Holiday rentals near Housatonic River Walk
We found 922 holiday rentals — enter your dates for availability
Choose the perfect holiday home within easy reach of Housatonic River Walk. Holiday rentals offer the best amenities for your family, friends or furry companion, such as parking and a hot tub. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Housatonic River Walk
Showing deals for:8 Aug - 15 Aug
Image gallery for Modern, private, spacious vacation home, deck, mountain views, 5 mi to Catamount
1010 out of 10 rating
Exceptional
(10 reviews)
Modern, private, spacious vacation home, deck, mountain views, 5 mi to Catamount
Hillsdale, NY
8% off
Price is NZ$9,085
NZ$9,085
NZ$1,298 per night
includes taxes & fees
Image gallery for The Pinetop Cabin | Modern ∙ Surrounded by Trees ∙ Sustainably-built
1010 out of 10 rating
Exceptional
(18 reviews)
The Pinetop Cabin | Modern ∙ Surrounded by Trees ∙ Sustainably-built
Chatham, NY
8% off
Price is NZ$4,949
NZ$4,949
NZ$707 per night
includes taxes & fees
Image gallery for Views of Catamount! Tanglewood, Skiing, Bash Bish Falls, Barn At Liberty Farms!
1010 out of 10 rating
Exceptional
(43 reviews)
Views of Catamount! Tanglewood, Skiing, Bash Bish Falls, Barn At Liberty Farms!
Hillsdale, NY
8% off
Price is NZ$13,458
NZ$13,458
NZ$1,923 per night
includes taxes & fees
Image gallery for Salisbury Cottage Retreat
1010 out of 10 rating
Exceptional
(9 reviews)
Salisbury Cottage Retreat
Salisbury, CT
16% off
Price is NZ$3,107
NZ$3,107
NZ$444 per night
includes taxes & fees
Image gallery for Two Rooms with En-Suite in Quiet Woodland
1010 out of 10 rating
Exceptional
(30 reviews)
Two Rooms with En-Suite in Quiet Woodland
Hillsdale, NY
8% off
Price is NZ$3,019
NZ$3,019
NZ$431 per night
includes taxes & fees
Image gallery for Copake Lake home near cultural attractions Of The Berkshires
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Copake Lake home near cultural attractions Of The Berkshires
Hillsdale, NY
8% off
Price is NZ$3,916
NZ$3,916
NZ$559 per night
includes taxes & fees
Image gallery for Captivating Artisan Built Home With Spectacular Water Views
1010 out of 10 rating
Exceptional
(109 reviews)
Captivating Artisan Built Home With Spectacular Water Views
Falls Village, CT
8% off
Price is NZ$3,139
NZ$3,139
NZ$448 per night
includes taxes & fees
Image gallery for Charming Cottage w/ Sauna, close to hiking trails, ski lodges & Great Barrington
1010 out of 10 rating
Exceptional
(7 reviews)
Charming Cottage w/ Sauna, close to hiking trails, ski lodges & Great Barrington
South Egremont, MA
8% off
Price is NZ$4,204
NZ$4,204
NZ$601 per night
includes taxes & fees
Image gallery for Pristine Home In Becket Woods
1010 out of 10 rating
Exceptional
(14 reviews)
Pristine Home In Becket Woods
Becket, Massachusetts
14% off
Price is NZ$4,705
NZ$4,705
NZ$672 per night
includes taxes & fees
Image gallery for A Fun Farmhouse Near Ski Butternut
1010 out of 10 rating
Exceptional
(37 reviews)
A Fun Farmhouse Near Ski Butternut
Great Barrington, MA
8% off
Price is NZ$7,538
NZ$7,538
NZ$1,077 per night
includes taxes & fees
Image gallery for Ski Catamount/Butternut, hike,shop Warren St. Minutes from Hudson and the Berks!
1010 out of 10 rating
Exceptional
(31 reviews)
Ski Catamount/Butternut, hike,shop Warren St. Minutes from Hudson and the Berks!
Hudson, NY
8% off
Price is NZ$9,239
NZ$9,239
NZ$1,320 per night
includes taxes & fees
Image gallery for Berkshire Lake at the Pillow, and EV!
9.49.4 out of 10 rating
Exceptional
(15 reviews)
Berkshire Lake at the Pillow, and EV!
Lee, MA
8% off
Price is NZ$5,217
NZ$5,217
NZ$745 per night
includes taxes & fees
Image gallery for Cozy Cabin in the Berkshires
1010 out of 10 rating
Exceptional
(16 reviews)
Cozy Cabin in the Berkshires
Sandisfield, MA
12% off
Price is NZ$3,167
NZ$3,167
NZ$452 per night
includes taxes & fees
Image gallery for Hudson valley and The Berkshires Cottage
1010 out of 10 rating
Exceptional
(5 reviews)
Hudson valley and The Berkshires Cottage
Hillsdale, NY
8% off
Price is NZ$2,528
NZ$2,528
NZ$361 per night
includes taxes & fees
Image gallery for Guesthouse Cabin vacation rentals in Berkshire County
1010 out of 10 rating
Exceptional
(6 reviews)
Guesthouse Cabin vacation rentals in Berkshire County
Sheffield, MA
8% off
Price is NZ$8,672
NZ$8,672
NZ$1,239 per night
includes taxes & fees
Image gallery for Quiet Cabin On Over 12 Acres Of Woods!
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Quiet Cabin On Over 12 Acres Of Woods!
Becket, Massachusetts
15% off
Price is NZ$4,330
NZ$4,330
NZ$619 per night
includes taxes & fees
Image gallery for Taconic Hideaway – Fireplace, Fire Pit & Swimming
1010 out of 10 rating
Exceptional
(5 reviews)
Taconic Hideaway – Fireplace, Fire Pit & Swimming
Copake, NY
12% off
Price is NZ$4,492
NZ$4,492
NZ$642 per night
includes taxes & fees
Image gallery for Hudson Valley Chalet
9.29.2 out of 10 rating
Wonderful
(7 reviews)
Hudson Valley Chalet
East Chatham, NY
25% off
Price is NZ$7,882
NZ$7,882
NZ$1,126 per night
includes taxes & fees
Image gallery for Perfect Vacation Get Away - Historical New Marlborough
9.49.4 out of 10 rating
Exceptional
(54 reviews)
Perfect Vacation Get Away - Historical New Marlborough
Great Barrington, MA
12% off
Price is NZ$2,438
NZ$2,438
NZ$348 per night
includes taxes & fees
Image gallery for Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT
1010 out of 10 rating
Exceptional
(11 reviews)
Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT
South Egremont, MA
8% off
Price is NZ$5,265
NZ$5,265
NZ$752 per night
includes taxes & fees
Image gallery for Berkshire Rural Retreat
1010 out of 10 rating
Exceptional
(21 reviews)
Berkshire Rural Retreat
Canaan, NY
8% off
Price is NZ$5,759
NZ$5,759
NZ$823 per night
includes taxes & fees
Image gallery for Beautifully Restored, Secluded Farmhouse
1010 out of 10 rating
Exceptional
(23 reviews)
Beautifully Restored, Secluded Farmhouse
Hillsdale, NY
7% off
Price is NZ$6,512
NZ$6,512
NZ$930 per night
includes taxes & fees
Image gallery for Cozy Cabin on Lake Mahkeenac
8.88.8 out of 10 rating
Excellent
(10 reviews)
Cozy Cabin on Lake Mahkeenac
West Stockbridge, MA
8% off
Price is NZ$4,141
NZ$4,141
NZ$592 per night
includes taxes & fees
Image gallery for Catamount, Zip Line, Private Setting, Book Now!
1010 out of 10 rating
Exceptional
(6 reviews)
Catamount, Zip Line, Private Setting, Book Now!
Great Barrington, Massachusetts
7% off
Price is NZ$8,727
NZ$8,727
NZ$1,247 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Housatonic River Walk
1800s Carriage house in Berkshires / Hudson Valley
Sleeps 5 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
NEW RENO - Chalet-style farm loft near Tanglewood
Sleeps 5 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
NEW RENO - Historic Loft w/views of the Berkshires
Sleeps 5 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Hudson valley and The Berkshires Cottage
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
WINTER/SUMMER - ON 5 ACRES, PRIVATE LAKE GARFIELD DOCK, 5 MILES FROM BUTTERNUT
Sleeps 12 · 4 bedrooms · 2+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
17 reviews(17 reviews)
1789 Shaker Farmhouse in Berkshires/Hudson Valley
Sleeps 11 · 6 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
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More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value