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Search results; Over 1,000 homes in Monterey

Top guest favourite
Home in Monterey
Jaw dropping mountain & lake views
4 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
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4.96 out of 5 average rating, 307 reviews
Superhost
Cabin in Monterey
Secluded cabin with babbling brook
3 bedrooms, 3 beds, 1 bathroom
25–30 Oct
4.87 out of 5 average rating, 256 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, 83 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
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, 369 reviews
Top guest favourite
Cabin in Monterey
Misty Pines Cabin | Wood Stove • Sauna
3 bedrooms, 6 beds, 3 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Home in Monterey
Beautiful family home, Hike, Fireplace, Sleeps 12
5 bedrooms, 7 beds, 2.5 bathrooms
13–18 Sept
4.96 out of 5 average rating, 230 reviews
Guest favourite
Home in Monterey
Contemporary Modern Mountain Retreat
4 bedrooms, 8 beds, 3 bathrooms
5–10 Oct
5.0 out of 5 average rating, 6 reviews
Guest favourite
Cabin in Monterey
Amazing Berkshire Mountains Cabin
4 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
4.94 out of 5 average rating, 308 reviews
Home in Monterey
Monterey, MA. Walk to Lake Garfield.
3 bedrooms, 4 beds, 3 bathrooms
23–28 Aug
Superhost
Home in Monterey
Forget-Me-Not by AvantStay | Bold Lakefront Escape
4 bedrooms, 8 beds, 4 bathrooms
4–9 Oct
4.9 out of 5 average rating, 70 reviews
Top 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, 15 reviews
Guest favourite
Home in Monterey
Forest Hollow | Waterfront • Kayaks • Wood Stove
3 bedrooms, 4 beds, 1.5 bathrooms
30 Aug – 4 Sept
4.85 out of 5 average rating, 97 reviews
Guest favourite
Home in Monterey
4 Acres | Rustic-Modern Berkshires Retreat
2 bedrooms, 4 beds, 1 bathroom
15–20 Aug
4.91 out of 5 average rating, 159 reviews
Guest favourite
Home in Monterey
Direct on Lake Garfield: Book Fall Weekends!
3 bedrooms, 5 beds, 3.5 bathrooms
11–16 Oct
4.96 out of 5 average rating, 23 reviews
Top guest favourite
Home in Monterey
Beautiful Lake Retreat
3 bedrooms, 4 beds, 2 bathrooms
26–31 Aug
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Monterey
Bidwell Landing | Lakefront • Spacious
4 bedrooms, 5 beds, 3 bathrooms
14–19 Sept
4.89 out of 5 average rating, 109 reviews
Top guest favourite
Cottage in Great Barrington
Carriage house with Chef's Kitchen, close to town
2 bedrooms, 3 beds, 1.5 bathrooms
25–30 Oct
4.93 out of 5 average rating, 154 reviews
Top guest favourite
Flat in Great Barrington
King Bed | Patio | 2m to Ski Resort
1 king bed, 1 bathroom
23–28 Aug
4.91 out of 5 average rating, 175 reviews