Vacation Rentals & Cabins in Vermont

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Perfect vacation home minutes to bay and ocean beaches

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Climbing frame Stove Games room Microwave Towels provided

All filters match

Price per night from

$1,433

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Quintessential Vermont Farmhouse

Waitsfield house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

4 of 5 match: Climbing frame, Stove, Games room, Microwave, Towels provided

4 of 5 filters match

Price per night from

$373

River House in the Heart of Middlebury

Middlebury house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

4 of 5 match: Climbing frame, Stove, Games room, Microwave, Towels provided

4 of 5 filters match

Price per night from

$246

Island Beauty With A View

North Hero cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

4 of 5 match: Games room, Climbing frame, Stove, Microwave, Towels provided

4 of 5 filters match

Price per night from

$264

4 of 5 match: Games room, Climbing frame, Stove, Microwave, Towels provided

4 of 5 filters match

Price per night from

$316

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.

4 of 5 match: Games room, Climbing frame, Stove, Microwave, Towels provided

4 of 5 filters match

Price per night from

$688

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

4 of 5 match: Games room, Climbing frame, Stove, Microwave, Towels provided

4 of 5 filters match

Price per night from

$235

Christmas in The Berkshires

Hancock condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Climbing frame, Stove, Games room, Microwave, Towels provided

4 of 5 filters match

Price per night from

$258

The Seashell House

Sag Harbor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

4 of 5 match: Climbing frame, Stove, Games room, Microwave, Towels provided

4 of 5 filters match

Price per night from

$975

4 of 5 match: Climbing frame, Stove, Games room, Microwave, Towels provided

4 of 5 filters match

Price per night from

$286

Kellogg Haus

Falls Village house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

4 of 5 match: Climbing frame, Stove, Games room, Microwave, Towels provided

4 of 5 filters match

Price per night from

$459

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

Morrisville chalet

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Climbing frame, Stove, Games room, Microwave, Towels provided

4 of 5 filters match

Price per night from

$228

Enjoy horses and the largest recreational lake in Massachusetts

East Otis apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Climbing frame, Stove, Games room, Microwave, Towels provided

4 of 5 filters match

Price per night from

$126

Beautiful VT Getaway w/ Firepit - 5 min to Okemo

Ludlow house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

4 of 5 match: Climbing frame, Stove, Games room, Microwave, Towels provided

4 of 5 filters match

Price per night from

$344

Tree Tops Cottages. Up to 4 cottages available.

South Hero cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

3 of 5 match: Games room, Towels provided, Climbing frame, Stove, Microwave

3 of 5 filters match

Price per night from

$247

5 bedroom Private Family Get Away

Westhampton Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

4 of 5 match: Games room, Climbing frame, Stove, Microwave, Towels provided

4 of 5 filters match

Price per night from

$1,376

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. 3 hours 43 minutes

4 of 5 match: Games room, Climbing frame, Stove, Microwave, Towels provided

4 of 5 filters match

Price per night from

$1,392

Quaint Seaside Retreat With Full Gym

Hampton Bays house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

4 of 5 match: Games room, Climbing frame, Stove, Microwave, Towels provided

4 of 5 filters match

Price per night from

$1,376

SEASHELLS BY THE SEA SHORE

Hampton Bays house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

Responds fast! avg. 3 hours 43 minutes

4 of 5 match: Climbing frame, Stove, Games room, Microwave, Towels provided

4 of 5 filters match

Price per night from

$1,220

Elegance,Privacy, French Farm House

East Hampton farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Climbing frame, Stove, Games room, Microwave, Towels provided

4 of 5 filters match

Price per night from

$1,089

Stowe Area #1 Luxury Inn - Private Rental

Stowe house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

4 of 5 match: Climbing frame, Stove, Games room, Microwave, Towels provided

4 of 5 filters match

Price per night from

$1,720

4 of 5 match: Climbing frame, Stove, Games room, Microwave, Towels provided

4 of 5 filters match

Price per night from

$402

Vermont 1828 Reunion House, sleeps 16 5 miles to Okemo

Proctorsville house

  • 8 bedrooms
  • 4 bathrooms
  • sleeps 16

4 of 5 match: Climbing frame, Stove, Games room, Microwave, Towels provided

4 of 5 filters match

Price per night from

$459

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

New Haven apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

4 of 5 match: Climbing frame, Stove, Games room, Microwave, Towels provided

4 of 5 filters match

Price per night from

$1,181

INDESCRIBALE Mountain View Getaway! Tons of Amenities!

Shrewsbury house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 20

Responds fast! avg. 37 minutes

4 of 5 match: Climbing frame, Stove, Games room, Microwave, Towels provided

4 of 5 filters match

Price per night from

$458

Sunlit Apartment w/ Parking & Gym Downtown at Yale

New Haven apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

4 of 5 match: Climbing frame, Stove, Games room, Microwave, Towels provided

4 of 5 filters match

Price per night from

$521

Contemporary Ski Chalet Minutes to Hiking Dining Parks

South Londonderry house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

4 of 5 match: Climbing frame, Stove, Games room, Microwave, Towels provided

4 of 5 filters match

Price per night from

$1,446

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

Stratton Mountain house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

4 of 5 match: Climbing frame, Stove, Games room, Microwave, Towels provided

4 of 5 filters match

Price per night from

$2,235

HAMPTON'S WATERFRONT HOUSE STEPS TO PRIVATE BEACH

East Quogue house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Climbing frame, Stove, Games room, Microwave, Towels provided

4 of 5 filters match

Price per night from

$1,433

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

Westport house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 12

4 of 5 match: Climbing frame, Stove, Games room, Microwave, Towels provided

4 of 5 filters match

Price per night from

$1,147

4 of 5 match: Climbing frame, Stove, Games room, Microwave, Towels provided

4 of 5 filters match

Price per night from

$1,376

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

Chester house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

4 of 5 match: Climbing frame, Stove, Games room, Microwave, Towels provided

4 of 5 filters match

Price per night from

$1,032

The Grafton Lodge

Grafton lodge

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 20

4 of 5 match: Climbing frame, Stove, Games room, Microwave, Towels provided

4 of 5 filters match

Price per night from

$2,178

Log Cabin in the Woods

West Rupert house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Climbing frame, Stove, Games room, Microwave, Towels provided

4 of 5 filters match

Price per night from

$206

Contemporary Spacious 7br/6.5 bath home near Killington VT

Mendon house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 22

4 of 5 match: Climbing frame, Stove, Games room, Microwave, Towels provided

4 of 5 filters match

Price per night from

$917

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

South Lee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Climbing frame, Stove, Games room, Microwave, Towels provided

4 of 5 filters match

Price per night from

$70

4 of 5 match: Climbing frame, Stove, Games room, Microwave, Towels provided

4 of 5 filters match

Price per night from

$975

“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!

4 of 5 match: Climbing frame, Stove, Games room, Microwave, Towels provided

4 of 5 filters match

Price per night from

$1,834

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