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
Home in Yorktown Heights
4.88 out of 5 average rating, 119 reviewsCozy winter getaway 1 hr from NYC!
Sep. 12 – 19
Home in Woodstock
4.98 out of 5 average rating, 100 reviewsWoodstock Historic Artist Estate- The Museum House
Dec. 30 – Jan. 6
Home in West Milford
4.99 out of 5 average rating, 113 reviewsOn The Rocks In The Hot Tub
Sep. 21 – 28
Home in Kerhonkson
4.89 out of 5 average rating, 139 reviewsBlack Barn Ranch, Catskills.
Jun. 12 – 19
Home in Kerhonkson
4.94 out of 5 average rating, 325 reviewsCountry House: Rustic Charm With Modern Feel
May 16 – 23
Home in Cottekill
4.95 out of 5 average rating, 241 reviewsPeace & Privacy - High Falls (hot tub & salt pool)
Dec. 5 – 12
Home in Lagrangeville
4.84 out of 5 average rating, 120 reviewsClassic Hudson Valley Farmhouse Nestled in 9 Rolling Acres
Sep. 22 – 29
Home in Middletown
4.94 out of 5 average rating, 100 reviewsSpringtime farm escape with hot tub and amenities
Jul. 18 – 25
Condo rentals with a pool
Condo in Vernon Township
4.97 out of 5 average rating, 222 reviewsAppalachian Mt. View 1 Bdrm Suite 3rd Flr Balcony
Feb. 27 – Mar. 6
Condo in Vernon Township
4.95 out of 5 average rating, 727 reviewsAppalachian Lodge Top Floor w/views
Oct. 18 – 25
Condo in Vernon Township
4.97 out of 5 average rating, 215 reviewsRustic Chic at Mountain Creek! Pool|Hot Tub|Sauna
Jun. 27 – Jul. 4
Condo in Vernon Township
4.76 out of 5 average rating, 137 reviews1 Bedroom Condo @ Appalachian Resort Hotel
Oct. 11 – 18
Condo in Vernon Township
4.94 out of 5 average rating, 102 reviewsResort Getaway-Mtn Creek Ski/Pool/Hot Tub/Sauna
Sep. 4 – 11
Condo in Vernon Township
4.95 out of 5 average rating, 237 reviewsNYC Escape 1 hr away
Aug. 30 – Sep. 4
Condo in Vernon Township
4.9 out of 5 average rating, 200 reviewsUpscale Condo Ski-In/Out Mountain Creek 1 hr NYC
Oct. 26 – Nov. 2
Condo in Vernon
4.94 out of 5 average rating, 125 reviewsMtn front Resort Pool Hot Tub Sauna Best View 340
May 27 – Jun. 3
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
$96 CAD before taxes and fees
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