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Search results; Over 1,000 homes in Highland

Guest favourite
Cottage in Highland
Little Yellow Cottage New Paltz - Kitchen wash/dry
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
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4.89 out of 5 average rating, 701 reviews
Superhost
Home in Highland
VIEWS on Hudson River / Luxury Modern Home
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
13–18 Jul
Top guest favourite
Guest suite in Highland
Cozy Studio | Near World’s Longest Walkway Bridge
4.94 out of 5 average rating, 64 reviews, 1 bedroom, 3 beds, 1 bathroom
20–25 Jul
Top guest favourite
Home in Highland
Cliffside Luxury: Hot Tub, Sun & River Views!
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
13–18 Jul
Top guest favourite
Home in Highland
Hudson Valley Estate 90 min from NYC Pool&GameRoom
5.0 out of 5 average rating, 49 reviews, 4 bedrooms, 6 beds, 2.5 bathrooms
13–18 Jul
Guest favourite
Flat in Newburgh
Special Nest w Private Entrance River View Porches
4.89 out of 5 average rating, 265 reviews, 1 bedroom, 1 bed, 2 bathrooms
13–18 Sept
Top guest favourite
Guest house in Hyde Park
Modern cottage with Hudson River view
4.99 out of 5 average rating, 790 reviews, 1 bed, 1 bathroom
30 Aug – 4 Sept
Guest favourite
Home in Highland
Serene & Spacious Getaway
4.87 out of 5 average rating, 119 reviews, 2 bedrooms, 2 beds, 1 bathroom
29 Aug – 3 Sept
Top guest favourite
Guest suite in Hyde Park
The Harvest Guest House~Hidden Gem
4.98 out of 5 average rating, 254 reviews, 2 bedrooms, 2 beds, 1 bathroom
8–13 Aug
Guest favourite
Home in New Paltz
1875 School House near HV Rail Trail
4.96 out of 5 average rating, 84 reviews, 2 bedrooms, 3 beds, 1 bathroom
2–7 Aug
Guest favourite
Home in Highland
Splendid Isolation @ Extraordinary Country Retreat
4.97 out of 5 average rating, 78 reviews, 4 bedrooms, 4 beds, 5 bathrooms
7–14 Sept
Top guest favourite
Cottage in Clintondale
Blue Spruce Cottage
4.99 out of 5 average rating, 86 reviews, 2 bedrooms, 3 beds, 1 bathroom
13–18 Aug
Top guest favourite
Home in Poughkeepsie
Beautiful, Fun, Spacious 5 Acre Family Retreat
4.93 out of 5 average rating, 107 reviews, 3 bedrooms, 7 beds, 2.5 bathrooms
12–17 Jul
Top guest favourite
Home in Hyde Park
Wooded Rhinebeck-Beacon area Escape w/Outdoor Spa
4.99 out of 5 average rating, 79 reviews, 2 bedrooms, 4 beds, 2.5 bathrooms
12–17 Jul
Top guest favourite
Home in Highland
Bedelle Farmhouse on the Farm
5.0 out of 5 average rating, 18 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
26–31 Jul
Top guest favourite
Home in New Paltz
Orchard House
5.0 out of 5 average rating, 19 reviews, 2 bedrooms, 2 beds, 1 bathroom
13–18 Jul
Guest favourite
Home in Highland
Modern Stylish Farmhouse
5.0 out of 5 average rating, 21 reviews, 2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
Guest favourite
Flat in Poughkeepsie
3 Bdrm. Near Hudson Valley Colleges & Attractions
4.93 out of 5 average rating, 393 reviews, 3 bedrooms, 3 beds, 1 bathroom
18–23 Jul
Top guest favourite
Home in Hyde Park
Charming Hyde Park Retreat|Minutes from Vanderbilt
5.0 out of 5 average rating, 34 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
13–18 Jul