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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
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
Top guest favourite
Home in Staatsburg
Boulder Tree House
4.99 out of 5 average rating, 131 reviews, 1 bedroom, 2 beds, 2 bathrooms
6–11 Aug
Top guest favourite
Cottage in Hyde Park
Cozy Historic Hyde Park Cottage - Near CIA & River
5.0 out of 5 average rating, 9 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
31 Jul – 5 Aug
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
14–19 Jul
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
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
14–19 Jul
Top guest favourite
Cabin in Saugerties
Luxury Catskills A-Frame Cabin | Hot Tub & Sauna
5.0 out of 5 average rating, 141 reviews, 2 bedrooms, 2 beds, 2 bathrooms
30 Oct – 4 Nov
Top guest favourite
Home in New Paltz
Cozy New Paltz Escape Walk to Town, Trails & Shops
5.0 out of 5 average rating, 35 reviews, 1 bedroom, 2 beds, 1 bathroom
23–28 Aug
Top guest favourite
Home in New Paltz
Victorian Haven
4.96 out of 5 average rating, 811 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Jul
Top guest favourite
Home in Kingston
Hillside Views in Hudson Valley
4.98 out of 5 average rating, 184 reviews, 1 bedroom, 1 bed, 1 bathroom
3–8 Oct
Top guest favourite
Guest suite in New Paltz
Cozy New Paltz apartment (no cleaning fee)
4.91 out of 5 average rating, 1157 reviews, 1 bedroom, 1 bed, 1 bathroom
20–25 Sept
Top guest favourite
Home in Rhinebeck
Eagle Rock House
5.0 out of 5 average rating, 256 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
18–23 Jul
Guest favourite
Camper van/Motorhome in New Paltz
Daisy - 2025 Airstream Under the Gunks
5.0 out of 5 average rating, 8 reviews, 1 bedroom, 2 beds, 1 bathroom
2–7 Aug
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
Home in New Paltz
Secluded home, Mohonk preserve, dog friendly
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 3 beds, 2 bathrooms
1–6 Aug