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Search results; Over 1,000 homes in Monterey

Descriptions are based on details hosts provide
Top guest favourite
Home in Monterey
Jaw dropping mountain & lake views
4 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
,
4.96 out of 5 average rating, 303 reviews
Superhost
Cabin in Monterey
Secluded with a deck over the brook
3 bedrooms, 3 beds, 1 bathroom
10–15 Aug
4.87 out of 5 average rating, 255 reviews
Superhost
Home in Monterey
Dog-Friendly Berkshires Retreat w/Fenced Yard
3 bedrooms, 3 beds, 2.5 bathrooms
28 Jul – 2 Aug
New place to stay
Top guest favourite
Cottage in Monterey
Beaver Lodge
3 bedrooms, 3 queen beds, 1.5 bathrooms
10–15 Sept
5.0 out of 5 average rating, 82 reviews
Top guest favourite
Home in Monterey
Charming cottage w/ gorgeous views.
2 bedrooms, 2 beds, 2 bathrooms
29 Aug – 3 Sept
4.93 out of 5 average rating, 367 reviews
Home in Monterey
Contemporary Modern Mountain Retreat
4 bedrooms, 8 beds, 3 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Monterey
Rustic-modern retreat on 4 private acres
2 bedrooms, 4 beds, 1 bathroom
16–21 Jul
4.91 out of 5 average rating, 155 reviews
Guest favourite
Home in Monterey
Waterfront with a dock and lake toys
3 bedrooms, 5 beds, 3.5 bathrooms
11–16 Oct
4.95 out of 5 average rating, 22 reviews
Home in Monterey
Lake Garfield Beach House - Monterey
4 bedrooms, 6 beds, 3 bathrooms
15–20 Aug
Guest favourite
Cabin in Monterey
Amazing Berkshire Mountains Cabin
4 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.94 out of 5 average rating, 306 reviews
Home in Monterey
Wood-burning fireplace, walk to the lake
3 bedrooms, 4 beds, 3 bathrooms
19–24 Jul
Top guest favourite
Cabin in Monterey
Wood-fired sauna and fire pit in the Berkshires
3 bedrooms, 6 beds, 3 bathrooms
3–8 Aug
5.0 out of 5 average rating, 19 reviews
Guest favourite
Home in Monterey
Forest Hollow | Waterfront • Kayaks • Wood Stove
3 bedrooms, 4 beds, 1.5 bathrooms
9–14 Sept
4.84 out of 5 average rating, 96 reviews
Top guest favourite
Home in Monterey
Beautiful Lake Retreat
3 bedrooms, 4 beds, 2 bathrooms
21–26 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Monterey
Beautiful family home, Hike, Fireplace, Sleeps 12
5 bedrooms, 7 beds, 2.5 bathrooms
29 Aug – 3 Sept
4.96 out of 5 average rating, 229 reviews
Guest favourite
Tiny home in New Marlborough
Secluded among pines with a sauna
2 bedrooms, 2 beds, 1 bathroom
31 Aug – 5 Sept
4.94 out of 5 average rating, 181 reviews
Top guest favourite
Cottage in Monterey
Fully renovated! Private cottage getaway
1 bedroom, 1 queen bed, 2 bathrooms
3–8 Sept
4.97 out of 5 average rating, 32 reviews
Top guest favourite
Cottage in Great Barrington
Converted carriage house with a fire pit
2 bedrooms, 3 beds, 1.5 bathrooms
6–11 Sept
4.93 out of 5 average rating, 152 reviews
Top guest favourite
Home in Monterey
Berkshires Retreat | Hiking & Swim | Fenced Yard
5 bedrooms, 7 beds, 3.5 bathrooms
28 Jul – 2 Aug
5.0 out of 5 average rating, 46 reviews