Vacation Rentals & Cabins in Vermont

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Private Berkshire County Retreat

Sheffield house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated) Private outdoor pool (unheated) Pets allowed

All filters match

Price per night from

$686

Elegant Newtown Getaway - High-End Amenities, Infinity Pool, Media Room

Newtown house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated) Private outdoor pool (unheated) Pets allowed

All filters match

Price per night from

$719

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Notchbrook 34 Apt

Stowe condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Shared outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$175

Notchbrook 34AB

Stowe house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Very spacious..” The unit was very spacious and convenient to the mountain. The outdoor heated pool was a big hit with my boys too!

2 of 3 match: Private outdoor pool (unheated), Shared outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$200

Notchbrook 20AB

Stowe house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

2 of 3 match: Private outdoor pool (unheated), Shared outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$200

Stonybrook 37

Stowe condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (unheated), Shared outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$400

Notchbrook 4ABC

Stowe house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (unheated), Shared outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$300

Owls' Nest

Stowe house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (unheated), Shared outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$400

Notchbrook 17ABC

Stowe house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Shared outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$300

Village Green 10F

Stowe condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Shared outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$250

Stonybrook 22

Stowe house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (unheated), Shared outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$425

Charming cottage in the heart of East Hampton village

East Hampton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Shared outdoor pool (unheated), Private outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$383

Full Basement unit with gorgeous view.

Salem house

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

2 of 3 match: Shared outdoor pool (unheated), Private outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$173

Wine Country Retreat w/ Dock & Pool on Mattituck Inlet

Mattituck house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

2 of 3 match: Shared outdoor pool (unheated), Private outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$432

Idyllic North Fork Waterfront Home with Pool

Mattituck house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

2 of 3 match: Shared outdoor pool (unheated), Private outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$432

Stowe Base Camp 21

Stowe condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (unheated), Shared outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$400

Stonybrook 59

Stowe condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (unheated), Shared outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$400

Stonybrook Retreat

Stowe house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

“Wonderful condo in Stowe,VT perfect for a family of five.” Our family stayed at the Stonybrook Retreat over the December break. The condo was immaculate and well stocked with all the amenities. It was the perfect place to return to after a day on the slopes. We definitely plan to return next year.

2 of 3 match: Private outdoor pool (unheated), Shared outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$400

StoweBound at The Lodge at Spruce Peak

Stowe house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Beautiful place!” We stayed here in late June. The condo was clean and cozy. We especially loved sitting by the fireplace at night with a glass of wine after hanging out in the hot tub. We hiked, ate in some great restaurants and went to the Stowe Wine and Food Classic. Great Vacation!

2 of 3 match: Private outdoor pool (unheated), Shared outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$200

Natures Way

Stowe house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Private outdoor pool (unheated), Shared outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$800

Stonybrook 9

Stowe apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Shared outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$325

Kings Park Cozy Sanctuary with Pool and Tennis Court

Kings Park house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (unheated), Shared outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$183

Modern 3BR 2BA Home w/ Patio & Outdoor Salt Pool

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Shared outdoor pool (unheated), Private outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$344

** Private Berkshire Escape** Monthly Pricing Available

Lee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

2 of 3 match: Pets allowed, Shared outdoor pool (unheated), Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$659

2 of 3 match: Pets allowed, Shared outdoor pool (unheated), Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$271

2 of 3 match: Shared outdoor pool (unheated), Private outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$180

RV/Camper rental Randolph VT area

Braintree camper van

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Shared outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$144

Cozy Moose Log Cabin - Pool, Trails, Secluded Retreat

Newtown house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Shared outdoor pool (unheated), Private outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$345

Roanoke Ranch Home: 3BR, Private Pool, Hot Tub, North Fork

Riverhead house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Shared outdoor pool (unheated), Private outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$371

Sprawling Southampton Home: Private Pool, Hot tub, Game Room

Southampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 13

2 of 3 match: Shared outdoor pool (unheated), Private outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$416

Southampton Retreat: Heated Pool, Hot Tub, Near Beach

Southampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Shared outdoor pool (unheated), Private outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$438

Stylish Sunset Retreat: Near Beach, Pool, Hot Tub

Wading River house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Shared outdoor pool (unheated), Private outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$352

Respite Ranch: Private Pool, Hot Tub, Beach Access

Mattituck house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Shared outdoor pool (unheated), Private outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$334

☆ SKI ON & OFF! ☆ Spruce Glen C on Great Eastern Trail w/Sauna, Fireplace

Killington townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 9 minutes

2 of 3 match: Private outdoor pool (unheated), Shared outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$95

☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/Sauna, Fireplace

Killington townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 9 minutes

2 of 3 match: Private outdoor pool (unheated), Shared outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$103

Exclusive Lakefront Getaway - Pool, Hot Tub, Stunning Views

Newtown house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

2 of 3 match: Private outdoor pool (unheated), Shared outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$643

Oceanfront 1-bedroom at Westhampton Beach

Westhampton Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

2 of 3 match: Private outdoor pool (unheated), Shared outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$483

2nd Floor Timberline Studio in The Lodge at Spruce Peak

Underhill Center house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Shared outdoor pool (unheated), Pets allowed

2 of 3 filters match

Price per night from

$229

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