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Search results; Over 1,000 homes in Highland

Guest favourite
Home in Highland
Life in Color, Live Art Home
3 bedrooms, 3 beds, 2 private bathrooms
23–28 Aug
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4.79 out of 5 average rating, 52 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
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
29 Aug – 3 Sept
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, 1 bathroom
5–10 Sept
4.94 out of 5 average rating, 72 reviews
Superhost
Home in Highland
Peaceful Spacious 5 BR Family Home with a View
5 bedrooms, 7 beds, 4 bathrooms
22–27 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
Guest favourite
Home in Highland
Modern Stylish Farmhouse
2 bedrooms, 3 beds, 1 bathroom
20–25 Aug
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Home in New Paltz
Streamside Haven - Scenic and Walkable to Downtown
3 bedrooms, 3 beds, 1 bathroom
7–13 Sept
4.98 out of 5 average rating, 44 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, 155 reviews
Home in Highland
Secluded House on 55 ac w/pool 5 Mins to New Paltz
3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Cottage in Hyde Park
Cozy Historic Hyde Park Cottage - Near CIA & River
3 bedrooms, 3 beds, 1.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Flat in New Paltz
Modena Mad House
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.96 out of 5 average rating, 424 reviews
Top guest favourite
Tiny home in New Paltz
Hudson Valley Tiny House
1 bed, 1 bathroom
6–11 Sept
4.99 out of 5 average rating, 908 reviews
Top guest favourite
Home in Highland
Bedelle Farmhouse on the Farm
3 bedrooms, 4 beds, 1.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Home in New Paltz
1875 School House near HV Rail Trail
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 88 reviews
Superhost
Cabin in Saugerties
Little Riverhouse - A Waterfront Cabin
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
New place to stay
Flat in New Paltz
Bright 2BR Near Mohonk & the Gunks
2 bedrooms, 2 queen beds, 1 bathroom
21–26 Aug
5.0 out of 5 average rating, 3 reviews