Holiday rentals near Housatonic River Walk
We found 927 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:26 Sept - 3 Oct
Image gallery for Converted Berkshire schoolhouse on a quiet river
1010 out of 10 rating
Exceptional
(32 reviews)
Converted Berkshire schoolhouse on a quiet river
Great Barrington, MA
8% off
Price is NZ$3,659
NZ$3,659
NZ$523 per night
includes taxes & fees
Image gallery for Newly renovated charming home , Brand new chefs kitchen very comfortable home .
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Newly renovated charming home , Brand new chefs kitchen very comfortable home .
Lakeville, CT
12% off
Price is NZ$4,815
NZ$4,815
NZ$688 per night
includes taxes & fees
Image gallery for Cozy Cottage on the Lake
9.49.4 out of 10 rating
Exceptional
(26 reviews)
Cozy Cottage on the Lake
Otis, MA
7% off
Price is NZ$3,091
NZ$3,091
NZ$442 per night
includes taxes & fees
Image gallery for Wildlife Retreat in the Forest
9.69.6 out of 10 rating
Exceptional
(9 reviews)
Wildlife Retreat in the Forest
Becket, MA
8% off
Price is NZ$6,880
NZ$6,880
NZ$983 per night
includes taxes & fees
Image gallery for Tranquil 3-BR Waterfront Retreat
1010 out of 10 rating
Exceptional
(13 reviews)
Tranquil 3-BR Waterfront Retreat
Becket, MA
8% off
Price is NZ$5,685
NZ$5,685
NZ$812 per night
includes taxes & fees
Image gallery for Spacious, Modern House 5 Bedrooms, 2.5 Bathrooms, Sleep 12 on small horse farm.
1010 out of 10 rating
Exceptional
(63 reviews)
Spacious, Modern House 5 Bedrooms, 2.5 Bathrooms, Sleep 12 on small horse farm.
Great Barrington, MA
8% off
Price is NZ$8,551
NZ$8,551
NZ$1,222 per night
includes taxes & fees
Image gallery for Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
9.89.8 out of 10 rating
Exceptional
(12 reviews)
Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
Great Barrington, MA
6% off
Price is NZ$8,127
NZ$8,127
NZ$1,161 per night
includes taxes & fees
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$8,898
NZ$8,898
NZ$1,271 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$4,945
NZ$4,945
NZ$706 per night
includes taxes & fees
Image gallery for Custom Home In Scenic Wooded Area near small lake, Sleeps up to 16
1010 out of 10 rating
Exceptional
(112 reviews)
Custom Home In Scenic Wooded Area near small lake, Sleeps up to 16
Otis, MA
12% off
Price is NZ$8,071
NZ$8,071
NZ$1,153 per night
includes taxes & fees
Image gallery for Cozy Log Cabin Retreat with Pool on 4 Acres
9.69.6 out of 10 rating
Exceptional
(8 reviews)
Cozy Log Cabin Retreat with Pool on 4 Acres
Canaan, CT
7% off
Price is NZ$4,128
NZ$4,128
NZ$590 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$3,156
NZ$3,156
NZ$451 per night
includes taxes & fees
Image gallery for Gorgeous Sheffield Home in Heart of Berkshires
1010 out of 10 rating
Exceptional
(50 reviews)
Gorgeous Sheffield Home in Heart of Berkshires
Sheffield, MA
8% off
Price is NZ$9,153
NZ$9,153
NZ$1,308 per night
includes taxes & fees
Image gallery for Stay at Beaver Lodge!
1010 out of 10 rating
Exceptional
(29 reviews)
Stay at Beaver Lodge!
Monterey, MA
8% off
Price is NZ$2,343
NZ$2,343
NZ$335 per night
includes taxes & fees
Image gallery for The Pinetop Cabin | Modern ∙ Surrounded by Trees ∙ Sustainably-built
1010 out of 10 rating
Exceptional
(20 reviews)
The Pinetop Cabin | Modern ∙ Surrounded by Trees ∙ Sustainably-built
Chatham, NY
8% off
Price is NZ$4,932
NZ$4,932
NZ$705 per night
includes taxes & fees
Image gallery for Ashintully Cottage in spectacular setting
1010 out of 10 rating
Exceptional
(33 reviews)
Ashintully Cottage in spectacular setting
Lee, MA
17% off
Price is NZ$4,128
NZ$4,128
NZ$590 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$13,412
NZ$13,412
NZ$1,916 per night
includes taxes & fees
Image gallery for Stunning Lake Views & Privacy Only Mins. to Downtown Lenox, Stockbridge, Lee.
1010 out of 10 rating
Exceptional
(22 reviews)
Stunning Lake Views & Privacy Only Mins. to Downtown Lenox, Stockbridge, Lee.
Lee, MA
12% off
Price is NZ$8,228
NZ$8,228
NZ$1,175 per night
includes taxes & fees
Image gallery for Salisbury Cottage Retreat
1010 out of 10 rating
Exceptional
(13 reviews)
Salisbury Cottage Retreat
Salisbury, CT
16% off
Price is NZ$3,097
NZ$3,097
NZ$442 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$3,009
NZ$3,009
NZ$430 per night
includes taxes & fees
Image gallery for Secluded Family Home in Serene Stockbridge Woods
1010 out of 10 rating
Exceptional
(21 reviews)
Secluded Family Home in Serene Stockbridge Woods
South Lee, MA
8% off
Price is NZ$6,731
NZ$6,731
NZ$962 per night
includes taxes & fees
Image gallery for Spacious Berkshire Summer Rental, Private Dock on Lake 3 BR/2b
9.69.6 out of 10 rating
Exceptional
(97 reviews)
Spacious Berkshire Summer Rental, Private Dock on Lake 3 BR/2b
Richmond, MA
8% off
Price is NZ$3,823
NZ$3,823
NZ$546 per night
includes taxes & fees
Image gallery for Near Hudson - Gorgeous Sunsets + Catskill Mountain Views
1010 out of 10 rating
Exceptional
(5 reviews)
Near Hudson - Gorgeous Sunsets + Catskill Mountain Views
Ancram, NY
8% off
Price is NZ$4,342
NZ$4,342
NZ$620 per night
includes taxes & fees
Image gallery for General Williams Estate House Lenox/Stockbridge
9.89.8 out of 10 rating
Exceptional
(110 reviews)
General Williams Estate House Lenox/Stockbridge
Stockbridge, MA
8% off
Price is NZ$16,101
NZ$16,101
NZ$2,300 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Housatonic River Walk
Summer Lake Cottage, private beach, Berkshire Hills, small village
Sleeps 18 · 5 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
78 reviews(78 reviews)
Becket Home w/ 3-Season Porch: Walk to Lake Access
Sleeps 7 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Lakeside Estate: 2 Homes For Family Gatherings
Sleeps 18 · 8 bedrooms · 5 bathrooms
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
4 reviews(4 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
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