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Search results; Over 1,000 homes in Monterey

Top guest favourite
Home in Monterey
Berkshires Retreat w Magic View! Beach/Swim 1 mi!
3 bedrooms, 3 beds, 2 private bathrooms
9–14 Sept
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4.89 out of 5 average rating, 121 reviews
Superhost
Cabin in Monterey
Secluded cabin with babbling brook
4.87 out of 5 average rating, 255 reviews, 3 bedrooms, 3 beds, 1 bathroom
10–15 Aug
Top guest favourite
Home in Monterey
Jaw dropping mountain & lake views
4.96 out of 5 average rating, 303 reviews, 4 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
Top guest favourite
Home in Monterey
Charming cottage w/ gorgeous views.
4.93 out of 5 average rating, 367 reviews, 2 bedrooms, 2 beds, 2 bathrooms
29 Aug – 3 Sept
Superhost
Home in Monterey
Dog-Friendly Berkshires Retreat w/Fenced Yard
New place to stay, 3 bedrooms, 3 beds, 2.5 bathrooms
28 Jul – 2 Aug
Home in Monterey
Contemporary Modern Mountain Retreat
5.0 out of 5 average rating, 4 reviews, 4 bedrooms, 8 beds, 3 bathrooms
31 Aug – 5 Sept
Top guest favourite
Cottage in Monterey
Beaver Lodge
5.0 out of 5 average rating, 82 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
10–15 Sept
Guest favourite
Cabin in Monterey
Amazing Berkshire Mountains Cabin
4.94 out of 5 average rating, 306 reviews, 4 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
Guest favourite
Home in Monterey
4 Acres | Rustic-Modern Berkshires Retreat
4.91 out of 5 average rating, 156 reviews, 2 bedrooms, 4 beds, 1 bathroom
19–24 Jul
Guest favourite
Home in Monterey
Lake Garfield: New Summer Dates Open!
4.95 out of 5 average rating, 22 reviews, 3 bedrooms, 5 beds, 3.5 bathrooms
11–16 Oct
Home in Monterey
Lake Garfield Beach House - Monterey
4 bedrooms, 6 beds, 3 bathrooms
15–20 Aug
Guest favourite
Home in Monterey
Forest Hollow | Waterfront • Kayaks • Wood Stove
4.84 out of 5 average rating, 96 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
9–14 Sept
Home in Monterey
Monterey, MA. Walk to Lake Garfield.
3 bedrooms, 4 beds, 3 bathrooms
19–24 Jul
Top guest favourite
Home in Monterey
Beautiful family home, Hike, Fireplace, Sleeps 12
4.96 out of 5 average rating, 229 reviews, 5 bedrooms, 7 beds, 2.5 bathrooms
29 Aug – 3 Sept
Top guest favourite
Cabin in Monterey
Misty Pines Cabin | Wood Stove • Sauna
5.0 out of 5 average rating, 19 reviews, 3 bedrooms, 6 beds, 3 bathrooms
3–8 Aug
Top guest favourite
Home in Monterey
Beautiful Lake Retreat
5.0 out of 5 average rating, 9 reviews, 3 bedrooms, 4 beds, 2 bathrooms
21–26 Aug
Top guest favourite
Home in Lee
Berkshire Mountain retreat with Urban eco-luxuries
4.99 out of 5 average rating, 311 reviews, 3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
Guest favourite
Home in Monterey
Tranquility and Beauty at Lake Haven
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 5 beds, 2 bathrooms
6–11 Sept
Home in Monterey
Monterey Home w/ Hot Tub, Pool & Game Room!
4.84 out of 5 average rating, 45 reviews, 6 bedrooms, 10 beds, 6 bathrooms
16–21 Nov