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Search results; Over 1,000 places

Superhost
Home in Egremont
Catamount House w. Pool/Hot Tub
1-min drive
May 1 – 6
New place to stay
Guest favourite
Apartment in Copake Falls
Modern Copake Falls Getaway - 8 Mins to Catamount
7-min drive
Apr. 14 – 19
4.93 out of 5 average rating, 250 reviews
Guest favourite
Home in Egremont
A sunny, quiet chalet beautifully decorated.
1-min drive
Apr. 1 – 6
4.97 out of 5 average rating, 112 reviews
Superhost
Home in Hillsdale
Views, sauna & playroom 5 mins to skiing - no fees
5-min drive
Apr. 1 – 6
4.82 out of 5 average rating, 148 reviews
Guest favourite
Home in Egremont
Luxury Berkshires Home, 2 Min to Catamount
2-min drive
Apr. 7 – 12
5.0 out of 5 average rating, 24 reviews
Guest favourite
Cottage in Great Barrington
Newly built cottage on working farm
5-min drive
Apr. 1 – 6
4.98 out of 5 average rating, 124 reviews
Guest favourite
Barn in Great Barrington
Serene Renovated Barn w/ Firepit
12-min drive
Apr. 1 – 6
5.0 out of 5 average rating, 45 reviews
Guest favourite
Apartment in Hillsdale
Sweet Apt by Berkshires Catamount Walk to Brewery
6-min drive
Apr. 1 – 6
4.96 out of 5 average rating, 72 reviews
Guest favourite
Guest suite in Hillsdale
Overnight at Althouse-Higgins
5-min drive
Apr. 1 – 6
4.98 out of 5 average rating, 111 reviews
Guest favourite
Home in Egremont
Modern Farm House 5 minutes from Great Barrington
7-min drive
Apr. 6 – 11
4.93 out of 5 average rating, 254 reviews
Guest favourite
Home in Hillsdale
Fenced yard & playroom, 9 mins to skiing - $0 fees
12-min drive
Apr. 1 – 6
4.93 out of 5 average rating, 86 reviews
Home in Hillsdale
Modern Luxury Estate w/guesthouse, 45 scenic acres
6-min drive
Apr. 10 – 15
New place to stay
Superhost
Home in Hillsdale
Perfect House In Hillsdale, Brings Friends & Fam
4-min drive
Apr. 1 – 6
Guest favourite
Home in Hillsdale
Sun-drenched cottage surrounded by farmland.
5-min drive
Apr. 2 – 7
4.92 out of 5 average rating, 61 reviews
Guest favourite
Home in Egremont
The Berkshires Mountain Terrace LUX Home Sleeps 7
5-min drive
Apr. 15 – 20
4.96 out of 5 average rating, 102 reviews
Guest favourite
Cottage in Copake
Modern Mid-Century Cottage - Close to ski resorts!
16-min drive
Apr. 8 – 13
4.89 out of 5 average rating, 53 reviews
Guest favourite
Home in Great Barrington
The Hideaway: Berkshire Home - village of Egremont
6-min drive
Apr. 1 – 6
4.95 out of 5 average rating, 114 reviews
Home in Hillsdale
Modern Lux Estate+swimming pond on 45 scenic acres
6-min drive
Apr. 10 – 15
New place to stay