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Search results; Over 1,000 homes in Tyringham

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Guest favourite
Treehouse in Tyringham
Gingerbread House Tower in the Berkshire Hills
2 bedrooms, 2 beds, 1 private bathroom
22–27 Sept
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4.98 out of 5 average rating, 354 reviews
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Guest favourite
Home in Sandisfield
Family Friendly, Nature Retreat at Meadows Edge!
4 bedrooms, 7 beds
12–17 Oct
5.0 out of 5 average rating, 8 reviews
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Guest favourite
Home in Tyringham
Berkshire 4 bed Historic Farmhouse of Sir Kitson
4 bedrooms, 5 beds
19–24 Sept
4.89 out of 5 average rating, 149 reviews
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Top guest favourite
Tiny home in Tyringham
Enchanted Tiny Tower nestled in the Berkshires
1 bedroom, 1 queen bed
20–25 Oct
4.97 out of 5 average rating, 409 reviews
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Superhost
Home in Tyringham
Treetop Hideaway in Tyringham
4 bedrooms, 4 beds
20–25 Sept
4.81 out of 5 average rating, 145 reviews
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Home in Great Barrington
Modern Escape in the Woods of the Berkshires - 4br
4 bedrooms, 5 beds
18–23 Sept
4.84 out of 5 average rating, 49 reviews
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Guest favourite
Home in Lee
Stonebridge Landing | Hot Tub • EV Charger
4 bedrooms, 5 beds
18–23 Sept
4.94 out of 5 average rating, 16 reviews
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Guest favourite
Cabin in Lee
Comfy cabin with scenic views in the Berkshires
4 bedrooms, 4 beds
20–25 Sept
4.91 out of 5 average rating, 146 reviews
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Top guest favourite
Home in Monterey
Contemporary Modern Mountain Retreat
4 bedrooms, 8 beds
5–10 Oct
5.0 out of 5 average rating, 8 reviews
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Top guest favourite
Cabin in Monterey
Amazing Berkshire Mountains Cabin
4 bedrooms, 4 beds
19–24 Sept
4.95 out of 5 average rating, 313 reviews
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Top guest favourite
Cabin in Monterey
Misty Pines Cabin | Wood Stove • Sauna
3 bedrooms, 6 beds
21–26 Sept
5.0 out of 5 average rating, 28 reviews
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Top guest favourite
Home in Monterey
Jaw dropping mountain & lake views
4 bedrooms, 4 beds
1–6 Nov
4.96 out of 5 average rating, 310 reviews
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Top guest favourite
Home in Monterey
Berkshires Retreat | Fall Foliage | Fenced Yard
5 bedrooms, 7 beds
18–23 Sept
5.0 out of 5 average rating, 50 reviews
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Superhost
Home in Monterey
Dog-Friendly Berkshires Retreat w/Fenced Yard
3 bedrooms, 3 beds
18–23 Sept
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Chalet in Monterey
Cozy French Country Chalet
2 bedrooms, 3 beds
26–31 Oct
4.98 out of 5 average rating, 96 reviews
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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, 51 reviews
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Home in Monterey
Monterey Home w/ Hot Tub, Pool & Game Room!
6 bedrooms, 10 beds
7–12 Dec
4.85 out of 5 average rating, 47 reviews
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Superhost
Home in Lee
Goose Pond Landings | Private Dock • Kayaks
3 bedrooms, 5 beds
19–24 Sept
4.64 out of 5 average rating, 14 reviews
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Guest favourite
Flat in Lee
Beautiful Berkshires 1-BR Apartment
1 bedroom, 1 double bed
20–25 Sept
4.89 out of 5 average rating, 35 reviews