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Search results; Over 1,000 homes in Florida

Top guest favourite
Cabin in Florida
Lux Berkshires Mtn Cabin: Near MassMOCA & Williams
2 bedrooms, 3 beds, 1 private bathroom
24–29 Sept
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5.0 out of 5 average rating, 26 reviews
Guest favourite
Flat in North Adams
Berkshire Mountain Top Chalet
3 bedrooms, 4 beds, 2 bathrooms
19–24 Sept
4.93 out of 5 average rating, 193 reviews
Top guest favourite
Cabin in Florida
The Greylock Cabin
2 bedrooms, 2 beds, 1 bathroom
18–23 Oct
4.99 out of 5 average rating, 86 reviews
Top guest favourite
Barn in Florida
The Red Barn- close to ski mountains & museums
1 bedroom, 2 beds, 1 bathroom
19–24 Oct
4.96 out of 5 average rating, 96 reviews
Guest favourite
Home in North Adams
Central Haus (Cozy Group Getaway)
4 bedrooms, 5 beds, 1.5 bathrooms
16–21 Nov
4.89 out of 5 average rating, 157 reviews
Top guest favourite
Home in Adams
Beautiful Victorian. The heart of the Berkshires.
5 bedrooms, 6 beds, 2 bathrooms
15–20 Sept
4.91 out of 5 average rating, 149 reviews
Top guest favourite
Home in Charlemont
Tall Pines Rental | Pet Friendly | Fire Pit | Yard
3 bedrooms, 6 beds, 2 bathrooms
15–20 Sept
4.96 out of 5 average rating, 80 reviews
Home in North Adams
Scandinavian Berkshire Cottage Near MASS MoCA
3 bedrooms, 4 beds, 2 bathrooms
13–18 Oct
Holiday home in Monroe
Family Home in the mountains. Get out and explore!
4 bedrooms, 7 beds, 2 bathrooms
15–20 Sept
4.92 out of 5 average rating, 59 reviews
Guest favourite
Townhouse in Monroe
The Camp
4 bedrooms, 7 beds, 1 bathroom
21–26 Sept
4.85 out of 5 average rating, 47 reviews
Guest favourite
Home in Whitingham
Vermont lake house near Mt. Snow-fab 360 views!
4 bedrooms, 4 beds, 2 bathrooms
15–20 Sept
4.91 out of 5 average rating, 121 reviews
Home in Clarksburg
Secluded Mountain Retreat • Family & Group Getaway
4 bedrooms, 9 queen beds, 2.5 bathrooms
15–20 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Room in Rowe
Maple House B&B - Room #1 - Sleep with the Stars
4 beds, 1 bathroom
15–20 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Chalet in Stamford
Peaceful VT Chalet w/ Mountain View’s
3 bedrooms, 3 beds, 2.5 bathrooms
15–20 Sept
4.94 out of 5 average rating, 132 reviews
Top guest favourite
Flat in North Adams
Berkshire Perch
3 bedrooms, 4 beds, 1 bathroom
23–28 Sept
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Home in Whitingham
Country home on 20 wooded acres with field views
1 bedroom, 3 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 23 reviews
Guest favourite
Farm stay in Rowe
Maple House B&B - *Full Apartment*
3 bedrooms, 6 beds, 3 bathrooms
15–20 Sept
4.91 out of 5 average rating, 33 reviews
Top guest favourite
Flat in Charlemont
Suite 23 - Spacious Sunny 2-BR with Mountain view
2 bedrooms, 3 beds, 1 bathroom
15–20 Sept
5.0 out of 5 average rating, 201 reviews
Guest favourite
Home in Savoy
Bear Minimum
2 bedrooms, 2 queen beds, 2.5 bathrooms
20–25 Sept
4.92 out of 5 average rating, 89 reviews