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, 270 reviewsModern Barn on 12 acres w Sauna, FirePit+swimming
Dec 17 – 24
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
Sep 6 – 13
Home in New Paltz
4.98 out of 5 average rating, 437 reviewsmidcentury modern in ground pool walk 2 trail/town
Jul 14 – 21
Home in Saugerties
5.0 out of 5 average rating, 132 reviewsUpstate Modern Scandinavian Barn in the Catskills
Nov 6 – 13
Home in Saugerties
4.96 out of 5 average rating, 150 reviewsLux 1800's renovated farmhouse w/hot tub+pool
Oct 21 – 28
Home in Litchfield
4.93 out of 5 average rating, 163 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Sep 12 – 19
Home in Kerhonkson
4.94 out of 5 average rating, 325 reviewsCountry House: Rustic Charm With Modern Feel
Sep 17 – 24
Weekly house rentals
Home in Chatham
4.88 out of 5 average rating, 138 reviewsCountry house on Indian Creek
Sep 5 – 12
Home in Chatham
4.93 out of 5 average rating, 187 reviewsBeautiful Lake/Mountain Views. Bright Sunlit Home.
Dec 13 – 20
Home in Canaan
4.95 out of 5 average rating, 202 reviewsHudson River Valley/Berkshires
Feb 2 – 9
Home in Dalton
4.88 out of 5 average rating, 114 reviewsThe Yellow House
Nov 28 – Dec 5
Home in Ghent
4.9 out of 5 average rating, 258 reviewsRenovated guesthouse on 52 acres!
Sep 7 – 14
Home in Ghent
4.98 out of 5 average rating, 106 reviewsStylish Hawthorne Valley Farmhouse Retreat
Mar 5 – 12
Home in West Stockbridge
4.94 out of 5 average rating, 18 reviewsLoft Style Cabin In West Stockbridge, Book Now!
Nov 16 – 23
Home in Lee
5.0 out of 5 average rating, 36 reviewsGreenHouse
Oct 15 – 22
Private house rentals
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 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 23 – 30
Home in West Stockbridge
4.97 out of 5 average rating, 31 reviewsWest Stockbridge MA gem, in town and facing lake
Jun 2 – 9
Home in Hillsdale
5.0 out of 5 average rating, 23 reviewsEnjoy all 4 Seasons
Nov 1 – 8
Home in West Stockbridge
4.97 out of 5 average rating, 59 reviewsPanoramic Views, Indoor Pool by Evergreen Home
Nov 15 – 22
Home in Great Barrington
5.0 out of 5 average rating, 34 reviewsThe Yellow Victorian With Chefs Kitchen
Dec 3 – 10
Home in West Stockbridge
5.0 out of 5 average rating, 6 reviewsPool is open Memorial Day Weekend! - Sleeps 13!
Oct 7 – 14
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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- Rentals with a patio West Stockbridge
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- Family-friendly rentals West Stockbridge
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