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Search results; Over 1,000 homes in Florida

Top guest favourite
Cabin in Florida
The Greylock Cabin
2 bedrooms, 2 beds, 1 private bathroom
18–23 Oct
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4.99 out of 5 average rating, 86 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
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
Top guest favourite
Cabin in Florida
Lux Berkshires Mtn Cabin: Near MassMOCA & Williams
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 26 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 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, 80 reviews
Holiday home in Monroe
Family Home in the mountains. Get out and explore!
4 bedrooms, 7 beds, 2 bathrooms
14–19 Sept
4.92 out of 5 average rating, 59 reviews
Top guest favourite
Home in Adams
Beautiful Victorian. The heart of the Berkshires.
5 bedrooms, 6 beds, 2 bathrooms
14–19 Sept
4.91 out of 5 average rating, 149 reviews
Home in Clarksburg
Secluded Mountain Retreat • Family & Group Getaway
4 bedrooms, 9 queen beds, 2.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 4 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
14–19 Sept
4.91 out of 5 average rating, 121 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
Guest favourite
Farm stay in Rowe
Maple House B&B - *Full Apartment*
3 bedrooms, 6 beds, 3 bathrooms
14–19 Sept
4.91 out of 5 average rating, 33 reviews
Home in Hawley
Secluded Family Getaway w/ On-Site Creek in Hawley
5 bedrooms, 6 beds, 3 bathrooms
21–26 Sept
4.85 out of 5 average rating, 13 reviews
Guest favourite
Cabin in Plainfield
Camp on Windsor Pond- Berkshires
3 bedrooms, 3 beds, 1 bathroom
14–19 Sept
4.71 out of 5 average rating, 102 reviews
Home in Stamford
VT Hilltop Retreat, Views, Fireplace, near Mt Snow
3 bedrooms, 3 beds, 3 bathrooms
14–19 Sept
New place to stay
Top guest favourite
Home in Whitingham
VT Foliage Escape • Fire Pit • Arcade • Sleeps 11
4 bedrooms, 5 beds, 2.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 92 reviews
Guest favourite
Home in Adams
Spacious Home by Mt. Greylock
4 bedrooms, 5 beds, 3 bathrooms
18–23 Sept
4.91 out of 5 average rating, 56 reviews
Superhost
Shipping container in Whitingham
The House of Pi
3 bedrooms, 3 queen beds, 1.5 bathrooms
30 Oct – 4 Nov
4.88 out of 5 average rating, 123 reviews