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Search results; Over 1,000 homes in Monroe

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Guest favourite
Cottage in Monroe
Pumpkin Pine Cottage: your next adventure awaits!
2 bedrooms, 3 beds, 1 private bathroom
25–30 Oct
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4.89 out of 5 average rating, 196 reviews
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Guest favourite
Townhouse in Monroe
The Camp
4 bedrooms, 7 beds, 1 bathroom
27 Sept – 2 Oct
4.85 out of 5 average rating, 47 reviews
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Holiday home in Monroe
Family Home in the mountains. Get out and explore!
4 bedrooms, 7 beds, 2 bathrooms
20–25 Sept
4.92 out of 5 average rating, 59 reviews
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Guest favourite
Flat in North Adams
Berkshire Mountain Top Chalet
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.93 out of 5 average rating, 193 reviews
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Home in Whitingham
Vermont lake house near Mt. Snow-fab 360 views!
4 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.91 out of 5 average rating, 122 reviews
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Guest favourite
Cottage in Readsboro
Fully renovated 1830's farm house
5 bedrooms, 8 beds, 2 bathrooms
1–6 Jan
4.97 out of 5 average rating, 92 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
20–25 Sept
4.96 out of 5 average rating, 80 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
Home in Whitingham
Family Winter Retreat w/ Hot Tub: 14 Mi to Slopes!
5 bedrooms, 11 beds, 4 bathrooms
21–26 Sept
4.98 out of 5 average rating, 55 reviews
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Top guest favourite
Cabin in Whitingham
Cozy Cabin ~16 Mi. to Slopes on 10 Acres of Woods!
5 bedrooms, 7 beds, 2.5 bathrooms
20–25 Sept
4.99 out of 5 average rating, 136 reviews
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Guest favourite
Home in Whitingham
Modern A-Frame | Near Lakes & Mountains | Fire Pit
3 bedrooms, 6 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 10 reviews
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Top guest favourite
Home in Whitingham
Stonehedge Farm family getaway - swim, ski, hike
7 bedrooms, 8 beds, 4.5 bathrooms
20–25 Sept
4.98 out of 5 average rating, 54 reviews
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Guest favourite
Home in Clarksburg
Secluded Mountain Retreat • Family & Group Getaway
4 bedrooms, 9 queen beds, 2.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 5 reviews
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Guest favourite
Home in Whitingham
Home 15 Mi to Berkshire East & Mount Snow!
4 bedrooms, 7 beds, 2.5 bathrooms
4–9 Oct
4.94 out of 5 average rating, 17 reviews
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Guest favourite
Flat in Stamford
Getaway Near Mass MoCA, Great Hiking, Scenic Views
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.88 out of 5 average rating, 360 reviews
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Top guest favourite
Home in North Adams
Brooklyn Zoo: Unique retreat in the Berkshires
4 bedrooms, 5 beds, 2 bathrooms
26–31 Oct
4.94 out of 5 average rating, 284 reviews
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Top guest favourite
Home in Whitingham
Lakeview Ski House| Hot Tub | Mount Snow
4 bedrooms, 8 beds, 2.5 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 41 reviews
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Guest favourite
Farm stay in Rowe
Maple House B&B - *Full Apartment*
3 bedrooms, 6 beds, 3 bathrooms
28 Oct – 2 Nov
4.91 out of 5 average rating, 33 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