Holiday 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.
Holiday 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!
1–8 May
Home in Woodstock
4.84 out of 5 average rating, 116 reviewsModern Woodstock House in the Trees
16–23 May
Home in Woodstock
4.89 out of 5 average rating, 140 reviewsShula | Modern Farmhouse | Pool, Hot tub, Fire pit
24–31 Jul
Home in New Paltz
4.98 out of 5 average rating, 436 reviewsmidcentury modern in ground pool walk 2 trail/town
6–13 Sep
Home in Rhinebeck
4.96 out of 5 average rating, 164 reviewsOn The Hill in Rhinebeck
22–29 Dec
Home in Cottekill
4.95 out of 5 average rating, 242 reviewsPeace & Privacy - High Falls (hot tub & salt pool)
30 Sep – 7 Oct
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
20–27 Oct
Home in Saugerties
4.92 out of 5 average rating, 119 reviewsRedbarn House | Pool | Fire Pit | HITS | 4 BR
4–11 Oct
Apartment rentals with a pool
Apartment in Windham
4.74 out of 5 average rating, 243 reviewsSummer getaway w/Pool & Tennis Court
16–23 Sep
Apartment in Windham
4.95 out of 5 average rating, 22 reviewsLovely stylish 2-bedroom condo with community pool
24–31 Oct
Apartment in East Jewett
4.97 out of 5 average rating, 94 reviewsMountainView2BRCondo/Deck/Fireplace
17–24 Oct
Apartment in Tannersville
5.0 out of 5 average rating, 34 reviewsModern 3BR Townhouse Minutes from Ski & Trails
1–8 May
Apartment in Hunter
4.84 out of 5 average rating, 69 reviewsCozy Gem with Mountain Views
5–12 Aug
Apartment in Hunter
4.93 out of 5 average rating, 27 reviewsCozy Mt. Getaway/community pool!
8–15 Jun
Apartment in Hunter
4.91 out of 5 average rating, 47 reviewsHunter Mtn Slopeside Ski Resort w HotTub*Fireplace
4–11 Aug
Apartment in East Jewett
4.95 out of 5 average rating, 22 reviewsHunter & Windham: Ski, Hike, 2BR + Mountain View
11–18 Jun
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
27 Sep – 4 Oct
Home in Kerhonkson
4.94 out of 5 average rating, 325 reviewsCountry House: Rustic Charm With Modern Feel
26 Aug – 2 Sep
Villa in Coxsackie
4.99 out of 5 average rating, 80 reviewsMagnificent Hudson River Estate with Infinity Pool and Spa
22 Feb – 1 Mar
Farm stay in Fleischmanns
4.91 out of 5 average rating, 11 reviewsEscape to a Dreamy 1857 Farmhouse in Fleischmanns
19–26 Feb
Home in Rhinebeck
5.0 out of 5 average rating, 65 reviewsRhinebeck Country Living with a Modern Twist
26 Jun – 3 Jul
Home in Lanesville
4.77 out of 5 average rating, 205 reviewsGo Hiking and Skiing from a Family-Friendly Farmhouse
10–17 Mar
Home in Woodstock
4.6 out of 5 average rating, 10 reviewsLuxury Retreat in the Catskills
29 Aug – 5 Sep
Quick stats about holiday 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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