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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
26–31 Oct
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4.94 out of 5 average rating, 144 reviews
Top guest favourite
Home in Philipstown
Modern, sun-filled farmhouse retreat
3 bedrooms, 3 queen beds, 2.5 bathrooms
22–27 Oct
5.0 out of 5 average rating, 28 reviews
Guest favourite
Home in Garrison
Hudson Valley Mountaintop Riverview
4 bedrooms, 5 beds, 2.5 bathrooms
13–18 Sept
4.93 out of 5 average rating, 184 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
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, 14 reviews
Guest favourite
Home in Philipstown
Turtle Crossing - Garrison, NY
5 bedrooms, 6 beds, 4.5 bathrooms
1–6 Apr
4.95 out of 5 average rating, 22 reviews
Guest favourite
Guest house in Philipstown
Modern Hudson Valley Loft | Foliage Views, 1hr NYC
1 bedroom, 2 beds, 1 bathroom
29 Sept – 4 Oct
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Philipstown
Serene Hilltop House - Garrison / Cold Spring 5BR
5 bedrooms, 5 beds, 4 bathrooms
15–20 Sept
5.0 out of 5 average rating, 11 reviews
Superhost
Home in Putnam Valley
Luxury Lake Oscawana Escape | 1 Hour from NYC
4 bedrooms, 4 beds, 3 bathrooms
12–17 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Flat in Philipstown
Foxglove Farm
1 bedroom, 1 queen bed, 1 bathroom
11–16 Oct
4.9 out of 5 average rating, 278 reviews
Top guest favourite
Home in Philipstown
Gloves Off Retreat • A Quiet Hudson Valley Escape
3 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Cold Spring
Modern Woodland Retreat • Forest Light & Quietude
3 bedrooms, 3 beds, 3 bathrooms
24–29 Sept
5.0 out of 5 average rating, 38 reviews
Top guest favourite
Home in Cold Spring
Mountainside Retreat | Near Beacon & Cold Spring
2 bedrooms, 6 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Guest house in Philipstown
Historic 1 bedroom home in Cold Spring, NY
1 bedroom, 1 queen bed, 1 bathroom
18–23 Oct
4.99 out of 5 average rating, 155 reviews
Guest favourite
Rooms in Cold Spring
Classic Early 20th Century Chic Cold Spring Home
2 bedrooms, 2 double beds, 1 bathroom
28 Sept – 3 Oct
4.92 out of 5 average rating, 79 reviews
Guest favourite
Home in Putnam Valley
Lakefront Cedar Sauna | Dock | Balcony Over Water
3 bedrooms, 3 beds, 2 bathrooms
8–13 Nov
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Philipstown
The Dugout • Cool Woodland Escape • 60 Min NYC
4 bedrooms, 4 beds, 2 bathrooms
22–27 Sept
4.93 out of 5 average rating, 15 reviews
Top guest favourite
Home in Philipstown
Cedar Hot Tub | Prvt woods| Near West PT/Cold Spg
3 bedrooms, 5 beds, 2 bathrooms
14–19 Sept
4.96 out of 5 average rating, 48 reviews
Guest favourite
Home in Cold Spring
The Foundry House by the Hudson River
3 bedrooms, 4 beds, 1.5 bathrooms
13–18 Sept
4.9 out of 5 average rating, 225 reviews