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Search results; Over 1,000 homes in Philipstown

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Guest favourite
Guest suite in Philipstown
House on the hill
2 bedrooms, 2 beds, 1 private bathroom
6–11 Sept
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4.84 out of 5 average rating, 74 reviews
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Guest favourite
Home in Philipstown
Turtle Crossing - Garrison, NY
5 bedrooms, 6 beds
10–15 Sept
4.95 out of 5 average rating, 22 reviews
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Top guest favourite
Home in Philipstown
Modern, sun-filled farmhouse retreat
3 bedrooms, 3 queen beds
22–27 Oct
5.0 out of 5 average rating, 28 reviews
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Top guest favourite
Home in Philipstown
The Dugout • Cool Woodland Escape • 60 Min NYC
4 bedrooms, 4 beds
14–19 Sept
4.93 out of 5 average rating, 14 reviews
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Guest favourite
Guest house in Philipstown
Modern Hudson Valley Loft | West Views, 1hr NYC
1 bedroom, 2 beds
8–13 Sept
5.0 out of 5 average rating, 13 reviews
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Guest favourite
Flat in Philipstown
Foxglove Farm
1 bedroom, 1 queen bed
8–13 Sept
4.9 out of 5 average rating, 278 reviews
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Top guest favourite
Home in Philipstown
Gloves Off Retreat • A Quiet Hudson Valley Escape
3 bedrooms, 3 beds
13–18 Sept
5.0 out of 5 average rating, 8 reviews
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Guest favourite
Home in Philipstown
Serene Hilltop House - Garrison / Cold Spring 5BR
5 bedrooms, 5 beds
15–20 Sept
5.0 out of 5 average rating, 9 reviews
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Top guest favourite
Farm stay in Philipstown
Country Estate on Maple Syrup Farm, Tesla Charging
5 bedrooms, 5 beds
13–18 Sept
5.0 out of 5 average rating, 19 reviews
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Guest favourite
Chalet in Philipstown
Rare A-Frame in the Trees · 20 min to WP· 1 hr NYC
3 bedrooms
14–19 Sept
5.0 out of 5 average rating, 14 reviews
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Top guest favourite
Home in Putnam Valley
Heated Pool, Ultra Modern Home 5B, hot tub, sauna
5 bedrooms, 7 beds
8–13 Sept
4.98 out of 5 average rating, 176 reviews
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Top guest favourite
Cabin in Philipstown
Peaceful Mountain Cottage with a Sunset View
1 bedroom, 2 beds
14–19 Sept
5.0 out of 5 average rating, 17 reviews
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Guest favourite
Rooms in Cold Spring
Classic Early 20th Century Chic Cold Spring Home
2 bedrooms, 2 double beds
28 Sept – 3 Oct
4.92 out of 5 average rating, 79 reviews
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Top guest favourite
Home in Philipstown
Cedar Hot Tub | Prvt woods| Near West PT/Cold Spg
3 bedrooms, 5 beds
14–19 Sept
4.96 out of 5 average rating, 47 reviews
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Guest favourite
Home in Putnam Valley
Lakefront Cedar Sauna | Dock | Balcony Over Water
3 bedrooms, 3 beds
19–24 Sept
5.0 out of 5 average rating, 6 reviews
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Guest favourite
Home in Cold Spring
Hudson Valley's Nature Experience Incredible Views
3 bedrooms, 4 beds
8–13 Sept
4.92 out of 5 average rating, 12 reviews
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Home in Philipstown
'The Glabin’: Garrison Gem w/ Hot Tub & Fire Pit
3 bedrooms, 3 beds
13–18 Sept
4.82 out of 5 average rating, 34 reviews
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Top guest favourite
Home in Cold Spring
Modern Woodland Retreat • Forest Light & Quietude
3 bedrooms, 3 beds
1–6 Dec
5.0 out of 5 average rating, 38 reviews
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Top guest favourite
Flat in Cold Spring
Beautiful loft space
1 bedroom, 1 queen bed
9–14 Nov
4.94 out of 5 average rating, 678 reviews