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Search results; Over 1,000 homes in Monterey

Guest favorite
Cabin in Monterey
Amazing Berkshire Mountains Cabin
4 bedrooms, 4 beds, 2 private baths
Sep 8 – 13
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4.94 out of 5 average rating, 308 reviews
Top guest favorite
Home in Monterey
Charming cottage w/ gorgeous views.
2 bedrooms, 2 beds, 2 baths
Sep 7 – 12
4.93 out of 5 average rating, 369 reviews
Superhost
Cabin in Monterey
Secluded cabin with babbling brook
3 bedrooms, 3 beds, 1 bath
Oct 25 – 30
4.87 out of 5 average rating, 256 reviews
Top guest favorite
Home in Monterey
Jaw dropping mountain & lake views
4 bedrooms, 4 beds, 2 baths
Aug 16 – 21
4.96 out of 5 average rating, 307 reviews
Top guest favorite
Cottage in Monterey
Beaver Lodge
3 bedrooms, 3 queen beds, 1.5 baths
Sep 10 – 15
5.0 out of 5 average rating, 83 reviews
Guest favorite
Home in Monterey
Forest Hollow | Waterfront • Kayaks • Wood Stove
3 bedrooms, 4 beds, 1.5 baths
Aug 30 – Sep 4
4.85 out of 5 average rating, 97 reviews
Home in Monterey
Monterey, MA. Walk to Lake Garfield.
3 bedrooms, 4 beds, 3 baths
Aug 23 – 28
Top guest favorite
Cabin in Monterey
Misty Pines Cabin | Wood Stove • Sauna
3 bedrooms, 6 beds, 3 baths
Aug 31 – Sep 5
5.0 out of 5 average rating, 23 reviews
Guest favorite
Home in Monterey
Contemporary Modern Mountain Retreat
4 bedrooms, 8 beds, 3 baths
Oct 5 – 10
5.0 out of 5 average rating, 5 reviews
Guest favorite
Home in Monterey
Tranquility and Beauty at Lake Haven
3 bedrooms, 5 beds, 2 baths
Sep 6 – 11
5.0 out of 5 average rating, 8 reviews
Superhost
Home in Monterey
Forget-Me-Not by AvantStay | Bold Lakefront Escape
4 bedrooms, 8 beds, 4 baths
Oct 4 – 9
4.9 out of 5 average rating, 70 reviews
Top guest favorite
Home in Monterey
Beautiful Lake Retreat
3 bedrooms, 4 beds, 2 baths
Aug 26 – 31
5.0 out of 5 average rating, 9 reviews
Top guest favorite
Home in Monterey
Beautiful family home, Hike, Fireplace, Sleeps 12
5 bedrooms, 7 beds, 2.5 baths
Sep 13 – 18
4.96 out of 5 average rating, 230 reviews
Guest favorite
Home in Monterey
Direct on Lake Garfield: Book Fall Weekends!
3 bedrooms, 5 beds, 3.5 baths
Oct 11 – 16
4.96 out of 5 average rating, 23 reviews
Guest favorite
Home in Monterey
Stone Tudor in Monterey Village
3 bedrooms, 3 beds, 3 baths
Sep 3 – 8
4.7 out of 5 average rating, 95 reviews
Top guest favorite
Home in Monterey
Quiet Retreat on Five Acres w/views
4 bedrooms, 4 beds, 4 baths
Aug 24 – 29
5.0 out of 5 average rating, 14 reviews
Guest favorite
Home in Monterey
Bidwell Landing | Lakefront • Spacious
4 bedrooms, 5 beds, 3 baths
Sep 7 – 12
4.89 out of 5 average rating, 109 reviews
Guest favorite
Home in Monterey
4 Acres | Rustic-Modern Berkshires Retreat
2 bedrooms, 4 beds, 1 bath
Aug 15 – 20
4.91 out of 5 average rating, 159 reviews
Superhost
Home in Monterey
Dog-Friendly Berkshires Retreat w/Fenced Yard
3 bedrooms, 3 beds, 2.5 baths
Sep 6 – 11
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