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Search results; Over 1,000 homes in Philipstown

Guest favourite
Cottage in Philipstown
Modern Country Cottage by Bear Mountain
1 bedroom, 2 beds, 1 private bathroom
2–7 Aug
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4.97 out of 5 average rating, 222 reviews
Top guest favourite
Home in Philipstown
Arkadia House Mid-century retreat with pool & view
4.95 out of 5 average rating, 43 reviews, 3 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
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, 9 reviews, 3 bedrooms, 2 bathrooms
19–24 Jul
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
2–7 Aug
Guest favourite
Flat in Philipstown
Foxglove Farm
4.9 out of 5 average rating, 275 reviews, 1 bedroom, 1 bed, 1 bathroom
11–16 Aug
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
Superhost
Home in Highland
VIEWS on Hudson River / Luxury Modern Home
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
19–24 Jul
Top guest favourite
Home in Cold Spring
Mountain Top Retreat
4.99 out of 5 average rating, 78 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Guest favourite
Flat in Newburgh
Special Nest w Private Entrance River View Porches
4.89 out of 5 average rating, 266 reviews, 1 bedroom, 1 bed, 2 bathrooms
13–18 Sept
Top guest favourite
Home in Cold Spring
Home in Cold Spring- Farm Stay!
5.0 out of 5 average rating, 94 reviews, 3 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
Guest favourite
Home in Cold Spring
Cold Spring Hidden Gem: woods, walk to town, SAUNA
5.0 out of 5 average rating, 28 reviews, 3 bedrooms, 4 beds, 3 bathrooms
18–23 Aug
Top guest favourite
Flat in Stony Point
Gorgeous Suite w/ Private Entrance
4.97 out of 5 average rating, 110 reviews, 1 bedroom, 2 beds, 1 bathroom
3–8 Aug
Guest favourite
Home in Putnam Valley
Heated Pool, Ultra Modern Home 5B, hot tub, sauna
4.98 out of 5 average rating, 168 reviews, 5 bedrooms, 7 beds, 3.5 bathrooms
8–13 Sept
Top guest favourite
Cottage in Putnam Valley
Private Lake House 1 Hour to NYC & Near Westpoint
4.97 out of 5 average rating, 239 reviews, 4 bedrooms, 5 beds, 2 bathrooms
8–13 Aug
Home in Highland Falls
West Point Rental for yearly cadet events
New place to stay, 3 bedrooms, 3 beds, 2.5 bathrooms
17–22 Jul
Guest favourite
Rooms in Cold Spring
Classic Early 20th Century Chic Cold Spring Home
4.92 out of 5 average rating, 77 reviews, 2 bedrooms, 2 double beds, 1 bathroom
23–28 Aug
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
19–25 Jul
Home in Philipstown
'The Glabin’: Garrison Gem w/ Hot Tub & Fire Pit
4.82 out of 5 average rating, 34 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
26–31 Aug
Top guest favourite
Guest house in Philipstown
Historic 1 bedroom home in Cold Spring, NY
4.99 out of 5 average rating, 152 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul