (USD)
VRBO
Spacious apartment, 3 blocks to downtown and steps to fishing pier.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Property Charming and newly updated second floor apartment, less than a 5 minute walk to downtown. Enjoy our incredi ...
From $425 per night (USD)
VRBO
From $1652 per night (USD)
Expedia
5 Bedrooms ~ Steps from a Private Sandy Beach and Beautiful Vineyard Views..
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Guests are sure to enjoy a memorable vacation in this fully furnished, 5 bedroom/3.5 bath newly renovated expansive mode ...
From $1652 per night (USD)
Expedia
From $1046 per night (USD)
VRBO
Greenport Gem: Private Saltwater Pool, Awesome Basement, Walk to Everything!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Escape to our charming Greenport Village oasis! Nestled in a quiet neighborhood just a short stroll from the vibrant hea ...
From $1046 per night (USD)
VRBO
From $465 per night (USD)
Expedia
Newly Renovated - Walk to Town and Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
Brand new gut renovation - 3br, 3 full bath unit in the heart of Greenport Village! Have it all - walk to the train and ...
From $465 per night (USD)
Expedia
From $1048 per night (USD)
VRBO
Impeccably Restored & Charming Victorian Summer Cottage-5 Bed, 4 Bath, Sleeps 10
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Please contact us if you are interested in booking a month or longer stay for the 2025 summer season. An impeccably res ...
From $1048 per night (USD)
VRBO
From $2551 per night (USD)
Expedia
Stunning Shelter Island Estate
Bedrooms:
8
Bathrooms:
8
Sleeps:
14
Stunning Shelter Island traditional over 3 floors with pool and separate contemporary guest house in luxury settings. Sh ...
From $2551 per night (USD)
Expedia
From $912 per night (USD)
VRBO
Shorecrest Beach House + Beach Front + Ocean views
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
The Shorecrest beach house is located on a grassy bluff overlooking the waters of the Long Island Sound with its own pri ...
From $912 per night (USD)
VRBO
From $729 per night (USD)
Expedia
Rose Cottage by the Bay.
Bedrooms:
3
Bathrooms:
3
Sleeps:
4
Seaside Greenport Village Historic District, on Long Island’s North Fork, New York. “Rose Cottage” is within the Greenp ...
From $729 per night (USD)
Expedia
From $1154 per night (USD)
VRBO
Waterfront house on steerling harbor, views from every room.
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Fully furnished monthly, summer or year round rental on Sterling Harbor with spectacular views out to Bay. A five minute ...
From $1154 per night (USD)
VRBO
From $345 per night (USD)
Expedia
NEWLY Renovated Family Home Great Area - Beach - Greenport - Ferry - Restaurants
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
PLEASE READ Please park in the street when arriving as many spots along the streets are available. Laundry + Dryer is ...
From $345 per night (USD)
Expedia
From $981 per night (USD)
VRBO
Historic Waterfront Home. Steps to North Ferry & Beach Club. Easy access to LIRR
Bedrooms:
3
Bathrooms:
5
Sleeps:
6
Our historic 5-bedroom Victorian home on Shelter Island Sound in the Heights has been in our family for 100 years. Buil ...
From $981 per night (USD)
VRBO
$Charming 3-bed\/2-bath beach house with water views - steps from beach$
From $694 per night (USD)
Expedia
Charming 3-bed\/2-bath beach house with water views - steps from beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Greenport's cozy beachside retreat – a charming 3BR/2BA cottage steps from 5th Street Beach and walkable to G ...
From $694 per night (USD)
Expedia
From $508 per night (USD)
VRBO
Charming 2 bedroom apartment in the heart of Greenport.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Your family will be close to everything Greenport has to offer when you stay at this centrally-located 2 bedroom apartme ...
From $508 per night (USD)
VRBO
From $937 per night (USD)
Expedia
Plan Your Perfect Summer Escape: Walk to Crescent Beach and to Pridwin!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Get ahead of summer and book your stay at our stunning, newly built (2024) beach retreat on Shelter Island! Just a 5-min ...
From $937 per night (USD)
Expedia
From $1675 per night (USD)
VRBO
Spacious Home with Pool in Southold
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Discover this sun-filled 4-bedroom Southold home, perfect for a relaxing escape. Enjoy a luxurious saltwater pool, cozy ...
From $1675 per night (USD)
VRBO
$Beautiful home short walk to the beach, w\/ outdoor shower, grill & central AC$
From $655 per night (USD)
Expedia
Beautiful home short walk to the beach, w\/ outdoor shower, grill & central AC
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Briar Patch Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $655 per night (USD)
Expedia
From $635 per night (USD)
VRBO
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to <b>The Greenport Beach Cottage</b> — your coastal retreat on the North Fork. The 750 sq ft completely renov ...
From $635 per night (USD)
VRBO
From $629 per night (USD)
Expedia
Renovated 1930's cottage on the water near Greenport with WiFi, AC
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Escape to a charming 3-bedroom cottage on Breezy Shores located between Greenport and Southold. This lovely retreat feat ...
From $629 per night (USD)
Expedia
From $734 per night (USD)
VRBO
Cozy North Fork Home Close to Beaches, Wineries, and Town, Perfect for Families
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Island's End Retreat Cozy North Fork Home Close to Beaches, Wineries, and Town, Perfect for Families 3BR/3BA: wood fir ...
From $734 per night (USD)
VRBO
From $990 per night (USD)
Expedia
Newly Renovated 4BR Charming Home on best block in Greenport
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Newly renovated 4 bedroom 3.5 bathroom home on the best block in historic Greenport Village. The house has two master su ...
From $990 per night (USD)
Expedia
Click For Pricing
VRBO
Southold near vineyard & beach
Bedrooms:
0
Bathrooms:
0
Sleeps:
0
Enjoy a stylish experience at this centrally-located historic charmer. Have cocktails on the balcony, cook in the fully ...
Click For Pricing
VRBO
From $442 per night (USD)
Expedia
Relaxing water front newly renovated condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Tennis, swimming, walk to town, sailboats, birds of all kinds in this private community with spectacular views of Sterli ...
From $442 per night (USD)
Expedia
Click For Pricing
VRBO
Intimate Island Getaway with Stunning 180˚ Waterfront Views
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Savor a romantic and secluded summer getaway. Enjoy a front row seat to breathtaking and dramatic views of the Shelter ...
Click For Pricing
VRBO
From $1249 per night (USD)
Expedia
Sandy Bay Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Stunning waterfront location with amazing sugar sand beach! Well proportioned home with beautiful symmetry. The centra ...
From $1249 per night (USD)
Expedia
From $1002 per night (USD)
VRBO
Very Large, Comfortable, Victorian 4 Bedroom House + Beach Club
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Shelter Island Heights 1875 Large Historic Victorian Home For Rent, Sunny 4 bedrooms, 2 baths, Central AC, full dining ...
From $1002 per night (USD)
VRBO
$Charming 3 Bed\/2.5 Bath Cottage In Historic Shelter Island Heights Walk to Ferry$
From $605 per night (USD)
Expedia
Charming 3 Bed\/2.5 Bath Cottage In Historic Shelter Island Heights Walk to Ferry
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to your perfect getaway within the coveted Shelter Island Heights Historic District. This fully renovated, charm ...
From $605 per night (USD)
Expedia
From $586 per night (USD)
VRBO
Beautiful Waterview Condo on the North Fork of LI
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Waterview luxury suite accommodates up to 6 guests with two bedrooms and two bathrooms located on the North Fork of Long ...
From $586 per night (USD)
VRBO
Click For Pricing
Expedia
Greenport Village Home with Heated Salt Water Pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Discount for taking all of June - August! One of a kind Greenport Village rental! This 1926 renovated 4 bedroom 2.5 bath ...
Click For Pricing
Expedia
From $1077 per night (USD)
VRBO
Charming Southold Waterfront Property
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Welcome to our beautiful waterfront home with breathtaking views of Hashamomuck Pond—an idyllic setting for an unforgett ...
From $1077 per night (USD)
VRBO
From $2775 per night (USD)
Expedia
Modern Farmhouse Private Estate, 6.5 acres
Bedrooms:
6
Bathrooms:
4
Sleeps:
10
Welcome to your private 6.5 acre getaway. With 4 bedrooms and 6 bathrooms, this spacious and beautifully designed home i ...
From $2775 per night (USD)
Expedia
From $819 per night (USD)
VRBO
Coastal Getaway, water views, walk to beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Coastal Vibes: Home with waterviews, short distance from a secluded beach on Pipes Cove overlooking Shelter Island. Bea ...
From $819 per night (USD)
VRBO
From $1209 per night (USD)
Expedia
Resort Style Home- Family Friendly
Bedrooms:
3
Bathrooms:
5
Sleeps:
6
Located in beautiful Hay Beach, this home has four bedrooms and three full bathrooms. The main bedroom has a king bed an ...
From $1209 per night (USD)
Expedia
From $1893 per night (USD)
VRBO
Contemporary Colonial home with pristine Peconic bay views, steps to...
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Please note that a reservation for this property needs to be approved before it is confirmed. Vineyard Beach House Con ...
From $1893 per night (USD)
VRBO
From $823 per night (USD)
Expedia
Relaxation in Greenport
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Renovated house located in the heart of Greenport is perfect for family getaways. Blocks away from Main Street. With ama ...
From $823 per night (USD)
Expedia
Click For Pricing
VRBO
2-bedroom in Heart of Greenport Historic District
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Centrally located in the Greenport historic district and just a 5-7 min walk from all the stores, cafes, and restaurants ...
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VRBO
From $1040 per night (USD)
Expedia
Charming Northfork Townhouse- walk to all
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Fully Renovated Townhouse walking distance to town, beaches, parks, brewery and short bike to wineries. Brand new Kitche ...
From $1040 per night (USD)
Expedia
$Cozy Farmhouse Secluded Community w\/ Private Beach$
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VRBO
Cozy Farmhouse Secluded Community w\/ Private Beach
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Beautiful farmhouse nestled amongst the private community in East Marion minutes from the beach. This home is great for ...
Click For Pricing
VRBO
From $322 per night (USD)
Expedia
Charming Greenport Gem 1, 1 Mile to Ferry!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Travel to the North Fork of Long Island for a much-needed getaway and experience both modern luxury and historic desire ...
From $322 per night (USD)
Expedia
From $1430 per night (USD)
VRBO
New Construction Greenport Pool House - 3 Blocks from Town
Bedrooms:
5
Bathrooms:
4
Sleeps:
16
This brand new construction house is perfect for large groups. Gather with friends and family in the double height ceili ...
From $1430 per night (USD)
VRBO
From $804 per night (USD)
Expedia
Entire, new, roomy, village beach house close to beach, park, and town center
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Welcome to our most lovely Greenport Beach Home.....800 feet to sixth street beach and playground. A true beach getaway, ...
From $804 per night (USD)
Expedia
From $554 per night (USD)
VRBO
Craftsman Cottage in Greenport Village
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Come stay in our charming Craftsman cottage, just a short three block walk from all the shops, restaurants, galleries an ...
From $554 per night (USD)
VRBO
From $417 per night (USD)
Expedia
Waterfront NoFo Cottage with public beach access
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Enjoy this waterfront cottage overlooking Marion Lake surrounded by lush landscape and wildlife. Experience the local Vi ...
From $417 per night (USD)
Expedia
From $308 per night (USD)
VRBO
5 minute walk to beaches and beautiful downtown Greenport
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Lovely Victorian home with private entrance, porch, and brick patio. Floor to ceiling windows in light filled large bed ...
From $308 per night (USD)
VRBO
From $584 per night (USD)
Expedia
Lagoon Lodge: North Fork, Charming 3Br, Waterfront
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Lagoon Lodge is a charming waterfront home with 3 bedrooms and 2 bathrooms, featuring central air and high-spee ...
From $584 per night (USD)
Expedia
From $1167 per night (USD)
VRBO
Picture Perfect Greenport Cottage
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Well appointed cottage for all seasons. Picture perfect privet lined outdoor living space with sofas, dining area, fire ...
From $1167 per night (USD)
VRBO
From $714 per night (USD)
Expedia
Beautifully renovated 2 Bedroom, 1st Floor apt -Greenport Village, Walk to town!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy this beautifully renovated first floor “Captains House” apartment in the heart of Greenport Village. Harbor Views ...
From $714 per night (USD)
Expedia
From $771 per night (USD)
VRBO
Idyllic North Fork hideaway! Quiet 3 Bedroom cape in East Marion
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Relax, rejuvenate and recharge in this updated North Fork gem with new kitchen, outdoor deck, screened in porch and larg ...
From $771 per night (USD)
VRBO
From $377 per night (USD)
Expedia
American Beech in Greenport - Petite King Room 7
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The 19th-century historic and centrally located Stirling Square in Greenport Village has been reimagined into the modern ...
From $377 per night (USD)
Expedia
From $1066 per night (USD)
VRBO
The Oyster House: An artful home nestled in the village of Greenport
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
A much-loved home welcomes you along with all of the wonders that Greenport has to offer. Within a two block radius you ...
From $1066 per night (USD)
VRBO
From $934 per night (USD)
Expedia
Sea Breeze Paradise: Beachfront & Panoramic Views
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Summary: Sea Breeze Paradise is a newly renovated home. A paradise for those of you who want to enjoy the sun and fresh ...
From $934 per night (USD)
Expedia
Click For Pricing
VRBO
Charming and cozy home in the heart of Greenport Village.
Bedrooms:
1
Bathrooms:
2
Sleeps:
1
Three room suite available in a historic home. Large bedroom with a view of the sunrise, bathroom with a clawfoot tub an ...
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VRBO
From $2014 per night (USD)
Expedia
Brand New! 6BR, 4.5 Bath, Pool, Hot Tub, Walk to Beach
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
2 week minimum stay only. This newly constructed spacious 6-bedroom, 5-bathroom home offers the perfect escape for your ...
From $2014 per night (USD)
Expedia
From $475 per night (USD)
VRBO
Harbor Heights
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Discover this marvelous 2-bedroom gem in Greenport. This cool apartment boasts a cozy living room with a phenomenal sofa ...
From $475 per night (USD)
VRBO
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Expedia
Charming Home in the heart of Greenport Village!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Enjoy all that Greenport has to offer by staying in the center of it all. Relax in the large fenced yard or screened in ...
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Expedia
From $686 per night (USD)
VRBO
Another rental season is coming up.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Hi everyone: I hope you'll look at the photos of our property and our guest reviews. But please allow me to say we do ha ...
From $686 per night (USD)
VRBO
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Expedia
Greenport Loft Apartment
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Enjoy this newly renovated 2 bedroom 2 bath loft apartment centrally located in the village of Greenport. Conveinient 5 ...
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Expedia
$Blue Bay Dream w\/ Seasonal Outdoor Jacuzzi, Cabana + Office$
From $596 per night (USD)
VRBO
Blue Bay Dream w\/ Seasonal Outdoor Jacuzzi, Cabana + Office
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bar ...
From $596 per night (USD)
VRBO
From $686 per night (USD)
Expedia
Restored Seaport Village Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Please Note : Guests must add a message with their reservation request, and kindly indicate who is traveling. Welcome! ...
From $686 per night (USD)
Expedia
From $1164 per night (USD)
VRBO
North Fork Waterfront Spectacular Views Cottage circa 1930
Bedrooms:
1
Bathrooms:
4
Sleeps:
10
North Fork Waterfront Spectacular Views Cottage circa 1930' On Golden Pond' Private road, amazing waterfront vie ...
From $1164 per night (USD)
VRBO
From $526 per night (USD)
Expedia
Sea Pine Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Nestled in the woods just behind the Pridwin Hotel, walk to Crescent Beach, Perlman Music and Sunset Beach. 1930''s Shel ...
From $526 per night (USD)
Expedia
From $1123 per night (USD)
VRBO
Gorgeous Greenport Beach House right on the Sound! Breathtaking views
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to Villa Sonore. A gorgeous beachfront home in Greenport located right on the LI Sound. Walk to restaurants and ...
From $1123 per night (USD)
VRBO
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Expedia
Breathtaking Waterfront Greenport Village Condo, private beach, pool, tennis
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Unending water views. Luxury beachfront condo, overlooking Greenport Harbor and Shelter Island. Private beach, pool, ten ...
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Expedia
$The Lucky Oyster Est 1886 3 Bd \/ 2 Ba Historic & Walk to Town$
From $1447 per night (USD)
VRBO
The Lucky Oyster Est 1886 3 Bd \/ 2 Ba Historic & Walk to Town
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Located steps from town, this historic gem is perfect for a weekend getaway. With a spacious kitchen, living and dining ...
From $1447 per night (USD)
VRBO
From $444 per night (USD)
Expedia
Greenport Village On The Bay
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Waterfront condo in the heart of wine country. 2 blocks walk to town and train. 2 bedrooms 2 baths, pool, tennis court, ...
From $444 per night (USD)
Expedia
From $977 per night (USD)
VRBO
North Fork Waterfront Gem!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Live the waterfront life! Kayak, paddle board, boat from your front door! Enjoy gathering your own oysters and clams fro ...
From $977 per night (USD)
VRBO
From $405 per night (USD)
Expedia
Quiet Oasis Near Greenport and Safe Harbor Marina with Views of Lavendar Farm
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
LEGAL Rental on the North Fork located in near Greenport, NY in the heart of wine country, five minute drive from Greenp ...
From $405 per night (USD)
Expedia
Click For Pricing
VRBO
Historic Stunner in Heart of Village
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Enjoy this centrally-located historic home restored w/ modern conveniences. 1st FL includes sunny living room w/ comfort ...
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VRBO
From $1050 per night (USD)
VRBO
Tennis Court, Open and Spacious Living and Dining Areas, Close Proximity to...
Bedrooms:
4
Bathrooms:
6
Sleeps:
10
Please note that a reservation for this property needs to be approved before it is confirmed. Great Circle Serenity Te ...
From $1050 per night (USD)
VRBO
$Modern Farmhouse Oasis in Greenport Village - 10 min walk to restaurants\/shops$
From $812 per night (USD)
VRBO
Modern Farmhouse Oasis in Greenport Village - 10 min walk to restaurants\/shops
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Newly renovated modern farmhouse with the perfect blend of style & comfort. Bask in the serenity of our fully equipped 6 ...
From $812 per night (USD)
VRBO
From $514 per night (USD)
Expedia
Heavenly Craftsman Just minutes to beaches, vineyards, ferries and Greenport!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Rental Permit 1048 Perfect and original Craftsman Arts and Crafts style house. This is the loveliest historic house l ...
From $514 per night (USD)
Expedia

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Results: 214 Rentals