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, 100 reviewsWoodstock Historic Artist Estate- The Museum House
27 Dec – 3 Jan
Home in West Milford
4.99 out of 5 average rating, 113 reviewsOn The Rocks In The Hot Tub
22–29 Aug
Home in Cottekill
4.95 out of 5 average rating, 242 reviewsPeace & Privacy - High Falls (hot tub & salt pool)
18–25 Oct
Home in Saugerties
5.0 out of 5 average rating, 132 reviewsUpstate Modern Scandinavian Barn in the Catskills
13–20 Jan
Home in Rhinebeck
4.96 out of 5 average rating, 164 reviewsOn The Hill in Rhinebeck
23–30 Sep
Home in Philipstown
5.0 out of 5 average rating, 13 reviewsModern Cottage in the Woods, Garrison
17–24 Jun
Home in Philipstown
4.83 out of 5 average rating, 47 reviews*GARRISON GETAWAY*❤️POOL❤️SAUNA,*HOT TUB* STEAM+MORE
3–10 Jul
Home in Mahopac
5.0 out of 5 average rating, 14 reviewsFarmhouse with Pool Hudson Valley 1 hr from NYC
28 Aug – 4 Sep
Apartment rentals with a pool
Apartment in Vernon Township
4.95 out of 5 average rating, 238 reviewsNYC Escape 1 hr away
13–18 Aug
Apartment in Vernon Township
4.95 out of 5 average rating, 729 reviewsAppalachian Lodge Top Floor w/views
25 Sep – 2 Oct
Apartment in Vernon Township
4.9 out of 5 average rating, 301 reviewsAppalachian TOP 4TH FLOOR Studio+ w/amazing views!
12–19 Dec
Apartment in Vernon Township
4.97 out of 5 average rating, 216 reviewsRustic Chic at Mountain Creek! Pool|Hot Tub|Sauna
2–9 Jul
Apartment in Vernon Township
4.76 out of 5 average rating, 137 reviews1 Bedroom Condo @ Appalachian Resort Hotel
23–30 Sep
Apartment in Vernon
4.8 out of 5 average rating, 118 reviewsBudget friendly Sunsets Pool Hot Tubs Sauna 259
28 Jan – 4 Feb
Apartment in Vernon Township
4.94 out of 5 average rating, 102 reviewsResort Getaway-Mtn Creek Ski/Pool/Hot Tub/Sauna
24 Nov – 1 Dec
Apartment in Vernon Township
4.9 out of 5 average rating, 201 reviewsUpscale Condo Ski-In/Out Mountain Creek 1 hr NYC
11–18 Nov
Home rentals with a private pool
Home in Lagrangeville
4.84 out of 5 average rating, 120 reviewsClassic Hudson Valley Farmhouse Nestled in 9 Rolling Acres
27 Sep – 4 Oct
Home in Kerhonkson
4.94 out of 5 average rating, 325 reviewsCountry House: Rustic Charm With Modern Feel
26 Aug – 2 Sep
Home in Rhinebeck
5.0 out of 5 average rating, 65 reviewsRhinebeck Country Living with a Modern Twist
26 Jun – 3 Jul
Home in Woodstock
4.6 out of 5 average rating, 10 reviewsLuxury Retreat in the Catskills
29 Aug – 5 Sep
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
$95 SGD before taxes and fees
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