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Search results; Over 1,000 homes in Florida

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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, 83 reviews
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Top 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
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Top guest favourite
Cabin in Florida
Lux Berkshires Mtn Cabin: Near MassMOCA & Williams
2 bedrooms, 3 beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 26 reviews
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Top guest favourite
Barn in Florida
The Red Barn- close to ski mountains & museums
1 bedroom, 2 beds, 1 bathroom
30 Sept – 5 Oct
4.96 out of 5 average rating, 94 reviews
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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
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Superhost
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
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Guest favourite
Flat in North Adams
Sunlit Loft • Perfect Berkshires Getaway
2 bedrooms, 3 beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 37 reviews
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Guest favourite
Home in North Adams
Nana & Giddo's
3 bedrooms, 3 beds, 1.5 bathrooms
1–6 Sept
4.9 out of 5 average rating, 20 reviews
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Top guest favourite
Home in Charlemont
Tall Pines Rental | Pet Friendly | Fire Pit | Yard
3 bedrooms, 6 beds, 2 bathrooms
22–27 Sept
4.96 out of 5 average rating, 79 reviews
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Superhost
Home in North Adams
Brooklyn Zoo: Unique retreat in the Berkshires
4 bedrooms, 5 beds, 2 bathrooms
21–26 Sept
4.94 out of 5 average rating, 280 reviews
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Top guest favourite
Home in Adams
Relaxing Berkshires Home With a View!
3 bedrooms, 3 beds, 1.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 6 reviews
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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
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Guest favourite
Home in Charlemont
Time to think about making fall plans!
4 bedrooms, 5 beds, 2 bathrooms
6–11 Sept
4.96 out of 5 average rating, 95 reviews
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Superhost
Flat in North Adams
Whiteley Hideaway- walk to Mass MoCA and Downtown
2 bedrooms, 2 queen beds, 1 bathroom
4–9 Sept
4.99 out of 5 average rating, 154 reviews
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Holiday home in Monroe
Family Home in the mountains. Get out and explore!
4 bedrooms, 7 beds, 2 bathrooms
7–12 Sept
4.91 out of 5 average rating, 57 reviews
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Superhost
Flat in North Adams
"Nostalgia" a spacious2 bedroom first floor unit.
1 bedroom, 1 queen bed, 1 bathroom
15–20 Sept
4.96 out of 5 average rating, 105 reviews
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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, 120 reviews
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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, 28 reviews