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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
3 bedrooms, 3 beds, 1 bathroom
9–14 Sept
4.87 out of 5 average rating, 255 reviews
Top guest favourite
Home in Monterey
Charming cottage w/ gorgeous views.
2 bedrooms, 2 beds, 2 bathrooms
7–12 Sept
4.93 out of 5 average rating, 367 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
Chalet in Monterey
Cozy French Country Chalet
2 bedrooms, 3 beds, 1 bathroom
11–16 Sept
4.98 out of 5 average rating, 95 reviews
Guest favourite
Home in Monterey
4 Acres | Rustic-Modern Berkshires Retreat
2 bedrooms, 4 beds, 1 bathroom
1–6 Aug
4.91 out of 5 average rating, 158 reviews
Guest favourite
Room in Sandisfield
Berkshire Hospitality and Comfort
2 beds, 1.5 bathrooms
1–6 Aug
4.89 out of 5 average rating, 85 reviews
Superhost
Home in Monterey
Dog-Friendly Berkshires Retreat w/Fenced Yard
3 bedrooms, 3 beds, 2.5 bathrooms
6–11 Sept
New place to stay
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
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
Cottage in Monterey
Monterey Haven < 1/2 Mi to Lake Garfield w/ Kayaks
3 bedrooms, 3 beds, 1 bathroom
2–7 Aug
4.81 out of 5 average rating, 16 reviews
Top guest favourite
Flat in Great Barrington
King Bed |Wi-Fi| 2m to Ski Resort
1 king bed, 1 bathroom
22–27 Aug
4.92 out of 5 average rating, 208 reviews
Home in Monterey
Monterey, MA. Walk to Lake Garfield.
3 bedrooms, 4 beds, 3 bathrooms
23–28 Aug
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
Lake Garfield: New Summer Dates Open!
3 bedrooms, 5 beds, 3.5 bathrooms
11–16 Oct
4.96 out of 5 average rating, 23 reviews
Top guest favourite
Cabin in Monterey
Misty Pines Cabin | Wood Stove • Sauna
3 bedrooms, 6 beds, 3 bathrooms
10–15 Aug
5.0 out of 5 average rating, 20 reviews
Guest favourite
Home in Monterey
Quiet Retreat on Five Acres w/views
4 bedrooms, 4 beds, 4 bathrooms
24–29 Aug
5.0 out of 5 average rating, 11 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, 8 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, 109 reviews