Vacation Rentals & Houses in Hamptons

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

Water Mill house

3 bedrooms / 3 bathrooms / sleeps 6

5 of 7 match: Wheelchair adapted, Shared outdoor pool (unheated), Tennis in town, Fax machine, Iron, Towels provided, Video player

5 of 7 filters match

Price per night from

$775

Westhampton Waterfront 6 Bedroom Secluded 3 Acre E

Westhampton house

6 bedrooms / 4 bathrooms / sleeps 16

5 of 7 match: Wheelchair adapted, Shared outdoor pool (unheated), Tennis in town, Fax machine, Iron, Towels provided, Video player

5 of 7 filters match

Price per night from

$1,145

Gorgeous House in Amagansett on Private Beach

Amagansett house

4 bedrooms / 4 bathrooms / sleeps 8

5 of 7 match: Wheelchair adapted, Shared outdoor pool (unheated), Tennis in town, Fax machine, Iron, Towels provided, Video player

5 of 7 filters match

Price per night from

$2,469

LUXURY HAMPTON ESTATE 4 prvate heated pool,TENNIS, basketball, beach vollleyball

Westhampton house

8 bedrooms / 6 bathrooms / sleeps 20

5 of 7 match: Wheelchair adapted, Shared outdoor pool (unheated), Tennis in town, Fax machine, Iron, Towels provided, Video player

5 of 7 filters match

Price per night from

$285

SOUTHAMPTON POOL & TENNIS

Southampton house

5 bedrooms / 5 bathrooms / sleeps 12

4 of 7 match: Shared outdoor pool (unheated), Iron, Wheelchair adapted, Tennis in town, Fax machine, Towels provided, Video player

4 of 7 filters match

Price per night from

$1,489

Amagansett Estate 3 BR 60ft Pool

Amagansett house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 36 minutes

4 of 7 match: Tennis in town, Shared outdoor pool (unheated), Wheelchair adapted, Fax machine, Iron, Towels provided, Video player

4 of 7 filters match

Price per night from

$1,026

Amagansett Estate 4BR 60ft Pool

Amagansett manor house

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 3 hours 36 minutes

4 of 7 match: Tennis in town, Shared outdoor pool (unheated), Wheelchair adapted, Fax machine, Iron, Towels provided, Video player

4 of 7 filters match

Price per night from

$1,197

Amagansett Estate 5 Bedroom 60ft Pool

Amagansett villa

5 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 3 hours 36 minutes

4 of 7 match: Tennis in town, Shared outdoor pool (unheated), Wheelchair adapted, Fax machine, Iron, Towels provided, Video player

4 of 7 filters match

Price per night from

$1,368

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!

4 of 7 match: Tennis in town, Shared outdoor pool (unheated), Wheelchair adapted, Fax machine, Iron, Towels provided, Video player

4 of 7 filters match

Price per night from

$1,376

Secluded Mini Estate in Hamptons

Hampton Bays house

9 bedrooms / 4 bathrooms / sleeps 18

“A Fabulous Indulgence” I literally just wanted some time off to spend with my kids and husband and a few close relatives and friends but didn't want to go so far away. It must have been through the grace of God that I came across this ginormous house and for the price the owner was asking for...practically a steal! I'm so happy in the decision I made in renting this home as opposed to just practically handing away my money to a hotel/resort, everything was conveniently close by, beaches, shops, theaters...there was even a guide book at the house that came in really handy. My kids loved the pool so much that it was difficult keeping them out. My husband enjoyed the outdoor BBQ and looked cute working the grill as well. This house has everything anyone could ever ask for and I mean everything! It was completely furnished, kitchen was fully stocked with appliances, cookware and utensils. Everyone enjoyed spending time together but the best part is that everyone got to go their separate ways at night in their own bed rooms with their own TV (def a must if you're a soap opera fanatic as I am). The only thing that I wasn't too crazy about was the check in (3 pm) and check out (11 am) time, it was a little too late and definitely too early for my taste (mostly because I really didn't want to leave). I def recommend not only this house, but the owner as well...very pleasant woman, it was like dealing with a family member...she was very welcoming and will most definitely rent from her again, am already counting down the days to my next vacation.

4 of 7 match: Tennis in town, Shared outdoor pool (unheated), Wheelchair adapted, Fax machine, Iron, Towels provided, Video player

4 of 7 filters match

Price per night from

$899

Contemporary East Hampton 3 Bdrm in 4 Acres

East Hampton house

3 bedrooms / 3 bathrooms / sleeps 6

“We'll be back!” We stayed with two other couples in August 2014, and found the house to be modern, comfortable and spacious with all the facilities we needed plus some nice touches such as the mood lighting and oversized deck. We loved the location, especially the privacy and quiet. We were central to town and beaches, everything was only a few minutes drive away. Thoroughly recommended, I would definitely stay there again.

4 of 7 match: Shared outdoor pool (unheated), Video player, Wheelchair adapted, Tennis in town, Fax machine, Iron, Towels provided

4 of 7 filters match

Price per night from

$916

5 Min to Bridgehampton n Sag Harbor 8 Min Ocean

Sag Harbor house

4 bedrooms / 5 bathrooms / sleeps 9

4 of 7 match: Shared outdoor pool (unheated), Fax machine, Wheelchair adapted, Tennis in town, Iron, Towels provided, Video player

4 of 7 filters match

Price per night from

$1,718

Hampton Bays, south of 27A

Hampton Bays house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 26 minutes

4 of 7 match: Shared outdoor pool (unheated), Fax machine, Wheelchair adapted, Tennis in town, Iron, Towels provided, Video player

4 of 7 filters match

Price per night from

$458

Montauk Ocean View Retreat-Rental Registry #16-950

Montauk house

4 bedrooms / 4 bathrooms / sleeps 8

4 of 7 match: Shared outdoor pool (unheated), Fax machine, Wheelchair adapted, Tennis in town, Iron, Towels provided, Video player

4 of 7 filters match

Price per night from

$1,140

East Hampton Classic

East Hampton house

4 bedrooms / 4 bathrooms / sleeps 10

4 of 7 match: Shared outdoor pool (unheated), Fax machine, Wheelchair adapted, Tennis in town, Iron, Towels provided, Video player

4 of 7 filters match

Price per night from

$342

Grace Cottage

East Hampton house

3 bedrooms / 2 bathrooms / sleeps 6

“Welcome Respite” We've been lucky enough to stay at Grace Cottage a number of times and have always felt refreshed and grateful after our time there. Great sun rises, great sunsets only a short trip away. It's been relaxation at its best!

3 of 7 match: Shared outdoor pool (unheated), Fax machine, Iron, Wheelchair adapted, Tennis in town, Towels provided, Video player

3 of 7 filters match

Price per night from

$570

Ultimate Summer Comfort - Clean, Comfortable, Spac

Montauk house

3 bedrooms / 5 bathrooms / sleeps 6

3 of 7 match: Shared outdoor pool (unheated), Fax machine, Iron, Wheelchair adapted, Tennis in town, Towels provided, Video player

3 of 7 filters match

Price per night from

$651

Loft in a SaltBox

East Hampton house

4 bedrooms / 4 bathrooms / sleeps 7

3 of 7 match: Shared outdoor pool (unheated), Fax machine, Towels provided, Wheelchair adapted, Tennis in town, Iron, Video player

3 of 7 filters match

Price per night from

$863

Bridgehampton South, Village Gem. Location, Location, Location!

Bridgehampton house

3 bedrooms / 2 bathrooms / sleeps 6

3 of 7 match: Shared outdoor pool (unheated), Fax machine, Towels provided, Wheelchair adapted, Tennis in town, Iron, Video player

3 of 7 filters match

Price per night from

$821

Idyllic hideaway--private swimming pond, waterfall, tennis, yacht-like interior

Southampton house

3 bedrooms / 3 bathrooms / sleeps 6

4 of 7 match: Fax machine, Video player, Wheelchair adapted, Tennis in town, Shared outdoor pool (unheated), Iron, Towels provided

4 of 7 filters match

Price per night from

$342

East Hampton Dream House 'Serendipity' - Great Buy

East Hampton house

3 bedrooms / 3 bathrooms / sleeps 6

3 of 7 match: Tennis in town, Shared outdoor pool (unheated), Video player, Wheelchair adapted, Fax machine, Iron, Towels provided

3 of 7 filters match

Price per night from

$422

A One Of A Kind Beach Vacation Rental

Montauk house

3 bedrooms / 2 bathrooms / sleeps 8

3 of 7 match: Shared outdoor pool (unheated), Fax machine, Video player, Wheelchair adapted, Tennis in town, Iron, Towels provided

3 of 7 filters match

Price per night from

$1,481

East Hampton Charmer

East Hampton house

3 bedrooms / 4 bathrooms / sleeps 6

3 of 7 match: Shared outdoor pool (unheated), Fax machine, Video player, Wheelchair adapted, Tennis in town, Iron, Towels provided

3 of 7 filters match

Price per night from

$954

Fully Renovated Beautiful Montauk Waterfront Condo

Montauk condo

2 bedrooms / 1 bathroom / sleeps 5

3 of 7 match: Shared outdoor pool (unheated), Fax machine, Video player, Wheelchair adapted, Tennis in town, Iron, Towels provided

3 of 7 filters match

Price per night from

$485

Stunning Hamptons Estate in Water Mill NY!

Water Mill house

6 bedrooms / 6 bathrooms / sleeps 12

Responds fast! avg. 3 hours 1 minutes

3 of 7 match: Shared outdoor pool (unheated), Fax machine, Video player, Wheelchair adapted, Tennis in town, Iron, Towels provided

3 of 7 filters match

Price per night from

$1,368

Westhampton Beach--5 Bedroom 3 Bath Home with New Gunite Pool/Spa

Westhampton Beach house

5 bedrooms / 3 bathrooms / sleeps 10

“Great location!” We stayed here with another couple for a few days. The owners made the rental process very easy. The house is conveniently located near town. We had ample room to cook meals or relax inside or out. Just unpack your bags and enjoy!

2 of 7 match: Shared outdoor pool (unheated), Fax machine, Iron, Video player, Wheelchair adapted, Tennis in town, Towels provided

2 of 7 filters match

Price per night from

$382

Classic Hamptons Beach Retreat

East Hampton house

5 bedrooms / 6 bathrooms / sleeps 10

3 of 7 match: Shared outdoor pool (unheated), Fax machine, Video player, Wheelchair adapted, Tennis in town, Iron, Towels provided

3 of 7 filters match

Price per night from

$2,290

Newly remodeled mid century modern

East Hampton house

4 bedrooms / 3 bathrooms / sleeps 8

3 of 7 match: Tennis in town, Shared outdoor pool (unheated), Fax machine, Wheelchair adapted, Iron, Towels provided, Video player

3 of 7 filters match

Price per night from

$328

Great Rates in 2019- No Increases In Rates and Over Holiday Weeks

Hampton Bays house

3 bedrooms / 2 bathrooms / sleeps 6

“Hamptons” Dear Jackie and al, we had a wonderful time in your house. The service was perfect. We had everything in the house we needed. It is a in nice area . There are shops and restaurants near by. Thanks for everything Ina and family

3 of 7 match: Tennis in town, Shared outdoor pool (unheated), Fax machine, Wheelchair adapted, Iron, Towels provided, Video player

3 of 7 filters match

Price per night from

$344

EH VILLAGE: WALK TO ALL FROM THIS PRIVATE OASIS. Extended stays welcome

East Hampton house

2 bedrooms / 3 bathrooms / sleeps 4

3 of 7 match: Shared outdoor pool (unheated), Fax machine, Video player, Wheelchair adapted, Tennis in town, Iron, Towels provided

3 of 7 filters match

Price per night from

$1,026

Renovated & Tranquil Montauk House Near Ocean, Bay, Sports - VERY WELL PRICED

Montauk house

3 bedrooms / 2 bathrooms / sleeps 8

3 of 7 match: Shared outdoor pool (unheated), Fax machine, Video player, Wheelchair adapted, Tennis in town, Iron, Towels provided

3 of 7 filters match

Price per night from

$425

Cottage european charm private beach in Southampton, North Sea

Southampton house

3 bedrooms / 2 bathrooms / sleeps 7

3 of 7 match: Shared outdoor pool (unheated), Fax machine, Video player, Wheelchair adapted, Tennis in town, Iron, Towels provided

3 of 7 filters match

Price per night from

$540

Newly Remodeled Home Down the Street from the Beach & Short Drive to Vineyards

Sag Harbor chalet

6 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 31 minutes

3 of 7 match: Shared outdoor pool (unheated), Fax machine, Video player, Wheelchair adapted, Tennis in town, Iron, Towels provided

3 of 7 filters match

Price per night from

$573

Amazing house in the Hamptons

East Hampton house

3 bedrooms / 2 bathrooms / sleeps 7

3 of 7 match: Shared outdoor pool (unheated), Fax machine, Video player, Wheelchair adapted, Tennis in town, Iron, Towels provided

3 of 7 filters match

Price per night from

$911

Walk to the beach

Hampton Bays house

3 bedrooms / 2 bathrooms / sleeps 8

3 of 7 match: Shared outdoor pool (unheated), Fax machine, Video player, Wheelchair adapted, Tennis in town, Iron, Towels provided

3 of 7 filters match

Price per night from

$802

Newley Renovated Coastal Retreat

Westhampton Beach house

4 bedrooms / 2 bathrooms / sleeps 6

3 of 7 match: Shared outdoor pool (unheated), Fax machine, Video player, Wheelchair adapted, Tennis in town, Iron, Towels provided

3 of 7 filters match

Price per night from

$1,145

LARGE OPEN SPACE, POOL, PETS WELCOME

East Hampton house

4 bedrooms / 3 bathrooms / sleeps 8

3 of 7 match: Shared outdoor pool (unheated), Fax machine, Video player, Wheelchair adapted, Tennis in town, Iron, Towels provided

3 of 7 filters match

Price per night from

$1,031

Montauk Beach Bungalow

Montauk house

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 29 minutes

3 of 7 match: Shared outdoor pool (unheated), Fax machine, Video player, Wheelchair adapted, Tennis in town, Iron, Towels provided

3 of 7 filters match

Price per night from

$462

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