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Search results; Over 1,000 homes in Monroe

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, 193 reviews
Guest favourite
Home in Monroe
The Camp
4 bedrooms, 7 beds, 1 bathroom
14–19 Sept
4.87 out of 5 average rating, 46 reviews
Holiday home in Monroe
Family Home in the mountains. Get out and explore!
4 bedrooms, 7 beds, 2 bathrooms
13–18 Sept
4.91 out of 5 average rating, 57 reviews
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, 86 reviews
Top guest favourite
Home in Charlemont
Tall Pines Rental | Pet Friendly | Fire Pit | Yard
3 bedrooms, 6 beds, 2 bathrooms
14–19 Sept
4.96 out of 5 average rating, 79 reviews
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
Top guest favourite
Home in Whitingham
Family Winter Retreat w/ Hot Tub: 14 Mi to Slopes!
5 bedrooms, 11 beds, 4 bathrooms
16–21 Sept
4.98 out of 5 average rating, 54 reviews
Top guest favourite
Home in Adams
Beautiful Victorian. The heart of the Berkshires.
5 bedrooms, 6 beds, 2 bathrooms
13–18 Sept
4.91 out of 5 average rating, 149 reviews
Top guest favourite
Cabin in Whitingham
Cozy Cabin ~16 Mi. to Slopes on 10 Acres of Woods!
5 bedrooms, 7 beds, 2.5 bathrooms
13–18 Sept
4.99 out of 5 average rating, 134 reviews
Top guest favourite
Flat in North Adams
Charming Art Filled Apartment
3 bedrooms, 3 queen beds, 1 bathroom
13–18 Sept
4.97 out of 5 average rating, 196 reviews
Cabin in Whitingham
Charming Home with Lake and Mountain View
5 bedrooms, 6 beds, 3 bathrooms
7–12 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Whitingham
Modern A-Frame | Near Lakes & Mountains | Fire Pit
3 bedrooms, 6 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 9 reviews
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, 282 reviews
Top guest favourite
Home in Whitingham
Lakeview Ski House| Hot Tub | Mount Snow
4 bedrooms, 8 beds, 2.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 40 reviews
Top guest favourite
Home in Whitingham
Stonehedge Farm family getaway - swim, ski, hike
7 bedrooms, 8 beds, 4.5 bathrooms
4–9 Sept
4.98 out of 5 average rating, 53 reviews
Top 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, 96 reviews
Top guest favourite
Flat in Charlemont
Suite 23 - Spacious Sunny 2-BR with Mountain view
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 200 reviews
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
Guest favourite
Flat in Whitingham
Cozy Apartment Near Lakes, Trails & Skiing
2 bedrooms, 2 beds, 2 bathrooms
20–25 Sept
4.88 out of 5 average rating, 8 reviews