Greenport West Rentals
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VRBO
🌟 Walk to the village ❤ of Greenport
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Stay in our Cozy Greenport home, in one of the most central and convenient locations in Greenport Village! *Amazing Wint ...
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- From $674 per night (USD)
Expedia
Newly built ranch, beautifully landscaped with pool, large yard, patio,...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Greenport Getaway Newly built ranch, beautifully landscaped with pool, large yard, patio, fire pit, ample seating, minu ...
From $674 per night (USD)Expedia
- From $450 per night (USD)
VRBO
Cleves Point Estates Home, Private sandy beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This beautiful house is located in a private beach community. An 8 minute walk brings you to a private beach with view ...
From $450 per night (USD)VRBO
- From $409 per night (USD)
Expedia
Beautiful, newly-remodeled home w\/ a gas fireplace, patio, & firepit - dogs OK
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Greenport Village Vacationer's Delight Our calendar is updated in real-time & our nightly rates are accurately displaye ...
From $409 per night (USD)Expedia
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VRBO
Gorgeous Vintage Yacht in Wine Country NY
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
KINGFISHER is a stunning, 50 foot fully restored vintage motor yacht that offers timeless yachting experiences in Hampto ...
Click For PricingVRBO
- From $1100 per night (USD)
Expedia
Peconic Bay Charmer in Greenport! Views of Bug Light with Deepwater Dock!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Gull Harbor! The house size is deceiving. It is great for multiple families as part of it is a guest suite. ...
From $1100 per night (USD)Expedia
- From $829 per night (USD)
VRBO
Greenport 'Sunshine Home'
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
This welcoming colonial is situated on three-fourths of an acre. Family friendly, the house is perfect for your time awa ...
From $829 per night (USD)VRBO
- From $700 per night (USD)
Expedia
Greenport Log Home in the woods…near the water. Rental registry # 0952
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
PLEASE READ FULL DESCRIPTION! Rental registry # 0952 Private modern cabin near the bay situated on 3.8 acres on culdesac ...
From $700 per night (USD)Expedia
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Expedia
Cozy Greenport Getaway
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 6
Family friendly cottage, nestled in a quiet street in Greenport village. The private property has fully fenced backyard, ...
Click For PricingExpedia
- From $870 per night (USD)
Expedia
New Four-bed Home with private Beach access for Rent
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Modern, brand new, house, with private beach, for rent. Experience North Fork summer living in this newly constructed ...
From $870 per night (USD)Expedia
- From $1293 per night (USD)
VRBO
Spacious Home w\/ Outdoor Oasis and 20'x50' Pool, Minutes from Downtown Greenport
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 15
An outdoor oasis is one element of this extraordinary property. This one of a kind 5 bedroom, 3.5 bath residence is the ...
From $1293 per night (USD)VRBO
- From $400 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 $400 per night (USD)VRBO
- From $740 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 $740 per night (USD)VRBO
- From $700 per night (USD)
VRBO
Greenport Waterfront Private Dock
- Bedrooms:
- 3
- 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 $700 per night (USD)VRBO
- From $490 per night (USD)
VRBO
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 $490 per night (USD)VRBO
- From $380 per night (USD)
VRBO
The Cottage at Sunset Bluff
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This newly renovated charming cottage is sure to spark your romantic side. Located just steps away from the Long Island ...
From $380 per night (USD)VRBO
- From $995 per night (USD)
VRBO
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 $995 per night (USD)VRBO
- From $713 per night (USD)
VRBO
Greenport renovated farmhouse
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Entirely renovated, spacious and quiet farmhouse two blocks from the marina, and a 5 minute bike ride to the beach or to ...
From $713 per night (USD)VRBO
- From $642 per night (USD)
VRBO
New Four Bedroom Greenport House Sleeps 10
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Spacious Greenport 2600 square foot Four Bedroom Cottage Beach Bungalow. Five minute waking distance to Greenport Villag ...
From $642 per night (USD)VRBO
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VRBO
Greenport Waterfront
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Spacious 4 bedroom Home overlooking Pipes Cove. Watch the constant parade of boats and sailing regattas. Rel ...
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VRBO
Escape to the North Fork
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Flawless 4 bedroom 4 bath home, with expansive kitchen, living area, first floor guest suite and large back patio. The h ...
Click For PricingVRBO
- From $767 per night (USD)
Expedia
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 $767 per night (USD)Expedia
- From $367 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 $367 per night (USD)VRBO
- From $540 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 $540 per night (USD)VRBO
- From $750 per night (USD)
VRBO
Newly Renovated Summer Retreat, Heated Pool, Walk to Beach, Designer Furnishings
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
*30 day minimum rental* Newly renovated modern farmhouse on a spacious property with a large heated saltwater pool and p ...
From $750 per night (USD)VRBO
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VRBO
Shingled Chic & Modern Light & Bright
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This unique remodeled 1930's home is tastefully decorated with modern and vintage touches. Central air and heat. Enjoy t ...
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- From $700 per night (USD)
VRBO
Antique house, Private & Peaceful Oasis
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Newly restored antique home, 3 bedrooms, 1.5 baths with outdoor shower surrounded by manicured lawn & bucolic grounds. ...
From $700 per night (USD)VRBO
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VRBO
Chic, Historic fully renovated Greenport Home
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 6
14 day minimum but can rent up to 8 weeks. !! No less than 2 week rentals. Landmark, 3+ + br Greenport home, circa 168 ...
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- From $627 per night (USD)
VRBO
Greenport, North Fork, Beach, Designer Chic, Vineyard Views, Hamptons luxury
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Charming, private, sun filled 3 bedroom Designer country home with fireplace, spacious living area including den/library ...
From $627 per night (USD)VRBO
- From $425 per night (USD)
VRBO
Beautifully decorated water view resort condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Cliffside Resort is located on a bluff overlooking the Long Island sound with beautiful water vistas. The resort has an ...
From $425 per night (USD)VRBO
- From $825 per night (USD)
VRBO
POOL + Private Beach near Greenport!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 11
Make yourself at home in this 4 bedroom / 3 full bathroom modern ranch featuring: * chef's eat-in kitchen w/ 2 ovens, lu ...
From $825 per night (USD)VRBO
- From $1086 per night (USD)
VRBO
Relax in this light-filled home, steps from the beach and a short walk to town!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The perfect getaway. Within walking distance to beach, town, Jitney, LIRR and ferries to the South Fork. This quiet and ...
From $1086 per night (USD)VRBO
- From $500 per night (USD)
VRBO
'The Gate House' on Beach front Estate Walk to Village
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Located on a family-owned waterfront estate, The Gate House, a cozy 2-story, 2-bedroom cottage, is only steps away from ...
From $500 per night (USD)VRBO
- From $863 per night (USD)
VRBO
NEW VICTORIAN GEM IN GREENPORT
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Newly renovated Victorian house in Greenport. 5 queen bedrooms with private full baths, spacious, super clean and meticu ...
From $863 per night (USD)VRBO
- From $500 per night (USD)
VRBO
Cottage on Beach front Estate .Walk to Village
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Charming 2-bedroom cottage located on a family-owned waterfront estate that was converted from a circa 1920s chicken coo ...
From $500 per night (USD)VRBO
- From $471 per night (USD)
VRBO
Seaside seclusion, salt water sanctuary!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Greenport is a charming seaside town with historic architecture with awesome restaurants and plenty to see and do! Trav ...
From $471 per night (USD)VRBO
- From $1225 per night (USD)
VRBO
Dream Beach House on the North Fork: Waterfront, Private Beach + Stunning Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
One of the nicest spots on the North Fork (that's a quote from a knowledgeable local!), beautifully designer-renovated b ...
From $1225 per night (USD)VRBO
- From $400 per night (USD)
VRBO
Charming Northfork Getaway
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Newly renovated and charming home in the NorthFork, a short walk to the village of Greenport, vineyards, and the breatht ...
From $400 per night (USD)VRBO
- From $1050 per night (USD)
VRBO
Beautiful Renovated Beachfront Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
High on a bluff overlooking the Sound, this amazing Sound front home has been completely renovated with a chef's gourmet ...
From $1050 per night (USD)VRBO
- From $1467 per night (USD)
VRBO
Beach and waterfront Estate - One of a Kind Vacation House
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Same location I have two 2 cottages that sleep 4 each . See VRBO search bar [Where To] with the Listing ID 173361 and th ...
From $1467 per night (USD)VRBO
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VRBO
Your Summer Escape
- Bedrooms:
- 4
- 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
Sprawling estate close to the beach with pool, large deck, and children's items
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
The Jewel of Greenport Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
Click For PricingExpedia
- From $150 per night (USD)
VRBO
One bedroom Pied a Terre - a lovely new and clean Greenport place
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Rental Permit 1063 Live the perfect life with a new Pied a Terre on the North Fork in Greenport. This lovely one bedr ...
From $150 per night (USD)VRBO
- From $760 per night (USD)
VRBO
Beach House near Greenport Village
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
3 bedroom with deeded beach rights and partial water view. 5 minute walk to the beach and short drive to the heart of th ...
From $760 per night (USD)VRBO
- From $1597 per night (USD)
VRBO
Pristine waterfront home with direct access to private bay and dock,...
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Snug Harbor Stylish Pristine waterfront home with direct access to private bay and dock, primary bedroom balcony, spaci ...
From $1597 per night (USD)VRBO
- From $1155 per night (USD)
Expedia
Peaceful. Unique. Modern
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This brand new modern home offers everything you could ask for from a summer retreat in Greenport. Two story height grea ...
From $1155 per night (USD)Expedia
- From $1299 per night (USD)
VRBO
Cottage Getaway, Family Friendly W\/ Saltwater Heated Pool - Close To Everything
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
A gem of a getaway! Our property is arranged for guests to feel at home while away from their home. Family friendly cot ...
From $1299 per night (USD)VRBO
- From $1657 per night (USD)
Expedia
Greenport Villa with a Pool
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Bring the whole family to this great place with lots of room for indoor and outdoor activities! Enjoy an entire Greenp ...
From $1657 per night (USD)Expedia
- From $450 per night (USD)
VRBO
Cozy Greenport Cottage | House in Greenport with a private pool & sauna
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Cozy Greenport Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $450 per night (USD)VRBO
- From $600 per night (USD)
VRBO
Greenport Getaway
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
*LONG TERM STAY AVAILABLE - please inquire* *ENTIRE HOUSE WITH POOL* *FENCED IN YARD* Located in Greenport, New York. ...
From $600 per night (USD)VRBO
- From $563 per night (USD)
VRBO
The Saltbox Greenport-19th Century meets 21st Century
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
*Two Week Minimum Rental as per Southold Township requirements. Please message host for more information/availability. ...
From $563 per night (USD)VRBO
- From $980 per night (USD)
VRBO
Luxurious living in Greenport's private Rock Cove Estates on the sound
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
2024 Rates: MD-June $28k, June $25k July $35k , Weekly rental $8,500/ week 2 week minimum. Luxurious living in Greenpor ...
From $980 per night (USD)VRBO
- From $377 per night (USD)
VRBO
Updated and dog-friendly, close to seasonal activities with yard, & washer\/dryer
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Modern on 9th Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $377 per night (USD)VRBO
- From $775 per night (USD)
Expedia
Charming 4 Bedroom in Greenport Village.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Stay in our wonderful Greenport home on one of the quietest blocks in the area. Enjoy a short 10-minute walk into town. ...
From $775 per night (USD)Expedia
- From $379 per night (USD)
VRBO
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 ...
From $379 per night (USD)VRBO
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Expedia
Refurbished North Fork cottage with large yard, patio, grill, AC & washer\/dryer
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
North Fork Nest Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
Click For PricingExpedia
- From $489 per night (USD)
VRBO
Greenport Waterfront Cottage w\/Private Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in the historic and centuries-old town of Greenport Village with its quiet streets, serious dining options and ...
From $489 per night (USD)VRBO
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Expedia
Paradise home in Greenport beach town
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
A traditional cedar shingle beach house, with comfortable contemporary interiors. Nestled on 1 acre of carefully landsca ...
Click For PricingExpedia
- From $379 per night (USD)
VRBO
4BR Cape Home w Lg Screened Porch. 1m walk\/drive Greenport Shops + Dining.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Renovated cape-style home with central AC - Living room w55" Smart TV + sound system - Sunny, large den with w65" Smart ...
From $379 per night (USD)VRBO
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Expedia
Charming '30s cottage on water overlooking Shelter Island—5 mins from Greenport.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Breezy Shores is like no other place on the North Fork. Our 1930s cottage is set on 80 acres of private, waterfront prop ...
Click For PricingExpedia
- From $270 per night (USD)
VRBO
Peaceful, simple, clean cottage, 10 minute walk to restaurants. Monthly rates!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
We welcome you to our cottage away from it all but still close to all activities that make the North Fork a magical plac ...
From $270 per night (USD)VRBO
- From $1050 per night (USD)
Expedia
Cozy Greenport village cottage
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Family friendly cottage, nestled in a quiet street in Greenport village. The private property has fully fenced backyard, ...
From $1050 per night (USD)Expedia
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VRBO
Greenport Modern Farmhouse - Walk to the Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
New construction modern farmhouse within walking distance to 67 steps beach, Greenport Village, and Kontokosta Vineyard. ...
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- From $400 per night (USD)
VRBO
Sensational, newly remodeled waterfront Greenport condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
A beautiful waterfront condo just a short walk from historic Greenport village, this newly remodeled unit provides stunn ...
From $400 per night (USD)VRBO
- From $675 per night (USD)
VRBO
Cozy stylish home walking distance from private beach.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This home is in a quiet community walking distance from a private beach. Driveway parking on premises in a gated drivewa ...
From $675 per night (USD)VRBO
- From $850 per night (USD)
VRBO
Renovated 4-Bedroom House with Heated Pool & Private Beach Access
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Incredible beach house just minutes from Greenport! This freshly renovated home is a dream family vacation spot. It's ...
From $850 per night (USD)VRBO
- From $475 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 $475 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 ...
Click For PricingExpedia
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VRBO
Waterfront + Complete Gym + Hot tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Renovated, waterfront property within close proximity to everything. Outstanding high speed internet, a perfect setup fo ...
Click For PricingVRBO
- From $800 per night (USD)
VRBO
Waterfront Beach House Gem with Bay Views Steps to Pipes Cove!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Our Greenport beach house is steps from Pipes Cove Beach with beach access, water views from the house, a big yard, and ...
From $800 per night (USD)VRBO
- From $376 per night (USD)
VRBO
Entire house, private lane, walk to public beach, close to town
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 5
Enjoy this entire home with all the amenities located on a large wooded lot on a quiet private lane. Close to beach, co ...
From $376 per night (USD)VRBO
- From $887 per night (USD)
Expedia
Charming Historic Farmhouse in Greenport Village
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful Greenport Village Farmhouse situated on .37 Acres. Built in 1822 and restored with modern amenities. This is t ...
From $887 per night (USD)Expedia
- From $600 per night (USD)
VRBO
Greenport Walk to beach & vineyard from this brand new home
- Bedrooms:
- 3
- 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 $600 per night (USD)VRBO
- From $800 per night (USD)
Expedia
RichMar Getaway
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Great for family gatherings with a beautiful view of the water. Relax in the hot tub or by the fire pit. Enjoy making yo ...
From $800 per night (USD)Expedia
- From $714 per night (USD)
VRBO
Updated Historic shingle-style 1902 4-bedroom Beach House on Southold Bay!
- Bedrooms:
- 5
- 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 $714 per night (USD)VRBO
- From $798 per night (USD)
VRBO
Renovated and Spacious Summer Home with Water View on Picturesque Island.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Steps from the beach, this beach house is the perfect destination to enjoy beautiful Shelter Island. Recently renovated ...
From $798 per night (USD)VRBO
- From $995 per night (USD)
VRBO
Elegant Victorian in the Heart of Greenport
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 13
Winter Harbor House is a stylish Victorian walking distance from the best restaurants, bars and beaches in Greenport Vil ...
From $995 per night (USD)VRBO
- From $270 per night (USD)
Expedia
Quaint DT Greenport Apt - 2 Mi to Shelter Island!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Surround yourself with seaside charm at this Greenport vacation rental. Perfect for couples and solo travelers, this 1-b ...
From $270 per night (USD)Expedia
- From $307 per night (USD)
VRBO
Bright 2nd-Floor Apt - 1\/2 Mi to Greenport Harbor!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Combine peace and quiet with bustling downtown action when you book this charming Greenport vacation rental! The 1-bedro ...
From $307 per night (USD)VRBO
- From $359 per night (USD)
Expedia
American Beech in Greenport - Two-Bedroom Apartment 8
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The 19th-century historic and centrally located Stirling Square in Greenport Village has been reimagined into the modern ...
From $359 per night (USD)Expedia
- From $259 per night (USD)
VRBO
American Beech in Greenport - Deluxe King Suite 11
- 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 $259 per night (USD)VRBO
- From $239 per night (USD)
Expedia
American Beech - Deluxe King 5
- 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 $239 per night (USD)Expedia
- From $550 per night (USD)
VRBO
North Fork Waterview Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Experience serene living on Long Island's highly sought after North Fork. This home boasts water views of Peconic Bay a ...
From $550 per night (USD)VRBO
- From $236 per night (USD)
Expedia
Lavender Fields Retreat: Nearby the Beach & Farms
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Situated on the North Fork of Long Island in the hamlet of East Marion, New York. This charming Lavender Fields Retreat ...
From $236 per night (USD)Expedia
- From $601 per night (USD)
VRBO
Brand new 2 bedroom, Greenport Village, walk to town Marina Views!!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Luxury 2 bedroom, first floor apartment located across the street from Townsend Manor Marina in the heart of Greenport V ...
From $601 per night (USD)VRBO
- From $511 per night (USD)
Expedia
1820 Whaling Captain's Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Set in the historic section of Greenport village, the Captain’s House, built in 1820, is an elegant and charming 3 bedro ...
From $511 per night (USD)Expedia
- From $526 per night (USD)
VRBO
Waterfront Bungalow w\/ Private Beach on Peconic Bay
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Relax on your private Beach, hit the Vineyard Trail, stroll around Downtown Greenport or ferry to Shelter Island, friend ...
From $526 per night (USD)VRBO
- From $259 per night (USD)
Expedia
American Beech in Greenport - Deluxe King Suite 12
- 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 $259 per night (USD)Expedia
- From $259 per night (USD)
VRBO
American Beech in Greenport - Deluxe King 4
- 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 $259 per night (USD)VRBO
- From $239 per night (USD)
Expedia
American Beech in Greenport NY - King Suite 1
- 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 $239 per night (USD)Expedia
- From $359 per night (USD)
VRBO
American Beech - Luxury 2 Bedroom Apartment 10
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The 19th-century historic and centrally located Stirling Square in Greenport Village has been reimagined into the modern ...
From $359 per night (USD)VRBO
- From $289 per night (USD)
Expedia
American Beech - Deluxe King Suite 14
- 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 $289 per night (USD)Expedia
- From $229 per night (USD)
VRBO
American Beech - King Suite 2
- 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 $229 per night (USD)VRBO
- From $239 per night (USD)
Expedia
American Beech in Greenport - Deluxe King 6
- 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 $239 per night (USD)Expedia
- From $229 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 $229 per night (USD)VRBO
- From $506 per night (USD)
Expedia
Quiet street one block to shops, restaurants & waterfront. Barn with TV & WIFI
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Three bedrooms, 2 bathrooms completely renovated home. Sleeps 6. One full bath, one half bath. Outdoor shower. Fully ren ...
From $506 per night (USD)Expedia
- From $1436 per night (USD)
VRBO
TRANQUIL RESORT STYLE RETREAT WITH LUXURY GUNITE POOL 2 MIN FROM SANDY BEACHES
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This newly renovated sun-drenched Shelter Island retreat with an exquisite 21'x42' Gunite, wifi-enabled luxury heated po ...
From $1436 per night (USD)VRBO
- From $492 per night (USD)
VRBO
Charming French Country waterfront, Bay Beach. Hot tub! New rates & Discounts!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
New reductions, now with 2 week rentals, on this bright sunny home with 100 ft on Lake Marion. Short walk to private dee ...
From $492 per night (USD)VRBO
- From $933 per night (USD)
VRBO
Enchanting home with beautiful bay views in the heart of Greenport Village
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Enchanted home with beautiful bay views. This house has it all. Modern updates with old-world charm. Gorgeous chefs ki ...
From $933 per night (USD)VRBO
- From $425 per night (USD)
Expedia
Located in the heart of wine country
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Beautiful grand victorian in mint condition. Spacious 4 bedroom home with original woodwork and amazing architectural de ...
From $425 per night (USD)Expedia