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98 Houses
Responds fast! avg. 2 hours 35 minutes
Price per night from
$290
Cozy & Modern Home -mins from Tanglewood & Kripalu
West Stockbridge apartment
2 bedrooms / 1 bathroom / sleeps 6
Responds fast! avg. 2 hours 34 minutes
Price per night from
$115
“Quaint Getaway” We were 2 families with 5 kids staying for the weekend. We had plenty of space to spread out, cook & dine together and lots of bedroom options to meet everyone's needs. The house had a lot of antique charm like exposed beams in the living room and paneled walls in the dining room. We were there on a rainy, cold weekend, so did not have an opportunity to enjoy the grounds or porch, but imagine it would be lovely in the warmer weather. Elaine (and her shop) were on the same grounds and she was available for questions about the area. Overall a very relaxing & convenient experience.
Price per night from
$298
Price per night from
$261
NEW! Cozy Berkshires Cabin - Walk to Beach & Lake!
West Stockbridge cottage
3 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 14 minutes
Price per night from
$335
Great rentals within 20 miles that match your search
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$3,240
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$778
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$298
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$233
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$818
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$173
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$1,299
Stunning New Construction All SeasonLakefront Home
Valatie house
3 bedrooms / 3 bathrooms / sleeps 5
“Fantastic House -- Lake, Poor” Yes, the house is wonderful. Beautiful views abound, it's well stocked with everything you'd want, and extremely clean. A five-star place. That said, the lake's dreadful, in our opinion. It's murky-black. We did go swimming in it, however, but it's so murky you can't see your thighs in the water, much less the bottom. Our twenty-something son wanted to swim across it, and I kept thinking, if he goes under you'd never see him. As it was, he did swim across and we followed in a row boat. We would definitely return were it not for the lake.
Price per night from
$306
Total Privacy! Tanglewood Retreat With Berkshire Views!
Hillsdale house
5 bedrooms / 5 bathrooms / sleeps 14
Price per night from
$1,235
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$182
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$206
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$159
7 night Christmas week Wyndham Bentley Brook 2 bdr condo Slopeside
Hancock condo
2 bedrooms / 2 bathrooms / sleeps 8
Price per night from
$245
Price per night from
$916
Responds fast! avg. 1 hour 16 minutes
Price per night from
$605
Lake House w/ Deck & Views, Mins to Jiminy Peak!
Lanesboro cottage
3 bedrooms / 2 bathrooms / sleeps 10
Responds fast! avg. 1 hour 49 minutes
Price per night from
$438
Responds fast! avg. 2 hours 22 minutes
Price per night from
$444
Berkshire Blueberry Lodge LLC - Near Jiminy Peak
Stephentown lodge
4 bedrooms / 2 bathrooms / sleeps 10
Price per night from
$433
Price per night from
$150
Responds fast! avg. 39 minutes
Price per night from
$259
Price per night from
$572
“Home Away from Home ~ A great place to gather11” Had family coming from New York, Massachusetts and Connecticut to celebrate my birthday ~ hotels, motels are expensive, and they're not home. This house offered a great place to convene ~ outdoor gas grill, eating on the deck, well stocked kitchen and cozy living room. Spacious, comfortable with a lovely master bedroom with private bath. All bedrooms are located somewhat away from the living room which is nice. Walked to the lake with paddles and canoed with my son; got great coffee at the nearby General Store. Michael is wonderful to rent from and very accommodating.
Responds fast! avg. 6 minutes
Price per night from
$217
Price per night from
$847
Newly Renovated Colonial on the River! Sleeps 5-6
Stockbridge house
3 bedrooms / 2 bathrooms / sleeps 5
Price per night from
$319
Responds fast! avg. 2 hours 22 minutes
Price per night from
$511
Price per night from
$314
Responds fast! avg. 3 hours 28 minutes
Price per night from
$167
Viewing 38 of 98
rentals in West Stockbridge
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