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Search results; Over 1,000 homes in Florida

Guest favourite
Flat in North Adams
Berkshire Mountain Top Chalet
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.94 out of 5 average rating, 192 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
Cabin in Florida
Lux Berkshires Mtn Cabin: Near MassMOCA & Williams
2 bedrooms, 3 beds, 1 bathroom
9–14 Sept
5.0 out of 5 average rating, 26 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, 95 reviews
Top guest favourite
Home in Charlemont
Tall Pines Rental | Pet Friendly | Fire Pit | Yard
3 bedrooms, 6 beds, 2 bathrooms
14–19 Sept
4.96 out of 5 average rating, 79 reviews
Guest favourite
Home in North Adams
Central Haus (Cozy Group Getaway)
4 bedrooms, 5 beds, 1.5 bathrooms
13–18 Sept
4.89 out of 5 average rating, 156 reviews
Guest favourite
Home in North Adams
Nana & Giddo's
3 bedrooms, 3 beds, 1.5 bathrooms
4–9 Sept
4.9 out of 5 average rating, 20 reviews
Holiday home in Monroe
Family Home in the mountains. Get out and explore!
4 bedrooms, 7 beds, 2 bathrooms
13–18 Sept
4.91 out of 5 average rating, 57 reviews
Guest favourite
Home in Whitingham
Vermont lake house near Mt. Snow-fab 360 views!
4 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.92 out of 5 average rating, 119 reviews
Guest favourite
Farm stay in Rowe
Maple House B&B - *Full Apartment*
3 bedrooms, 6 beds, 3 bathrooms
8–13 Sept
4.91 out of 5 average rating, 33 reviews
Guest favourite
Home in North Adams
Brooklyn Zoo: Unique retreat in the Berkshires
4 bedrooms, 5 beds, 2 bathrooms
26–31 Oct
4.94 out of 5 average rating, 282 reviews
Guest favourite
Flat in North Adams
Beaver Street Loft • Sunlit Berkshires Getaway
2 bedrooms, 3 beds, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 39 reviews
Top guest favourite
Home in Rowe
Breezy Acres
3 bedrooms, 5 beds, 1.5 bathrooms
13–18 Sept
4.93 out of 5 average rating, 29 reviews
Top guest favourite
Flat in Charlemont
Suite 23 - Spacious Sunny 2-BR with Mountain view
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 200 reviews
Top guest favourite
Home in Charlemont
Stone Ridge Cottage
2 bedrooms, 3 beds, 1.5 bathrooms
13–18 Sept
4.98 out of 5 average rating, 43 reviews
Top guest favourite
Home in Charlemont
Hillside GetAway
2 bedrooms, 2 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 41 reviews
Superhost
Cabin in Plainfield
Camp on Windsor Pond- Berkshires
3 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.7 out of 5 average rating, 99 reviews
Top guest favourite
Home in Savoy
Bear Minimum
2 bedrooms, 2 queen beds, 2.5 bathrooms
7–12 Sept
4.94 out of 5 average rating, 88 reviews