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 reviewsGorgeous Villa Mntn Views, salt H2O pool, hot tub!
May 2 – 9
Home in Woodstock
4.84 out of 5 average rating, 116 reviewsModern Woodstock House in the Trees
May 9 – 16
Home in Woodstock
4.89 out of 5 average rating, 140 reviewsShula | Farmhouse Modern| Pool, Hot tub, Fire pit
Dec 13 – 20
Home in New Paltz
4.98 out of 5 average rating, 436 reviewsmidcentury modern in ground pool walk 2 trail/town
Jul 14 – 21
Home in Cottekill
4.95 out of 5 average rating, 242 reviewsPeace & Privacy - High Falls (hot tub & salt pool)
Oct 18 – 25
Home in Rhinebeck
4.96 out of 5 average rating, 164 reviewsOn The Hill in Rhinebeck
Sep 23 – 30
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
Jan 27 – Feb 3
Home in Saugerties
4.92 out of 5 average rating, 119 reviewsRedbarn House | Pool | Fire Pit | HITS | 4 BR
May 28 – Jun 4
Condo rentals with a pool
Condo in Windham
4.74 out of 5 average rating, 243 reviewsSummer getaway w/Pool & Tennis Court
Sep 4 – 11
Condo in Tannersville
5.0 out of 5 average rating, 34 reviewsModern 3BR Townhouse Minutes from Ski & Trails
May 15 – 22
Condo in Windham
4.95 out of 5 average rating, 22 reviewsLovely stylish 2-bedroom condo with community pool
Jul 29 – Aug 5
Condo in East Jewett
4.97 out of 5 average rating, 94 reviewsMountainView2BRCondo/Deck/Fireplace
Oct 17 – 24
Condo in Hunter
4.84 out of 5 average rating, 69 reviewsCozy Gem with Mountain Views
Jun 15 – 22
Condo in Hunter
4.93 out of 5 average rating, 46 reviewsHunter Mtn Slopeside Ski Resort HotTub*Heated Pool
Jan 9 – 16
Condo in Hunter
4.93 out of 5 average rating, 27 reviewsCozy Mt. Getaway/community pool!
Oct 22 – 29
Condo in East Jewett
4.95 out of 5 average rating, 22 reviewsHunter & Windham: Ski, Hike, 2BR + Mountain View
Jun 13 – 20
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 27 – Oct 4
Home in Kerhonkson
4.94 out of 5 average rating, 325 reviewsCountry House: Rustic Charm With Modern Feel
Aug 26 – Sep 2
Villa in Coxsackie
4.99 out of 5 average rating, 80 reviewsMagnificent Hudson River Estate with Infinity Pool and Spa
Feb 22 – Mar 1
Farm stay in Fleischmanns
4.91 out of 5 average rating, 11 reviewsEscape to a Dreamy 1857 Farmhouse in Fleischmanns
Apr 11 – 18
Home in Rhinebeck
5.0 out of 5 average rating, 65 reviewsRhinebeck Country Living with a Modern Twist
Jun 26 – Jul 3
Home in Lanesville
4.77 out of 5 average rating, 205 reviewsGo Hiking and Skiing from a Family-Friendly Farmhouse
Mar 11 – 18
Home in Woodstock
4.6 out of 5 average rating, 10 reviewsLuxury Retreat in the Catskills
Aug 29 – Sep 5
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
R2,042 ZAR before taxes and fees
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