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Search results; Over 1,000 homes in Philipstown

Top guest favourite
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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4.96 out of 5 average rating, 46 reviews
Top guest favourite
Chalet in Philipstown
Rare A-Frame in the Trees · 20 min to WP· 1 hr NYC
5.0 out of 5 average rating, 11 reviews, 3 bedrooms, 2 bathrooms
1–6 Aug
Guest favourite
Guest house in Philipstown
Modern Hudson Valley Loft | West Views, 1hr NYC
5.0 out of 5 average rating, 9 reviews, 1 bedroom, 2 beds, 1 bathroom
2–7 Aug
Guest favourite
Flat in Philipstown
Foxglove Farm
4.9 out of 5 average rating, 276 reviews, 1 bedroom, 1 bed, 1 bathroom
11–16 Aug
Guest favourite
Flat in Newburgh
Special Nest w Private Entrance River View Porches
4.89 out of 5 average rating, 268 reviews, 1 bedroom, 1 bed, 2 bathrooms
2–7 Nov
Guest favourite
Home in Philipstown
Serene Hilltop House - Garrison 5-BR w Heated Pool
5.0 out of 5 average rating, 6 reviews, 5 bedrooms, 5 beds, 4 bathrooms
17–23 Aug
Top guest favourite
Home in Philipstown
Modern, sun-filled farmhouse retreat
5.0 out of 5 average rating, 27 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
13–18 Sept
Top guest favourite
Home in Cold Spring
Mountainside Home (Beacon/Cold Spring)
5.0 out of 5 average rating, 24 reviews, 2 bedrooms, 6 beds, 2 bathrooms
6–11 Sept
Guest house in Beacon
The Greenhouse in the Hudson Highlands (Beacon)
New place to stay, 1 bedroom, 1 bed, 1 bathroom
12–17 Sept
Top guest favourite
Home in Highland Falls
Modern 3BD West Point USMA House w/ HotTub!
4.99 out of 5 average rating, 108 reviews, 3 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
Guest favourite
Flat in Cold Spring
Spacious & Cozy Village Getaway
4.97 out of 5 average rating, 98 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
29 Aug – 3 Sept
Top guest favourite
Home in Cold Spring
Mountain Top Retreat
4.99 out of 5 average rating, 80 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Top guest favourite
Townhouse in Beacon
Pet-Friendly 3BR Retreat – Walk to Shops & Cafe
4.96 out of 5 average rating, 379 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
2–7 Aug
Top guest favourite
Home in Philipstown
Gloves Off Retreat • A Quiet Hudson Valley Escape
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 3 beds, 2 bathrooms
27 Aug – 1 Sept
Superhost
Home in Highland Falls
Cozy House 3 Blocks From West Pt
4.94 out of 5 average rating, 173 reviews, 4 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Cabin in Philipstown
Peaceful Mountain Cottage with a Sunset View
5.0 out of 5 average rating, 16 reviews, 1 bedroom, 2 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Home in Cold Spring
Home in Cold Spring- Farm Stay!
5.0 out of 5 average rating, 95 reviews, 3 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
Guest favourite
Flat in Beacon
Trailhead 1BR Next to Hiking on Beacon Mt
4.93 out of 5 average rating, 61 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Sept
Home in Philipstown
'The Glabin’: Garrison Gem w/ Hot Tub & Fire Pit
4.82 out of 5 average rating, 34 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
26–31 Aug