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Vacation rentals with a pool in Woodbury
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Woodbury
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 Woodbury rentals with a pool
House rentals with a pool
![](https://a0.muscache.com/im/pictures/5c6769c2-d1c5-4305-ad72-371bbe24b107.jpg?im_w=720)
Home in Stamford
4.96 out of 5 average rating, 225 reviewsMidcentury Modern ZenHouse Sculptor Studio
![](https://a0.muscache.com/im/pictures/75f8aeee-3f16-4184-8e91-32fb67839dda.jpg?im_w=720)
Home in Yorktown Heights
4.89 out of 5 average rating, 123 reviewsCozy winter getaway 1 hr from NYC!
![](https://a0.muscache.com/im/pictures/57788583/e3a3a3ab_original.jpg?im_w=720)
Home in Cheshire
5 out of 5 average rating, 120 reviewsPool House
![](https://a0.muscache.com/im/pictures/miso/Hosting-49275774/original/612c0e08-b64a-45a4-9fae-7b4eecf6d251.jpeg?im_w=720)
Home in Pound Ridge
5 out of 5 average rating, 131 reviewsPeaceful Light-Filled Guesthouse 1 Hour From NYC
![](https://a0.muscache.com/im/pictures/miso/Hosting-48998622/original/88942ff7-4b89-4544-b0db-81c0128db957.jpeg?im_w=720)
Home in Woodstock
4.98 out of 5 average rating, 105 reviewsWoodstock Historic Artist Estate- The Museum House
![](https://a0.muscache.com/im/pictures/9ca06d68-c24b-4211-9971-f86379c34adb.jpg?im_w=720)
Home in Cottekill
4.95 out of 5 average rating, 248 reviewsPeace & Privacy - High Falls (hot tub & salt pool)
![](https://a0.muscache.com/im/pictures/miso/Hosting-6284044/original/c70ce5b9-c19c-4776-a48f-c7d23276487d.jpeg?im_w=720)
Home in Litchfield
4.93 out of 5 average rating, 167 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
![](https://a0.muscache.com/im/pictures/82326747/67256df7_original.jpg?im_w=720)
Home in Putnam Valley
4.93 out of 5 average rating, 183 reviewsPutnam Valley Escape
Condo rentals with a pool
![](https://a0.muscache.com/im/pictures/miso/Hosting-41132194/original/39d1e0e4-482b-4703-b5a0-7ab785a1e618.jpeg?im_w=720)
Condo in Vernon Township
4.95 out of 5 average rating, 242 reviewsNYC Escape 1 hr away
![](https://a0.muscache.com/im/pictures/miso/Hosting-52519968/original/238a81c6-203c-4d6d-80ed-9946cd9e0936.jpeg?im_w=720)
Condo in Windham
4.89 out of 5 average rating, 138 reviewsCozy Mountain hideaway Windham, Hunter
![](https://a0.muscache.com/im/pictures/miso/Hosting-47428492/original/92fb29a5-731c-4d2a-ac0b-de783d093df6.jpeg?im_w=720)
Condo in Vernon Township
4.91 out of 5 average rating, 211 reviewsUpscale Condo Ski-In/Out Mountain Creek 1 hr NYC
![](https://a0.muscache.com/im/pictures/f4a811b3-f816-44ef-902d-7cf1b3e7ad0e.jpg?im_w=720)
Condo in Vernon Township
4.94 out of 5 average rating, 106 reviewsResort Getaway-Mtn Creek Ski/Pool/Hot Tub/Sauna
![](https://a0.muscache.com/im/pictures/8c5eb1ef-2e86-4a5e-a65e-cdb5574e2a3b.jpg?im_w=720)
Condo in Windham
4.74 out of 5 average rating, 244 reviewsSummer getaway w/Pool & Tennis Court
![](https://a0.muscache.com/im/pictures/389ba6fd-3fd4-434c-8fce-a65fc3c77376.jpg?im_w=720)
Condo in Vernon Township
4.76 out of 5 average rating, 139 reviews1 Bedroom Condo @ Appalachian Resort Hotel
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-37458597/original/00fd4711-e1fb-48e3-b420-82e110074e56.jpeg?im_w=720)
Condo in Vernon
4.95 out of 5 average rating, 128 reviewsMtn front Resort Pool Hot Tub Sauna Best View 340
![](https://a0.muscache.com/im/pictures/3497ef65-f283-49fb-a2bf-3c1303ca2e0b.jpg?im_w=720)
Condo in Vernon Township
5 out of 5 average rating, 29 reviewsLittle Getaway at the Black Creek Sanctuary
Home rentals with a private pool
Home in Kerhonkson
4.94 out of 5 average rating, 327 reviewsCountry House: Rustic Charm With Modern Feel
![](https://a0.muscache.com/im/pictures/9d4807ba-17c0-4f14-a91a-d9a651edca11.jpg?im_w=720)
Home in Lagrangeville
4.85 out of 5 average rating, 123 reviewsClassic Hudson Valley Farmhouse Nestled in 9 Rolling Acres
Villa in Coxsackie
4.99 out of 5 average rating, 80 reviewsMagnificent Hudson River Estate with Infinity Pool and Spa
![](https://a0.muscache.com/im/pictures/88a1f010-a56c-4ae5-8b87-dc5f47800fa3.jpg?im_w=720)
Farm stay in Fleischmanns
4.91 out of 5 average rating, 11 reviewsEscape to a Dreamy 1857 Farmhouse in Fleischmanns
![](https://a0.muscache.com/im/pictures/c04f42ee-045f-4d41-9692-79ab2629caf7.jpg?im_w=720)
Home in Woodstock
4.6 out of 5 average rating, 10 reviewsLuxury Retreat in the Catskills
Home in Lanesville
4.77 out of 5 average rating, 205 reviewsGo Hiking and Skiing from a Family-Friendly Farmhouse
![](https://a0.muscache.com/im/pictures/f9ce4574-1de5-42a8-9892-a93bdaa72d14.jpg?im_w=720)
Home in Rhinebeck
5 out of 5 average rating, 65 reviewsRhinebeck Country Living with a Modern Twist
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-1149881345806748832/original/41934f6b-4dee-4fdc-9ff3-b1ba51fe9b3c.jpeg?im_w=720)
Home in East Stroudsburg
New place to stayOpen Concept-Hottub-Sauna-Billiard-Poker
Quick stats about vacation rentals with a pool in Woodbury
Total rentals
10 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
400 reviews
Nightly prices starting at
ﺩ.ﺇ257 before taxes and fees
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