Vacation Rentals & Cabins in Vermont

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

Westhampton Beach house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Garden Dishwasher Private outdoor pool (heated) Sea view Wheelchair accessible

All filters match

Price per night from

$2,295

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SOUTHAMPTON POOL & TENNIS

Southampton house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

3 of 5 match: Garden, Sea view, Dishwasher, Private outdoor pool (heated), Wheelchair accessible

3 of 5 filters match

Price per night from

$3,278

Magnificent private Southampton Estate

Southampton house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

3 of 5 match: Garden, Sea view, Dishwasher, Private outdoor pool (heated), Wheelchair accessible

3 of 5 filters match

Price per night from

$5,163

Southampton Water Front Retreat

Southampton cottage

  • 4 bedrooms
  • 10 bathrooms
  • sleeps 10

2 of 5 match: Garden, Dishwasher, Wheelchair accessible, Private outdoor pool (heated), Sea view

2 of 5 filters match

Price per night from

$3,278

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

3 of 5 match: Garden, Sea view, Dishwasher, Private outdoor pool (heated), Wheelchair accessible

3 of 5 filters match

Price per night from

$1,394

Oma"s Kottage

Ludlow house

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 11

2 of 5 match: Garden, Private outdoor pool (heated), Sea view, Dishwasher, Wheelchair accessible

2 of 5 filters match

Price per night from

$345

Montauk Oceanfront Estate

Montauk manor house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 10

3 of 5 match: Garden, Wheelchair accessible, Dishwasher, Private outdoor pool (heated), Sea view

3 of 5 filters match

Price per night from

$17,210

*Adirondack Mtn view* Unique, Exquisite Farmhouse

Keeseville house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 5 match: Garden, Private outdoor pool (heated), Sea view, Dishwasher, Wheelchair accessible

2 of 5 filters match

Price per night from

$345

Berkshire Farmhouse Vacation

West Stockbridge house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 15

“Quaint Getaway” We were 2 families with 5 kids staying for the weekend. We had plenty of space to spread out, cook & dine together and lots of bedroom options to meet everyone's needs. The house had a lot of antique charm like exposed beams in the living room and paneled walls in the dining room. We were there on a rainy, cold weekend, so did not have an opportunity to enjoy the grounds or porch, but imagine it would be lovely in the warmer weather. Elaine (and her shop) were on the same grounds and she was available for questions about the area. Overall a very relaxing & convenient experience.

2 of 5 match: Garden, Private outdoor pool (heated), Sea view, Dishwasher, Wheelchair accessible

2 of 5 filters match

Price per night from

$299

“Relaxing and cozy” My husband and I stayed here on our honeymoon, and the barn was a great get-away. It was clean, with great high ceilings, nice wood floors, a full kitchen, a nice living room with tv and books. Our host and hostess at the main B&B; were lovely and cooked delicious breakfasts with extra baked treats. We had a wonderful stay!

Responds fast! avg. 16 minutes

2 of 5 match: Garden, Private outdoor pool (heated), Sea view, Dishwasher, Wheelchair accessible

2 of 5 filters match

Price per night from

$252

2 of 5 match: Garden, Private outdoor pool (heated), Sea view, Dishwasher, Wheelchair accessible

2 of 5 filters match

Price per night from

$1,262

Blue Parrot 3 Bedroom, 1 bath, large deck, wi-fi, sat TV, d/w, microwave

Ocean Beach apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

2 of 5 match: Garden, Private outdoor pool (heated), Sea view, Dishwasher, Wheelchair accessible

2 of 5 filters match

Price per night from

$574

Private Waterfront W Beach, New Renovation

Southold house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 5 match: Garden, Private outdoor pool (heated), Sea view, Dishwasher, Wheelchair accessible

2 of 5 filters match

Price per night from

$832

Spectacular Log Cabin w/ Mountain Views near Lake

Ferrisburgh log cabin

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 5 match: Garden, Private outdoor pool (heated), Sea view, Dishwasher, Wheelchair accessible

2 of 5 filters match

Price per night from

$458

2 of 5 match: Garden, Private outdoor pool (heated), Sea view, Dishwasher, Wheelchair accessible

2 of 5 filters match

Price per night from

$573

Hamptons Lofty Beach Barn - Pet Friendly

Water Mill house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 38 minutes

2 of 5 match: Garden, Private outdoor pool (heated), Sea view, Dishwasher, Wheelchair accessible

2 of 5 filters match

Price per night from

$1,721

Stay At Jimmy's

Woodstock b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 5 match: Garden, Dishwasher, Private outdoor pool (heated), Sea view, Wheelchair accessible

1 of 5 filters match

Price per night from

$229

Elegance,Privacy, French Farm House

East Hampton farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 5 match: Garden, Wheelchair accessible, Dishwasher, Private outdoor pool (heated), Sea view

3 of 5 filters match

Price per night from

$1,090

East Hampton Charming Cottage South Of the Highway Near Ocean/ Further Lane

East Hampton house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 5 match: Garden, Dishwasher, Sea view, Wheelchair accessible, Private outdoor pool (heated)

1 of 5 filters match

Price per night from

$1,922

Village traditional on a quiet cul de sac

Sag Harbor house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 5 match: Garden, Dishwasher, Sea view, Wheelchair accessible, Private outdoor pool (heated)

1 of 5 filters match

Price per night from

$1,278

Exquisite Hamptons Mansion Retreat

Water Mill house

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 20

1 of 5 match: Garden, Dishwasher, Sea view, Wheelchair accessible, Private outdoor pool (heated)

1 of 5 filters match

Price per night from

$631

New Reno Westhampton Beach Heated Pool Steps to Town

Westhampton Beach house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 16

1 of 5 match: Garden, Dishwasher, Sea view, Wheelchair accessible, Private outdoor pool (heated)

1 of 5 filters match

Price per night from

$1,434

Heated Pool 6+ Bedrooms , 4.5 BA

Noyack house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 5 match: Garden, Dishwasher, Sea view, Wheelchair accessible, Private outdoor pool (heated)

1 of 5 filters match

Price per night from

$1,721

Boutique Waterfront Home with Pool in Heart of North Fork

Southold house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 5 match: Garden, Dishwasher, Sea view, Wheelchair accessible, Private outdoor pool (heated)

1 of 5 filters match

Price per night from

$431

Greenport Beach House

Greenport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 5 match: Garden, Dishwasher, Sea view, Wheelchair accessible, Private outdoor pool (heated)

1 of 5 filters match

Price per night from

$918

Huge Renovated Home with Heated Pool and Jacuzzi

Queensbury house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 13

1 of 5 match: Garden, Dishwasher, Sea view, Wheelchair accessible, Private outdoor pool (heated)

1 of 5 filters match

Price per night from

$861

Beautiful Bridgehampton Home

Bridgehampton house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 5 match: Garden, Dishwasher, Sea view, Wheelchair accessible, Private outdoor pool (heated)

1 of 5 filters match

Price per night from

$1,721

Tranquil Villa

Monroe apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 5 match: Garden, Dishwasher, Sea view, Wheelchair accessible, Private outdoor pool (heated)

1 of 5 filters match

Price per night from

$402

The Meadow House 4 bdrm 4 bath house

Stephentown house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 5 match: Garden, Private outdoor pool (heated), Sea view, Dishwasher, Wheelchair accessible

2 of 5 filters match

Price per night from

$724

Beautiful Lake Side Getaway, Quiet, and Peaceful

Winchester apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“Relaxing vacation” We vacationed here for the first two weeks of July. Bill and Sandy were fabulous hosts. They were attentive to our needs and generous with their time taking us out in their boat to view the fireworks. The space is decorated tastefully and was clean and welcoming. We spent almost all of our time outdoors enjoying the sun and water. We ate most of our meals outside on the patio. The only thing that could have made it any better would have been to have a screened in area so that we could have stayed out later at night after the mosquitos' came out. We are planning on returning next year.

2 of 5 match: Garden, Private outdoor pool (heated), Sea view, Dishwasher, Wheelchair accessible

2 of 5 filters match

Price per night from

$144

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

East Quogue house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 5 match: Garden, Private outdoor pool (heated), Sea view, Dishwasher, Wheelchair accessible

2 of 5 filters match

Price per night from

$402

SEASHELLS BY THE SEA SHORE

Hampton Bays house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

Responds fast! avg. 1 hour 30 minutes

2 of 5 match: Garden, Private outdoor pool (heated), Sea view, Dishwasher, Wheelchair accessible

2 of 5 filters match

Price per night from

$1,221

Cherry Grove Oceanfront with Heated Pool

Cherry Grove house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 5 match: Garden, Private outdoor pool (heated), Sea view, Dishwasher, Wheelchair accessible

2 of 5 filters match

Price per night from

$603

Great Family Rental - Sun Sand and Surf!

Ocean Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 5 match: Garden, Private outdoor pool (heated), Sea view, Dishwasher, Wheelchair accessible

2 of 5 filters match

Price per night from

$976

CHIC RETREAT!! Walk to Desirable Bay BEACH!!

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 5 match: Garden, Sea view, Wheelchair accessible, Dishwasher, Private outdoor pool (heated)

2 of 5 filters match

Price per night from

$2,524

Elegant* Bright *Spacious*Home **EXPRSS TRAIN DIRECT TO NYC**

Manhasset house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 5 match: Garden, Sea view, Wheelchair accessible, Dishwasher, Private outdoor pool (heated)

2 of 5 filters match

Price per night from

$672

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

Westhampton Beach house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 18

3 of 5 match: Garden, Wheelchair accessible, Dishwasher, Private outdoor pool (heated), Sea view

3 of 5 filters match

Price per night from

$2,006

Luxury Oceanfront House, Pool+Jacuzzi facing the ocean, call for Deals!

Westhampton Beach house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

3 of 5 match: Garden, Wheelchair accessible, Dishwasher, Private outdoor pool (heated), Sea view

3 of 5 filters match

Price per night from

$1,503

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