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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
7–12 Jul
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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
Charming cottage w/ gorgeous views.
2 bedrooms, 2 beds, 2 bathrooms
29 Aug – 3 Sept
4.93 out of 5 average rating, 364 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, 300 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
Guest favourite
Home in Monterey
Direct to Lake Garfield: Summer dates Available!
3 bedrooms, 5 beds, 3.5 bathrooms
6–11 Jul
4.95 out of 5 average rating, 22 reviews
Guest favourite
Home in Monterey
Berkshires Cottage | Trails & Water Nearby
2 bedrooms, 4 beds, 1 bathroom
21–26 Jun
4.91 out of 5 average rating, 153 reviews
Home in Monterey
Contemporary Modern Mountain Retreat
4 bedrooms, 8 beds, 3 bathrooms
7–12 Aug
Top guest favourite
Home in Monterey
Swim Lake, Hikes, Sleeps 12,
5 bedrooms, 7 beds, 2.5 bathrooms
29 Aug – 3 Sept
4.96 out of 5 average rating, 226 reviews
Top guest favourite
Cottage in Monterey
Fully renovated! Private cottage getaway
1 bedroom, 1 queen bed, 2 bathrooms
25–30 Aug
4.97 out of 5 average rating, 32 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
Barn in Monterey
Scribe's Stable | A/C • Screened Porch • Sleeps 6
2 bedrooms, 4 beds, 1 bathroom
20–25 Jun
4.95 out of 5 average rating, 60 reviews
Top guest favourite
Home in Monterey
Berkshires Retreat | Hiking & Swim | Fenced Yard
5 bedrooms, 7 beds, 3.5 bathrooms
28 Jun – 3 Jul
5.0 out of 5 average rating, 44 reviews
Guest favourite
Home in Monterey
Quiet Retreat on Five Acres w/views
4 bedrooms, 4 beds, 4 bathrooms
14–19 Jul
5.0 out of 5 average rating, 8 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
Guest favourite
Home in Monterey
Bidwell Landing | Lakefront • Spacious
4 bedrooms, 5 beds, 3 bathrooms
7–12 Sept
4.89 out of 5 average rating, 107 reviews
Top guest favourite
Barn in New Marlborough
Hartsville Barn in the Berkshires
2 bedrooms, 2 king beds, 1 bathroom
14–19 Sept
4.97 out of 5 average rating, 38 reviews
Top guest favourite
Cabin in Sandisfield
Berkshires Cabin in Woods with Mountain Views
3 bedrooms, 3 beds, 1.5 bathrooms
7–12 Jul
4.98 out of 5 average rating, 130 reviews
Top guest favourite
Chalet in Monterey
Cozy French Country chalet
2 bedrooms, 3 beds, 1 bathroom
11–16 Sept
4.98 out of 5 average rating, 93 reviews