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Search results; Over 1,000 homes in Highland

Guest favourite
Home in Highland
Beautiful Home - 4BR/2.5BA - Hot Tub and Patio
4 bedrooms, 4 beds, 2.5 shared bathrooms
2–7 Aug
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4.88 out of 5 average rating, 52 reviews
Guest favourite
Home in Highland
VIEWS on Hudson River / Luxury Modern Home
4 bedrooms, 5 beds, 3 bathrooms
18–23 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Highland
Cliffside Luxury: Hot Tub, Sun & River Views!
3 bedrooms, 5 beds, 2.5 bathrooms
2–7 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, 1 bathroom
31 Aug – 5 Sept
4.94 out of 5 average rating, 70 reviews
Home in Highland
7 Mi to The Walkway: Hudson Valley Adventure Base
4 bedrooms, 7 beds, 1.5 bathrooms
4–9 Sept
4.8 out of 5 average rating, 5 reviews
Top guest favourite
Home in New Paltz
Cozy New Paltz Escape Walk to Town, Trails & Shops
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 46 reviews
Guest favourite
Home in New Paltz
Scenic River View Escape | New Paltz
4 bedrooms, 7 beds, 3 bathrooms
9–14 Aug
4.88 out of 5 average rating, 233 reviews
Guest favourite
Flat in Poughkeepsie
3 Bdrm. Near Hudson Valley Colleges & Attractions
3 bedrooms, 3 beds, 1 bathroom
8–13 Aug
4.93 out of 5 average rating, 394 reviews
Top guest favourite
Home in Poughkeepsie
Washington Wonder Big 4bd/2b
4 bedrooms, 5 beds, 2 bathrooms
9–14 Aug
4.96 out of 5 average rating, 72 reviews
Guest favourite
Home in New Paltz
Secluded home, Mohonk preserve, dog friendly
3 bedrooms, 3 beds, 2 bathrooms
15–20 Aug
5.0 out of 5 average rating, 6 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
Flat in Hyde Park
Private, cozy, clean, apartment in Hyde Park NY
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
4.94 out of 5 average rating, 54 reviews
Guest favourite
Camper van/Motorhome in New Paltz
Daisy - 2025 Airstream Under the Gunks
1 bedroom, 2 beds, 1 bathroom
10–15 Aug
4.93 out of 5 average rating, 14 reviews
Top guest favourite
Home in Staatsburg
Boulder Tree House
1 bedroom, 2 beds, 2 bathrooms
7–12 Nov
4.99 out of 5 average rating, 133 reviews
Top guest favourite
Home in New Paltz
The Gunks House
3 bedrooms, 3 beds, 2.5 bathrooms
26–31 Oct
4.96 out of 5 average rating, 78 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 Rhinebeck
3Br Hilltop Ranch on 130acre farm w/ falls & creek
3 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
4.95 out of 5 average rating, 299 reviews
Guest favourite
Apartment in Poughkeepsie
Spacious and stylish entire one bedroom apartment.
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
4.97 out of 5 average rating, 382 reviews
Guest favourite
Flat in Newburgh
Special Nest w Private Entrance River View Porches
1 bedroom, 1 queen bed, 2 bathrooms
2–7 Nov
4.89 out of 5 average rating, 269 reviews