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Search results; Over 1,000 homes in Tyringham

Descriptions are based on details hosts provide
Guest favourite
Treehouse in Tyringham
Gingerbread House Tower in the Berkshire Hills
2 bedrooms, 2 beds, 1 private bathroom
23–28 Aug
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4.99 out of 5 average rating, 343 reviews
Top guest favourite
Tiny home in Tyringham
Fairytale tower on the Santarella Estate
4.97 out of 5 average rating, 400 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Jul
Top guest favourite
Home in Tyringham
Historic colonial on the Santarella Estate
4.91 out of 5 average rating, 141 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
23–28 Aug
Guest favourite
Cabin in Otis
Cedar cabin 2 miles from Appalachian Trail
4.87 out of 5 average rating, 31 reviews, 3 bedrooms, 4 beds, 2 bathrooms
17–22 Jul
Guest favourite
Home in Tyringham
Log cabin on 35+ wooded acres
4.82 out of 5 average rating, 136 reviews, 4 bedrooms, 4 beds, 2.5 bathrooms
26–31 Jul
Superhost
Home in Monterey
Dog-Friendly Berkshires Retreat w/Fenced Yard
New place to stay, 3 bedrooms, 3 beds, 2.5 bathrooms
28 Jul – 2 Aug
Top guest favourite
Cottage in Becket
Berkshires Cottage by Lake. Year Round Adventures.
4.95 out of 5 average rating, 313 reviews, 2 bedrooms, 2 beds, 1 bathroom
24–29 Aug
Top guest favourite
Home in Monterey
Sun room above Lake Garfield’s gardens
4.93 out of 5 average rating, 367 reviews, 2 bedrooms, 2 beds, 2 bathrooms
29 Aug – 3 Sept
Top guest favourite
Cottage in Great Barrington
Artist Cottage
4.93 out of 5 average rating, 343 reviews, 1 bedroom, 1 bed, 2 bathrooms
7–12 Sept
Home in Lee
Midcentury post-and-beam in the treetops
4 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
Guest favourite
Cottage in Becket
Stylish Shales Brook Cottage-Cozy up to happiness
4.9 out of 5 average rating, 135 reviews, 2 bedrooms, 2 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Flat in Lee
Victorian high ceilings near shops and cafes
4.96 out of 5 average rating, 27 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Jul
Guest favourite
Home in Becket
Secluded acre with a hot tub
4.95 out of 5 average rating, 124 reviews, 2 bedrooms, 4 beds, 1 bathroom
16–21 Aug
Top guest favourite
Room in Lee
An acre of forest near downtown Lee
4.98 out of 5 average rating, 241 reviews, 1 queen bed, 1 bathroom
4–9 Sept
Guest favourite
Cabin in Becket
Berkshires! Walk to LAKE, kayaks, dog friendly.
4.91 out of 5 average rating, 45 reviews, 1 bedroom, 5 beds, 1 bathroom
2–7 Aug
Guest favourite
Home in Becket
Away from it all, close to everything
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
26–31 Jul
Home in Lenox
Walk to Tanglewood from 2 acres
New place to stay, 2 bedrooms, 2 beds, 1.5 bathrooms
25–30 Jul
Top guest favourite
Home in Great Barrington
Berkshires Black Abbey
5.0 out of 5 average rating, 36 reviews, 3 bedrooms, 4 beds, 3 bathrooms
9–14 Aug
Top guest favourite
Cabin in Chatham
Explorer-inspired A-frame with a hot tub
5.0 out of 5 average rating, 7 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug