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Vacation Rentals & Houses in Hamptons

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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: Shared indoor pool, Shared outdoor pool (unheated), Pets, Dishwasher, Private fishing lake or river, Towels provided, Wheelchair accessible

4 of 7 filters match

Price per night from

$1,392

Ocean Front Cottage Montauk for rent

Montauk cottage

2 bedrooms / 2 bathrooms / sleeps 6

4 of 7 match: Shared outdoor pool (unheated), Pets, Wheelchair accessible, Shared indoor pool, Dishwasher, Private fishing lake or river, Towels provided

4 of 7 filters match

Price per night from

$1,144

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

Water Mill house

5 bedrooms / 4 bathrooms / sleeps 13

3 of 7 match: Shared indoor pool, Shared outdoor pool (unheated), Private fishing lake or river, Wheelchair accessible, Dishwasher, Towels provided, Pets

3 of 7 filters match

Price per night from

$1,672

East Hampton Dream House 'Serendipity' - Great Buy

East Hampton house

3 bedrooms / 3 bathrooms / sleeps 6

3 of 7 match: Shared indoor pool, Shared outdoor pool (unheated), Private fishing lake or river, Wheelchair accessible, Dishwasher, Towels provided, Pets

3 of 7 filters match

Price per night from

$577

Beautiful Estate home in the Hamptons, New York

Water Mill villa

7 bedrooms / 7 bathrooms / sleeps 10

3 of 7 match: Shared indoor pool, Shared outdoor pool (unheated), Private fishing lake or river, Wheelchair accessible, Dishwasher, Towels provided, Pets

3 of 7 filters match

Price per night from

$6,740

Waterfront home: 4 bed, 3 bath, hot tub & more!

East Quogue house

4 bedrooms / 3 bathrooms / sleeps 10

3 of 7 match: Shared indoor pool, Shared outdoor pool (unheated), Private fishing lake or river, Pets, Dishwasher, Towels provided, Wheelchair accessible

3 of 7 filters match

Price per night from

$455

SEASHELLS BY THE SEA SHORE

Hampton Bays house

8 bedrooms / 6 bathrooms / sleeps 20

Responds fast! avg. 3 hours 42 minutes

3 of 7 match: Shared indoor pool, Shared outdoor pool (unheated), Private fishing lake or river, Pets, Dishwasher, Towels provided, Wheelchair accessible

3 of 7 filters match

Price per night from

$1,220

Hamptons Summer Getaway

East Hampton house

3 bedrooms / 2 bathrooms / sleeps 6

3 of 7 match: Shared indoor pool, Shared outdoor pool (unheated), Private fishing lake or river, Wheelchair accessible, Dishwasher, Towels provided, Pets

3 of 7 filters match

Price per night from

$683

no longer avail property Sold !

Sag Harbor cottage

3 bedrooms / 4 bathrooms / sleeps 8

3 of 7 match: Shared indoor pool, Shared outdoor pool (unheated), Private fishing lake or river, Wheelchair accessible, Dishwasher, Towels provided, Pets

3 of 7 filters match

Price per night from

$1,170

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

Water Mill house

3 bedrooms / 3 bathrooms / sleeps 6

3 of 7 match: Shared indoor pool, Shared outdoor pool (unheated), Pets, Wheelchair accessible, Dishwasher, Private fishing lake or river, Towels provided

3 of 7 filters match

Price per night from

$884

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.

Responds fast! avg. 2 hours 52 minutes

3 of 7 match: Shared indoor pool, Shared outdoor pool (unheated), Private fishing lake or river, Pets, Dishwasher, Towels provided, Wheelchair accessible

3 of 7 filters match

Price per night from

$891

SOUTHAMPTON POOL & TENNIS

Southampton house

5 bedrooms / 5 bathrooms / sleeps 12

3 of 7 match: Shared indoor pool, Shared outdoor pool (unheated), Private fishing lake or river, Pets, Dishwasher, Towels provided, Wheelchair accessible

3 of 7 filters match

Price per night from

$3,275

Hampton Bays, south of 27A

Hampton Bays house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 34 minutes

3 of 7 match: Shared indoor pool, Shared outdoor pool (unheated), Private fishing lake or river, Pets, Dishwasher, Towels provided, Wheelchair accessible

3 of 7 filters match

Price per night from

$447

3BR Hampton home walk to Town Village Dune rd

Quogue house

3 bedrooms / 1 bathroom / sleeps 7

3 of 7 match: Shared indoor pool, Shared outdoor pool (unheated), Private fishing lake or river, Pets, Dishwasher, Towels provided, Wheelchair accessible

3 of 7 filters match

Price per night from

$102

SEAGULLS BY THE BAY

Hampton Bays house

7 bedrooms / 1 bathroom / sleeps 16

Responds fast! avg. 1 hour 20 minutes

3 of 7 match: Shared indoor pool, Shared outdoor pool (unheated), Private fishing lake or river, Pets, Dishwasher, Towels provided, Wheelchair accessible

3 of 7 filters match

Price per night from

$1,072

Hamptons Lifestyle At Private Refuge On The Ocean With Pool & Near Wine Trail

Westhampton Beach house

5 bedrooms / 5 bathrooms / sleeps 10

3 of 7 match: Shared indoor pool, Shared outdoor pool (unheated), Private fishing lake or river, Pets, Dishwasher, Towels provided, Wheelchair accessible

3 of 7 filters match

Price per night from

$2,291

Southampton Home Private Located near town beach w/ Heated Pool & Jacuzzi

Southampton house

3 bedrooms / 2 bathrooms / sleeps 8

3 of 7 match: Shared indoor pool, Shared outdoor pool (unheated), Private fishing lake or river, Pets, Dishwasher, Towels provided, Wheelchair accessible

3 of 7 filters match

Price per night from

$224

Sprawling Southampton home with pool & jacuzzi room for entire family

Southampton house

4 bedrooms / 3 bathrooms / sleeps 14

3 of 7 match: Shared indoor pool, Shared outdoor pool (unheated), Private fishing lake or river, Pets, Dishwasher, Towels provided, Wheelchair accessible

3 of 7 filters match

Price per night from

$224

6BR Private Home In Sag Harbor / Southampton With Pool & Jacuzzi

Sag Harbor house

6 bedrooms / 4 bathrooms / sleeps 12

3 of 7 match: Shared indoor pool, Shared outdoor pool (unheated), Private fishing lake or river, Pets, Dishwasher, Towels provided, Wheelchair accessible

3 of 7 filters match

Price per night from

$205

Newly listed Large Beach house North Fork Amazing views Lg Private Pool

Riverhead villa

7 bedrooms / 6 bathrooms / sleeps 10

3 of 7 match: Shared indoor pool, Shared outdoor pool (unheated), Private fishing lake or river, Pets, Dishwasher, Towels provided, Wheelchair accessible

3 of 7 filters match

Price per night from

$298

Southampton Home Pool Jacuzzi near Town Coopers Beach sweet retreat

Southampton house

4 bedrooms / 2 bathrooms / sleeps 9

3 of 7 match: Shared indoor pool, Shared outdoor pool (unheated), Private fishing lake or river, Pets, Dishwasher, Towels provided, Wheelchair accessible

3 of 7 filters match

Price per night from

$298

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.

Responds fast! avg. 2 hours 8 minutes

3 of 7 match: Shared indoor pool, Shared outdoor pool (unheated), Private fishing lake or river, Pets, Dishwasher, Towels provided, Wheelchair accessible

3 of 7 filters match

Price per night from

$856

Magnificent private Southampton Estate

Southampton house

4 bedrooms / 5 bathrooms / sleeps 14

Responds fast! avg. 2 hours 8 minutes

3 of 7 match: Shared indoor pool, Shared outdoor pool (unheated), Private fishing lake or river, Pets, Dishwasher, Towels provided, Wheelchair accessible

3 of 7 filters match

Price per night from

$1,718

Hamptons Lofty Beach Barn - Pet Friendly

Water Mill house

4 bedrooms / 2 bathrooms / sleeps 12

Responds fast! avg. 1 hour 35 minutes

3 of 7 match: Shared indoor pool, Shared outdoor pool (unheated), Private fishing lake or river, Pets, Dishwasher, Towels provided, Wheelchair accessible

3 of 7 filters match

Price per night from

$1,203

Waterfront Hamptons Beach House w/ Dock, Hot Tub, & Awesome Views, Walk to Beach

Westhampton Beach house

3 bedrooms / 2 bathrooms / sleeps 6

2 of 7 match: Shared indoor pool, Shared outdoor pool (unheated), Towels provided, Pets, Wheelchair accessible, Dishwasher, Private fishing lake or river

2 of 7 filters match

Price per night from

$263

3BR/2BA- Private Heated Pool Steps to Moriches Bay

Remsenburg house

3 bedrooms / 2 bathrooms / sleeps 6

2 of 7 match: Shared indoor pool, Shared outdoor pool (unheated), Private fishing lake or river, Towels provided, Wheelchair accessible, Dishwasher, Pets

2 of 7 filters match

Price per night from

$131

CHIC RETREAT!! Walk to Desirable Bay BEACH!!

East Hampton house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 11 minutes

2 of 7 match: Shared indoor pool, Shared outdoor pool (unheated), Private fishing lake or river, Towels provided, Wheelchair accessible, Dishwasher, Pets

2 of 7 filters match

Price per night from

$2,515

Romantic Getaway in Southampton (private room/bathroom)

Southampton private room

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 4 minutes

3 of 7 match: Shared indoor pool, Private fishing lake or river, Pets, Wheelchair accessible, Shared outdoor pool (unheated), Dishwasher, Towels provided

3 of 7 filters match

Price per night from

$337

1890's East Hampton Farmhouse in Amagansett Area!

Springs house

4 bedrooms / 4 bathrooms / sleeps 8

3 of 7 match: Shared indoor pool, Private fishing lake or river, Pets, Wheelchair accessible, Shared outdoor pool (unheated), Dishwasher, Towels provided

3 of 7 filters match

Price per night from

$1,355

Hampton's Paradise sag Harbor, Southampton

Sag Harbor house

6 bedrooms / 4 bathrooms / sleeps 12

1 of 7 match: Shared indoor pool, Shared outdoor pool (unheated), Dishwasher, Private fishing lake or river, Towels provided, Wheelchair accessible, Pets

1 of 7 filters match

Price per night from

$1,263

Summer in a Hamptons Cottage

Bridgehampton house

2 bedrooms / 1 bathroom / sleeps 4

1 of 7 match: Shared indoor pool, Shared outdoor pool (unheated), Dishwasher, Private fishing lake or river, Towels provided, Wheelchair accessible, Pets

1 of 7 filters match

Price per night from

$558

Luxury Oceanfront bd House! pool+Jacuzzi facing the ocean call for last min deal

Westhampton Beach house

8 bedrooms / 7 bathrooms / sleeps 18

1 of 7 match: Shared indoor pool, Shared outdoor pool (unheated), Dishwasher, Private fishing lake or river, Towels provided, Wheelchair accessible, Pets

1 of 7 filters match

Price per night from

$1,715

Oceanfront 1-bedroom at Westhampton Beach

Westhampton Beach apartment

1 bedroom / 1 bathroom / sleeps 5

2 of 7 match: Shared indoor pool, Dishwasher, Private fishing lake or river, Pets, Wheelchair accessible, Shared outdoor pool (unheated), Towels provided

2 of 7 filters match

Price per night from

$485

ONE-OF-A-KIND VILLA NESTLED ALONG THE SHORE

Southampton villa

3 bedrooms / 2 bathrooms / sleeps 6

2 of 7 match: Shared indoor pool, Shared outdoor pool (unheated), Private fishing lake or river, Pets, Wheelchair accessible, Dishwasher, Towels provided

2 of 7 filters match

Price per night from

$1,161

1200ft2 - Great Hamptons location

Southampton house

4 bedrooms / 2 bathrooms / sleeps 8

2 of 7 match: Shared indoor pool, Shared outdoor pool (unheated), Private fishing lake or river, Pets, Wheelchair accessible, Dishwasher, Towels provided

2 of 7 filters match

Price per night from

$1,300

Charming Hamptons Retreat June 1 - Sept. 5, 2017

Water Mill house

2 bedrooms / 2 bathrooms / sleeps 6

2 of 7 match: Shared indoor pool, Shared outdoor pool (unheated), Private fishing lake or river, Pets, Wheelchair accessible, Dishwasher, Towels provided

2 of 7 filters match

Price per night from

$1,009

Fabulous Updated Tennis Golf Pool Condo SOUTHAMPTON NY

Southampton condo

2 bedrooms / 3 bathrooms / sleeps 4

Responds fast! avg. 33 minutes

2 of 7 match: Shared indoor pool, Shared outdoor pool (unheated), Private fishing lake or river, Pets, Wheelchair accessible, Dishwasher, Towels provided

2 of 7 filters match

Price per night from

$811

A One Of A Kind Beach Vacation Rental

Montauk house

3 bedrooms / 2 bathrooms / sleeps 8

2 of 7 match: Shared indoor pool, Shared outdoor pool (unheated), Private fishing lake or river, Pets, Wheelchair accessible, Dishwasher, Towels provided

2 of 7 filters match

Price per night from

$1,533

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