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 $905 per night (USD)
VRBO
Greenport Village walking distance to all
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
3 bedroom 2 floor cape with large great room and enclosed patio perfect for families and small groups. Relax in the hot ...
From $905 per night (USD)
VRBO
From $1053 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 $1053 per night (USD)
VRBO
From $482 per night (USD)
VRBO
North Beach Fork Beach House
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy our tranquil home in a private beach community.Located on a half acre of private land, this home has all the ameni ...
From $482 per night (USD)
VRBO
From $631 per night (USD)
VRBO
Walk to Beach and Greenport Village, Two King Beds
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
A quiet Cape home within walking distance to all Greenport Village has to offer - dining, shopping, the beach and transp ...
From $631 per night (USD)
VRBO
From $268 per night (USD)
VRBO
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 $268 per night (USD)
VRBO
From $656 per night (USD)
VRBO
Overlook a Vineyard, Walk to the Beach, and only a Short Walk to Town - 5 Star!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discounts available for stays >14 days. Please inquire prior to booking for details. Completely updated, modern and li ...
From $656 per night (USD)
VRBO
From $706 per night (USD)
VRBO
Rose Cottage by the Bay.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Seaside Greenport Village Historic District, on Long Island’s North Fork, New York. “Rose Cottage” is within the Greenp ...
From $706 per night (USD)
VRBO
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 $410 per night (USD)
VRBO
Beautiful condo on the Long Island Sound in a resort
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This condo is one of the nicest decorated in Cliffside. Gorgeous shiplap walls with navy accents. It has a beautiful f ...
From $410 per night (USD)
VRBO
From $788 per night (USD)
Expedia
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 $788 per night (USD)
Expedia
From $818 per night (USD)
VRBO
Greenport Waterfront Private Dock
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
GREENPORT CONKLING PT CREEKFRONT MINT 3BR COTTAGE W/PRIME VIEWS - This cottage on a half-acre lot fronts on the pristine ...
From $818 per night (USD)
VRBO
From $485 per night (USD)
Expedia
Waterfront Condo C204 At The Cliffside Resort With Amazing Water & Sunset Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Waterfront Water's Edge luxury suite, Suite C-204 accommodates up to 6 guests (see below) with two bedrooms and two bath ...
From $485 per night (USD)
Expedia
From $401 per night (USD)
VRBO
Beautiful Soundfront condominium
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful 2 bedroom 2 bathroom direct sound front condo in greenport at Cliffside resort direct view. heated pool, beac ...
From $401 per night (USD)
VRBO
From $551 per night (USD)
VRBO
Bright and Modern North Fork Living
Bedrooms:
1
Bathrooms:
4
Sleeps:
5
Enjoy all the best the North Fork has to offer. Newly renovated Cape Cod style home walkable to beaches, marinas, resta ...
From $551 per night (USD)
VRBO
From $1200 per night (USD)
VRBO
Resort Style Home- Family Friendly
Bedrooms:
3
Bathrooms:
4
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 $1200 per night (USD)
VRBO
From $1253 per night (USD)
Expedia
Contemporary Colonial home with pristine Peconic bay views, steps to...
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Vineyard Beach House Contemporary Colonial home with pristine Peconic bay views, steps to private beach, Weber grill, f ...
From $1253 per night (USD)
Expedia
From $786 per night (USD)
VRBO
Relaxation in Greenport
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Renovated house located in the heart of Greenport is perfect for family getaways. Blocks away from Main Street. With ama ...
From $786 per night (USD)
VRBO
From $746 per night (USD)
Expedia
NOFO ESCAPE relax-swim-enjoy. Bachelorettes-Weddings-Family vacation
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Bachelorette, weddings and big party escape. Go fishing, boating, hiking, golfing, antique shopping etc walk to town, wa ...
From $746 per night (USD)
Expedia
From $160 per night (USD)
VRBO
Aqua Vista
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bar ...
From $160 per night (USD)
VRBO
From $160 per night (USD)
Expedia
The SandPiper
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bar ...
From $160 per night (USD)
Expedia
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VRBO
Greenport Village Home with Heated Salt Water Pool
Bedrooms:
2
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 ...
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VRBO
From $910 per night (USD)
Expedia
Greenport Getaway the perfect blend of relaxation, nature, and North Fork charm.
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
🏡 Charming Family Getaway with Heated Pool, Private Beach Access & Kayaks in Greenport 5 Bedrooms • 4 Bathrooms • Slee ...
From $910 per night (USD)
Expedia
From $879 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 $879 per night (USD)
VRBO
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Expedia
Your Summer Escape
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
This is a fully equipped home with an open floor plan kitchen and living room, a dining room, screened-in sunroom, a la ...
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Expedia
From $655 per night (USD)
VRBO
Greenport Walk to beach & vineyard from this brand new home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Take it easy at this brand new unique retreat. Walking to distance to the beach and winery. Less than a 2 minute drive ...
From $655 per night (USD)
VRBO
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Expedia
Perfect Greenport Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Walk and/or bike everywhere you want from this gem. Rarely rented out, my personal summer rental. Be one of the first t ...
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Expedia
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VRBO
Waterfront + Complete Gym + Hot tub
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Renovated, waterfront property within close proximity to everything. Outstanding high speed internet, a perfect setup fo ...
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VRBO
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Expedia
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 ...
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Expedia
From $1002 per night (USD)
VRBO
Very Large, Comfortable, Victorian 4 Bedroom House + Beach Club
Bedrooms:
2
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
From $472 per night (USD)
VRBO
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 $472 per night (USD)
VRBO
From $391 per night (USD)
VRBO
Park-like setting, private lane, walk to beach, close to town. Boats welcome.
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Enjoy this spacious one level home with all the amenities located on a quiet private lane, yet so close to the beach! S ...
From $391 per night (USD)
VRBO
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Expedia
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 ...
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Expedia
From $1089 per night (USD)
VRBO
Gorgeous Greenport Beach House right on the Sound! Breathtaking views
Bedrooms:
2
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 $1089 per night (USD)
VRBO
From $939 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 $939 per night (USD)
VRBO
From $459 per night (USD)
VRBO
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 $459 per night (USD)
VRBO
From $281 per night (USD)
Expedia
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bar ...
From $281 per night (USD)
Expedia
From $686 per night (USD)
VRBO
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)
VRBO
From $779 per night (USD)
VRBO
Greenport Getaway
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
ENTIRE HOUSE WITH PRIVATE POOL FENCED YARD & KID-SIZED BIKES Prime Location - Less than 1 mile to downtown Greenport – ...
From $779 per night (USD)
VRBO
From $491 per night (USD)
VRBO
The Saltbox Greenport-19th Century meets 21st Century
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This unique home has a style all its own. Stylish and chic, an impeccably restored historic Salt Box. It boasts an updat ...
From $491 per night (USD)
VRBO
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Expedia
Exquisite dog-friendly home with large yard, furnished porch, & firepit
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Serene Bay Breezes - Private Bay Beach Community Our calendar is updated in real-time & our nightly rates are accuratel ...
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Expedia
From $171 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 $171 per night (USD)
VRBO
From $514 per night (USD)
Expedia
I’ve had the best guests!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Hi everyone: I’d like to sincerely thank all the great guests that stayed at our home, and those of you who viewed the l ...
From $514 per night (USD)
Expedia
From $543 per night (USD)
VRBO
Updated Historic shingle-style 1902 4-bedroom Beach House on Southold Bay!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
You are invited to have a wonderful time in this Southold, Long Island beach house. You will have a fabulous time of sun ...
From $543 per night (USD)
VRBO
From $701 per night (USD)
VRBO
Greenport Getaway w/Heated Saltwater Pool- Close to Greenport Village & Wineries
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to this stunning & newly renovated Greenport home. This magnificent home seamlessly blends comfort, style and lu ...
From $701 per night (USD)
VRBO
From $801 per night (USD)
VRBO
Newly renovated ranch with large Pool in a quiet neighborhood, off main road
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Private home in quiet neighborhood Make yourself at home in this 3 bedroom, 2 full bathroom modern ranch featuring: ...
From $801 per night (USD)
VRBO
From $514 per night (USD)
VRBO
Heavenly Craftsman Just minutes to beaches, vineyards, ferries and Greenport!
Bedrooms:
1
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)
VRBO
From $399 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 $399 per night (USD)
VRBO
From $901 per night (USD)
VRBO
Plan Your Perfect Summer Escape: Walk to Crescent Beach and to Pridwin!
Bedrooms:
2
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 $901 per night (USD)
VRBO
From $1165 per night (USD)
VRBO
Relax at a private beach! Three bedrooms await you near Shelter Island beaches!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Tranquil getaway in Shelter Island with private beach access. Modern, bright home newly decorated by top design firm is ...
From $1165 per night (USD)
VRBO
From $979 per night (USD)
VRBO
Stylish beach getaway: pool in prime location
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our beautifully renovated, designer-decorated home in the heart of Southold, NY! Perfectly located within wal ...
From $979 per night (USD)
VRBO
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VRBO
Thanksgiving - Group Holidays rental with staff!
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Luxury, warm, contemporary art. En suite guest rooms. Walk to Sunset Beach and TOP restaurant: Leon 1909. Cotton lin ...
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VRBO
From $687 per night (USD)
Expedia
Charming 3-bedroom cottage in fabulous Greenport
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
This charming 1870’s schoolhouse has been converted into a cozy, modern home with comfortable furniture and a rustic-yet ...
From $687 per night (USD)
Expedia
From $513 per night (USD)
VRBO
Spacious North Fork Home in Greenport, Heated Pool, Perfect for Families
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Greenport Cove Contemporary Spacious North Fork Home in Greenport, Heated Pool, Perfect for Families 4BR/3.5BA: privat ...
From $513 per night (USD)
VRBO
From $1049 per night (USD)
Expedia
Modern, new 4-bedroom with private beach, heated pool and all the amenities
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Enjoy Greenport with the luxury of this 4-bedroom house. Each bedroom features a king or queen bed, ensuring a peaceful ...
From $1049 per night (USD)
Expedia
From $425 per night (USD)
VRBO
Waterfront Greenport Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This two-bedroom, two-bathroom condo at Cliffside Resort offers a serene escape with breathtaking views of the Long Isla ...
From $425 per night (USD)
VRBO
From $374 per night (USD)
VRBO
Cozy North Fork Home Close to Beaches, Wineries, and Town, Perfect for Families
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Please note that a reservation for this property needs to be approved before it is confirmed. Island's End Retreat Coz ...
From $374 per night (USD)
VRBO
From $1019 per night (USD)
VRBO
Newly Renovated 4BR Charming Home on best block in Greenport
Bedrooms:
3
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 $1019 per night (USD)
VRBO
From $674 per night (USD)
VRBO
Beautiful Waterview Condo on the North Fork of LI
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Waterview luxury suite accommodates up to 6 guests with two bedrooms and two bathrooms located on the North Fork of Long ...
From $674 per night (USD)
VRBO
From $363 per night (USD)
VRBO
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 $363 per night (USD)
VRBO
From $424 per night (USD)
Expedia
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 $424 per night (USD)
Expedia
From $322 per night (USD)
VRBO
Modern home in Greenport, close to beaches, outdoor dining, perfect for families
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Greenport Coastal Retreat Modern home in Greenport, close to beaches, outdoor dining, perfect for families 2BR/1.5BA: ...
From $322 per night (USD)
VRBO
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Expedia
Sea Breeze Paradise: Beachfront & Panoramic Views
Bedrooms:
2
Bathrooms:
3
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 ...
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Expedia
From $733 per night (USD)
VRBO
Charming 2-bedroom house in Greenport. Walk to a vineyard and 67 Steps Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to this enchanting house in Greenport. This beautiful property features 2 cozy bedrooms with a mix of sleeping a ...
From $733 per night (USD)
VRBO
From $535 per night (USD)
Expedia
Old meets new in this fully renovated 19th century farm house.
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This 2-bedroom house in Greenport with modern amenities for stylish uncluttered living. Perfect for a small family or c ...
From $535 per night (USD)
Expedia
From $914 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 $914 per night (USD)
VRBO
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Expedia
Birch Cottage | The Pridwin Hotel and Cottages
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
A waterfront retreat features a heated outdoor pool, spa, fitness center, and game room, along with on-site dining and l ...
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Expedia
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VRBO
Corner Preferred Room | The Pridwin Hotel and Cottages
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
A waterfront retreat features a heated outdoor pool, spa, fitness center, and game room, along with on-site dining and l ...
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VRBO
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Expedia
Caroline Cottage | The Pridwin Hotel and Cottages
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Discover Shelter Island's charm near Crescent Beach and Mashomack Preserve. Enjoy serene beaches, vibrant nature, and lo ...
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Expedia
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VRBO
Fraser Cottage | The Pridwin Hotel and Cottages
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
A waterfront retreat features a heated outdoor pool, spa, fitness center, and game room, along with on-site dining and l ...
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VRBO
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Expedia
Larch Cottage | The Pridwin Hotel and Cottages
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
A waterfront retreat features a heated outdoor pool, spa, fitness center, and game room, along with on-site dining and l ...
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Expedia
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VRBO
White Oak Cottage | The Pridwin Hotel and Cottages
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
A waterfront retreat features a heated outdoor pool, spa, fitness center, and game room, along with on-site dining and l ...
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VRBO
From $1835 per night (USD)
Expedia
Unwind in Two Hillside Rooms! Onsite Wellness Spa, Seasonal Pool & Beach Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A waterfront retreat features a heated outdoor pool, spa, fitness center, and game room, along with on-site dining and l ...
From $1835 per night (USD)
Expedia
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VRBO
Red Oak Cottage | The Pridwin Hotel and Cottages
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
A waterfront retreat features a heated outdoor pool, spa, fitness center, and game room, along with on-site dining and l ...
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VRBO
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Expedia
Terrace Room | The Pridwin Hotel and Cottages
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A waterfront retreat features a heated outdoor pool, spa, fitness center, and game room, along with on-site dining and l ...
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Expedia
From $1209 per night (USD)
VRBO
Nature-Focused Retreat with Heated Pool, Beach Access & Water Sports
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A waterfront retreat features a heated outdoor pool, spa, fitness center, and game room, along with on-site dining and l ...
From $1209 per night (USD)
VRBO
Click For Pricing
Expedia
Hickory Cottage | The Pridwin Hotel and Cottages
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
A waterfront retreat features a heated outdoor pool, spa, fitness center, and game room, along with on-site dining and l ...
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Expedia
From $793 per night (USD)
VRBO
Delightful 4-bedroom Cape with heated saltwater pool in the heart of Greenport!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This delightful little Cape is an optical illusion, beguiling all who enter as they exclaim, “how does this house fit wi ...
From $793 per night (USD)
VRBO
From $747 per night (USD)
Expedia
Shelter Island Spacious Getaway with Cozy Fireplace
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to Shelter Island’s Hidden Gem! Walking distance to multiple beaches this charming 3-bedroom, 2-bath home is your ...
From $747 per night (USD)
Expedia
From $3120 per night (USD)
VRBO
The Whitehouse North Fork
Bedrooms:
7
Bathrooms:
8
Sleeps:
14
Step back in time without sacrificing modern luxury in this beautifully restored 19th-century Victorian farmhouse locate ...
From $3120 per night (USD)
VRBO
From $698 per night (USD)
VRBO
Kayak Point: Waterfront, Hot Tub, Viewing Deck
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Discover a tranquil waterfront haven on Southold's Long Creek and Hashamomuck Pond. Nestled among tall oaks on ...
From $698 per night (USD)
VRBO
From $1628 per night (USD)
VRBO
North Fork Escape: Spacious, Stylish, Serene Yard
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Escape to the charm of East Marion and settle into this bright, beautifully maintained home nestled in the hear ...
From $1628 per night (USD)
VRBO
From $482 per night (USD)
VRBO
The Village Villa Top Floor
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Come stay at The Village Villa Top floor with friends or family. Centrally located, walk to everything Greenport has to ...
From $482 per night (USD)
VRBO
From $556 per night (USD)
VRBO
The Village Villa 1st Floor
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Come stay at The Village Villa First floor with friends or family. Centrally located, walk to everything Greenport has t ...
From $556 per night (USD)
VRBO
From $1020 per night (USD)
VRBO
The Village Villa – Renovated 6-Bedroom Home in the Heart of Greenport Village
Bedrooms:
2
Bathrooms:
6
Sleeps:
13
Welcome to the Village Villa—a newly renovated, spacious 6-bedroom home nestled right in the heart of Greenport Village. ...
From $1020 per night (USD)
VRBO
From $1114 per night (USD)
VRBO
Newly Constructed 3-bedroom Modern Farmhouse - walk to Greenport Village!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Your home away from home in Greenport, this newly constructed modern farmhouse is perfect for a family and friends getaw ...
From $1114 per night (USD)
VRBO
From $526 per night (USD)
VRBO
Greenport Village Farmhouse.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Be apart of the action in Greenport Village. Lovely 3 bedroom (1 walk through), 1 - 1 1/2 bathroom, 1846 Farmhouse. Comp ...
From $526 per night (USD)
VRBO
From $1191 per night (USD)
VRBO
4-bedroom house in beautiful Shelter Island with pool, perfect for families
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Discover Your Perfect Retreat on Shelter Island! Welcome to your dream rental home, a stunning 4-bedroom oasis nestled ...
From $1191 per night (USD)
VRBO
From $1568 per night (USD)
VRBO
Sunset Perch: Private Pool, Rooftop Deck
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Summary: Experience elevated coastal living in this contemporary and light-filled North Fork retreat set on a private la ...
From $1568 per night (USD)
VRBO
From $1468 per night (USD)
VRBO
Spacious 4 bedroom Water View home w/ Pool, Spa, Private Dock in Shelter Island
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This modern farm house on 2 acres has a picture perfect water view of West Neck Bay. The great room captures the panoram ...
From $1468 per night (USD)
VRBO
From $574 per night (USD)
VRBO
The Owls Nest
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Come stay at The Owl's Nest for your next trip to the North Fork. You'll have a hoot! Walking distance to everything Gre ...
From $574 per night (USD)
VRBO
From $914 per night (USD)
VRBO
Chic North Fork Getaway with Resort-Style Pool & Stylish Interiors
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Please note that a reservation for this property needs to be approved before it is confirmed. North Fork Dream Chic No ...
From $914 per night (USD)
VRBO
Click For Pricing
Expedia
Charming, Newly-Renovated Historic Home in Greenport
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Charming, historic home in the center of Greenport. All new kitchen and bathrooms, updated living and bedrooms, private ...
Click For Pricing
Expedia
From $1392 per night (USD)
VRBO
Tranquil Greenport Getaway
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
PLEASE READ FULL DESCRIPTION! Please do not request booking without first making contact with Owner. Rental registry # 0 ...
From $1392 per night (USD)
VRBO
From $697 per night (USD)
VRBO
Serene 3-bedroom house w/ Pool on Shelter Island
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Consider this lovely house your home away from home while you visit Shelter Island. With 3 cozy bedrooms, heating, and A ...
From $697 per night (USD)
VRBO
From $1205 per night (USD)
VRBO
Restored Farmhouse on the North Fork
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
1910 restored farmhouse close to beaches and vineyards. Our home has 4 bedrooms including a king bed, 2 queen beds, and ...
From $1205 per night (USD)
VRBO
From $497 per night (USD)
Expedia
Come stay at The Whitman House a magical gem in the heart of Historic Greenport
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Stay in the Historic Whitman House nestled in the quaint village of Greenport Step back in time while enjoying modern c ...
From $497 per night (USD)
Expedia
From $1481 per night (USD)
VRBO
Casa Greenport
Bedrooms:
3
Bathrooms:
6
Sleeps:
11
Come enjoy all Casa Greenport has to offer! Just one block from main street walk to several restaurants, shops, and the ...
From $1481 per night (USD)
VRBO
From $876 per night (USD)
VRBO
Family friendly 4 BR Greenport retreat w/ Pool and Private Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to The Cove North Fork, a light-filled, family friendly escape in Greenport just steps to your private beach. Th ...
From $876 per night (USD)
VRBO
From $250 per night (USD)
VRBO
Modern, Great sleeping, Walk to town and beach. 2-bedroom condo in Greenport
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This Greenport condo boasts 2 inviting bedrooms with 1 queen bed and 1 full bed. The cozy living space includes heating ...
From $250 per night (USD)
VRBO

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Results: 199 Rentals