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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, 223 reviews
Top guest favourite
Home in Philipstown
Arkadia House Mid-century retreat with pool & view
4.96 out of 5 average rating, 46 reviews, 3 bedrooms, 3 beds, 2 bathrooms
21–26 Sept
Top guest favourite
Chalet in Philipstown
Rare 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
2–7 Aug
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 house in Philipstown
Modern Hudson Valley Loft | West Views, 1hr NYC
5.0 out of 5 average rating, 9 reviews, 1 bedroom, 2 beds, 1 bathroom
2–7 Aug
Guest favourite
Home in Philipstown
Serene Hilltop House - Garrison 5-BR w Heated Pool
5.0 out of 5 average rating, 6 reviews, 5 bedrooms, 5 beds, 4 bathrooms
17–23 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
1–6 Aug
Guest favourite
Cottage in Cold Spring
Cheerful Private 3 Bedroom Cottage in Cold Spring
4.93 out of 5 average rating, 185 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
21–26 Aug
Top guest favourite
Home in Highland Falls
Modern 3BD West Point USMA House w/ HotTub!
4.99 out of 5 average rating, 108 reviews, 3 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
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
Guest favourite
Guest suite in Philipstown
House on the hill
4.83 out of 5 average rating, 71 reviews, 2 bedrooms, 2 beds, 1 bathroom
9–14 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
13–18 Sept
Top guest favourite
Home in Cold Spring
Mountain Top Retreat
4.99 out of 5 average rating, 79 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Top guest favourite
Home in Highland Falls
Highland Falls Home - 1/2 Mile to West Point
4.97 out of 5 average rating, 66 reviews, 3 bedrooms, 5 beds, 2 bathrooms
25–30 Aug
Top guest favourite
Guest suite in Putnam Valley
Nestled in Nature
4.99 out of 5 average rating, 151 reviews, 1 bedroom, 2 beds, 1 bathroom
24–29 Aug
Home in Philipstown
Gloves Off Retreat • A Quiet Hudson Valley Escape
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 3 beds, 2 bathrooms
27 Aug – 1 Sept
Guest favourite
Home in Highland Falls
Luxury House Near West Point
4.92 out of 5 average rating, 88 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
10–15 Aug
Top guest favourite
Flat in Cold Spring
Charming Village Base. Walk to Restaurants & Shops
4.97 out of 5 average rating, 119 reviews, 1 bedroom, 1 bed, 1 bathroom
29 Aug – 3 Sept
Top guest favourite
Flat in Cornwall-on-Hudson
Hudson Haven
5.0 out of 5 average rating, 42 reviews, 2 bedrooms, 4 beds, 1 bathroom
15–20 Sept