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Search results; Over 1,000 homes in Woodstock

Top guest favorite
Cottage in Woodstock
Modern Cottage Near Skiing, Trails & Fine Dining
2 bedrooms, 4 beds, 2 baths
Nov 28 – Dec 3
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5.0 out of 5 average rating, 49 reviews
Top guest favorite
Home in Barnard
The Looking Glass, a modernistic escape
1 bedroom, 1 bed, 1.5 baths
Aug 31 – Sep 5
4.98 out of 5 average rating, 40 reviews
Top guest favorite
Barn in Woodstock
THE LOFT, stunning views from a timber framed barn
2 bedrooms, 2 beds, 1 bath
Dec 1 – 6
4.99 out of 5 average rating, 313 reviews
Top guest favorite
Guesthouse in Woodstock
Cozy Little Spot (Self Check-in)
1 bedroom, 1 queen bed, 1 bath
Oct 25 – 30
4.98 out of 5 average rating, 304 reviews
Top guest favorite
Home in Woodstock
Cape Cod Home in Woodstock, Pet-Friendly & Wooded
4 bedrooms, 7 beds, 3 baths
Aug 29 – Sep 3
4.99 out of 5 average rating, 168 reviews
Guest favorite
Apartment in Hartland
Sunny Studio Apartment in Hartland
1 bedroom, 1 bath
Aug 16 – 21
4.88 out of 5 average rating, 498 reviews
Top guest favorite
Room in Bridgewater
MT Retreat / Killington, Woodstock, Rutland, Okemo
1 queen bed, 1 bath
Aug 16 – 21
4.99 out of 5 average rating, 182 reviews
Top guest favorite
Cabin in Bridgewater
500 Acre Farm Retreat: OQ Farm's Priory
2 bedrooms, 3 beds, 2 baths
Nov 1 – 6
4.99 out of 5 average rating, 83 reviews
Top guest favorite
Home in Woodstock
Historic House near Woodstock Inn with Porch
4 bedrooms, 4 beds, 2 baths
Aug 23 – 28
4.93 out of 5 average rating, 82 reviews
Guest favorite
Farm stay in Hartland
The Spooner House – A Relaxed Farm Stay in Vermont
2 bedrooms, 2 beds, 2 baths
Aug 16 – 21
5.0 out of 5 average rating, 29 reviews
Top guest favorite
Room in Mendon
Private fireplace suite & luxury bath - Killington
1 queen bed, 1 bath
Aug 23 – 28
4.99 out of 5 average rating, 830 reviews
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Home in Barnard
Sunflower Burrow Cottage
2 bedrooms, 4 beds, 1 bath
Aug 16 – 21
5.0 out of 5 average rating, 49 reviews
Top guest favorite
Tiny home in Ludlow
Alpine Reflection + Hot Tub
1 bedroom, 1 queen bed, 1 bath
Sep 7 – 12
4.96 out of 5 average rating, 108 reviews
Top guest favorite
Rooms in Royalton
Log Heaven
2 bedrooms, 2 queen beds, 2 baths
Aug 24 – 29
4.97 out of 5 average rating, 457 reviews
Top guest favorite
Home in Reading
Hilltop Hideaway |Private, 3BR Home | 10 Acres
3 bedrooms, 5 beds, 2 baths
Aug 30 – Sep 4
5.0 out of 5 average rating, 7 reviews
Top guest favorite
Apartment in Sharon
Vermont Suite @Anderson-Key Farm
1 bedroom, 1 bed, 1 bath
Oct 31 – Nov 5
4.97 out of 5 average rating, 90 reviews
Top guest favorite
Room in Cornish
"Purple Room"—Fernald Hill Farm/Yatsevitch Forest
2 single beds, 1 bath
Aug 24 – 29
4.98 out of 5 average rating, 46 reviews
Guest favorite
Room in Tunbridge
Grandma's Pond
2 beds, 1.5 baths
Sep 11 – 16
4.94 out of 5 average rating, 32 reviews
Guest favorite
Cabin in Bethel
The Gourmet Cabin at Stitchdown Farm
1 bedroom, 1 queen bed, 1 bath
Aug 23 – 28
4.95 out of 5 average rating, 108 reviews