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Search results; 974 places

Superhost
Cabin in Copake Falls
Sunset; private swimming-pool!(North Mtn Cottages)
5-min drive
18–23 Apr
4.92 out of 5 average rating, 83 reviews
Guest favourite
Barn in Hillsdale
Hudson Valley Hilltop Barn
15-min drive
23–28 Apr
4.97 out of 5 average rating, 116 reviews
Superhost
Home in Egremont
Catamount House w. Pool/Hot Tub
13-min drive
6–11 May
New place to stay
Superhost
Home in Egremont
Private Estate, Heated Year Round Outdoor Pool
25-min drive
19–24 Apr
4.87 out of 5 average rating, 38 reviews
Guest favourite
Guest suite in Great Barrington
Sweet 1-bedroom with salt water pool
30-min drive
6–11 May
5.0 out of 5 average rating, 42 reviews
Guest favourite
Cabin in Craryville
The Copake Cabin - A rustic-modern retreat.
16-min drive
19–24 Apr
5.0 out of 5 average rating, 58 reviews
Home in Copake
Copake Lake View House
17-min drive
22–27 Apr
Guest favourite
Flat in Great Barrington
King Bed | Stylish | Wi-Fi | *2m Ski Resort*
27-min drive
21–26 Apr
5.0 out of 5 average rating, 14 reviews
Guest favourite
Cabin in Red Hook
Modern Upstate Cabin, near Rhinebeck NY
34-min drive
21–26 Apr
4.96 out of 5 average rating, 305 reviews
Guest favourite
Guest house in Great Barrington
Barn Guesthouse w/ pool
34-min drive
12–17 May
4.89 out of 5 average rating, 55 reviews
Guest favourite
Flat in Great Barrington
King Bed|Wi-Fi|2m Ski Resort
27-min drive
19–24 Apr
4.93 out of 5 average rating, 14 reviews
Guest favourite
Guest house in Cornwall
Charming Guest Cottage with Private Pool
1 bed
8–13 May
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Great Barrington
Newly Remodeled Private Estate-Pool, Tennis Court!
21-min drive
29 Apr – 4 May
4.97 out of 5 average rating, 33 reviews
Guest favourite
Home in Egremont
Indoor Pool, Sauna, Hot Tub, Billiards, Sleeps 10+
20-min drive
24–29 Apr
4.97 out of 5 average rating, 33 reviews
Home in Hudson
Private Pool | Fire-pit | 5 Beds
30-min drive
22–27 Apr
New place to stay
Home in Great Barrington
Historic house with pool 4 bedrooms and 3 bathroom
31-min drive
29 Apr – 4 May
New place to stay
Guest favourite
Bungalow in Great Barrington
Idyllic Berkshires Getaway
26-min drive
20–25 Apr
4.91 out of 5 average rating, 109 reviews
Guest favourite
Guest house in Lenox
Modern Barn with Loft at House on Golden Hill
52-min drive
12–17 May
4.93 out of 5 average rating, 121 reviews