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Greenport Rentals

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154 Houses

Relaxed Village Farmhouse

Greenport house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$797

Waterfront Condo C204 at The Cliffside Resort

Greenport apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 4 minutes

Price per night from

$458

Architect Designed Home in Waterfront Village

Greenport house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$407

"This must be the place"

Greenport house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$525

Historic Cottage Near Beach!

Greenport house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$379

Greenport Beach House

Greenport house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$915

Greenport NY Chic Designer Beach House, steps to water, vineyard views

Greenport house

3 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$681

Great rentals within 20 miles that match your search

Majestic Southampton Waterfront Estate

Southampton villa

7 bedrooms / 5 bathrooms / sleeps 18

“Best alternative to Fire Island” My partner and I wanted to try something new, we originally always go to Fire Island and although we will always love that place, I can't express how expensive it is just to go for a weekend with friends not to mention that we can't help but feel stranded in a way (we don't drive) because once the ferry leaves, that's it! You will be staying whether you want to or not. I would have never thought that I would find a house of this size, with amenities such as linens, towels, beach chairs, hot tub, and pool included for such a reasonable price at the Hamptons none the less...I thought it had to be a mistake, I literally had to call to confirm the rates. The owner was very prompt in her responses whether it would be through phone and or email, and she definitely went out of her way to make sure we were properly accommodated as well as gave awesome recommendations to nearby shops and restaurants. I never had such a pleasant and smooth experience. It was a one, two, three transaction and was very pleased with the outcome, will be coming back next year for sure!

Price per night from

$1,382

Classic Hamptons Home in beautiful Water Mill - Minimum 2 week rental

Water Mill house

5 bedrooms / 4 bathrooms / sleeps 13

Price per night from

$1,708

Waterfront Southampton Gem! Sailboat On Grounds - Travertine patio and Hot Tub

Water Mill house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$774

Spectacular Family Resort in Hampton Bays, NY

Hampton Bays house

7 bedrooms / 5 bathrooms / sleeps 18

“Hamptons Heavenly Honeymoon” My fiancé and I wanted to go somewhere amazing for our honeymoon. We decided that we wanted to spend our honeymoon in the Hamptons. We spent two lovely weeks in august of 2013 at this lovely home. There is nothing bad that I could say about this house. It was spacious, clean, well kept, and well decorated. This house was in the perfect location. It was close enough to the town of Hampton Bays but also close enough to Riverhead. The owner of the house was very cooperative, if we had a question she would answer all of them without hesitation. During the stay my fiancé and I spent most of our time outside. It was so quite and peaceful. We would sit by the pool and enjoy a glass of wine. I would highly recommend this house to anybody. My fiancé and I were talking and once we start a family we are going to make coming to this house a tradition.

Price per night from

$814

East Hampton shingle style home

East Hampton house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$854

Amagansett Estate 3 BR 60ft Pool

Amagansett house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$1,366

Newly remodeled mid century modern

East Hampton house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$570

Quaint Seaside Retreat With Full Gym

Hampton Bays house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 2 hours 6 minutes

Price per night from

$1,366

Beautiful Estate home in the Hamptons, New York

Water Mill villa

7 bedrooms / 7 bathrooms / sleeps 10

Price per night from

$6,830

Amagansett Estate 5 Bedroom 60ft Pool

Amagansett villa

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$1,594

Bishops Pond Southampton NY

Southampton townhouse

4 bedrooms / 10 bathrooms / sleeps 8

Price per night from

$146

SOUTHAMPTON NEW YOK LUXURY RENTAL

Southampton house

4 bedrooms / 11 bathrooms / sleeps 8

Price per night from

$2,033

Amagansett Estate 4BR 60ft Pool

Amagansett manor house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$1,196

Southampton Water Front Retreat

Southampton cottage

4 bedrooms / 10 bathrooms / sleeps 10

Price per night from

$3,252

Amagansett House with Pool near Village & Beach

Amagansett house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$1,301

SOUTHAMPTON POOL & TENNIS

Southampton house

5 bedrooms / 5 bathrooms / sleeps 12

Price per night from

$1,898

Hamptons Summer Getaway

East Hampton house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$683

Serene & Private East Hampton Summer Rental w/pool

East Hampton house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$976

East Hampton Village Classic , South of Highway

East Hampton house

7 bedrooms / 9 bathrooms / sleeps 12

Price per night from

$4,879

North Fork House with Private Beach Access

East Marion house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$341

Hampton's Paradise sag Harbor, Southampton

Sag Harbor house

6 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$1,139

Ready for Summer 2021

Southampton house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$1,708

PRISTINE GETAWAY, WITHIN SHORT WALK OF TWO WHITE, SANDY, SOUND BEACHES

Southold house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$427

Fantasy Bay Front Country French Villa

Southampton villa

6 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$2,277

Hip & Stylish East Hampton Getaway

East Hampton house

3 bedrooms / 2 bathrooms / sleeps 6

“Wonderful stay” Me, my husband and our daughter rented this nice house for a week. It was really great, Patricia was so nice and helpful from the start when we wanted to rent it until we left. The house is light, nicely furnished, comfortable beds with nice linen. The kitchen is really well equipped, also with an espresso machine so you can enjoy good coffee at home. We stayed by the house a lot and enjoyed the deck with the grill and the nice pool with the floating sunchairs. We liked that it had all the trees and it's in a quiet area. It's only 10-15 min. drive to East Hampton town and to the beaches nearby. We can really recommend this house and we would love to come back soon.

Price per night from

$407

Perfect Hamptons Rental with Pool and Tennis

Bridgehampton house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$1,651

Hampton Accommodations 3 / FREE BIKE RENTALS

East Hampton b&b

1 bedroom / 2 bathrooms / sleeps 2

Price per night from

$313

Hampton accommodations 2

East Hampton b&b

1 bedroom / 2 bathrooms / sleeps 2

Price per night from

$285

Dream house vacation on the Long Island Sound

Orient house

5 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 3 hours 5 minutes

Price per night from

$1,082

SEASHELLS BY THE SEA SHORE

Hampton Bays house

8 bedrooms / 6 bathrooms / sleeps 20

Price per night from

$814

Elegance,Privacy, French Farm House

East Hampton farmhouse

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$1,082

Viewing 38 of 154
rentals in Greenport

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Top Destination reviews

Waterfront Condo C204 at The Cliffside Resort
Awesome

Once again, we were not disappointed. A wonderful condo!!! Nothing to want for. Great sunsets, beautiful view, 2 bedrooms, 2 bathrooms, kitchen (has everything you will need), TV in all the rooms, very, very, clean. Condo was decorated beautifully. Great location to everything. The family had a great time. This unit is awesome!!!!!!!!!!see more

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