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Search results; Over 1,000 homes in Philipstown

Top guest favourite
Home in Philipstown
Arkadia House Mid-century retreat with pool & view
3 bedrooms, 3 beds, 2 private bathrooms
20–25 Sept
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4.96 out of 5 average rating, 45 reviews
Guest favourite
Flat in Philipstown
Foxglove Farm
4.9 out of 5 average rating, 276 reviews, 1 bedroom, 1 bed, 1 bathroom
11–16 Aug
Guest favourite
Guest suite in Philipstown
House on the hill
4.83 out of 5 average rating, 70 reviews, 2 bedrooms, 2 beds, 1 bathroom
21–26 Jul
Guest favourite
Home in Philipstown
Hikers retreat in the Hudson Valley
4.94 out of 5 average rating, 114 reviews, 1 bedroom, 1 bed, 1 bathroom
21–27 Jul
Top guest favourite
Chalet in Philipstown
Cozy A-Frame in the Trees · 20 min to WP· 1 hr NYC
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 2 bathrooms
28 Jul – 2 Aug
Guest favourite
Room in Highland Falls
34 West AirBnB
4.93 out of 5 average rating, 30 reviews, 1 double bed, 1 bathroom
21–26 Jul
Top guest favourite
Cabin in Philipstown
Peaceful Mountain Cottage with a Sunset View
5.0 out of 5 average rating, 16 reviews, 1 bedroom, 2 beds, 2 bathrooms
23–28 Jul
Top guest favourite
Room in Cold Spring
Classic Early 20th Century Chic Cold Spring House
4.97 out of 5 average rating, 222 reviews, 1 double bed, 1 bathroom
23–28 Aug
Guest favourite
Guest house in Philipstown
Modern Hudson Valley Loft | West Views, 1hr NYC
5.0 out of 5 average rating, 8 reviews, 1 bedroom, 2 beds, 1 bathroom
8–13 Aug
Home in Philipstown
Gloves Off Retreat • A Quiet Hudson Valley Escape
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Home in Philipstown
Modern, sun-filled farmhouse retreat
5.0 out of 5 average rating, 27 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
7–12 Sept
Top guest favourite
Room in Highland Falls
Old Grad Inn - 1 mile to front gate of West Point
4.98 out of 5 average rating, 177 reviews, 1 double bed, 1 bathroom
28 Aug – 2 Sept
Guest favourite
Flat in Cold Spring
Spacious Studio in Hudson Valley
4.82 out of 5 average rating, 331 reviews, 1 bedroom, 2 beds, 1 bathroom
26–31 Jul
Top guest favourite
Home in Highland Falls
Top-Rated West Point 3 Bed 2 Bath Walk to Thayer
5.0 out of 5 average rating, 98 reviews, 3 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Room in Cold Spring
Cold Spring Private Suite - 2 min from train
4.96 out of 5 average rating, 385 reviews, 1 bed, 1 bathroom
27 Jul – 1 Aug
Top guest favourite
Farm stay in Philipstown
Country Estate on Maple Syrup Farm, Tesla Charging
5.0 out of 5 average rating, 19 reviews, 5 bedrooms, 5 beds, 4.5 bathrooms
13–18 Sept
Top guest favourite
Guest house in Philipstown
Historic 1 bedroom home in Cold Spring, NY
4.99 out of 5 average rating, 153 reviews, 1 bedroom, 1 bed, 1 bathroom
4–9 Oct
Top guest favourite
Room in Cold Spring
Cozy Private Living Room Couch Bed
5.0 out of 5 average rating, 25 reviews, 1 bathroom
26–31 Jul
Superhost
Flat in Beacon
Trailhead 1BR Next to Hiking on Beacon Mt
4.93 out of 5 average rating, 60 reviews, 1 bedroom, 1 bed, 1 bathroom
24–29 Aug