
Holiday rentals with a pool in Town of Philipstown
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Town of 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 Town of Philipstown rentals with a pool
House rentals with a pool

Luxe Wooded Modern Getaway Retreat + Spa

Autumn Leafing in Cold Spring

The Barger Wixon House

Cold Spring Mountain Retreat: Autumn Oasis

Farmhouse w/ Sauna & Hot Tub near Storm King

Cold Spring Gem

Gorgeous Garrison Gem: Pool, Sauna, Hot Tub & More

Spacious Catskills Farmhouse on over 5 acres!
Apartment rentals with a pool

Valley Overlook @ Mtn Creek Resort Park & Play

Cozy Retreat | Pool & Hot Tub | Mountain Creek Resort @ Appalachian

Comfy Studio at Mountain Creek Resort

Appalachian Lodge Top Floor w/views

✰ 255 Mountain Creek Luxury 1 bd Deluxe sleeps 5

Modern Ski in/out/waterpark/King Bed/WIFI/Parking

Resort Getaway @ Mtn. Creek -pool/hot tub/sauna

Appalachian TOP 4TH FLOOR Studio+ w/amazing views!
Other holiday rentals with a pool

Mid-Century Oasis Hudson Valley w/ hot tub & pool

Hudson Valley Retreat | Hot Tub, Pool & Gym

MCM in the Hudson Valley

Enchanted Escape | POOL, LAKE, Concierge Services

Spirit Cabin: Lakefront w/Pool-Sauna-Cold Plunge

Country Retreat | Last Call for The Pool!

The Perch, a luxe cottage in the woods 1h from NYC

A Lovely Cottage in the Woods
Quick stats about holiday rentals with a pool in Town of Philipstown
Total rentals
40 properties
Nightly prices starting at
€ 60 before taxes and fees
Total number of reviews
1.9K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
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- Fitness-friendly rentals Town of Philipstown
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- Flat rentals Town of Philipstown
- Rentals with an EV charger Town of Philipstown
- Rentals with lake access Town of Philipstown
- Rentals with a patio Town of Philipstown
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- House rentals Town of Philipstown
- Rentals with a fireplace Town of Philipstown
- Family-friendly rentals Town of Philipstown
- Waterfront rentals Town of Philipstown
- Rentals with outdoor seating Town of Philipstown
- Rentals with breakfast Town of Philipstown
- Rentals with beach access Town of Philipstown
- Rentals with a firepit Town of Philipstown
- Rentals with a washing machine and dryer Town of Philipstown
- Rentals with a hot tub Town of Philipstown
- Rentals with pools Putnam County
- Rentals with pools New York
- Rentals with pools United States
- Times Square
- Rockefeller Center
- Bryant Park
- Madison Square Garden
- Empire State Building
- Columbia University
- MetLife Stadium
- Central Park Zoo
- Yankee Stadium
- Mountain Creek Resort
- Citi Field
- Fairfield Beach
- United Nations Headquarters
- Rye Beach
- Grand Central Terminal
- USTA Billie Jean King National Tennis Center
- Radio City Music Hall
- The Metropolitan Museum of Art
- Astoria Park
- Bronx Zoo
- Minnewaska State Park Preserve
- Walnut Public Beach
- Thunder Ridge Ski Area
- One World Trade Center