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Search results; Over 1,000 homes in Tolland

Guest favourite
Home in Tolland
Cabin with Hot Tub and Lake Access
2 bedrooms, 5 beds, 2 private bathrooms
11–16 Sept
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4.9 out of 5 average rating, 20 reviews
Top guest favourite
Home in Tolland
Lakefront Retreat at Porcupine Place
3 bedrooms, 4 beds
28 Sept – 3 Oct
5.0 out of 5 average rating, 47 reviews
Guest favourite
Home in Tolland
Private Woodland Retreat by Lake | Berkshires
3 bedrooms, 3 beds
11–16 Sept
4.83 out of 5 average rating, 6 reviews
Guest favourite
Home in Tolland
Berkshires Cabin: Lake Beach Hot Tub - TheWildeBNB
2 bedrooms, 5 beds
9–14 Sept
4.97 out of 5 average rating, 31 reviews
Guest favourite
Home in Tolland
Cozy Berkshires Lakefront Cottage! NEW
2 bedrooms, 10 beds
3–8 Jan
4.89 out of 5 average rating, 38 reviews
Guest favourite
Home in Otis
Home In Otis
3 bedrooms, 6 beds
20–25 Sept
4.92 out of 5 average rating, 53 reviews
Top guest favourite
Cottage in Otis
Berkshire lakefront cabin with modern luxuries
3 bedrooms, 4 beds
9–14 Sept
4.98 out of 5 average rating, 94 reviews
Top guest favourite
Home in Sandisfield
Lux on the River near Tanglewood w/220v EV charge
2 bedrooms, 2 beds
4–9 Dec
4.95 out of 5 average rating, 95 reviews
Guest favourite
Home in Otis
Direct Lakefront Home on Otis Reservoir Giant Yard
4 bedrooms, 7 beds
4–9 Oct
4.96 out of 5 average rating, 135 reviews
Top guest favourite
Home in Otis
Newly rebuilt waterfront house on Otis Reservoir
4 bedrooms, 6 beds
13–18 Sept
4.82 out of 5 average rating, 82 reviews
Top guest favourite
Cottage in Monterey
Beaver Lodge
3 bedrooms, 3 queen beds
10–15 Sept
5.0 out of 5 average rating, 83 reviews
Guest favourite
Cottage in Otis
The lake house
3 bedrooms, 5 beds
15–20 Sept
4.96 out of 5 average rating, 51 reviews
Top guest favourite
Home in Otis
Ridge House at Otis Ridge Ski Area
3 bedrooms, 5 beds
24–29 Sept
4.98 out of 5 average rating, 56 reviews
Guest favourite
Treehouse in New Marlborough
Berkshire Treehouse Retreat
3 bedrooms, 4 beds
12–17 Sept
4.9 out of 5 average rating, 178 reviews
Guest favourite
Home in Colebrook
Log Cabin sleeps 30 bunk style on 350 acres
30 single beds
26–31 Oct
4.96 out of 5 average rating, 81 reviews
Guest favourite
Cabin in Otis
Enjoy 43 Acres on Two Ponds!
3 bedrooms, 6 beds
9–14 Sept
4.89 out of 5 average rating, 70 reviews
Top guest favourite
Guest suite in Norfolk
The Nest at Lovers Lane
2 bedrooms, 5 beds
13–18 Sept
4.99 out of 5 average rating, 78 reviews
Top guest favourite
Home in Litchfield County
70's Retro House
2 bedrooms, 2 queen beds
14–19 Sept
4.97 out of 5 average rating, 29 reviews
Top guest favourite
Cottage in Becket
Berkshires Cottage by Lake. Year Round Adventures.
2 bedrooms, 2 double beds
9–14 Sept
4.95 out of 5 average rating, 320 reviews