Vacation Rentals & Cabins in Vermont

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Mansion & Private 3.5 Acre Estate

Bloomfield manor house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Ceiling Fans Games room Linen provided Microwave Private outdoor pool (unheated)

All filters match

Price per night from

$913

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Christmas in The Berkshires

Hancock condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Private outdoor pool (unheated), Ceiling Fans, Games room, Linen provided, Microwave

4 of 5 filters match

Price per night from

$257

4 of 5 match: Private outdoor pool (unheated), Ceiling Fans, Games room, Linen provided, Microwave

4 of 5 filters match

Price per night from

$284

Beautiful VT Getaway w/ Firepit - 5 min to Okemo

Ludlow house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

4 of 5 match: Private outdoor pool (unheated), Ceiling Fans, Games room, Linen provided, Microwave

4 of 5 filters match

Price per night from

$343

Enjoy horses and the largest recreational lake in Massachusetts

East Otis apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Private outdoor pool (unheated), Ceiling Fans, Games room, Linen provided, Microwave

4 of 5 filters match

Price per night from

$126

Fox Hill Condo - BEST LOCATION!

Stowe condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Ceiling Fans, Games room, Linen provided, Microwave, Private outdoor pool (unheated)

4 of 5 filters match

Price per night from

$286

Stowe Area #1 Luxury Inn - Private Rental

Stowe house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

4 of 5 match: Private outdoor pool (unheated), Ceiling Fans, Games room, Linen provided, Microwave

4 of 5 filters match

Price per night from

$1,712

4 of 5 match: Private outdoor pool (unheated), Ceiling Fans, Games room, Linen provided, Microwave

4 of 5 filters match

Price per night from

$400

INDESCRIBALE Mountain View Getaway! Tons of Amenities!

Shrewsbury house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 20

Responds fast! avg. 37 minutes

4 of 5 match: Private outdoor pool (unheated), Ceiling Fans, Games room, Linen provided, Microwave

4 of 5 filters match

Price per night from

$456

Contemporary Ski Chalet Minutes to Hiking Dining Parks

South Londonderry house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

4 of 5 match: Private outdoor pool (unheated), Ceiling Fans, Games room, Linen provided, Microwave

4 of 5 filters match

Price per night from

$1,439

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

Stratton Mountain house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

4 of 5 match: Private outdoor pool (unheated), Ceiling Fans, Games room, Linen provided, Microwave

4 of 5 filters match

Price per night from

$2,225

4 of 5 match: Private outdoor pool (unheated), Ceiling Fans, Games room, Linen provided, Microwave

4 of 5 filters match

Price per night from

$1,369

“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: Private outdoor pool (unheated), Ceiling Fans, Games room, Linen provided, Microwave

4 of 5 filters match

Price per night from

$1,826

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

Chester house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

4 of 5 match: Private outdoor pool (unheated), Ceiling Fans, Games room, Linen provided, Microwave

4 of 5 filters match

Price per night from

$1,027

The Grafton Lodge

Grafton lodge

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 20

4 of 5 match: Private outdoor pool (unheated), Ceiling Fans, Games room, Linen provided, Microwave

4 of 5 filters match

Price per night from

$2,168

Contemporary Spacious 7br/6.5 bath home near Killington VT

Mendon house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 22

4 of 5 match: Private outdoor pool (unheated), Ceiling Fans, Games room, Linen provided, Microwave

4 of 5 filters match

Price per night from

$913

4 of 5 match: Private outdoor pool (unheated), Ceiling Fans, Games room, Linen provided, Microwave

4 of 5 filters match

Price per night from

$486

Spectacular Log Cabin w/ Mountain Views near Lake

Ferrisburgh log cabin

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 5 match: Private outdoor pool (unheated), Ceiling Fans, Games room, Linen provided, Microwave

4 of 5 filters match

Price per night from

$456

4 of 5 match: Private outdoor pool (unheated), Ceiling Fans, Games room, Linen provided, Microwave

4 of 5 filters match

Price per night from

$570

4 of 5 match: Private outdoor pool (unheated), Ceiling Fans, Games room, Linen provided, Microwave

4 of 5 filters match

Price per night from

$457

Smugglers' Notch * 2 Bedroom, Sleeps 8

Cambridge condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Private outdoor pool (unheated), Ceiling Fans, Games room, Linen provided, Microwave

4 of 5 filters match

Price per night from

$450

Quintessential Vermont Farmhouse

Waitsfield house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

3 of 5 match: Ceiling Fans, Private outdoor pool (unheated), Games room, Linen provided, Microwave

3 of 5 filters match

Price per night from

$371

River House in the Heart of Middlebury

Middlebury house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 3 hours 15 minutes

3 of 5 match: Ceiling Fans, Private outdoor pool (unheated), Games room, Linen provided, Microwave

3 of 5 filters match

Price per night from

$245

Beautiful Okemo chalet with Hot Tub

Ludlow chalet

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 16

3 of 5 match: Linen provided, Private outdoor pool (unheated), Ceiling Fans, Games room, Microwave

3 of 5 filters match

Price per night from

$371

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

Morrisville chalet

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Ceiling Fans, Private outdoor pool (unheated), Games room, Linen provided, Microwave

3 of 5 filters match

Price per night from

$227

The Equinox Golf Resort & Spa

Manchester house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 5 match: Ceiling Fans, Private outdoor pool (unheated), Games room, Linen provided, Microwave

3 of 5 filters match

Price per night from

$780

The Equinox Golf Resort & Spa

Manchester house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

3 of 5 match: Ceiling Fans, Private outdoor pool (unheated), Games room, Linen provided, Microwave

3 of 5 filters match

Price per night from

$978

Vermont 1828 Reunion House, sleeps 16 5 miles to Okemo

Proctorsville house

  • 8 bedrooms
  • 4 bathrooms
  • sleeps 16

3 of 5 match: Ceiling Fans, Private outdoor pool (unheated), Games room, Linen provided, Microwave

3 of 5 filters match

Price per night from

$457

Sunlit Apartment w/ Parking & Gym Downtown at Yale

New Haven apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

3 of 5 match: Ceiling Fans, Private outdoor pool (unheated), Games room, Linen provided, Microwave

3 of 5 filters match

Price per night from

$518

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

New Haven apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

3 of 5 match: Ceiling Fans, Private outdoor pool (unheated), Games room, Linen provided, Microwave

3 of 5 filters match

Price per night from

$1,175

Log Cabin in the Woods

West Rupert house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 5 match: Ceiling Fans, Private outdoor pool (unheated), Games room, Linen provided, Microwave

3 of 5 filters match

Price per night from

$205

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

South Lee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Ceiling Fans, Private outdoor pool (unheated), Games room, Linen provided, Microwave

3 of 5 filters match

Price per night from

$70

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

South Lee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Ceiling Fans, Private outdoor pool (unheated), Games room, Linen provided, Microwave

3 of 5 filters match

Price per night from

$81

Green Mountain Simplicity

Monkton cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 5 match: Games room, Private outdoor pool (unheated), Ceiling Fans, Linen provided, Microwave

3 of 5 filters match

Price per night from

$127

Church sanctuary

West Dummerston house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Games room, Private outdoor pool (unheated), Ceiling Fans, Linen provided, Microwave

3 of 5 filters match

Price per night from

$297

Hugging Bear Inn RENT ENTIRE INN

Chester b&b

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 18

3 of 5 match: Games room, Private outdoor pool (unheated), Ceiling Fans, Linen provided, Microwave

3 of 5 filters match

Price per night from

$1,227

Lakefront Home on Lake Champlain

Burlington house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 9

3 of 5 match: Games room, Private outdoor pool (unheated), Ceiling Fans, Linen provided, Microwave

3 of 5 filters match

Price per night from

$799

Private Log Cabin Chalet in the Mountains

Montgomery Center chalet

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 5 match: Games room, Private outdoor pool (unheated), Ceiling Fans, Linen provided, Microwave

3 of 5 filters match

Price per night from

$286

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