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Search results; Over 1,000 homes in Monterey

Guest favourite
Cabin in Monterey
Amazing Berkshire Mountains Cabin
4 bedrooms, 4 beds, 2 private bathrooms
23–28 Aug
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4.94 out of 5 average rating, 303 reviews
Superhost
Cabin in Monterey
Secluded cabin with babbling brook
3 bedrooms, 3 beds, 1 bathroom
29 Jul – 3 Aug
4.88 out of 5 average rating, 252 reviews
Guest favourite
Home in Monterey
Forest Hollow | Waterfront • Kayaks • Wood Stove
3 bedrooms, 4 beds, 1.5 bathrooms
30 Aug – 4 Sept
4.84 out of 5 average rating, 94 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
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, 365 reviews
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, 302 reviews
Guest favourite
Home in Monterey
Lake Garfield: New Summer Dates Open!
3 bedrooms, 5 beds, 3.5 bathrooms
6–11 Jul
4.95 out of 5 average rating, 22 reviews
Home in Monterey
Contemporary Modern Mountain Retreat
4 bedrooms, 8 beds, 3 bathrooms
7–12 Aug
Home in Monterey
Monterey, MA. Walk to Lake Garfield.
3 bedrooms, 4 beds, 3 bathrooms
6–11 Jul
Guest favourite
Home in Great Barrington
Lovely house in the Berkshires
3 bedrooms, 4 beds, 1.5 bathrooms
7–12 Sept
4.95 out of 5 average rating, 22 reviews
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, 81 reviews
Top guest favourite
Barn in Monterey
Scribe's Stable | A/C • Screened Porch • Sleeps 6
2 bedrooms, 4 beds, 1 bathroom
6–11 Jul
4.95 out of 5 average rating, 61 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, 44 reviews
Cabin in Monterey
Exotic Mountain Retreat in the Berkshires.
5 bedrooms, 9 beds, 4.5 bathrooms
9–14 Jul
4.9 out of 5 average rating, 206 reviews
Home in Great Barrington
Full Moon Farm
3 bedrooms, 3 beds, 1 bathroom
7–12 Jul
Guest favourite
Home in Monterey
Berkshires Cottage | Trails & Water Nearby
2 bedrooms, 4 beds, 1 bathroom
5–10 Jul
4.91 out of 5 average rating, 154 reviews
Superhost
Home in Tyringham
Treetop Hideaway in Tyringham
4 bedrooms, 4 beds, 2.5 bathrooms
4–9 Jul
4.82 out of 5 average rating, 134 reviews
Guest favourite
Home in Monterey
Tranquility and Beauty at Lake Haven
3 bedrooms, 5 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Cabin in Monterey
Misty Pines Cabin | Wood Stove • Sauna
3 bedrooms, 6 beds, 3 bathrooms
27 Jul – 1 Aug
5.0 out of 5 average rating, 17 reviews