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Search results; Over 1,000 homes in Philipstown

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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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4.87 out of 5 average rating, 52 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 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
12–17 Sept
5.0 out of 5 average rating, 15 reviews
Guest favourite
Flat in Philipstown
Foxglove Farm
1 bedroom, 1 queen bed, 1 bathroom
9–14 Sept
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 Philipstown
Serene Hilltop House - Garrison / Cold Spring 5BR
5 bedrooms, 5 beds, 4 bathrooms
28 Sept – 4 Oct
5.0 out of 5 average rating, 10 reviews
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Home in Philipstown
The Dugout • Cool Woodland Escape • 60 Min NYC
4 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
4.93 out of 5 average rating, 15 reviews
Top guest favourite
Home in Putnam Valley
Heated Pool, Ultra Modern Home 5B, hot tub, sauna
5 bedrooms, 7 beds, 3.5 bathrooms
9–14 Sept
4.98 out of 5 average rating, 176 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
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
Top guest favourite
Home in Philipstown
Creekside Home Near Cold Spring & West Point
3 bedrooms, 4 beds, 1 bathroom
26–31 Oct
4.94 out of 5 average rating, 144 reviews
Guest favourite
Home in Philipstown
Hikers retreat in the Hudson Valley
1 bedroom, 1 queen bed, 1 bathroom
19–25 Oct
4.94 out of 5 average rating, 115 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
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
Top guest favourite
Home in Cold Spring
Elevate your Fall at Gilbo's in Cold Spring!
4 bedrooms, 5 beds, 2 bathrooms
22–27 Sept
4.94 out of 5 average rating, 85 reviews
Top guest favourite
Flat in Cold Spring
Spacious & Cozy Village Getaway
2 bedrooms, 3 beds, 1.5 bathrooms
20–25 Sept
4.97 out of 5 average rating, 104 reviews
Top guest favourite
Cabin in Philipstown
Peaceful Mountain Cottage with a Sunset View
1 bedroom, 2 beds, 2 bathrooms
12–17 Sept
5.0 out of 5 average rating, 17 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