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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
13–18 Sept
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4.89 out of 5 average rating, 710 reviews
Top guest favourite
Home in Highland
VIEWS on Hudson River / Luxury Modern Home
4 bedrooms, 5 beds, 3 bathrooms
23–28 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Highland
Two Tillson
2 bedrooms, 2 queen beds, 2.5 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Guest suite in Highland
Cozy Studio | Near World’s Longest Walkway Bridge
1 bedroom, 3 beds, 1 bathroom
28 Aug – 2 Sept
4.94 out of 5 average rating, 71 reviews
Guest favourite
Flat in Highland
View on Vineyard.
1 bedroom, 1 queen bed, 1 bathroom
6–11 Sept
4.93 out of 5 average rating, 14 reviews
Top guest favourite
Home in Highland
Cliffside Luxury: Hot Tub, Sun & River Views!
3 bedrooms, 5 beds, 2.5 bathrooms
22–27 Aug
5.0 out of 5 average rating, 11 reviews
Superhost
Home in Highland
Peaceful Spacious 5 BR Family Home with a View
5 bedrooms, 7 beds, 4 bathrooms
17–22 Aug
New place to stay
Guest favourite
Home in Highland
Splendid Isolation @ Extraordinary Country Retreat
4 bedrooms, 4 beds, 5 bathrooms
7–14 Sept
4.97 out of 5 average rating, 79 reviews
Top guest favourite
Cottage in Hyde Park
Cozy Historic Hyde Park Cottage - Near CIA & River
3 bedrooms, 3 beds, 1.5 bathrooms
21–26 Aug
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Cabin in Saugerties
Luxury Catskills A-Frame Cabin | Hot Tub & Sauna
2 bedrooms, 2 queen beds, 2 bathrooms
13–18 Dec
4.99 out of 5 average rating, 153 reviews
Top guest favourite
Home in Highland
10-Acre Mountain-View Retreat Near New Paltz
4 bedrooms, 4 queen beds, 3 bathrooms
23–28 Aug
4.91 out of 5 average rating, 79 reviews
Top guest favourite
Room in Poughkeepsie
Hudson Pond · Garden Queen Suite · GF Breakfast
1 queen bed, 1 bathroom
31 Aug – 6 Sept
4.99 out of 5 average rating, 167 reviews
Top guest favourite
Home in New Paltz
Streamside Haven - Scenic and Walkable to Downtown
3 bedrooms, 3 beds, 1 bathroom
21–26 Aug
4.98 out of 5 average rating, 44 reviews
Top guest favourite
Home in Hyde Park
Charming Hyde Park Retreat|Minutes from Vanderbilt
3 bedrooms, 3 queen beds, 1.5 bathrooms
24–29 Aug
5.0 out of 5 average rating, 35 reviews
Guest favourite
Home in Highland
Modern Stylish Farmhouse
2 bedrooms, 3 beds, 1 bathroom
18–23 Aug
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Home in New Paltz
Beautiful house under the Gunks
3 bedrooms, 4 beds, 2.5 bathrooms
8–13 Nov
4.97 out of 5 average rating, 60 reviews
Top guest favourite
Home in Hyde Park
Hyde Park Luxury A-Frame - Pool/Chef Kitchen
3 bedrooms, 3 beds, 3 bathrooms
8–13 Sept
4.98 out of 5 average rating, 61 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 New Paltz
Victorian Haven
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.96 out of 5 average rating, 818 reviews