House vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for West Stockbridge house rentals
House rentals with a pool
Home in Ghent
4.87 out of 5 average rating, 271 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
Jan 27 – Feb 3
Home in Hudson
4.93 out of 5 average rating, 227 reviewsCasa Luna Country Retreat with Pool, Hudson, NY
Sep 13 – 20
Home in Woodstock
4.98 out of 5 average rating, 101 reviewsWoodstock Historic Artist Estate- The Museum House
Mar 15 – 22
Home in New Paltz
4.98 out of 5 average rating, 437 reviewsmidcentury modern in ground pool walk 2 trail/town
Sep 21 – 28
Home in Kerhonkson
4.94 out of 5 average rating, 325 reviewsCountry House: Rustic Charm With Modern Feel
Sep 10 – 17
Home in Saugerties
5.0 out of 5 average rating, 132 reviewsUpstate Modern Scandinavian Barn in the Catskills
Jan 6 – 13
Home in Pine Plains
4.95 out of 5 average rating, 131 reviewsStylish, Secluded Getaway with Pool & Fireplace
May 27 – Jun 3
Home in Saugerties
4.96 out of 5 average rating, 150 reviewsLux 1800's renovated farmhouse w/hot tub+pool
Oct 22 – 29
Weekly house rentals
Home in Stockbridge
4.95 out of 5 average rating, 103 reviewsSun-filled, Charming Stockbridge Classic- In Town!
Nov 25 – Dec 2
Home in Egremont
4.93 out of 5 average rating, 256 reviewsModern Farm House 5 minutes from Great Barrington
Mar 6 – 13
Home in Chatham
4.93 out of 5 average rating, 187 reviewsBeautiful Lake/Mountain Views. Bright Sunlit Home.
Apr 15 – 22
Home in Chatham
4.88 out of 5 average rating, 138 reviewsCountry house on Indian Creek
Oct 21 – 28
Home in Canaan
4.95 out of 5 average rating, 202 reviewsHudson River Valley/Berkshires
Feb 3 – 10
Home in Egremont
4.97 out of 5 average rating, 112 reviewsA sunny, quiet chalet beautifully decorated.
Sep 24 – Oct 1
Home in Ghent
4.98 out of 5 average rating, 106 reviewsStylish Hawthorne Valley Farmhouse Retreat
Apr 9 – 16
Home in West Stockbridge
4.94 out of 5 average rating, 18 reviewsLoft Style Cabin In West Stockbridge, Book Now!
Sep 12 – 19
Private house rentals
Home in West Stockbridge
5.0 out of 5 average rating, 29 reviewsBerkshires Forest Retreat with Hot Tub
May 9 – 16
Home in West Stockbridge
5.0 out of 5 average rating, 54 reviewsHeart of the Berkshires - Bright, Cozy, Near Lake
May 31 – Jun 7
Home in West Stockbridge
5.0 out of 5 average rating, 16 reviewsBeautiful And Private Home Centrally Located
Nov 6 – 13
Home in West Stockbridge
4.97 out of 5 average rating, 31 reviewsWest Stockbridge MA gem, in town and facing lake
May 29 – Jun 5
Home in Becket
4.95 out of 5 average rating, 37 reviewsNerd Preservation Sanctuary
Dec 10 – 17
Home in West Stockbridge
4.98 out of 5 average rating, 57 reviewsBerkshires-Enjoy The Peak, private home
Sep 27 – Oct 4
Home in West Stockbridge
4.9 out of 5 average rating, 42 reviewsWest Stockbridge Sanctuary by Evergreen Home
Oct 9 – 16
Home in Great Barrington
5.0 out of 5 average rating, 34 reviewsThe Yellow Victorian With Chefs Kitchen
Dec 3 – 10
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
$70 before taxes and fees
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- Monthly Rentals West Stockbridge
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