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Search results; Over 1,000 homes in Philipstown

Guest favourite
Flat in Philipstown
Foxglove Farm
1 bedroom, 1 bed, 1 shared bathroom
18–23 Aug
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4.9 out of 5 average rating, 276 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
Guest favourite
Guest house in Philipstown
Modern Hudson Valley Loft | West Views, 1hr NYC
1 bedroom, 2 beds, 1 bathroom
21–26 Aug
5.0 out of 5 average rating, 10 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
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
Turtle Crossing - Garrison, NY
5 bedrooms, 6 beds, 4.5 bathrooms
26–31 Aug
4.95 out of 5 average rating, 21 reviews
Top guest favourite
Farm stay in Philipstown
Country Estate on Maple Syrup Farm, Tesla Charging
5 bedrooms, 5 beds, 4.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 19 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, 72 reviews
Guest favourite
Rooms in Cold Spring
Classic Early 20th Century Chic Cold Spring Home
2 bedrooms, 2 double beds, 1 bathroom
26–31 Oct
4.92 out of 5 average rating, 78 reviews
Top guest favourite
Cabin in Philipstown
Peaceful Mountain Cottage with a Sunset View
1 bedroom, 2 beds, 2 bathrooms
20–25 Aug
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Philipstown
The Dugout • Cool Woodland Escape • 60 Min NYC
4 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
4.92 out of 5 average rating, 12 reviews
Top guest favourite
Tiny home in Cold Spring
Tiny house on tiny farm close to hiking trails.
1 bedroom, 1 double bed, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 327 reviews
Top guest favourite
Room in Beacon
Steps away from nature!
1 bed, 1 bathroom
19–24 Sept
4.94 out of 5 average rating, 246 reviews
Home in Chester
Private Estate | Pool, Hot Tub & 10BR Retreat
10 bedrooms, 20 beds, 4.5 bathrooms
16–21 Aug
New place to stay
Top guest favourite
Home in Cold Spring
Autumn Leaves in the Hudson Valley at Gilbo's
4 bedrooms, 5 beds, 2 bathrooms
30 Aug – 4 Sept
4.94 out of 5 average rating, 83 reviews
Top guest favourite
Home in Cold Spring
Modern Woodland Retreat • Forest Light & Quietude
3 bedrooms, 3 beds, 3 bathrooms
5–10 Oct
5.0 out of 5 average rating, 37 reviews
Top guest favourite
Room in Cold Spring
Classic Early 20th Century Chic Cold Spring House
1 double bed, 1 bathroom
26–31 Oct
4.97 out of 5 average rating, 222 reviews
Top guest favourite
Flat in Cornwall-on-Hudson
Hudson Haven
2 bedrooms, 4 beds, 1 bathroom
15–20 Sept
5.0 out of 5 average rating, 43 reviews
Top guest favourite
Flat in Highland Falls
Riverview B&B 2 Miles to West Point
1 bedroom, 2 beds, 1 bathroom
28 Oct – 2 Nov
4.99 out of 5 average rating, 195 reviews