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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
8–13 Oct
4.96 out of 5 average rating, 95 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
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
Top guest favourite
Flat in North Adams
Charming Art Filled Apartment
3 bedrooms, 3 queen beds, 1 bathroom
13–18 Sept
4.97 out of 5 average rating, 196 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, 58 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
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
Home in Clarksburg
Secluded Mountain Retreat • Family & Group Getaway
4 bedrooms, 9 queen beds, 2.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Monroe
The Camp
4 bedrooms, 7 beds, 1 bathroom
14–19 Sept
4.87 out of 5 average rating, 46 reviews
Guest favourite
Home in North Adams
Nana & Giddo's
3 bedrooms, 3 beds, 1.5 bathrooms
6–11 Sept
4.9 out of 5 average rating, 20 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
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 North Adams
Steps to MoCA private house + SAUNA!
4 bedrooms, 6 beds, 1 bathroom
13–18 Sept
4.98 out of 5 average rating, 558 reviews
Home in Charlemont
3 Bedroom 2 Bath Cottage on The Brook
3 bedrooms, 5 beds, 2 bathrooms
11–16 Sept
New place to stay
Top guest favourite
Home in Charlemont
Time to think about making fall plans!
4 bedrooms, 5 beds, 2 bathrooms
13–18 Sept
4.96 out of 5 average rating, 96 reviews