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Swimming pool
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Staffed property
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Parking
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Beach or lakeside relaxation
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93 houses

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Magnificent private Southampton Estate

Southampton house

4 bedrooms
5 bathrooms

sleeps 14

Match: Freezer Games room Swimming pool

All filters match

Price per night from

$5,153

Mint Southampton Village 5-BR South of the Highway w Heated Pool

Southampton house

4 bedrooms
5 bathrooms

sleeps 9

Match: Freezer Games room Swimming pool

All filters match

Price per night from

$1,721

Spectacular Family Resort in Hampton Bays, NY

Hampton Bays house

7 bedrooms
5 bathrooms

sleeps 18

Responds fast! avg. 1 hour 30 minutes

Match: Freezer Games room Swimming pool

All filters match

Price per night from

$852

Waterfront Southampton Estate, Heated Pool, Spa, Gym, Outdoor Kitchen, Sonos

Tuckahoe house

5 bedrooms
5 bathrooms

sleeps 12

Match: Freezer Games room Swimming pool

All filters match

Price per night from

$2,519

Elegance,Privacy, French Farm House

East Hampton farmhouse

3 bedrooms
2 bathrooms

sleeps 8

2 of 3 match: Freezer, Games room, Swimming pool

2 of 3 filters match

Price per night from

$1,090

SEASHELLS BY THE SEA SHORE

Hampton Bays house

8 bedrooms
6 bathrooms

sleeps 20

Responds fast! avg. 1 hour 30 minutes

2 of 3 match: Swimming pool, Freezer, Games room

2 of 3 filters match

Price per night from

$1,221

HAMPTON'S WATERFRONT HOUSE STEPS TO PRIVATE BEACH

East Quogue house

3 bedrooms
2 bathrooms

sleeps 6

2 of 3 match: Swimming pool, Freezer, Games room

2 of 3 filters match

Price per night from

$1,434

3 Master Suites, huge lower level, 4 mins drive from beach with private chef

Quogue house

5 bedrooms
4 bathrooms

sleeps 12

2 of 3 match: Swimming pool, Freezer, Games room

2 of 3 filters match

Price per night from

$974

Perfect vacation home minutes to bay and ocean beaches

East Hampton house

4 bedrooms
4 bathrooms

sleeps 8

2 of 3 match: Swimming pool, Freezer, Games room

2 of 3 filters match

Price per night from

$1,434

Oceanfront 1-bedroom at Westhampton Beach

Westhampton Beach apartment

1 bedroom
1 bathroom

sleeps 5

2 of 3 match: Games room, Freezer, Swimming pool

2 of 3 filters match

Price per night from

$482

Very Private and Tranquil House in wooded estate.

Southampton house

4 bedrooms
3 bathrooms

sleeps 8

2 of 3 match: Games room, Freezer, Swimming pool

2 of 3 filters match

Price per night from

$1,148

CHIC RETREAT!! Walk to Desirable Bay BEACH!!

East Hampton house

3 bedrooms
2 bathrooms

sleeps 6

2 of 3 match: Games room, Freezer, Swimming pool

2 of 3 filters match

Price per night from

$2,524

Romantic Getaway in Southampton (private room/bathroom)

Southampton private room

1 bedroom
1 bathroom

sleeps 2

2 of 3 match: Games room, Freezer, Swimming pool

2 of 3 filters match

Price per night from

$356

Bishops Pond Southampton NY

Southampton townhouse

4 bedrooms
10 bathrooms

sleeps 8

2 of 3 match: Games room, Freezer, Swimming pool

2 of 3 filters match

Price per night from

$147

Fantasy Bay Front Country French Villa

Southampton villa

6 bedrooms
4 bathrooms

sleeps 12

2 of 3 match: Games room, Freezer, Swimming pool

2 of 3 filters match

Price per night from

$2,295

Beech Tree Cottage

Sag Harbor cottage

2 bedrooms
1 bathroom

sleeps 4

“The cottage experience was relaxing and peaceful with a short wa” Enchanting cottage, very comfortable, enjoyed a little interaction with the owner's family and dog. Very sweet.

2 of 3 match: Games room, Freezer, Swimming pool

2 of 3 filters match

Price per night from

$687

The Seashell House

Sag Harbor house

4 bedrooms
3 bathrooms

sleeps 10

1 of 3 match: Freezer, Swimming pool, Games room

1 of 3 filters match

Price per night from

$976

5 bedroom Private Family Get Away

Westhampton Beach house

5 bedrooms
3 bathrooms

sleeps 10

2 of 3 match: Games room, Freezer, Swimming pool

2 of 3 filters match

Price per night from

$1,377

Lushly Landscaped Contemporary With Pool East Hampton North

East Hampton house

4 bedrooms
2 bathrooms

sleeps 8

2 of 3 match: Games room, Freezer, Swimming pool

2 of 3 filters match

Price per night from

$574

SOUTHAMPTON POOL & TENNIS

Southampton house

5 bedrooms
5 bathrooms

sleeps 12

2 of 3 match: Games room, Freezer, Swimming pool

2 of 3 filters match

Price per night from

$3,278

East Hampton Village Classic , South of Highway

East Hampton house

7 bedrooms
9 bathrooms

sleeps 12

2 of 3 match: Games room, Freezer, Swimming pool

2 of 3 filters match

Price per night from

$12,292

Montauk Oceanfront Estate

Montauk manor house

5 bedrooms
8 bathrooms

sleeps 10

2 of 3 match: Games room, Freezer, Swimming pool

2 of 3 filters match

Price per night from

$17,209

Hip & Stylish East Hampton Getaway

East Hampton house

3 bedrooms
2 bathrooms

sleeps 6

“Airy & beautiful home!” We had a wonderful stay at this beautiful East Hampton home. The floor plan is open and makes for an easy flow between the airy living space and kitchen and dining area. The bedrooms are large and well appointed with comfortable beds and fresh linens. The setting of the house is on a wooded acre with incredible views out over the trees and the swimming pool below. The huge deck affords an outdoor dining area perfect for summer entertaining. We will definitely be back for another visit to this amazing get away.

2 of 3 match: Games room, Freezer, Swimming pool

2 of 3 filters match

Price per night from

$984

Luxury Oceanfront 8bd House! Pool & Jacuzzi facing Ocean call for Deals!

Westhampton Beach house

8 bedrooms
7 bathrooms

sleeps 18

2 of 3 match: Games room, Freezer, Swimming pool

2 of 3 filters match

Price per night from

$2,006

Perfect Hamptons Rental with Pool and Tennis

Bridgehampton house

4 bedrooms
2 bathrooms

sleeps 8

2 of 3 match: Games room, Freezer, Swimming pool

2 of 3 filters match

Price per night from

$1,664

Majestic Southampton Waterfront Estate

Southampton villa

7 bedrooms
5 bathrooms

sleeps 18

“Incredible home” This was the perfect home for my husband, kids and grandkids. I can't begin to describe how incredible this home was. From the amazing outdoor kitchen, magnificent landscaping, the toasty warm huge pool, with seating enough for our supersized family of 20 with 4 grandbabies. This home was able to house us all comfortably. The inside of the house was clean, spacious and beautifully decorated. The high count sheets were a dream to sleep on (cute pun intended). The air conditioning was set to the perfect temperature. Every day all of us lived in the pool and at night enjoyed the gorgeous sunsets over the bay. To say we loved this home is an understatement. We are still all talking about the amazing vacation. The owner was really really nice to deal with and made us feel welcomed.

Responds fast! avg. 1 hour 30 minutes

2 of 3 match: Games room, Freezer, Swimming pool

2 of 3 filters match

Price per night from

$1,394