
House vacation rentals in Philipstown
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Top-rated house rentals in Philipstown
Guests agree: these houses 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 house rentals
House rentals with a pool

Private Hudson Valley Country Retreat

Summer Retreat! Amazing Pool, Playground, 7 acres!

Summer in Cold Spring at Gilbo's

4Br Mountain Brook House on 130 acres w/ trails

Scenic River View Escape | New Paltz

Midcentury Modern ZenHouse Sculptor Studio

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town

Charming contemporary cottage with lap pool
Weekly house rentals

Tranquil Hudson Valley Retreat with Cedar Hot Tub

Cozy Riverfront Victorian in the Hudson Valley

Cottage in the village of Cold Spring

Bungalow near West Point on Hudson River

Cabin with a View

Dr. Ruth’s Serene Lake Retreat

Charming Retreat 3B/3B Garrison, 2 Fireplaces

Home in Cold Spring- Farm Stay!
Private house rentals

Crystal Wave LakeHouse

The Barger Wixon House

Sunny house on Lake Oscawana

Charming Stay Near West Point

Gorgeous Water Views - Scenic Cold Spring Retreat

Cold Spring Gem

A nice place to getaway

Waterfront Lake House
Quick stats about house rentals in Philipstown
Total rentals
210 properties
Total number of reviews
7.9K reviews
Family-friendly rentals
170 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
140 properties have a dedicated workspace
Destinations to explore
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- Rentals with a fire pit Philipstown
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- Rentals with a hot tub Philipstown
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- Times Square
- Bryant Park
- Madison Square Garden
- Empire State Building
- Columbia University
- Fairfield Beach
- MetLife Stadium
- Citi Field
- Yankee Stadium
- Rye Beach
- Mountain Creek Resort
- Central Park Zoo
- United Nations Headquarters
- Grand Central Terminal
- USTA Billie Jean King National Tennis Center
- Rockefeller Center
- Radio City Music Hall
- Bronx Zoo
- The Metropolitan Museum of Art
- Rye Playland Beach
- Astoria Park
- Minnewaska State Park Preserve
- Walnut Public Beach
- One World Trade Center