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 New Paltz
4.98 out of 5 average rating, 468 reviewsmidcentury mod fireplace walk 2 hiking trl/village
Home in Woodstock
4.85 out of 5 average rating, 204 reviewsWoodstock Retreat Fireplaces/Private/4 mins 2 town
Home in Germantown
4.98 out of 5 average rating, 48 reviewsColumbia County Farmhouse with Pool
Home in Newburgh
4.85 out of 5 average rating, 52 reviewsEntire Home (private pool), Event Friendly
Home in Hudson
4.95 out of 5 average rating, 132 reviewsHudson Retreat w/ Hot Tub, Fireplace + Fire Pit
Home in Roxbury
4.95 out of 5 average rating, 55 reviewsCanopy Hill House - Modern w/ Pool+Hot Tub+Mt View
Home in Ulster Park
4.84 out of 5 average rating, 109 reviewsEsopus Escape: Pool, Hot Tub & Media Room
Home in Saugerties
4.95 out of 5 average rating, 107 reviewsMODERN FARMHOUSE in the WOODS
Condo rentals with a pool
Condo in Hunter
4.86 out of 5 average rating, 77 reviewsCozy Gem with Mountain Views
Condo in Windham
4.66 out of 5 average rating, 116 reviewsWindham Condo
Condo in Windham
4.88 out of 5 average rating, 165 reviewsCozy Mountain hideaway Windham, Hunter
Condo in Windham
4.94 out of 5 average rating, 32 reviewsLovely stylish 2-bedroom condo with community pool
Condo in East Jewett
4.96 out of 5 average rating, 28 reviewsHunter & Windham: Hikes, Lakes, 2BR
Condo in Windham
4.89 out of 5 average rating, 9 reviewsWindham-Hunter Lodge
Condo in Windham
4.92 out of 5 average rating, 59 reviews4 Bedroom Condo, Close to Golf Courses and Biking
Condo in Windham
5 out of 5 average rating, 4 reviewsLuxury Ski in Ski out Condo + Amenities
Home rentals with a private pool
Home in Woodstock
5 out of 5 average rating, 9 reviewsLuxury Retreat in the Catskills
Home in Rhinebeck
5 out of 5 average rating, 69 reviewsRhinebeck Country Living with a Modern Twist
Home in Bearsville
5 out of 5 average rating, 22 reviewsMagnificent Designer Home - Close To Skiing
Farm stay in Fleischmanns
4.91 out of 5 average rating, 11 reviewsCatskills Hip & Historic Farm Retreat-Near Skiing!
Home in Lagrangeville
4.84 out of 5 average rating, 133 reviewsClassic Hudson Valley Farmhouse Nestled in 9 Rolling Acres
Quick stats about vacation rentals with a pool in Woodstock
Total rentals
40 properties
Nightly prices starting at
$90 before taxes and fees
Total number of reviews
3.5K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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