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
,
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, 365 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
Home in Monterey
Contemporary Modern Mountain Retreat
4 bedrooms, 8 beds, 3 bathrooms
7–12 Aug
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
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
Berkshires Cottage | Trails & Water Nearby
2 bedrooms, 4 beds, 1 bathroom
1–6 Jul
4.91 out of 5 average rating, 153 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
Top guest favourite
Barn in Monterey
Scribe's Stable | A/C • Screened Porch • Sleeps 6
2 bedrooms, 4 beds, 1 bathroom
6–11 Jul
4.95 out of 5 average rating, 60 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
Tranquility and Beauty at Lake Haven
3 bedrooms, 5 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Monterey
Hupi House: A Peaceful, Wooded, Lakeside Sanctuary
4 bedrooms, 7 beds, 3 bathrooms
5–10 Jul
4.96 out of 5 average rating, 52 reviews
Top guest favourite
Home in Monterey
Fully Renovated / Peaceful Ski & Lake Retreat
3 bedrooms, 4 beds, 2 bathrooms
14–19 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Lee
Berkshire Mountain retreat with Urban eco-luxuries
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.99 out of 5 average rating, 307 reviews
Top guest favourite
Home in Monterey
Berkshires Retreat | Hiking & Swim | Fenced Yard
5 bedrooms, 7 beds, 3.5 bathrooms
28 Jul – 2 Aug
5.0 out of 5 average rating, 44 reviews
Guest favourite
Home in Great Barrington
Lovely house in the Berkshires
3 bedrooms, 4 beds, 1.5 bathrooms
10–15 Aug
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Home in Monterey
Berkshires Retreat w Magic View! Beach/Swim 1 mi!
3 bedrooms, 3 beds, 2 bathrooms
9–14 Sept
4.89 out of 5 average rating, 120 reviews