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Search results; Over 1,000 homes in Florida

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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
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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
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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, 87 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
9–14 Nov
4.96 out of 5 average rating, 96 reviews
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Guest favourite
Flat in North Adams
Mill Town Lodge • Spacious & Bright • MASS MoCA
3 bedrooms, 4 beds, 1 bathroom
26–31 Oct
4.89 out of 5 average rating, 61 reviews
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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, 158 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
19–24 Sept
4.96 out of 5 average rating, 80 reviews
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Holiday home in Monroe
Family Home in the mountains. Get out and explore!
4 bedrooms, 7 beds, 2 bathrooms
19–24 Sept
4.92 out of 5 average rating, 59 reviews
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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
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Guest favourite
Townhouse in Monroe
The Camp
4 bedrooms, 7 beds, 1 bathroom
26 Sept – 1 Oct
4.85 out of 5 average rating, 47 reviews
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Guest favourite
Home in Adams
Spacious Home by Mt. Greylock
4 bedrooms, 5 beds, 3 bathrooms
19–24 Sept
4.91 out of 5 average rating, 57 reviews
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Guest favourite
Home in Clarksburg
Secluded Mountain Retreat • Family & Group Getaway
4 bedrooms, 9 queen beds, 2.5 bathrooms
19–24 Sept
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Home in Adams
Beautiful Victorian. The heart of the Berkshires.
5 bedrooms, 6 beds, 2 bathrooms
19–24 Sept
4.91 out of 5 average rating, 149 reviews
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Top guest favourite
Home in Hawley
The Cozy Cabin near Berkshire East and DF River
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 26 reviews
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Top guest favourite
Flat in North Adams
"Nostalgia" a spacious2 bedroom first floor unit.
1 bedroom, 1 queen bed, 1 bathroom
27 Oct – 1 Nov
4.96 out of 5 average rating, 106 reviews
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Guest favourite
Home in Whitingham
Vermont lake house near Mt. Snow-fab 360 views!
4 bedrooms, 4 beds, 2 bathrooms
19–24 Sept
4.91 out of 5 average rating, 122 reviews
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Guest favourite
Flat in North Adams
Whiteley Hideaway- walk to Mass MoCA and Downtown
2 bedrooms, 2 queen beds, 1 bathroom
29 Sept – 4 Oct
4.99 out of 5 average rating, 155 reviews
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Top guest favourite
Home in North Adams
Bernie's & Betty's
3 bedrooms, 4 beds, 1.5 bathrooms
28 Oct – 2 Nov
4.97 out of 5 average rating, 195 reviews
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Guest favourite
Flat in North Adams
Private guest apartment. One block from downtown.
2 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
4.91 out of 5 average rating, 511 reviews