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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
3 bedrooms, 3 beds, 2 bathrooms
21–26 Sept
4.96 out of 5 average rating, 46 reviews
Top guest favourite
Chalet in Philipstown
Rare A-Frame in the Trees · 20 min to WP· 1 hr NYC
3 bedrooms, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 10 reviews
Guest favourite
Guest house in Philipstown
Modern Hudson Valley Loft | West Views, 1hr NYC
1 bedroom, 2 beds, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Flat in Philipstown
Foxglove Farm
1 bedroom, 1 queen bed, 1 bathroom
11–16 Aug
4.9 out of 5 average rating, 276 reviews
Guest favourite
Home in Philipstown
Serene Hilltop House - Garrison 5-BR w Heated Pool
5 bedrooms, 5 beds, 4 bathrooms
17–23 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Cabin in Philipstown
Peaceful Mountain Cottage with a Sunset View
1 bedroom, 2 beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Philipstown
Modern, sun-filled farmhouse retreat
3 bedrooms, 3 queen beds, 2.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 27 reviews
Guest favourite
Home in Philipstown
Hikers retreat in the Hudson Valley
1 bedroom, 1 queen bed, 1 bathroom
1–7 Aug
4.94 out of 5 average rating, 114 reviews
Guest favourite
Home in Philipstown
Turtle Crossing - Garrison, NY
5 bedrooms, 6 beds, 4.5 bathrooms
26–31 Aug
4.95 out of 5 average rating, 20 reviews
Top guest favourite
Home in Cold Spring
Mountain Top Retreat
1 bedroom, 1 king bed, 1 bathroom
23–28 Aug
4.99 out of 5 average rating, 79 reviews
Guest favourite
Guest suite in Philipstown
House on the hill
2 bedrooms, 2 beds, 1 bathroom
9–14 Aug
4.83 out of 5 average rating, 71 reviews
Home in Philipstown
'The Glabin’: Garrison Gem w/ Hot Tub & Fire Pit
3 bedrooms, 3 beds, 2.5 bathrooms
26–31 Aug
4.82 out of 5 average rating, 34 reviews
Top guest favourite
Home in Highland Falls
Modern 3BD West Point USMA House w/ HotTub!
3 bedrooms, 3 queen beds, 2 bathrooms
23–28 Aug
4.99 out of 5 average rating, 108 reviews
Guest favourite
Cottage in Cold Spring
Cheerful Private 3 Bedroom Cottage in Cold Spring
3 bedrooms, 4 beds, 1.5 bathrooms
21–26 Aug
4.93 out of 5 average rating, 185 reviews
Guest favourite
Home in Cold Spring
Cold Spring Hidden Gem: woods, walk to town, SAUNA
3 bedrooms, 4 beds, 3 bathrooms
23–30 Dec
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Home in Cold Spring
Hilltop Hideaway Forest Villa on 13 acres!
4 bedrooms, 7 beds, 4 bathrooms
20–25 Sept
4.95 out of 5 average rating, 364 reviews
Top guest favourite
Guest suite in Putnam Valley
Nestled in Nature
1 bedroom, 2 beds, 1 bathroom
24–29 Aug
4.99 out of 5 average rating, 151 reviews
Home in Philipstown
Gloves Off Retreat • A Quiet Hudson Valley Escape
3 bedrooms, 3 beds, 2 bathrooms
27 Aug – 1 Sept
5.0 out of 5 average rating, 4 reviews