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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
27 Sept – 2 Oct
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4.89 out of 5 average rating, 707 reviews
Guest favourite
Home in Highland
VIEWS on Hudson River / Luxury Modern Home
4 bedrooms, 5 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Highland
Cliffside Luxury: Hot Tub, Sun & River Views!
3 bedrooms, 5 beds
7–12 Aug
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Guest suite in Highland
Cozy Studio | Near World’s Longest Walkway Bridge
1 bedroom, 3 beds
31 Aug – 5 Sept
4.94 out of 5 average rating, 70 reviews
Top guest favourite
Room in Poughkeepsie
Hudson Pond · Garden Queen Suite · GF Breakfast
1 queen bed
31 Aug – 6 Sept
4.99 out of 5 average rating, 163 reviews
Guest favourite
Apartment in Poughkeepsie
Spacious and stylish entire one bedroom apartment.
1 bedroom, 2 beds
30 Aug – 4 Sept
4.97 out of 5 average rating, 383 reviews
Guest favourite
Home in Highland
Modern Stylish Farmhouse
2 bedrooms, 3 beds
7–12 Aug
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Home in New Paltz
Cozy New Paltz Escape Walk to Town, Trails & Shops
1 bedroom, 2 beds
23–28 Aug
5.0 out of 5 average rating, 47 reviews
Home in Highland
Secluded House on 55 ac w/pool 5 Mins to New Paltz
3 bedrooms, 4 beds
22–27 Aug
New place to stay
Top guest favourite
Home in Accord
Accord River House
2 bedrooms, 2 queen beds
9–14 Aug
4.99 out of 5 average rating, 102 reviews
Top guest favourite
Home in Hyde Park
Wooded Rhinebeck-Beacon area Escape w/Outdoor Spa
2 bedrooms, 4 beds
15–20 Aug
4.99 out of 5 average rating, 82 reviews
Top guest favourite
Home in Staatsburg
Boulder Tree House
1 bedroom, 2 beds
7–12 Nov
4.99 out of 5 average rating, 134 reviews
Top guest favourite
Guest house in New Paltz
The Pool House
2 beds
13–18 Sept
5.0 out of 5 average rating, 31 reviews
Guest favourite
Room in New Paltz
Cozy New Paltz Studio
2 beds
23–28 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Poughkeepsie
Beautiful, Fun, Spacious 5 Acre Family Retreat
3 bedrooms, 7 beds
10–15 Aug
4.93 out of 5 average rating, 111 reviews
Top guest favourite
Cottage in Clintondale
The cottage at Maple Ave - upstate mountain view
1 bedroom, 2 beds
13–18 Sept
4.94 out of 5 average rating, 273 reviews
Top guest favourite
Room in New Paltz
Nature Secluded Room 5min to town, 12 to mountains
1 queen bed
16–21 Aug
4.99 out of 5 average rating, 203 reviews
Top guest favourite
Home in Kingston
Hudson Valley Hygge House~ comfort in the country!
2 bedrooms, 2 beds
8–13 Nov
4.95 out of 5 average rating, 366 reviews
Top guest favourite
Home in New Paltz
Orchard House
2 bedrooms, 2 queen beds
24–29 Aug
5.0 out of 5 average rating, 21 reviews