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Search results; Over 1,000 homes in Philipstown

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Guest favourite
Home in Philipstown
Gorgeous Garrison Gem Sauna, Spa 5 min Cold Spring
5 bedrooms, 8 beds, 2.5 private bathrooms
25–30 Oct
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4.83 out of 5 average rating, 110 reviews
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Top guest favourite
Home in Philipstown
Modern, sun-filled farmhouse retreat
3 bedrooms, 3 queen beds, 2.5 bathrooms
26–31 Oct
5.0 out of 5 average rating, 29 reviews
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Top guest favourite
Home in Philipstown
Gloves Off Retreat • A Quiet Hudson Valley Escape
3 bedrooms, 3 beds, 2 bathrooms
17–22 Oct
5.0 out of 5 average rating, 8 reviews
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Featured hotel
Hotel in West Point
The Thayer Hotel at West Point, Selected by hotel
1 bedroom, 1 double bed, 1 bathroom
22–27 Oct
5.0 out of 5 average rating, 4 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, 4 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 16 reviews
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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
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Top guest favourite
Farm stay in Philipstown
Country Estate on Maple Syrup Farm, Tesla Charging
5 bedrooms, 5 beds, 4.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 19 reviews
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Top guest favourite
Guest house in Philipstown
Modern Hudson Valley Loft | Foliage Views, 1hr NYC
1 bedroom, 2 beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 17 reviews
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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
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Top guest favourite
Home in Philipstown
Serene Hilltop House - Garrison / Cold Spring 5BR
5 bedrooms, 5 beds, 4 bathrooms
13–18 Oct
5.0 out of 5 average rating, 11 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, 3.5 bathrooms
4–9 Oct
4.98 out of 5 average rating, 177 reviews
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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
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Top guest favourite
Home in Highland Falls
Billy Joel/JP Morgan Hudson Valley Home 1h to NYC
7 bedrooms, 21 beds, 5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 96 reviews
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Guest favourite
Home in Highland Falls
Modern 3BD West Point USMA House w/ HotTub!
3 bedrooms, 3 queen beds, 2 bathrooms
18–23 Oct
4.99 out of 5 average rating, 116 reviews
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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
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Guest favourite
Home in Cold Spring
The Foundry House by the Hudson River
3 bedrooms, 4 beds, 1.5 bathrooms
4–9 Oct
4.9 out of 5 average rating, 225 reviews
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Home in Philipstown
'The Glabin’: Garrison Gem w/ Hot Tub & Fire Pit
3 bedrooms, 3 beds, 2.5 bathrooms
18–23 Oct
4.82 out of 5 average rating, 34 reviews
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Guest favourite
Cottage in Putnam Valley
Private Lake House 1 Hour to NYC & Near Westpoint
4 bedrooms, 5 beds, 2 bathrooms
28 Oct – 2 Nov
4.96 out of 5 average rating, 253 reviews
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Flat in Cold Spring
Charming Main st Stay with breakfast
1 queen bed, 1 bathroom
18–23 Oct
5.0 out of 5 average rating, 3 reviews