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Search results; Over 1,000 homes in Tyringham

Guest favourite
Treehouse in Tyringham
Gingerbread House Tower in the Berkshire Hills
2 bedrooms, 2 beds, 1 private bathroom
30 Aug – 4 Sept
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4.99 out of 5 average rating, 346 reviews
Top guest favourite
Tiny home in Tyringham
Enchanted Tiny Tower nestled in the Berkshires
1 bedroom, 1 queen bed, 1 bathroom
9–14 Aug
4.97 out of 5 average rating, 405 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
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
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
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
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
Top guest favourite
Barn in New Marlborough
Hartsville Barn in the Berkshires
2 bedrooms, 2 king beds, 1 bathroom
27 Oct – 1 Nov
4.98 out of 5 average rating, 42 reviews
Guest favourite
Flat in Great Barrington
King Bed|Wi-Fi|2m Ski Resort|Berkshires
1 king bed, 1 bathroom
23–28 Aug
4.88 out of 5 average rating, 130 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
Flat in Otis
Charming Berkshire Getaway
2 bedrooms, 3 beds, 1 bathroom
11–16 Aug
4.7 out of 5 average rating, 144 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
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
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
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
Top guest favourite
Farm stay in Pittsfield
Private 2nd-floor studio on a working produce farm
1 bedroom, 1 bed, 1 bathroom
21–26 Sept
4.99 out of 5 average rating, 322 reviews
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