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Search results; Over 1,000 homes in Philipstown

Superhost
This 1910 Garrison farmhouse gives you a sauna, hot tub, pool, and wooded privacy
5 bedrooms, 9 beds, 2.5 private baths
Sep 6 – 11
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4.81 out of 5 average rating, 102 reviews
Top guest favorite
This mid-century Philipstown house gives you a pool perched above the Hudson River
4.96 out of 5 average rating, 47 reviews, 3 bedrooms, 3 beds, 2 baths
Sep 21 – 26
Guest favorite
This Philipstown log cabin apartment puts you steps from the Appalachian Trail
4.9 out of 5 average rating, 276 reviews, 1 bedroom, 1 bed, 1 bath
Aug 18 – 23
Guest favorite
This light-filled A-frame in Philipstown gives you 4 wooded acres and trail access
5.0 out of 5 average rating, 12 reviews, 3 bedrooms, 2 baths
Aug 24 – 29
Top guest favorite
This architect-designed Garrison farmhouse gives you three wooded acres and a fire pit
5.0 out of 5 average rating, 27 reviews, 3 bedrooms, 3 beds, 2.5 baths
Sep 13 – 18
Guest favorite
Watch valley sunsets from your private balcony at this Philipstown guesthouse
5.0 out of 5 average rating, 10 reviews, 1 bedroom, 2 beds, 1 bath
Aug 24 – 29
Guest favorite
This 1845 farmhouse on 5.5 wooded acres gives you a private pool and fire pit
4.95 out of 5 average rating, 21 reviews, 5 bedrooms, 6 beds, 4.5 baths
Aug 26 – 31
Top guest favorite
This Cold Spring apartment gives you a private entrance and hiking at your door
4.97 out of 5 average rating, 119 reviews, 1 bedroom, 1 bed, 1 bath
Sep 13 – 18
Top guest favorite
This hillside Fort Montgomery farmstay puts you by a brook, fire pit, and kayak
4.97 out of 5 average rating, 36 reviews, 2 bedrooms, 2 beds, 1.5 baths
Aug 16 – 21
Top guest favorite
Watch sunsets from the deck of this renovated Philipstown cabin with a fire pit
5.0 out of 5 average rating, 16 reviews, 1 bedroom, 2 beds, 2 baths
Aug 20 – 25
Top guest favorite
This restored 1960s Garrison cabin gives you lake access and a chef’s kitchen
4.92 out of 5 average rating, 12 reviews, 4 bedrooms, 4 beds, 2 baths
Sep 8 – 13
Top guest favorite
This Garrison house gives you 1.6 private acres of modern-vintage calm
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 3 beds, 2 baths
Aug 27 – Sep 1
Top guest favorite
Light-filled modern house in Fahnestock State Park with a deck you’ll love lingering on
5.0 out of 5 average rating, 37 reviews, 3 bedrooms, 3 beds, 3 baths
Oct 5 – 10
Top guest favorite
This contemporary Highland Falls house gives you a jacuzzi, fire pit, and outdoor dining
4.99 out of 5 average rating, 110 reviews, 3 bedrooms, 3 beds, 2 baths
Aug 29 – Sep 3
Guest favorite
Scenic views and sunsets greet you at this 2-acre Philipstown house
4.92 out of 5 average rating, 12 reviews, 3 bedrooms, 4 beds, 2.5 baths
Aug 24 – 29
Top guest favorite
This Philipstown tiny house gives you 5.5 private acres of woods and trails
5.0 out of 5 average rating, 328 reviews, 1 bedroom, 1 bed, 1 bath
Aug 30 – Sep 4
Top guest favorite
Private room
This Beacon private room gives you trail access right from the backyard
4.94 out of 5 average rating, 247 reviews, 1 bed, 1 bath
Sep 19 – 24
Top guest favorite
This 1890 Gothic Victorian apartment in Cold Spring gives you a pool and fire pit
5.0 out of 5 average rating, 15 reviews, 1 bedroom, 1 bed, 1 bath
Oct 18 – 23
Top guest favorite
Soak in Hudson River views from the private hot tub at this Beacon guesthouse
4.95 out of 5 average rating, 418 reviews, 1 bedroom, 1 bed, 1 bath
Aug 16 – 21