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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, 702 reviews
Superhost
Home in Highland
VIEWS on Hudson River / Luxury Modern Home
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
19–24 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
18–23 Jul
Top guest favourite
Guest suite in Highland
Cozy Studio | Near World’s Longest Walkway Bridge
4.94 out of 5 average rating, 65 reviews, 1 bedroom, 3 beds, 1 bathroom
24–29 Aug
Top guest favourite
Guest house in Hyde Park
Modern cottage with Hudson River view
4.99 out of 5 average rating, 791 reviews, 1 bed, 1 bathroom
30 Aug – 4 Sept
Guest favourite
Apartment in Poughkeepsie
Spacious and stylish entire one bedroom apartment.
4.97 out of 5 average rating, 379 reviews, 1 bedroom, 4 beds, 1 bathroom
30 Aug – 4 Sept
Home in Hyde Park
Luxe Mountain Getaway on Private Rd Near Rhinebeck
New place to stay, 3 bedrooms, 5 beds, 3.5 bathrooms
15–20 Aug
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
Room in Poughkeepsie
Hudson Pond · Hideaway King Suite · GF Breakfast
4.97 out of 5 average rating, 239 reviews, 1 king bed, 1 bathroom
6–11 Aug
Top guest favourite
Flat in Marlboro
Cliff Top at Turtle Rock
4.97 out of 5 average rating, 448 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Jul
Top guest favourite
Home in Marlboro
Hudson Valley Farmhouse | Winery & Hiking Getaway
4.99 out of 5 average rating, 229 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
26–31 Jul
Top guest favourite
Flat in New Paltz
Modena Mad House
4.96 out of 5 average rating, 422 reviews, 1 bedroom, 1 bed, 1 bathroom
16–21 Aug
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
Guest favourite
Flat in Newburgh
Special Nest w Private Entrance River View Porches
4.89 out of 5 average rating, 266 reviews, 1 bedroom, 1 bed, 2 bathrooms
13–18 Sept
Top guest favourite
Cabin in Saugerties
Luxury Catskills A-Frame Cabin | Hot Tub & Sauna
5.0 out of 5 average rating, 145 reviews, 2 bedrooms, 2 beds, 2 bathrooms
30 Oct – 4 Nov
Top guest favourite
Home in New Paltz
Beautiful house under the Gunks
4.97 out of 5 average rating, 60 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
2–7 Nov
Top guest favourite
Cottage in Clintondale
Old Mill Cottage - Upstate Mountain Views
4.97 out of 5 average rating, 394 reviews, 1 bedroom, 2 beds, 1 bathroom
9–14 Aug
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
20–25 Jul
Top guest favourite
Room in Hyde Park
Scandinavian Designed Norge Room - 1 of 3 rooms
4.97 out of 5 average rating, 493 reviews, 1 queen bed, 1 bathroom
25–30 Jul