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Search results; Over 1,000 places in Monterey

Guest favorite
Home in Monterey
Charming cottage w/ gorgeous views.
2 beds
Apr 1 – 6
4.92 out of 5 average rating, 306 reviews
Guest favorite
Home in Monterey
Perfect Berkshire getaway.Cozy cottage.Great wifi.
4 beds
Apr 7 – 12
4.93 out of 5 average rating, 114 reviews
Superhost
Home in Monterey
Rustic 3bd Lake Front Country Cottage
4 beds
Apr 1 – 6
4.83 out of 5 average rating, 47 reviews
Home in Monterey
Forget-Me-Not by AvantStay | Bold Lakefront Escape
8 beds
Apr 1 – 6
4.95 out of 5 average rating, 19 reviews
Guest favorite
Home in Monterey
- Lake Front 4 Bdr w/ Fast Internet! -
5 beds
Apr 1 – 6
4.9 out of 5 average rating, 39 reviews
Guest favorite
Cottage in Monterey
Beaver Lodge
3 queen beds
Apr 12 – 17
5.0 out of 5 average rating, 33 reviews
Cabin in Monterey
Secluded cabin with babbling brook
3 beds
Apr 8 – 13
4.86 out of 5 average rating, 195 reviews
Guest favorite
Home in Monterey
*Spring Discount* Hilltop Getaway w Magic View!
6 beds
Apr 1 – 6
4.88 out of 5 average rating, 93 reviews
Cabin in Monterey
Woodfall by AvantStay | Tons of Outdoor Space
8 beds
Apr 7 – 12
4.77 out of 5 average rating, 31 reviews
Guest favorite
Chalet in Monterey
Cozy French Country chalet
5 beds
Apr 1 – 6
4.97 out of 5 average rating, 72 reviews
Guest favorite
Cabin in Monterey
Amazing Berkshire Mountains Cabin
4 beds
Apr 1 – 6
4.95 out of 5 average rating, 248 reviews
Guest favorite
Home in Monterey
Hillside House, the Berkshires
8 beds
Apr 1 – 6
5.0 out of 5 average rating, 19 reviews
Guest favorite
Apartment in Monterey
Berkshire apt w/ high speed internet near the lake
2 beds
Apr 17 – 22
5.0 out of 5 average rating, 18 reviews
Guest favorite
Cottage in Monterey
Historic Berkshires Cottage with a View
3 beds
May 1 – 6
5.0 out of 5 average rating, 18 reviews
Guest favorite
Home in Monterey
Hupi House - A Peaceful, Wooded, Lakeside Retreat
7 beds
Apr 1 – 6
4.95 out of 5 average rating, 20 reviews
Home in Monterey
The Berkshires Basecamp
7 beds
Apr 1 – 6
New place to stay
Guest favorite
Home in Monterey
Monterey Retreat "The Workshop"
5 beds
Apr 4 – 9
5.0 out of 5 average rating, 24 reviews
Guest favorite
Home in Great Barrington
Jaw dropping mountain & lake views
4 beds
Apr 14 – 19
4.96 out of 5 average rating, 209 reviews