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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, 345 reviews
Top guest favourite
Tiny home in Tyringham
Enchanted Tiny Tower nestled in the Berkshires
1 bedroom, 1 queen bed
9–14 Aug
4.97 out of 5 average rating, 404 reviews
Guest favourite
Cabin in Otis
Berkshires Cabin 2 Mi to Appalachian Trail!
3 bedrooms, 4 beds
1–6 Sept
4.87 out of 5 average rating, 31 reviews
Guest favourite
Home in Becket
HOT TUB! Dog & Family Friendly in the Berkshires!
2 bedrooms, 4 beds
24–29 Aug
4.95 out of 5 average rating, 128 reviews
Top guest favourite
Home in Becket
Away from it all, close to everything
3 bedrooms, 3 queen beds
19–24 Aug
5.0 out of 5 average rating, 12 reviews
Superhost
Home in Tyringham
Treetop Hideaway in Tyringham
4 bedrooms, 4 beds
19–24 Aug
4.81 out of 5 average rating, 141 reviews
Guest favourite
Home in Sandisfield
Family Friendly, Nature Retreat at Meadows Edge!
4 bedrooms, 7 beds
8–14 Sept
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Tyringham
Berkshire 4 bed Historic Farmhouse of Sir Kitson
4 bedrooms, 5 beds
23–28 Aug
4.9 out of 5 average rating, 144 reviews
Home in Monterey
Monterey, MA. Walk to Lake Garfield.
3 bedrooms, 4 beds
23–28 Aug
Top guest favourite
Barn in New Marlborough
Hartsville Barn in the Berkshires
2 bedrooms, 2 king beds
27 Oct – 1 Nov
4.98 out of 5 average rating, 42 reviews
Top guest favourite
Home in Becket
Cozy lakehouse
3 bedrooms, 3 beds
29 Sept – 4 Oct
5.0 out of 5 average rating, 111 reviews
Top guest favourite
Home in Lee
Berkshire 4 season home
3 bedrooms, 3 queen beds
25–30 Oct
4.98 out of 5 average rating, 248 reviews
Guest favourite
Home in Monterey
4 Acres | Rustic-Modern Berkshires Retreat
2 bedrooms, 4 beds
2–7 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
27 Aug – 1 Sept
5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Otis
Family Berkshires Cabin w/ Climbing Wall, Games
3 bedrooms, 7 beds
25–30 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Farm stay in Pittsfield
Private 2nd-floor studio on a working produce farm
1 bedroom, 1 bed
6–11 Sept
4.99 out of 5 average rating, 322 reviews
Top guest favourite
Home in Otis
Idyllic family retreat - spacious lake home,
4 bedrooms, 5 beds
15–20 Sept
4.95 out of 5 average rating, 175 reviews
Superhost
Cabin in Monterey
Secluded cabin with babbling brook
3 bedrooms, 3 beds
9–14 Sept
4.87 out of 5 average rating, 256 reviews
Guest favourite
Cabin in Monterey
Amazing Berkshire Mountains Cabin
4 bedrooms, 4 beds
23–28 Aug
4.94 out of 5 average rating, 307 reviews