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 Woodstock
4.98 out of 5 average rating, 101 reviewsWoodstock Historic Artist Estate- The Museum House
Jan 20 – 27
Home in West Milford
4.99 out of 5 average rating, 113 reviewsOn The Rocks In The Hot Tub
Nov 13 – 20
Home in Cottekill
4.95 out of 5 average rating, 242 reviewsPeace & Privacy - High Falls (hot tub & salt pool)
Dec 20 – 27
Home in Middletown
4.94 out of 5 average rating, 100 reviewsSpringtime farm escape with hot tub and amenities
Dec 22 – 29
Home in Philipstown
5.0 out of 5 average rating, 13 reviewsModern Cottage in the Woods, Garrison
May 12 – 19
Home in Philipstown
4.83 out of 5 average rating, 47 reviews*GARRISON GETAWAY*❤️POOL❤️SAUNA,*HOT TUB* STEAM+MORE
Sep 10 – 17
Home in Cornwall-on-Hudson
4.86 out of 5 average rating, 88 reviewsEclectic, Sleeps 5, Wsher/Dryer, Parking, Yard, AC
Nov 6 – 13
Home in Mahopac
5.0 out of 5 average rating, 15 reviewsFarmhouse with Pool Hudson Valley 1 hr from NYC
Aug 23 – 30
Condo rentals with a pool
Condo in Vernon Township
4.97 out of 5 average rating, 217 reviewsRustic Chic at Mountain Creek! Pool|Hot Tub|Sauna
Nov 21 – 28
Condo in Vernon Township
4.95 out of 5 average rating, 240 reviewsNYC Escape 1 hr away
Aug 19 – 24
Condo in Vernon Township
4.95 out of 5 average rating, 733 reviewsAppalachian Lodge Top Floor w/views
Sep 16 – 23
Condo in Vernon Township
4.94 out of 5 average rating, 104 reviewsResort Getaway-Mtn Creek Ski/Pool/Hot Tub/Sauna
May 7 – 14
Condo in Vernon Township
4.76 out of 5 average rating, 137 reviews1 Bedroom Condo @ Appalachian Resort Hotel
Sep 28 – Oct 5
Condo in Vernon Township
4.9 out of 5 average rating, 128 reviewsLodge style getaway 50 miles from NYC patio 207
Apr 22 – 29
Condo in Vernon Township
4.9 out of 5 average rating, 203 reviewsUpscale Condo Ski-In/Out Mountain Creek 1 hr NYC
Nov 15 – 22
Condo in Vernon
4.94 out of 5 average rating, 125 reviewsMtn front Resort Pool Hot Tub Sauna Best View 340
Jun 23 – 30
Home rentals with a private pool
Home in Kerhonkson
4.94 out of 5 average rating, 325 reviewsCountry House: Rustic Charm With Modern Feel
Sep 9 – 16
Home in Lagrangeville
4.84 out of 5 average rating, 120 reviewsClassic Hudson Valley Farmhouse Nestled in 9 Rolling Acres
Oct 22 – 29
Home in Lanesville
4.77 out of 5 average rating, 205 reviewsGo Hiking and Skiing from a Family-Friendly Farmhouse
Nov 6 – 13
Home in Rhinebeck
5.0 out of 5 average rating, 65 reviewsRhinebeck Country Living with a Modern Twist
Sep 16 – 23
Home in Woodstock
4.6 out of 5 average rating, 10 reviewsLuxury Retreat in the Catskills
Sep 4 – 11
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
ﺩ.ﺇ257 before taxes and fees
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