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 Hudson
4.93 out of 5 average rating, 227 reviewsCasa Luna Country Retreat with Pool, Hudson, NY
13–20 Sep
Home in Ghent
4.87 out of 5 average rating, 271 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
1–8 Jan
Home in Woodstock
4.98 out of 5 average rating, 101 reviewsWoodstock Historic Artist Estate- The Museum House
20–27 Jan
Home in New Paltz
4.98 out of 5 average rating, 437 reviewsmidcentury modern in ground pool walk 2 trail/town
30 May – 6 Jun
Home in Pine Plains
4.95 out of 5 average rating, 131 reviewsStylish, Secluded Getaway with Pool & Fireplace
25 Sep – 2 Oct
Home in Saugerties
5.0 out of 5 average rating, 132 reviewsUpstate Modern Scandinavian Barn in the Catskills
17–24 Sep
Home in Catskill
4.93 out of 5 average rating, 164 reviewsThe Grandview | Catskill, NY
24 Jun – 1 Jul
Home in Cottekill
4.95 out of 5 average rating, 242 reviewsPeace & Privacy - High Falls (hot tub & salt pool)
20–27 Dec
Weekly house rentals
Home in Ghent
4.98 out of 5 average rating, 107 reviewsStylish Hawthorne Valley Farmhouse Retreat
14–21 Dec
Home in Lenox
4.96 out of 5 average rating, 170 reviewsLenox - Walk to Town - Berkshire Home
27 Mar – 3 Apr
Home in Ghent
4.9 out of 5 average rating, 258 reviewsRenovated guesthouse on 52 acres!
8–15 Sep
Home in Chatham
4.88 out of 5 average rating, 138 reviewsCountry house on Indian Creek
8–15 Nov
Home in Stockbridge
4.95 out of 5 average rating, 103 reviewsSun-filled, Charming Stockbridge Classic- In Town!
3–10 Feb
Home in Hudson
4.86 out of 5 average rating, 132 reviews19th Century Mill House with River View
25 Sep – 2 Oct
Home in Dalton
4.88 out of 5 average rating, 114 reviewsThe Yellow House
15–22 Sep
Home in West Stockbridge
4.94 out of 5 average rating, 18 reviewsLoft Style Cabin In West Stockbridge, Book Now!
31 Oct – 7 Nov
Private house rentals
Home in Becket
4.95 out of 5 average rating, 38 reviewsNerd Preservation Sanctuary
14–21 Dec
Home in West Stockbridge
4.9 out of 5 average rating, 42 reviewsWest Stockbridge Sanctuary by Evergreen Home
13–20 Nov
Home in West Stockbridge
5.0 out of 5 average rating, 54 reviewsHeart of the Berkshires - Bright, Cozy, Near Lake
13–20 Jun
Home in West Stockbridge
4.97 out of 5 average rating, 31 reviewsWest Stockbridge MA gem, in town and facing lake
5–12 Jun
Home in West Stockbridge
5.0 out of 5 average rating, 30 reviewsBerkshires Forest Retreat with Hot Tub
22–29 Oct
Home in Canaan
4.96 out of 5 average rating, 27 reviewsCrossings Cottage
16–23 Nov
Home in Great Barrington
5.0 out of 5 average rating, 34 reviewsThe Yellow Victorian With Chefs Kitchen
31 Mar – 7 Apr
Home in West Stockbridge
4.98 out of 5 average rating, 57 reviewsBerkshires-Enjoy The Peak, private home
1–8 Oct
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
1.5T reviews
Nightly prices starting at
₹5,843 before taxes and fees
Destinations to explore
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- Monthly Rentals West Stockbridge
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