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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, 224 reviews
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
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
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, 11 reviews, 3 bedrooms, 2 bathrooms
1–6 Aug
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
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
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
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
Room in Philipstown
Sweet Room Overlooking Pond, Great Hiking
4.92 out of 5 average rating, 38 reviews, 1 single bed, 2 bathrooms
1–6 Nov
Top guest favourite
Home in Cold Spring
Home in Cold Spring- Farm Stay!
5.0 out of 5 average rating, 95 reviews, 3 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
Top guest favourite
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
Guest house in Philipstown
Inn at The Garrison - Room 202
4.96 out of 5 average rating, 83 reviews, 1 bedroom, 1 bed, 1 bathroom
14–19 Oct
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
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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
Guest house in Philipstown
Historic 1 bedroom home in Cold Spring, NY
4.99 out of 5 average rating, 154 reviews, 1 bedroom, 1 bed, 1 bathroom
4–9 Oct
Guest favourite
Rooms in Philipstown
Cozy Room Overlooking Pond in Wildlife Sanctuary
4.74 out of 5 average rating, 39 reviews, 2 bedrooms, 1 bed, 2 bathrooms
26–31 Oct
Guest favourite
Room in Lake Mohegan
Large Sunny Lakeside Room Ideal for Longer Stays
4.92 out of 5 average rating, 76 reviews, 1 king bed, 1 bathroom
1–6 Aug
Top guest favourite
Apartment in Beacon
Rustic Spa Retreat
4.99 out of 5 average rating, 659 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
20–25 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