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Search results; Over 1,000 homes in Florida

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Guest house in Florida
Adorable 1 bedroom guesthouse in country setting.
1 bedroom, 1 bed, 1 private bathroom
4–9 Oct
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4.76 out of 5 average rating, 50 reviews
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Guest favourite
Flat in North Adams
Berkshire Mountain Top Chalet
3 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
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
Cabin in Florida
Lux Berkshires Mtn Cabin: Near MassMOCA & Williams
2 bedrooms, 3 beds, 1 bathroom
14–19 Oct
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
9–14 Nov
4.96 out of 5 average rating, 97 reviews
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Guest favourite
Home in Clarksburg
Secluded Mountain Retreat • Family & Group Getaway
4 bedrooms, 9 queen beds, 2.5 bathrooms
4–9 Oct
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
1–6 Oct
4.91 out of 5 average rating, 149 reviews
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Cabin in Charlemont
Mountain View Cabin House
2 bedrooms, 7 beds, 1 bathroom
11–16 Oct
4.86 out of 5 average rating, 184 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
4–9 Oct
4.91 out of 5 average rating, 122 reviews
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Top guest favourite
Guest suite in Charlemont
The Corner of Main and South St. 2 bedroom Suite.
2 bedrooms, 2 beds, 1 bathroom
12–17 Oct
5.0 out of 5 average rating, 60 reviews
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Guest favourite
Chalet in Charlemont
Ski, Raft & Relax | Lodge w/ Pool Table & Fire Pit
4 bedrooms, 5 beds, 2.5 bathrooms
4–9 Oct
4.97 out of 5 average rating, 152 reviews
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Guest favourite
Flat in North Adams
Private guest apartment. One block from downtown.
2 bedrooms, 3 beds, 1 bathroom
4–9 Oct
4.91 out of 5 average rating, 512 reviews
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Top guest favourite
Home in Adams
Mount Greylock View Retreat,3 bedroom,2 1/2 bath.
3 bedrooms, 4 beds, 2.5 bathrooms
31 Oct – 5 Nov
4.93 out of 5 average rating, 88 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 Oct
4.96 out of 5 average rating, 80 reviews
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Guest favourite
Cabin in Plainfield
Camp on Windsor Pond- Berkshires
3 bedrooms, 3 beds, 1 bathroom
4–9 Oct
4.71 out of 5 average rating, 102 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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Holiday home in Monroe
Family Home in the mountains. Get out and explore!
4 bedrooms, 7 beds, 2 bathrooms
4–9 Oct
4.92 out of 5 average rating, 59 reviews
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Home in North Adams
Scandinavian Berkshire Cottage Near MASS MoCA
3 bedrooms, 4 beds, 2 bathrooms
13–18 Oct
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Guest favourite
Room in Readsboro
Readsboro Inn - Long Trail Room (Room 4)
2 single beds, 2.5 bathrooms
19–24 Oct
4.76 out of 5 average rating, 155 reviews