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Vacation rentals with a pool in Philipstown
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Philipstown
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 Philipstown rentals with a pool
House rentals with a pool
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Home in Kerhonkson
4.9 out of 5 average rating, 143 reviewsScandinavian lux retreat, views & pool
![](https://a0.muscache.com/im/pictures/b07a7b06-c57b-4985-9941-d06d30e80b41.jpg?im_w=720)
Home in West Milford
4.99 out of 5 average rating, 117 reviewsOn The Rocks In The Hot Tub
![](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/hosting/Hosting-20614679/original/62b0fee5-b28d-46b3-ad0a-3f100f5a68c5.jpeg?im_w=720)
Home in New Paltz
4.93 out of 5 average rating, 124 reviewsHarrison Field Pool Summer Sunsets Fireflies BBQ’s
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Home in Philipstown
5 out of 5 average rating, 14 reviewsModern Cottage in the Woods, Garrison
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Home in Philipstown
4.83 out of 5 average rating, 48 reviews*GARRISON GETAWAY*❤️POOL❤️SAUNA,*HOT TUB* STEAM+MORE
![](https://a0.muscache.com/im/pictures/miso/Hosting-24390433/original/6edc5037-8dec-470a-af31-8f98f1d8c595.jpeg?im_w=720)
Home in Highland Falls
4.96 out of 5 average rating, 50 reviewsWest Point Hudson Valley Getaway
Condo rentals with a pool
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Condo in Vernon Township
4.97 out of 5 average rating, 149 reviewsComfy Studio at Mountain Creek Resort
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Condo in Vernon Township
4.95 out of 5 average rating, 743 reviewsAppalachian Lodge Top Floor w/views
![](https://a0.muscache.com/im/pictures/miso/Hosting-43518852/original/27afd443-8c05-46aa-aedd-4eefadbf88f6.jpeg?im_w=720)
Condo in Vernon Township
4.97 out of 5 average rating, 223 reviewsRustic Chic at Mountain Creek Waterpark Open 6/22!
![](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
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Condo in Vernon Township
4.76 out of 5 average rating, 139 reviews1 Bedroom Condo @ Appalachian Resort Hotel
![](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
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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/prohost-api/Hosting-18443156/original/fa1466d7-c6eb-43da-b6fd-d660bd2a2f8c.jpeg?im_w=720)
Condo in Vernon Township
4.87 out of 5 average rating, 180 reviewsNewly renovated bright and open 1 bedroom
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
Home in Lanesville
4.77 out of 5 average rating, 205 reviewsGo Hiking and Skiing from a Family-Friendly Farmhouse
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Home in Woodstock
4.6 out of 5 average rating, 10 reviewsLuxury Retreat in the Catskills
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Home in Rhinebeck
5 out of 5 average rating, 65 reviewsRhinebeck Country Living with a Modern Twist
Quick stats about vacation rentals with a pool in Philipstown
Total rentals
50 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
2K reviews
Nightly prices starting at
$70 before taxes and fees
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