House holiday rentals in West Stockbridge
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Top-rated house rentals in West Stockbridge
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in West Stockbridge
House rentals with a pool
Home in Ghent
4.87 out of 5 average rating, 270 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
4–11 Dec
Home in Hudson
4.93 out of 5 average rating, 227 reviewsCasa Luna Country Retreat with Pool, Hudson, NY
13–20 Sep
Home in Woodstock
4.98 out of 5 average rating, 100 reviewsWoodstock Historic Artist Estate- The Museum House
15–22 Jan
Home in New Paltz
4.98 out of 5 average rating, 436 reviewsmidcentury modern in ground pool walk 2 trail/town
6–13 Sep
Home in Saugerties
5.0 out of 5 average rating, 132 reviewsUpstate Modern Scandinavian Barn in the Catskills
31 Oct – 7 Nov
Home in Kerhonkson
4.89 out of 5 average rating, 139 reviewsScandinavian lux retreat, views & pool
13–20 Jun
Home in Kerhonkson
4.94 out of 5 average rating, 325 reviewsCountry House: Rustic Charm With Modern Feel
8–15 Sep
Home in Litchfield
4.93 out of 5 average rating, 163 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
12–19 Sep
Weekly house rentals
Home in Dalton
4.88 out of 5 average rating, 114 reviewsThe Yellow House
2–9 Dec
Home in Egremont
4.93 out of 5 average rating, 256 reviewsModern Farm House 5 minutes from Great Barrington
6–13 Apr
Home in Chatham
4.88 out of 5 average rating, 137 reviewsCountry house on Indian Creek
13–20 Nov
Home in Ghent
4.9 out of 5 average rating, 258 reviewsRenovated guesthouse on 52 acres!
1–8 Sep
Home in Lenox
4.96 out of 5 average rating, 170 reviewsLenox - Walk to Town - Berkshire Home
25 Sep – 2 Oct
Home in Ghent
4.98 out of 5 average rating, 106 reviewsStylish Hawthorne Valley Farmhouse Retreat
26 Nov – 3 Dec
Home in Egremont
4.97 out of 5 average rating, 112 reviewsA sunny, quiet chalet beautifully decorated.
14–21 Mar
Home in Lee
5.0 out of 5 average rating, 35 reviewsGreenHouse
1–8 Sep
Private house rentals
Home in Becket
4.94 out of 5 average rating, 36 reviewsNerd Preservation Sanctuary
12–19 Jun
Home in Canaan
4.96 out of 5 average rating, 26 reviewsCrossings Cottage
15–22 Dec
Home in West Stockbridge
5.0 out of 5 average rating, 54 reviewsHeart of the Berkshires - Bright, Cozy, Near Lake
31 May – 7 Jun
Home in West Stockbridge
4.97 out of 5 average rating, 31 reviewsWest Stockbridge MA gem, in town and facing lake
2–9 Jun
Home in West Stockbridge
4.9 out of 5 average rating, 42 reviewsWest Stockbridge Sanctuary by Evergreen Home
9–16 Oct
Home in Chatham
4.98 out of 5 average rating, 97 reviewsHilltop studio apartment on 100 acres near village
19–26 May
Home in West Stockbridge
4.98 out of 5 average rating, 57 reviewsBerkshires-Enjoy The Peak, private home
9–16 Sep
Home in Great Barrington
5.0 out of 5 average rating, 18 reviewsNewly remodeled home with all the modern amenities
14–21 Sep
Quick stats about house rentals in West Stockbridge
Total rentals
40 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
1.5K reviews
Nightly prices starting at
$95 SGD before taxes and fees
Destinations to explore
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- Rentals with a washing machine and dryer West Stockbridge
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