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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, 3 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Guest suite in Highland
Cozy Studio | Near World’s Longest Walkway Bridge
1 bedroom, 3 beds, 1 bathroom
31 Aug – 5 Sept
4.94 out of 5 average rating, 70 reviews
Guest favourite
Flat in Highland
View on Vineyard.
1 bedroom, 1 queen bed, 1 bathroom
21–26 Aug
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Home in Highland
Cliffside Luxury: Hot Tub, Sun & River Views!
3 bedrooms, 5 beds, 2.5 bathrooms
7–12 Aug
5.0 out of 5 average rating, 11 reviews
Guest favourite
Home in Highland
Modern Stylish Farmhouse
2 bedrooms, 3 beds, 1 bathroom
7–12 Aug
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Room in Rhinecliff
Rhinecliff: King Room with Balcony
1 king bed, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 14 reviews
Home in Highland
7 Mi to The Walkway: Hudson Valley Adventure Base
4 bedrooms, 7 beds, 1.5 bathrooms
7–12 Sept
4.83 out of 5 average rating, 6 reviews
Guest favourite
Camper van/Motorhome in New Paltz
Daisy - 2025 Airstream Under the Gunks
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
4.93 out of 5 average rating, 14 reviews
Top guest favourite
Room in Hyde Park
Scandinavian Designed Euro Room - 1 of 3 rooms
1 queen bed, 1 bathroom
16–21 Aug
4.96 out of 5 average rating, 531 reviews
Home in Highland
Secluded House on 55 ac w/pool 5 Mins to New Paltz
3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
New place to stay
Top guest favourite
Home in Kingston
Hillside Views in Hudson Valley
1 bedroom, 1 queen bed, 1 bathroom
10–15 Nov
4.97 out of 5 average rating, 192 reviews
Top guest favourite
Home in Kingston
Hudson Valley Hygge House~ comfort in the country!
2 bedrooms, 2 beds, 2.5 bathrooms
8–13 Nov
4.95 out of 5 average rating, 366 reviews
Top guest favourite
Guest house in New Paltz
The Pool House
2 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Home in Highland
Hudson Valley Estate 90 min from NYC Pool&GameRoom
4 bedrooms, 6 beds, 2.5 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 51 reviews
Top guest favourite
Home in New Paltz
Victorian Haven
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.96 out of 5 average rating, 815 reviews
Top guest favourite
Home in New Paltz
1875 School House near HV Rail Trail
2 bedrooms, 3 beds, 1 bathroom
14–19 Aug
4.97 out of 5 average rating, 87 reviews
Guest favourite
Tent in High Falls
Fern Forest Campsite
1 bedroom, 1 double bed, WC
9–14 Aug
4.89 out of 5 average rating, 220 reviews
Guest favourite
Flat in Poughkeepsie
3 Bdrm. Near Hudson Valley Colleges & Attractions
3 bedrooms, 3 beds, 1 bathroom
16–21 Aug
4.93 out of 5 average rating, 394 reviews