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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
30 Aug – 4 Sept
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4.97 out of 5 average rating, 225 reviews
Guest favourite
Home in Philipstown
Arkadia House Mid-century retreat with pool & view
3 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
4.96 out of 5 average rating, 49 reviews
Guest favourite
Flat in Philipstown
Foxglove Farm
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
4.9 out of 5 average rating, 277 reviews
Guest favourite
Guest house in Philipstown
Modern Hudson Valley Loft | West Views, 1hr NYC
1 bedroom, 2 beds, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 12 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, 28 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, 22 reviews
Guest favourite
Chalet in Philipstown
Rare A-Frame in the Trees · 20 min to WP· 1 hr NYC
3 bedrooms, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 12 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
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, 7 reviews
Top guest favourite
Home in Philipstown
3BR Hudson River house near Bear Mountain
3 bedrooms, 3 beds, 2 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 18 reviews
Guest favourite
Guest suite in Philipstown
House on the hill
2 bedrooms, 2 beds, 1 bathroom
26–31 Aug
4.84 out of 5 average rating, 74 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, 13 reviews
Top guest favourite
Cabin in Philipstown
Peaceful Mountain Cottage with a Sunset View
1 bedroom, 2 beds, 2 bathrooms
22–27 Aug
5.0 out of 5 average rating, 17 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
28 Aug – 2 Sept
5.0 out of 5 average rating, 329 reviews
Top guest favourite
Home in Putnam Valley
Luxury Lake House Sauna 1h From NYC
2 bedrooms, 3 beds, 2 bathrooms
5–10 Sept
4.99 out of 5 average rating, 187 reviews
Top guest favourite
Home in Cold Spring
Mountain Top Retreat
1 bedroom, 1 king bed, 1 bathroom
26–31 Oct
4.99 out of 5 average rating, 85 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
Guest suite in New Windsor
Spacious Studio/ SKAC/USMA/Hiking
1 bedroom, 2 queen beds, 1 bathroom
13–18 Sept
4.97 out of 5 average rating, 297 reviews
Tent in Putnam Valley
'Higher Ground' Camping @ Fahnestock State Park
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug