Holiday 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.
Holiday 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 Woodstock
4.98 out of 5 average rating, 102 reviewsWoodstock Historic Artist Estate- The Museum House
Home in West Milford
4.99 out of 5 average rating, 114 reviewsOn The Rocks In The Hot Tub
Home in Cottekill
4.95 out of 5 average rating, 246 reviewsPeace & Privacy - High Falls (hot tub & salt pool)
Home in Philipstown
5.0 out of 5 average rating, 14 reviewsModern Cottage in the Woods, Garrison
Home in Philipstown
4.83 out of 5 average rating, 48 reviews*GARRISON GETAWAY*❤️POOL❤️SAUNA,*HOT TUB* STEAM+MORE
Home in Highland Falls
4.96 out of 5 average rating, 50 reviewsWest Point Hudson Valley Getaway
Home in Carmel Hamlet
4.94 out of 5 average rating, 18 reviewsThe Upstate Homestead
Home in East Fishkill
5.0 out of 5 average rating, 3 reviewsHudson Valley Retreat | Hot Tub, Pool & Gym
Condo rentals with a pool
Condo in Vernon Township
4.97 out of 5 average rating, 148 reviewsComfy Studio at Mountain Creek Resort
Condo in Vernon Township
4.97 out of 5 average rating, 220 reviewsRustic Chic at Mountain Creek! Pool Open All Year!
Condo in Vernon Township
4.95 out of 5 average rating, 740 reviewsAppalachian Lodge Top Floor w/views
Condo in Vernon Township
4.76 out of 5 average rating, 138 reviews1 Bedroom Condo @ Appalachian Resort Hotel
Condo in Vernon Township
4.95 out of 5 average rating, 241 reviewsNYC Escape 1 hr away
Condo in Vernon Township
4.94 out of 5 average rating, 104 reviewsResort Getaway-Mtn Creek Ski/Pool/Hot Tub/Sauna
Condo in Vernon Township
4.9 out of 5 average rating, 208 reviewsUpscale Condo Ski-In/Out Mountain Creek 1 hr NYC
Condo in Vernon Township
4.97 out of 5 average rating, 223 reviewsAppalachian Mt. View 1 Bdrm Suite 3rd Flr Balcony
Home rentals with a private pool
Home in Kerhonkson
4.94 out of 5 average rating, 327 reviewsCountry House: Rustic Charm With Modern Feel
Home in Lagrangeville
4.84 out of 5 average rating, 121 reviewsClassic Hudson Valley Farmhouse Nestled in 9 Rolling Acres
Home in Rhinebeck
5.0 out of 5 average rating, 65 reviewsRhinebeck Country Living with a Modern Twist
Home in Woodstock
4.6 out of 5 average rating, 10 reviewsLuxury Retreat in the Catskills
Quick stats about holiday 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
$114 NZD before taxes and fees
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