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Search results; Over 1,000 homes in Tolland

Top guest favourite
Home in Tolland
Lakefront Retreat at Porcupine Place
3 bedrooms, 4 beds, 1.5 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 47 reviews
Guest favourite
Home in Tolland
Cabin with Hot Tub and Lake Access
2 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
4.9 out of 5 average rating, 20 reviews
Guest favourite
Home in Tolland
Private Woodland Retreat by Lake | Berkshires
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.86 out of 5 average rating, 7 reviews
Top guest favourite
Home in Otis
Modern Berkshires Cottage w/ AC and Gas Fireplace
2 bedrooms, 7 beds, 2 bathrooms
13–18 Sept
4.99 out of 5 average rating, 74 reviews
Superhost
Cabin in Sandisfield
The Lucas Cabin
2 bedrooms, 4 beds, 1 bathroom
24–29 Sept
New place to stay
Top guest favourite
Guest suite in Norfolk
The Nest at Lovers Lane
2 bedrooms, 5 beds, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 79 reviews
Guest favourite
Cabin in Otis
Enjoy 43 Acres on Two Ponds!
3 bedrooms, 6 beds, 2 bathrooms
13–18 Sept
4.89 out of 5 average rating, 70 reviews
Guest favourite
Cabin in Sandisfield
Cozy Cabin in the Berkshires
2 bedrooms, 6 beds, 2 bathrooms
14–19 Sept
4.83 out of 5 average rating, 24 reviews
Top guest favourite
Home in Colebrook
Stunning Views of the Berkshire Foothills
3 bedrooms, 4 beds, 2.5 bathrooms
17–22 Sept
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Home in Otis
The Pinnacle House at Otis Ridge Ski Area!
4 bedrooms, 6 beds, 2 bathrooms
22–27 Sept
4.92 out of 5 average rating, 178 reviews
Top guest favourite
Farm stay in Blandford
Freeland Brook Farm - magical Berkshires view
3 bedrooms, 4 beds, 2.5 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 65 reviews
Guest favourite
Home in Otis
Family Berkshires Cabin w/ Climbing Wall, Games
4 bedrooms, 7 beds, 3 bathrooms
25–30 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Otis
Idyllic family retreat - spacious lake home,
4 bedrooms, 5 beds, 2.5 bathrooms
27 Oct – 1 Nov
4.95 out of 5 average rating, 175 reviews
Guest favourite
Home in Sandisfield
Waterfront oasis in heart of Berkshires
4 bedrooms, 3 beds, 3 bathrooms
13–18 Sept
4.96 out of 5 average rating, 50 reviews
Guest favourite
Cottage in Sandisfield
Charming Cottage on Stunning Private Lake
4 bedrooms, 5 beds, 2.5 bathrooms
16–21 Sept
4.98 out of 5 average rating, 47 reviews
Guest favourite
Home in Barkhamsted
2BR Family friendly home in Riverton paradise
2 bedrooms, 2 beds, 2 bathrooms
2–7 Nov
4.9 out of 5 average rating, 51 reviews
Top guest favourite
Home in Otis
Newly rebuilt waterfront house on Otis Reservoir
4 bedrooms, 6 beds, 2.5 bathrooms
18–23 Oct
4.82 out of 5 average rating, 82 reviews
Top guest favourite
Cottage in Otis
Cozy Berkshire Cottage
1 bedroom, 3 beds, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 11 reviews