Vacation Rentals & Cabins in Vermont

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Spectacular Family Resort in Hampton Bays, NY

Hampton Bays house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

Responds fast! avg. 1 hour 30 minutes

Match: Games room Private outdoor pool (unheated) Towels provided

All filters match

Price per night from

$850

Match: Games room Private outdoor pool (unheated) Towels provided

All filters match

Price per night from

$1,260

Spacious Villa With Free Parking

Charlton villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Games room Private outdoor pool (unheated) Towels provided

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Price per night from

$401

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Fox Hill Condo - BEST LOCATION!

Stowe condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Towels provided, Games room, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$287

Mansion & Private 3.5 Acre Estate

Bloomfield manor house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Towels provided, Games room, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$916

Quintessential Vermont Farmhouse

Waitsfield house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

2 of 3 match: Private outdoor pool (unheated), Games room, Towels provided

2 of 3 filters match

Price per night from

$373

River House in the Heart of Middlebury

Middlebury house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 3 hours 15 minutes

2 of 3 match: Private outdoor pool (unheated), Games room, Towels provided

2 of 3 filters match

Price per night from

$245

Large Family Home Near Five Colleges

Hadley house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 3 match: Private outdoor pool (unheated), Games room, Towels provided

2 of 3 filters match

Price per night from

$2,003

Judge Brown House

Norwich house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 15

1 of 3 match: Towels provided, Private outdoor pool (unheated), Games room

1 of 3 filters match

Price per night from

$687

The Seashell House

Sag Harbor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Private outdoor pool (unheated), Games room, Towels provided

2 of 3 filters match

Price per night from

$974

Enjoy horses and the largest recreational lake in Massachusetts

East Otis apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Games room, Towels provided

2 of 3 filters match

Price per night from

$126

Christmas in The Berkshires

Hancock condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Games room, Towels provided

2 of 3 filters match

Price per night from

$258

Stowe Chalet, Mountain Views, Warm, Cozy, Quiet and Private

Morrisville chalet

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Games room, Towels provided

2 of 3 filters match

Price per night from

$228

Beautiful VT Getaway w/ Firepit - 5 min to Okemo

Ludlow house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

2 of 3 match: Private outdoor pool (unheated), Games room, Towels provided

2 of 3 filters match

Price per night from

$344

The Equinox Golf Resort & Spa

Manchester house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

2 of 3 match: Private outdoor pool (unheated), Games room, Towels provided

2 of 3 filters match

Price per night from

$977

Kellogg Haus

Falls Village house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

2 of 3 match: Private outdoor pool (unheated), Games room, Towels provided

2 of 3 filters match

Price per night from

$458

2 of 3 match: Private outdoor pool (unheated), Games room, Towels provided

2 of 3 filters match

Price per night from

$286

The Equinox Golf Resort & Spa

Manchester house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (unheated), Games room, Towels provided

2 of 3 filters match

Price per night from

$779

“The Perfect Vermont Getaway” When I visit Vermont in winter, I tend to go with a mixed crowd. Part of our group are avid skiers/snowboarders, the other part (well, me) are not. This house allows you to experience the best of both worlds, with something for everyone. Situated on top of the mountain (within walking distance to the lodge and with a shuttle that can pick you up right outside the front door), it's in the absolute perfect location for those who like to lace up their boots and hit the slopes. For anyone not playing snow bunny for the day, you are smack dab in the middle of Okemo with plenty of cafes, shopping, and scenic walks just down the hillside (or a very short drive away if you wish to explore). The house itself is also a fantastic, light, open space that is comfortable no matter which straw you draw for beds (we got the twins in the upstairs loft and had one of the soundest sleeps I'd had all winter). Plus, who doesn't love a hot tub. You never feel cramped even with a full house. The living room is an amazing space to just sip coffee and read your book in the morning sunshine or in front of the fire. The owners are extremely knowledgeable, responsive, and helpful, and made sure our stay was top-notch. They have everything outlined for you in a book when you arrive and are there for you should you have any questions. I can't wait to go back next winter!

2 of 3 match: Private outdoor pool (unheated), Games room, Towels provided

2 of 3 filters match

Price per night from

$1,832

Stowe Area #1 Luxury Inn - Private Rental

Stowe house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (unheated), Games room, Towels provided

2 of 3 filters match

Price per night from

$1,718

2 of 3 match: Private outdoor pool (unheated), Games room, Towels provided

2 of 3 filters match

Price per night from

$1,374

2 of 3 match: Private outdoor pool (unheated), Games room, Towels provided

2 of 3 filters match

Price per night from

$401

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: Private outdoor pool (unheated), Games room, Towels provided

2 of 3 filters match

Price per night from

$1,219

Elegance,Privacy, French Farm House

East Hampton farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (unheated), Games room, Towels provided

2 of 3 filters match

Price per night from

$1,088

Vermont 1828 Reunion House, sleeps 16 5 miles to Okemo

Proctorsville house

  • 8 bedrooms
  • 4 bathrooms
  • sleeps 16

2 of 3 match: Private outdoor pool (unheated), Games room, Towels provided

2 of 3 filters match

Price per night from

$458

Contemporary Spacious 7br/6.5 bath home near Killington VT

Mendon house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 22

2 of 3 match: Private outdoor pool (unheated), Games room, Towels provided

2 of 3 filters match

Price per night from

$916

INDESCRIBALE Mountain View Getaway! Tons of Amenities!

Shrewsbury house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 20

Responds fast! avg. 37 minutes

2 of 3 match: Private outdoor pool (unheated), Games room, Towels provided

2 of 3 filters match

Price per night from

$457

Sunlit Apartment w/ Parking & Gym Downtown at Yale

New Haven apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 3 match: Private outdoor pool (unheated), Games room, Towels provided

2 of 3 filters match

Price per night from

$520

Luxurious 2BR - 2Bath W/ Gym | Downtown at Yale

New Haven apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Private outdoor pool (unheated), Games room, Towels provided

2 of 3 filters match

Price per night from

$1,180

Log Cabin in the Woods

West Rupert house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (unheated), Games room, Towels provided

2 of 3 filters match

Price per night from

$205

Contemporary Ski Chalet Minutes to Hiking Dining Parks

South Londonderry house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

2 of 3 match: Private outdoor pool (unheated), Games room, Towels provided

2 of 3 filters match

Price per night from

$1,444

2 of 3 match: Private outdoor pool (unheated), Games room, Towels provided

2 of 3 filters match

Price per night from

$974

Work, Hike, Ski, Relax - Big Restored 1860s Farmhouse

Chester house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 3 match: Private outdoor pool (unheated), Games room, Towels provided

2 of 3 filters match

Price per night from

$1,031

BEAUTIFUL STRATTON! 5 BEDS-5 BATHS HOME w/VIEWS, ON SHUTTLE

Stratton Mountain house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

2 of 3 match: Private outdoor pool (unheated), Games room, Towels provided

2 of 3 filters match

Price per night from

$2,233

The Grafton Lodge

Grafton lodge

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 20

2 of 3 match: Private outdoor pool (unheated), Games room, Towels provided

2 of 3 filters match

Price per night from

$2,176

HAMPTON'S WATERFRONT HOUSE STEPS TO PRIVATE BEACH

East Quogue house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Games room, Towels provided

2 of 3 filters match

Price per night from

$1,432

Endless water views on estate property and walk to downtown and beaches!

Westport house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 12

2 of 3 match: Private outdoor pool (unheated), Games room, Towels provided

2 of 3 filters match

Price per night from

$1,145

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

South Lee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Games room, Towels provided

2 of 3 filters match

Price per night from

$70

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