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5 bedroom Private Family Get Away

Westhampton Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Rental types Children's pool Climbing frame

All filters match

Price per night from

$1,374

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2 of 3 match: Children's pool, Rental types, Climbing frame

2 of 3 filters match

Price per night from

$315

Quaint Seaside Retreat With Full Gym

Hampton Bays house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Children's pool, Rental types, Climbing frame

2 of 3 filters match

Price per night from

$1,374

Perfect vacation home minutes to bay and ocean beaches

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Children's pool, Rental types, Climbing frame

2 of 3 filters match

Price per night from

$1,432

Tree Tops Cottages. Up to 4 cottages available.

South Hero cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 3 match: Rental types, Children's pool, Climbing frame

1 of 3 filters match

Price per night from

$247

UMIQUE Country Condo, 1BR 1 BA - NEW

Hancock condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 3 match: Rental types, Children's pool, Climbing frame

1 of 3 filters match

Price per night from

$261

Island Beauty With A View

North Hero cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 3 match: Rental types, Children's pool, Climbing frame

1 of 3 filters match

Price per night from

$264

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.

1 of 3 match: Rental types, Children's pool, Climbing frame

1 of 3 filters match

Price per night from

$687

Fall dates So Vt Mtn Cabn where memories are made and guaranteed to come back.

Mount Tabor log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 20 minutes

1 of 3 match: Rental types, Children's pool, Climbing frame

1 of 3 filters match

Price per night from

$235

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

1 of 3 match: Rental types, Children's pool, Climbing frame

1 of 3 filters match

Price per night from

$1,390

Crafts Inn in Vermont 1br suite, Saturday check-in

Wilmington condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Rental types, Climbing frame, Children's pool

1 of 3 filters match

Price per night from

$81

Smuggler's Notch Resort in Vermont studio suite, Sunday check-in

Jeffersonville condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Rental types, Climbing frame, Children's pool

1 of 3 filters match

Price per night from

$75

Smuggler's Notch Resort in Vermont 1br suite, Sunday check-in

Jeffersonville condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 3 match: Rental types, Climbing frame, Children's pool

1 of 3 filters match

Price per night from

$81

Holiday Inn Club Vacations Oak N' Spruce 2br suite Friday check-ins

South Lee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Rental types, Climbing frame, Children's pool

1 of 3 filters match

Price per night from

$70

Responds fast! avg. 8 minutes

1 of 3 match: Rental types, Climbing frame, Children's pool

1 of 3 filters match

Price per night from

$132

Holiday Inn Club Vacations Oak N' Spruce 2BR Suite SATURDAY Check-Ins

South Lee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Rental types, Climbing frame, Children's pool

1 of 3 filters match

Price per night from

$81

Bishops Pond Southampton NY

Southampton townhouse

  • 4 bedrooms
  • 10 bathrooms
  • sleeps 8

1 of 3 match: Rental types, Climbing frame, Children's pool

1 of 3 filters match

Price per night from

$147

Spacious Villa With Free Parking

Charlton villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 3 match: Rental types, Climbing frame, Children's pool

1 of 3 filters match

Price per night from

$401

Smugglers' Notch * 2 Bedroom, Sleeps 8

Cambridge condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 3 match: Rental types, Climbing frame, Children's pool

1 of 3 filters match

Price per night from

$452

Dock in Katskill Bay and swimming in Sandy Bay _Newly Renovated Home

Cleverdale house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 3 match: Climbing frame, Children's pool, Rental types

1 of 3 filters match

Price per night from

$528

1 of 3 match: Climbing frame, Children's pool, Rental types

1 of 3 filters match

Price per night from

$206

Beautiful single-family home on the Great South Bay

Massapequa house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

1 of 3 match: Climbing frame, Children's pool, Rental types

1 of 3 filters match

Price per night from

$574

Lakeside Lodging in Lake George

Lake George house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Climbing frame, Children's pool, Rental types

1 of 3 filters match

Price per night from

$362

Responds fast! avg. 1 hour 47 minutes

1 of 3 match: Climbing frame, Children's pool, Rental types

1 of 3 filters match

Price per night from

$573

Hudson Valley Berkshires Cottage

Spencertown house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Climbing frame, Children's pool, Rental types

1 of 3 filters match

Price per night from

$197

A New England Jewel with Scenic Beauty

Southport house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 3 match: Climbing frame, Children's pool, Rental types

1 of 3 filters match

Price per night from

$683

Suburban Getaway. Heated Pool. NO PARTIES.

Westport house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

Responds fast! avg. 3 hours 24 minutes

1 of 3 match: Climbing frame, Children's pool, Rental types

1 of 3 filters match

Price per night from

$591

Great 4 bedroom family home walking distance to the beach and village

Sag Harbor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 3 match: Climbing frame, Children's pool, Rental types

1 of 3 filters match

Price per night from

$1,377

Summer Vacation House

Hampton Bays house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 3 match: Climbing frame, Children's pool, Rental types

1 of 3 filters match

Price per night from

$382

Village Fringe Ranch

Water Mill house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 3 match: Climbing frame, Children's pool, Rental types

1 of 3 filters match

Price per night from

$574

Serene haven in the country

Washington house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 3 match: Climbing frame, Children's pool, Rental types

1 of 3 filters match

Price per night from

$551

Responds fast! avg. 14 minutes

1 of 3 match: Climbing frame, Children's pool, Rental types

1 of 3 filters match

Price per night from

$689

Chalet near 4 ski resorts with hot tub

East Chatham house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 3 match: Climbing frame, Children's pool, Rental types

1 of 3 filters match

Price per night from

$1,032

1 of 3 match: Climbing frame, Children's pool, Rental types

1 of 3 filters match

Price per night from

$574

4BR Waterfront + Dock Family Retreat in Southampton

Southampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

Responds fast! avg. 1 hour 29 minutes

1 of 3 match: Climbing frame, Children's pool, Rental types

1 of 3 filters match

Price per night from

$1,033

Full Basement unit with gorgeous view.

Salem house

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 3 match: Climbing frame, Children's pool, Rental types

1 of 3 filters match

Price per night from

$172

Brand new renovated beach house

Ocean Beach house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Responds fast! avg. 28 minutes

1 of 3 match: Climbing frame, Children's pool, Rental types

1 of 3 filters match

Price per night from

$918

Twin Island Lake House

Pine Plains house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Climbing frame, Children's pool, Rental types

1 of 3 filters match

Price per night from

$412

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