Holiday rentals in Monterey
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Top-rated holiday rentals in Monterey
Guests agree: these stays are highly rated for location, cleanliness and more.
Home in Lee
4.89 out of 5 average rating, 234 reviewsCozy Berkshires Cottage
Stay in a cozy Berkshires 1920's cottage! The bedroom occupies the entire second floor with peaceful views of the surrounding field and yard. The cottage is set back from the main road, easily accessible yet private. - Zoned air conditioning & heating makes every room comfortable year-round. - Close to Tanglewood, Jacob's Pillow, Outlet Mall, Kripalu, Turnpike. - Ideal for couples, solo adventurers, business travelers, and furry friends (pets). (Note: MA requires 11.7% tax added to charges)
13–20 Sep
Chalet in Otis
4.94 out of 5 average rating, 346 reviewsMid-Century Glass Octagon in the Berkshires
This architectural gem with wrap-around glass windows welcomes guests with its uniquely-designed, informal interior set on 7 private woodland acres. Cozy up around the wood-burning fireplace with floor to ceiling windows as a backdrop, or sit on the expansive deck around the firepit gazing at the stars. Use as a home base for the wonderful cultural and outdoor activities in the area, or enjoy nature in luxury without ever leaving home. *Book midweek for discounted rates IG@midcenturyoctagon
13–20 Jun
Flat in Copake Falls
4.93 out of 5 average rating, 250 reviewsModern Copake Falls Getaway - 8 Mins to Catamount
Hudson Valley/Berkshires vacation rental! Located on a 13 acre former horse farm, full size apt (private entrance) features all new everything and sits in the Taconic Mtns. Has a separate bedroom, new bathroom, kitchenette with Nespresso Coffee Maker, dining and living room with a fireplace and a private bathroom. Property has a pond, stream, 360 views. Relax on property or adventure out. 8 min from Catamount, 7 min from Bash Bish Falls, tons to do locally! 7 min walk to nearest hiking trail!
13–20 Sep
Holiday rentals for every style
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Popular amenities for Monterey holiday rentals
Other great holiday rentals in Monterey
Flat in Sheffield
5.0 out of 5 average rating, 318 reviewsHideaway with Spectacular Berkshire Views
22–29 Nov
Flat in Sheffield
4.92 out of 5 average rating, 120 reviewsPrivate Berkshire Barn Apartment
13–20 May
Guest suite in South Lee
4.92 out of 5 average rating, 189 reviewsSunny Riverside Apartment
28 May – 4 Jun
Cottage in Great Barrington
4.98 out of 5 average rating, 124 reviewsNewly built cottage on working farm
8–15 Nov
Home in Lee
5.0 out of 5 average rating, 225 reviewsBerkshire Mountain retreat with Urban eco-luxuries
18–25 Mar
Loft in Great Barrington
4.99 out of 5 average rating, 296 reviewsThe Old Red Barn
29 Apr – 6 May
Guest house in Stockbridge
4.96 out of 5 average rating, 173 reviewsModern studio with views of the treetops
3–10 Sep
Cottage in Hillsdale
4.94 out of 5 average rating, 171 reviewsCozy Cottage Catamount, Berkshires Walk to Brewery
26 Dec – 2 Jan
Holiday home in Great Barrington
4.94 out of 5 average rating, 131 reviewsHome in Great Barrington. Steps from downtown!
12–19 Dec
Cottage in Monterey
5.0 out of 5 average rating, 33 reviewsBeaver Lodge
10–17 Dec
Home in Monterey
4.88 out of 5 average rating, 93 reviews*Spring Discount* Hilltop Getaway w Magic View!
2–9 Apr
Home in Monterey
4.9 out of 5 average rating, 39 reviews- Lake Front 4 Bdr w/ Fast Internet! -
12–19 Sep
Quick stats about holiday rentals in Monterey
Total rentals | 70 properties |
---|---|
Rentals with dedicated workspaces | 40 properties have a dedicated workspace |
Pet-friendly rentals | 30 properties allow pets |
Family-friendly rentals | 60 properties are a good fit for families |
Total number of reviews | 2.5T reviews |
Nightly prices starting at | ₹1,668 before taxes and fees |
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