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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
8–13 Sept
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4.89 out of 5 average rating, 53 reviews
Top guest favourite
Home in Highland
VIEWS on Hudson River / Luxury Modern Home
4 bedrooms, 5 beds, 3 bathrooms
13–18 Sept
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
6–11 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
5–10 Sept
4.93 out of 5 average rating, 73 reviews
Top guest favourite
Home in Highland
Cliffside Luxury: Hot Tub, Sun & River Views!
3 bedrooms, 5 beds, 2.5 bathrooms
12–17 Sept
5.0 out of 5 average rating, 11 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 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
Home in Highland
Peaceful Spacious 5 BR Family Home with a View
5 bedrooms, 7 beds, 4 bathrooms
6–11 Sept
New place to stay
Guest favourite
Camper van/Motorhome in New Paltz
Penelope, 1969 Airstream
1 bedroom, 2 king beds, WC
13–18 Sept
4.96 out of 5 average rating, 152 reviews
Top guest favourite
Home in New Paltz
Relaxing Chalet Getaway, 5 min to Main St
4 bedrooms, 4 beds, 2.5 bathrooms
10–15 Sept
4.98 out of 5 average rating, 111 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, 156 reviews
Guest favourite
Chalet in Rosendale
Eagles' retreat
2 bedrooms, 3 beds, 1.5 bathrooms
13–18 Sept
4.93 out of 5 average rating, 81 reviews
Guest favourite
Tiny home in Marlboro
Orchard Views from a Light-Filled Tiny Home with a Fire Pit
2 bedrooms, 2 beds, 1 bathroom
6–11 Sept
4.96 out of 5 average rating, 366 reviews
Top guest favourite
Room in Hyde Park
Scandinavian Designed Euro Room - 1 of 3 rooms
1 queen bed, 1 bathroom
1–6 Sept
4.96 out of 5 average rating, 533 reviews
Top guest favourite
Home in Hyde Park
Wooded Rhinebeck-Beacon area Escape w/Outdoor Spa
2 bedrooms, 4 beds, 2.5 bathrooms
1–6 Sept
4.99 out of 5 average rating, 84 reviews
Home in Highland
Secluded House on 55 ac w/pool 5 Mins to New Paltz
3 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 3 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
Guest favourite
Apartment in Poughkeepsie
Spacious and stylish entire one bedroom apartment.
1 bedroom, 2 beds, 1 bathroom
8–13 Sept
4.97 out of 5 average rating, 385 reviews
Guest favourite
Home in New Paltz
Welcome to The Boathouse! Waterfront/Boats/Hot tub
2 bedrooms, 3 king beds, 1 bathroom
4–9 Oct
4.92 out of 5 average rating, 393 reviews