Search results; 590 homes

Home in Copake
Lxry Est. HeatedPool+Hottb+Views
40 min drive
Aug 1 – 6
R131,001 ZAR for 5 nights
New place to stay
Top guest favorite
Farm stay in Canaan
A luxurious farm hideaway in the treetops
50 min drive
Sep 1 – 6
R25,335 ZAR for 5 nights
4.97 out of 5 average rating, 93 reviews
Top guest favorite
Home in Salisbury
The Salisbury Hill House
4 beds
Sep 22 – 27
R52,184 ZAR for 5 nights
5.0 out of 5 average rating, 8 reviews
Top guest favorite
Guesthouse in Cornwall
Charming Guest Cottage with Private Pool & Hot Tub
1 queen bed
Sep 21 – 26
R38,110 ZAR for 5 nights
5.0 out of 5 average rating, 46 reviews
Top guest favorite
Barn in Pine Plains
Lovely 1 bd apt barn horse farm
60 min drive
Aug 6 – 11
R19,272 ZAR for 5 nights
5.0 out of 5 average rating, 7 reviews
Guest favorite
Guesthouse in Lenox
The Coach House | Modern 2BR Loft + Views & Pool
3 beds
Nov 3 – 8
R12,126 ZAR for 5 nights, originally R24,623 ZAR
4.9 out of 5 average rating, 260 reviews
Top guest favorite
Guest suite in Salisbury
The Salisbury Sanctuary
40 min drive
Aug 3 – 8
R37,893 ZAR for 5 nights
5.0 out of 5 average rating, 67 reviews
Cabin in Sheffield
The Brook House at Race Brook Lodge
40 min drive
Aug 9 – 14
R20,722 ZAR for 5 nights
4.78 out of 5 average rating, 74 reviews
Guest favorite
Cottage in Chatham
Charming cottage w/ pool, privacy & garden views
3 beds
Sep 8 – 13
R19,329 ZAR for 5 nights, originally R32,154 ZAR
4.78 out of 5 average rating, 54 reviews
Guest favorite
Home in Town of Hillsdale
Hilltop: Panoramic Views w/ Pool near Catamount
60 min drive
Aug 31 – Sep 5
R62,253 ZAR for 5 nights, originally R66,734 ZAR
4.91 out of 5 average rating, 33 reviews
Barn in Sharon
Black Barn
50 min drive
Sep 1 – 6
R40,492 ZAR for 5 nights
5.0 out of 5 average rating, 3 reviews
Guest favorite
Home in Town of Hillsdale
Hillsdale Escape | Pool, Hot Tub, Game Room
50 min drive
Sep 14 – 19
R48,972 ZAR for 5 nights, originally R59,333 ZAR
4.96 out of 5 average rating, 23 reviews
Home in Ghent
Heated Saltwater Pool & Deck | Modern Luxury Gem
4 beds
Aug 15 – 20
R51,786 ZAR for 5 nights, originally R59,590 ZAR
5.0 out of 5 average rating, 4 reviews
Top guest favorite
Cabin in Clinton Corners
Pinefeather Lodge
11 beds
Aug 24 – 29
R150,502 ZAR for 5 nights
5.0 out of 5 average rating, 9 reviews
Top guest favorite
Cabin in Red Hook
Modern Upstate Cabin, near Rhinebeck NY
2 queen beds
Sep 14 – 19
R51,968 ZAR for 5 nights
4.96 out of 5 average rating, 360 reviews
Top guest favorite
Home in Great Barrington
Stunning luxury home with pool
60 min drive
Sep 3 – 8
R87,695 ZAR for 5 nights
4.99 out of 5 average rating, 75 reviews
Home in Great Barrington
Lovely home with heated pool on secluded hillside.
3 beds
Aug 11 – 16
R70,373 ZAR for 5 nights
4.85 out of 5 average rating, 20 reviews
Guest favorite
Home in Sharon
3 Bed/2.5 Bath with Indoor Pool
50 min drive
Aug 17 – 22
R49,802 ZAR for 5 nights
5.0 out of 5 average rating, 12 reviews