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Search results; Over 1,000 homes in Philipstown

Top guest favourite
Home in Philipstown
Creekside Home Near Cold Spring & West Point
3 bedrooms, 4 beds, 1 private bathroom
19–24 Oct
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4.94 out of 5 average rating, 144 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
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, 276 reviews, 1 bedroom, 1 bed, 1 bathroom
11–16 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
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
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
1–7 Aug
Guest favourite
Home in Philipstown
Turtle Crossing - Garrison, NY
4.95 out of 5 average rating, 20 reviews, 5 bedrooms, 6 beds, 4.5 bathrooms
26–31 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 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
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
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
23–30 Dec
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
Home in Cold Spring
Hilltop Hideaway Forest Villa on 13 acres!
4.95 out of 5 average rating, 364 reviews, 4 bedrooms, 7 beds, 4 bathrooms
20–25 Sept
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
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
27 Aug – 1 Sept