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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, 348 reviews
Top guest favourite
Tiny home in Tyringham
Enchanted Tiny Tower nestled in the Berkshires
1 bedroom, 1 queen bed
23–28 Aug
4.97 out of 5 average rating, 405 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, 146 reviews
Superhost
Home in Tyringham
Treetop Hideaway in Tyringham
4 bedrooms, 4 beds
22–27 Aug
4.81 out of 5 average rating, 142 reviews
Top guest favourite
Cottage in Great Barrington
Artist Cottage
1 bedroom, 1 queen bed
30 Oct – 4 Nov
4.93 out of 5 average rating, 350 reviews
Top guest favourite
Cabin in Monterey
Misty Pines Cabin | Wood Stove • Sauna
3 bedrooms, 6 beds
31 Aug – 5 Sept
5.0 out of 5 average rating, 24 reviews
Guest favourite
Cabin in Otis
Berkshires Cabin 2 Mi to Appalachian Trail!
3 bedrooms, 4 beds
4–9 Sept
4.87 out of 5 average rating, 31 reviews
Top guest favourite
Flat in Great Barrington
King Bed | Patio | 2m to Ski Resort
1 king bed
23–28 Aug
4.91 out of 5 average rating, 175 reviews
Superhost
Cabin in Monterey
Secluded cabin with babbling brook
3 bedrooms, 3 beds
25–30 Oct
4.87 out of 5 average rating, 256 reviews
Guest favourite
Cabin in Becket
Berkshires! Walk to LAKE, kayaks, dog friendly.
1 bedroom, 5 beds
25–30 Aug
4.92 out of 5 average rating, 51 reviews
Top guest favourite
Tiny home in Chatham
Boutique TINY home+private HOT TUB-walk to Main St
1 bedroom, 1 queen bed
30 Aug – 4 Sept
4.99 out of 5 average rating, 371 reviews
Top guest favourite
Home in Monterey
Jaw dropping mountain & lake views
4 bedrooms, 4 beds
30 Aug – 4 Sept
4.96 out of 5 average rating, 307 reviews
Top guest favourite
Home in Lee
GreenHouse
2 bedrooms, 2 beds
24–29 Oct
4.99 out of 5 average rating, 135 reviews
Top guest favourite
Flat in Lee
Eliza Suite
1 bedroom, 1 bed
14–19 Sept
4.97 out of 5 average rating, 32 reviews
Guest favourite
Home in Monterey
Contemporary Modern Mountain Retreat
4 bedrooms, 8 beds
5–10 Oct
5.0 out of 5 average rating, 6 reviews
Guest favourite
Cottage in Great Barrington
The Cottage at The Barrington House
1 bedroom, 1 queen bed
22–27 Aug
4.94 out of 5 average rating, 217 reviews
Guest favourite
Home in Monterey
Tranquility and Beauty at Lake Haven
3 bedrooms, 5 beds
6–11 Sept
5.0 out of 5 average rating, 8 reviews
Guest favourite
Cabin in Monterey
Amazing Berkshire Mountains Cabin
4 bedrooms, 4 beds
8–13 Sept
4.94 out of 5 average rating, 308 reviews