Vacation rentals with a pool in Woodstock
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Woodstock
Guests agree: these homes with a pool 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 Woodstock rentals with a pool
House rentals with a pool
Home in Woodstock
4.84 out of 5 average rating, 116 reviewsModern Woodstock House in the Trees
May 12 – 19
Home in Woodstock
4.89 out of 5 average rating, 159 reviewsSecluded 7acres, Saline Heated Pool, Spa, Stream !
Jul 12 – 19
Home in Woodstock
4.88 out of 5 average rating, 139 reviewsShula | Modern Farmhouse | Pool, Hot tub, Fire pit
Feb 1 – 8
Home in New Paltz
4.98 out of 5 average rating, 435 reviewsmidcentury modern in ground pool walk 2 trail/town
Nov 26 – Dec 3
Home in Cottekill
4.95 out of 5 average rating, 241 reviewsPeace & Privacy - High Falls (hot tub & salt pool)
Sep 9 – 16
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
Oct 16 – 23
Home in Rhinebeck
4.96 out of 5 average rating, 164 reviewsOn The Hill in Rhinebeck
Sep 20 – 27
Home in Saugerties
4.92 out of 5 average rating, 119 reviewsRedbarn House | Pool | Fire Pit | HITS | 4 BR
Sep 11 – 18
Condo rentals with a pool
Condo in Windham
4.74 out of 5 average rating, 243 reviewsSummer getaway w/Pool & Tennis Court
Aug 28 – Sep 4
Condo in Tannersville
5.0 out of 5 average rating, 34 reviewsModern 3BR Townhouse Minutes from Ski & Trails
Aug 6 – 13
Condo in East Jewett
4.97 out of 5 average rating, 94 reviewsMountain&PondView2BRCondoFireplace
Oct 5 – 12
Condo in Windham
4.95 out of 5 average rating, 22 reviewsLovely stylish 2-bedroom condo with community pool
Apr 4 – 11
Condo in Hunter
4.84 out of 5 average rating, 69 reviewsCozy Gem with Mountain Views
May 6 – 13
Condo in Hunter
4.93 out of 5 average rating, 27 reviewsCozy Mt. Getaway/community pool!
Aug 1 – 8
Condo in Hunter
4.91 out of 5 average rating, 47 reviewsHunter Mtn Slopeside Ski Resort w HotTub*Fireplace
Jul 30 – Aug 6
Condo in East Jewett
4.95 out of 5 average rating, 22 reviewsHunter & Windham: Ski, Hike, 2BR + Mountain View
Dec 1 – 8
Home rentals with a private pool
Home in Lagrangeville
4.84 out of 5 average rating, 120 reviewsClassic Hudson Valley Farmhouse Nestled in 9 Rolling Acres
Sep 23 – 30
Farm stay in Fleischmanns
4.91 out of 5 average rating, 11 reviewsEscape to a Dreamy 1857 Farmhouse in Fleischmanns
Nov 28 – Dec 5
Home in Rhinebeck
5.0 out of 5 average rating, 65 reviewsRhinebeck Country Living with a Modern Twist
Sep 25 – Oct 2
Home in Lanesville
4.77 out of 5 average rating, 205 reviewsGo Hiking and Skiing from a Family-Friendly Farmhouse
May 11 – 18
Home in Woodstock
4.6 out of 5 average rating, 10 reviewsLuxury Retreat in the Catskills
Aug 24 – 31
Quick stats about vacation rentals with a pool in Woodstock
Total rentals
40 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
3.1K reviews
Nightly prices starting at
€ 103 before taxes and fees
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