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 Pool or snooker table Private pool

All filters match

Price per night from

$918

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Christmas in The Berkshires

Hancock condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Private pool, Ceiling Fans, Games room, Pool or snooker table

3 of 4 filters match

Price per night from

$258

3 of 4 match: Private pool, Ceiling Fans, Games room, Pool or snooker table

3 of 4 filters match

Price per night from

$402

INDESCRIBALE Mountain View Getaway! Tons of Amenities!

Shrewsbury house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 20

Responds fast! avg. 37 minutes

3 of 4 match: Private pool, Ceiling Fans, Games room, Pool or snooker table

3 of 4 filters match

Price per night from

$458

3 of 4 match: Private pool, Ceiling Fans, Games room, Pool or snooker table

3 of 4 filters match

Price per night from

$1,376

Contemporary Spacious 7br/6.5 bath home near Killington VT

Mendon house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 22

3 of 4 match: Private pool, Ceiling Fans, Games room, Pool or snooker table

3 of 4 filters match

Price per night from

$918

Spectacular Log Cabin w/ Mountain Views near Lake

Ferrisburgh log cabin

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Private pool, Ceiling Fans, Games room, Pool or snooker table

3 of 4 filters match

Price per night from

$458

3 of 4 match: Private pool, Ceiling Fans, Games room, Pool or snooker table

3 of 4 filters match

Price per night from

$573

3 of 4 match: Private pool, Ceiling Fans, Games room, Pool or snooker table

3 of 4 filters match

Price per night from

$459

Vermont 1828 Reunion House, sleeps 16 5 miles to Okemo

Proctorsville house

  • 8 bedrooms
  • 4 bathrooms
  • sleeps 16

2 of 4 match: Ceiling Fans, Private pool, Games room, Pool or snooker table

2 of 4 filters match

Price per night from

$459

Sunlit Apartment w/ Parking & Gym Downtown at Yale

New Haven apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 4 match: Ceiling Fans, Private pool, Games room, Pool or snooker table

2 of 4 filters match

Price per night from

$521

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

New Haven apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 4 match: Ceiling Fans, Private pool, Games room, Pool or snooker table

2 of 4 filters match

Price per night from

$1,181

Log Cabin in the Woods

West Rupert house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 4 match: Ceiling Fans, Private pool, Games room, Pool or snooker table

2 of 4 filters match

Price per night from

$206

2 of 4 match: Pool or snooker table, Private pool, Ceiling Fans, Games room

2 of 4 filters match

Price per night from

$286

Enjoy horses and the largest recreational lake in Massachusetts

East Otis apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Pool or snooker table, Private pool, Ceiling Fans, Games room

2 of 4 filters match

Price per night from

$127

Beautiful VT Getaway w/ Firepit - 5 min to Okemo

Ludlow house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

2 of 4 match: Pool or snooker table, Private pool, Ceiling Fans, Games room

2 of 4 filters match

Price per night from

$344

Rustic Retreat available for Halloween and Friendsgiving Get Togethers!!

North Branford house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 4 match: Ceiling Fans, Private pool, Games room, Pool or snooker table

2 of 4 filters match

Price per night from

$918

Fox Hill Condo - BEST LOCATION!

Stowe condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 4 match: Ceiling Fans, Pool or snooker table, Games room, Private pool

2 of 4 filters match

Price per night from

$287

Stowe Area #1 Luxury Inn - Private Rental

Stowe house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

2 of 4 match: Pool or snooker table, Private pool, Ceiling Fans, Games room

2 of 4 filters match

Price per night from

$1,720

Beautiful Okemo chalet with Hot Tub

Ludlow chalet

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 16

2 of 4 match: Pool or snooker table, Private pool, Ceiling Fans, Games room

2 of 4 filters match

Price per night from

$373

Contemporary Ski Chalet Minutes to Hiking Dining Parks

South Londonderry house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

2 of 4 match: Pool or snooker table, Private pool, Ceiling Fans, Games room

2 of 4 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

2 of 4 match: Pool or snooker table, Private pool, Ceiling Fans, Games room

2 of 4 filters match

Price per night from

$2,236

“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 4 match: Pool or snooker table, Private pool, Ceiling Fans, Games room

2 of 4 filters match

Price per night from

$1,835

The Grafton Lodge

Grafton lodge

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 20

2 of 4 match: Pool or snooker table, Private pool, Ceiling Fans, Games room

2 of 4 filters match

Price per night from

$2,179

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

Chester house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 4 match: Pool or snooker table, Private pool, Ceiling Fans, Games room

2 of 4 filters match

Price per night from

$1,032

2 of 4 match: Pool or snooker table, Private pool, Ceiling Fans, Games room

2 of 4 filters match

Price per night from

$489

Smugglers' Notch * 2 Bedroom, Sleeps 8

Cambridge condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 4 match: Pool or snooker table, Private pool, Ceiling Fans, Games room

2 of 4 filters match

Price per night from

$452

Mt Green 3-D10

Killington house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 4 match: Pool or snooker table, Games room, Ceiling Fans, Private pool

2 of 4 filters match

Price per night from

$373

Mt Green 3-G01

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Pool or snooker table, Games room, Ceiling Fans, Private pool

2 of 4 filters match

Price per night from

$220

Bold 1BR Apt w/ Parking & Gym Downtown at Yale

New Haven apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 4 match: Ceiling Fans, Games room, Private pool, Pool or snooker table

1 of 4 filters match

Price per night from

$418

Spacious Modern Apt w/ Rooftop | Downtown at Yale

New Haven apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

1 of 4 match: Ceiling Fans, Games room, Private pool, Pool or snooker table

1 of 4 filters match

Price per night from

$242

Airy Modern Apt w/ Rooftop | Downtown at Yale

New Haven apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

1 of 4 match: Ceiling Fans, Games room, Private pool, Pool or snooker table

1 of 4 filters match

Price per night from

$434

Sleek 1BR Apt w/ Parking & Gym Downtown at Yale

New Haven apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 4 match: Ceiling Fans, Games room, Private pool, Pool or snooker table

1 of 4 filters match

Price per night from

$290

Serene 1BR Apt w/ Parking & Gym Downtown at Yale

New Haven apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 4 match: Ceiling Fans, Games room, Private pool, Pool or snooker table

1 of 4 filters match

Price per night from

$290

Scintillating 1BR Apt w/ Parking & Gym Downtown at Yale

New Haven apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 4 match: Ceiling Fans, Games room, Private pool, Pool or snooker table

1 of 4 filters match

Price per night from

$290

Brilliant Modern Apt w/ Rooftop | Downtown at Yale

New Haven apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

1 of 4 match: Ceiling Fans, Games room, Private pool, Pool or snooker table

1 of 4 filters match

Price per night from

$434

Marvelous 1BR Apt w/ Parking & Gym Downtown at Yale

New Haven apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 4 match: Ceiling Fans, Games room, Private pool, Pool or snooker table

1 of 4 filters match

Price per night from

$290

Polished 1BR Apt w/ Parking & Gym Downtown at Yale

New Haven apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 4 match: Ceiling Fans, Games room, Private pool, Pool or snooker table

1 of 4 filters match

Price per night from

$290

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