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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
6–11 Sept
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4.75 out of 5 average rating, 48 reviews
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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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Cabin in Florida
The Greylock Cabin
2 bedrooms, 2 beds, 1 bathroom
18–23 Oct
4.99 out of 5 average rating, 84 reviews
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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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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
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Cabin in Savoy
The Camp - hiking trails right outside your door
1 bedroom, 1 queen bed, 1 bathroom
28 Oct – 2 Nov
4.98 out of 5 average rating, 253 reviews
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Home in North Adams
The Lodge at Wigwam Western Summit
3 bedrooms, 3 queen beds, 2 bathrooms
3–8 Sept
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Home in Rowe
Breezy Acres
3 bedrooms, 5 beds, 1.5 bathrooms
13–18 Sept
4.93 out of 5 average rating, 28 reviews
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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, 552 reviews
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Home in Clarksburg
New & Cozy~Near MoCa~Deck~River
2 bedrooms, 3 beds, 1 bathroom
14–19 Sept
4.87 out of 5 average rating, 119 reviews
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Flat in Charlemont
Suite 23 - Spacious Sunny 2-BR with Mountain view
2 bedrooms, 3 beds, 1 bathroom
1–6 Sept
4.99 out of 5 average rating, 199 reviews
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Chalet in Charlemont
Ski, Raft & Relax | Lodge w/ Pool Table & Fire Pit
4 bedrooms, 5 beds, 2.5 bathrooms
6–11 Sept
4.97 out of 5 average rating, 149 reviews
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Guest favourite
Farm stay in Rowe
Maple House B&B - *Full Apartment*
3 bedrooms, 6 beds, 3 bathrooms
8–13 Sept
4.91 out of 5 average rating, 33 reviews
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Room in Rowe
Maple House B&B - Room #1 - Sleep with the Stars
4 beds, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 9 reviews
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Home in Readsboro
Magical View Secluded Southern Vermont Get Away
2 bedrooms, 2 queen beds, 2 bathrooms
8–13 Sept
4.95 out of 5 average rating, 39 reviews
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Home in North Adams
Colorful Urban Cabin Steps from Mass MoCA
2 bedrooms, 2 queen beds, 1 bathroom
7–12 Sept
4.88 out of 5 average rating, 112 reviews
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Guest suite in Charlemont
The Corner of Main and South St. 2 bedroom Suite.
2 bedrooms, 2 beds, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 58 reviews
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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
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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