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Search results; Over 1,000 homes in Philipstown

Top guest favourite
Home in Philipstown
Arkadia House Mid-century retreat with pool & view
3 bedrooms, 3 beds, 2 private bathrooms
21–26 Sept
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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
24–29 Aug
5.0 out of 5 average rating, 11 reviews
Guest favourite
Guest house in Philipstown
Modern Hudson Valley Loft | West Views, 1hr NYC
1 bedroom, 2 beds, 1 bathroom
19–24 Aug
5.0 out of 5 average rating, 9 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
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, 80 reviews
Top guest favourite
Home in Cold Spring
Home in Cold Spring- Farm Stay!
3 bedrooms, 3 beds, 2 bathrooms
1–6 Nov
5.0 out of 5 average rating, 96 reviews
Top guest favourite
Home in Cold Spring
Mountainside Home (Beacon/Cold Spring)
2 bedrooms, 6 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Room in Cold Spring
Classic Early 20th Century Chic Cold Spring House
1 double bed, 1 bathroom
23–28 Aug
4.97 out of 5 average rating, 222 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
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, 152 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
Home in Putnam Valley
Lake Retreat Farm style w Kayak BBQ Patio Fire Pit
1 bedroom, 1 bed, 1 bathroom
5–10 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Room in Highland Falls
Old Grad Inn - 1 mile to front gate of West Point
1 double bed, 1 bathroom
28 Aug – 2 Sept
4.98 out of 5 average rating, 177 reviews
Top guest favourite
Home in Cold Spring
Autumn Leaves in the Hudson Valley at Gilbo's
4 bedrooms, 5 beds, 2 bathrooms
2–7 Aug
4.94 out of 5 average rating, 83 reviews
Top guest favourite
Cottage in Cortlandt
The Little Cottage in the Woods
1 bedroom, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 227 reviews
Guest favourite
Home in Highland Falls
Luxury House Near West Point
3 bedrooms, 4 beds, 2.5 bathrooms
10–15 Aug
4.92 out of 5 average rating, 90 reviews
Top guest favourite
Flat in Cold Spring
Beautiful Apartment in Gothic Victorian Cottage
1 bedroom, 1 queen bed, 1 bathroom
18–23 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
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, 6 reviews
Top guest favourite
Flat in Cold Spring
Charming Village Base. Walk to Restaurants & Shops
1 bedroom, 1 queen bed, 1 bathroom
6–11 Sept
4.97 out of 5 average rating, 119 reviews