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Restored 1881 Farm House

Lenox house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Rental types Smoking allowed

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Price per night from

$572

The Gatehouse on Golden Hill

Lee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$744

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The Bear Den

North Adams apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Rental types, Smoking allowed

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Price per night from

$338

Spacious 3+ Bedroom Resort Home, Sleeps 8 at Topnotch Resort & Spa

Stowe house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Smoking allowed, Rental types

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Price per night from

$860

Clarke's Landing

Middlefield house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Smoking allowed, Rental types

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Price per night from

$573

Betty's Boat House

Middlefield house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Smoking allowed, Rental types

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Price per night from

$144

Peace Barn in the heart of the CT River Valley

Deep River house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Smoking allowed, Rental types

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Price per night from

$344

Weekly Summer Beach Rental

Old Lyme house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

1 of 2 match: Smoking allowed, Rental types

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Price per night from

$328

Country Farmhouse with Views

Shaftsbury house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 2 match: Smoking allowed, Rental types

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Price per night from

$401

Whispers of the North

West Wardsboro house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 14

1 of 2 match: Smoking allowed, Rental types

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Price per night from

$252

Lake House

Lee house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 9

1 of 2 match: Smoking allowed, Rental types

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Price per night from

$818

Charming Old Vermont Farmhouse: Weekly Rental

Richmond house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Smoking allowed, Rental types

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Price per night from

$287

Killington- 6 Bedroom, 3 Bath. Right in the heart of Ski country!

Killington house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Smoking allowed, Rental types

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Price per night from

$1,088

Secluded Greensboro Vacation Home with Firepit, Private Pond

Greensboro house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Smoking allowed, Rental types

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Price per night from

$281

Sweet Retreat Guesthouse on 400 Scenic Acres

Northfield house

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 2 match: Smoking allowed, Rental types

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Price per night from

$190

LUXURY, hot tub, private, 6 BR, 3 BA

Killington house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

1 of 2 match: Smoking allowed, Rental types

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Price per night from

$1,260

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Price per night from

$1,167

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Price per night from

$753

1 of 2 match: Smoking allowed, Rental types

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Price per night from

$710

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Price per night from

$168

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Price per night from

$733

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Price per night from

$726

Charming Rental 3 Miles From Mt. Mansfield

Stowe house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Smoking allowed, Rental types

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Price per night from

$516

“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!

1 of 2 match: Smoking allowed, Rental types

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Price per night from

$1,832

Killington area mountain home on 60 acres and surrounded by National Forests

Pittsfield house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

1 of 2 match: Smoking allowed, Rental types

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Price per night from

$229

Jamaica Court Cottage

New Haven house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Home Sweet Home-away-from-home” Have had the pleasure of staying in this property several times over the last few years. If you are looking for a comfortable, cozy cottage, in a quiet neighborhood close to Long Island Sound, this is it. Perfect for a couple! Family friendly! Nicely appointed. Lanna is a terrific host, attentive but never intrusive. First rate!!!

1 of 2 match: Smoking allowed, Rental types

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Price per night from

$205

1 of 2 match: Smoking allowed, Rental types

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Price per night from

$1,010

Flight's End-A Country Home with Babbling Brook

Hawley house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Perfect getaway” We spent few days there. It is very quiet and private. We loved the retro look. Looking forward going there again. It was New Year's eve we were hoping for.

1 of 2 match: Smoking allowed, Rental types

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Price per night from

$218

Escape to the Berkshires!

Becket house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 11 minutes

1 of 2 match: Smoking allowed, Rental types

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Price per night from

$315

Church sanctuary

West Dummerston house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Smoking allowed, Rental types

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Price per night from

$298

Spectacular Water Views From Every Room ~ Directly On Lake Hortonia, Vt.

Brandon house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Smoking allowed, Rental types

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Price per night from

$247

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Price per night from

$430

Deluxe New Home, 2 Master Suites, Tanglewood Area

Lee house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

1 of 2 match: Smoking allowed, Rental types

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Price per night from

$859

The Perfect Vermont Experience for All Seasons

Dorset house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Smoking allowed, Rental types

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Price per night from

$287

Golden Triangle in the Berkshires

Hancock house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Smoking allowed, Rental types

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Price per night from

$2,863

Berkshire house w/ fireplace, A/C, WiFi & laundry

Plainfield house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

“Peaceful country home” Beautiful, welcoming home in a perfect location. Warm and inviting living room; bright, airy bedrooms.

1 of 2 match: Smoking allowed, Rental types

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Price per night from

$234

Quiet Comfortable Cabin 5 Min. Walk to Lake

Becket house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“awesome beautiful place” I can't say enough about this. Place, perfect I guess Serene, peaceful,beautiful, quiet. Djuna the owner is Sweet and very efficient and provides every detail. The Whole are is perfect Oct a getaway, things to do places To shop,eat or just cuddle in with a fire. We will Definetly be returning as soon as we can.:)))

1 of 2 match: Smoking allowed, Rental types

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Price per night from

$171

Vermont Country Lake House

Ludlow house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Smoking allowed, Rental types

1 of 2 filters match

Price per night from

$287

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