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Search results; Over 1,000 homes in Tyringham

Top guest favourite
Tiny home in Tyringham
Enchanted Tiny Tower nestled in the Berkshires
1 bedroom, 1 bed, 1 private bathroom
9–14 Aug
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4.97 out of 5 average rating, 405 reviews
Guest favourite
Treehouse in Tyringham
Gingerbread House Tower in the Berkshire Hills
2 bedrooms, 2 beds, 1 bathroom
30 Aug – 4 Sept
4.99 out of 5 average rating, 346 reviews
Superhost
Home in Tyringham
Treetop Hideaway in Tyringham
4 bedrooms, 4 beds, 2.5 bathrooms
19–24 Aug
4.81 out of 5 average rating, 141 reviews
Guest favourite
Home in Tyringham
Berkshire 4 bed Historic Farmhouse of Sir Kitson
4 bedrooms, 5 beds, 2.5 bathrooms
23–28 Aug
4.9 out of 5 average rating, 144 reviews
Home in Monterey
Contemporary Modern Mountain Retreat
4 bedrooms, 8 beds, 3 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Becket
HOT TUB! Dog & Family Friendly in the Berkshires!
2 bedrooms, 4 beds, 1 bathroom
24–29 Aug
4.95 out of 5 average rating, 128 reviews
Guest favourite
Home in Sandisfield
Family Friendly, Nature Retreat at Meadows Edge!
4 bedrooms, 7 beds, 4.5 bathrooms
8–14 Sept
5.0 out of 5 average rating, 7 reviews
Superhost
Cabin in Monterey
Secluded cabin with babbling brook
3 bedrooms, 3 beds, 1 bathroom
9–14 Sept
4.87 out of 5 average rating, 256 reviews
Home in Monterey
Monterey, MA. Walk to Lake Garfield.
3 bedrooms, 4 beds, 3 bathrooms
23–28 Aug
Top guest favourite
Home in Becket
Away from it all, close to everything
3 bedrooms, 3 queen beds, 2.5 bathrooms
19–24 Aug
5.0 out of 5 average rating, 12 reviews
Guest favourite
Cabin in Monterey
Amazing Berkshire Mountains Cabin
4 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.94 out of 5 average rating, 307 reviews
Top guest favourite
Cabin in Monterey
Misty Pines Cabin | Wood Stove • Sauna
3 bedrooms, 6 beds, 3 bathrooms
10–15 Aug
5.0 out of 5 average rating, 21 reviews
Guest favourite
Home in Otis
Family Berkshires Cabin w/ Climbing Wall, Games
3 bedrooms, 7 beds, 3 bathrooms
25–30 Aug
5.0 out of 5 average rating, 10 reviews
Home in Great Barrington
Modern Escape in the Woods of the Berkshires - 4br
4 bedrooms, 5 beds, 3 bathrooms
8–13 Sept
4.84 out of 5 average rating, 49 reviews
Top guest favourite
Tiny home in Chatham
Boutique TINY home+private HOT TUB-walk to Main St
1 bedroom, 1 queen bed, 1 bathroom
19–24 Aug
4.99 out of 5 average rating, 368 reviews
Home in Town of Hillsdale
Secluded 19-Acre Hudson Valley Escape w/ Pool
3 bedrooms, 6 beds, 2.5 bathrooms
23–28 Aug
New place to stay
Guest favourite
Home in Monterey
4 Acres | Rustic-Modern Berkshires Retreat
2 bedrooms, 4 beds, 1 bathroom
15–20 Aug
4.91 out of 5 average rating, 158 reviews
Guest favourite
Cabin in Otis
Berkshires Cedar Cabin/4 acres woods/Private Idyll
3 bedrooms, 4 beds, 2 bathrooms
27 Aug – 1 Sept
5.0 out of 5 average rating, 10 reviews
Guest favourite
Cabin in Canaan
Secret Mountain Cabin/Catskills Views/100-Acres
1 bedroom, 1 double bed, 1 bathroom
15–20 Aug
4.95 out of 5 average rating, 40 reviews