Guesthouses Vermont

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53 guest houses

Cozy Guest Suite minutes from Amherst and UMASS

Amherst guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$160

New Timberframe House Rental in the Berkshire Mountains, Masschusetts

Hinsdale house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$218

Sweet Retreat Guesthouse on 400 Scenic Acres

Northfield house

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

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Price per night from

$191

Clean/Comfortable 2 Bdroom Cabin w/No Hidden Fees*

Mendon house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$206

Red Acre Cottage in the Green Mountains of Vermont

Hancock house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$144

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

Killington house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$1,090

PARADISE on EARTH! - Historic 4BR Farmhouse

West Halifax house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$328

Stowe Stone Cottage in pristine Sterling Forest

Stowe house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$373

Beautiful Okemo chalet with Hot Tub

Ludlow chalet

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 16

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Price per night from

$373

Stowe Lofts, 2 Bedroom, Quiet, Private, Cozy with Mountain Views

Morrisville apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$206

Vermont Log Home On 21 Acres Btwn Okemo/killington

Mount Holly house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

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Price per night from

$431

3 Bedroom Townhouse on Mountain Rd

Stowe townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$459

Lakefront vacation home - 4 BR - sleeps 10

Ludlow house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$402

Oma"s Kottage

Ludlow house

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 11

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Price per night from

$345

Family Lodge btwn Stratton Mountain & Mt. Snow

Stratton Mountain house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 11

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Price per night from

$683

Vermont 1828 Reunion House, sleeps 16 5 miles to Okemo

Proctorsville house

  • 8 bedrooms
  • 4 bathrooms
  • sleeps 16

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Price per night from

$459

Contemporary Ski Chalet Minutes to Hiking Dining Parks

South Londonderry house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$1,447

Jabulani Luxury Rural Stay

Guilford farmhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$436

Vermont Cottage on Lake Amherst 6 Bedrooms 4 Bathrooms

Plymouth cottage

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$803

Cozy Historic Hilltop Cottage

Brownsville house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$213

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Price per night from

$688

Farmhouse Rustic Lux on 10 acres w/ swimming pond

Bridgewater house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 22

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Price per night from

$746

Private, peaceful home

South Pomfret house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$803

Multi Level Stratton Mountain Retreat

Bondville house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

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Price per night from

$1,148

Whispers of the North

West Wardsboro house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 14

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Price per night from

$253

Village Farmhouse - mins to GMHA, Okemo, Killington. Pet-friendly.

Reading house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

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Price per night from

$287

Myrick View House

Dorset house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$246

1820 House

Perkinsville house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$345

Sadawga Springs Retreat

Whitingham house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$402

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Price per night from

$345

The I.B. Munson House Inn - All Bedrooms

Wallingford b&b

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$717

Stay At Jimmy's

Woodstock b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$229

Mountain Retreat - Chimney Hill - 7 Miles to Mount Snow - direct VAST access

Wilmington house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$224

Private Room, Close to Village

Stowe private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$119

Vermont Country Lake House

Ludlow house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$287

Fayston Barn

Waitsfield house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$1,033

Killington Vermont - 4 Bedroom, 2 Bath. Right in the heart of ski country!

Killington house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$861

The Cottage at Skycroft Farm - 4 season respite and restoration

Hinsdale cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$287

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