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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
4 bedrooms, 5 beds
19–24 Jul
New place to stay
Top guest favourite
Guest suite in Highland
Cozy Studio | Near World’s Longest Walkway Bridge
1 bedroom, 3 beds
24–29 Aug
4.94 out of 5 average rating, 65 reviews
Top guest favourite
Home in Highland
Cliffside Luxury: Hot Tub, Sun & River Views!
3 bedrooms, 5 beds
14–19 Jul
5.0 out of 5 average rating, 10 reviews
Guest favourite
Apartment in Poughkeepsie
Spacious and stylish entire one bedroom apartment.
1 bedroom, 4 beds
19–24 Jul
4.97 out of 5 average rating, 378 reviews
Top guest favourite
Guest house in Hyde Park
Modern cottage with Hudson River view
1 bed
30 Aug – 4 Sept
4.99 out of 5 average rating, 790 reviews
Top guest favourite
Home in Hyde Park
Wooded Rhinebeck-Beacon area Escape w/Outdoor Spa
2 bedrooms, 4 beds
14–19 Jul
4.99 out of 5 average rating, 80 reviews
Top guest favourite
Home in Staatsburg
Boulder Tree House
1 bedroom, 2 beds
6–11 Aug
4.99 out of 5 average rating, 131 reviews
Top guest favourite
Camper van/Motorhome in New Paltz
Penelope, 1969 Airstream
1 bedroom, 2 king beds
2–7 Aug
4.97 out of 5 average rating, 137 reviews
Top guest favourite
Home in New Paltz
The Gunks House
3 bedrooms, 3 beds
16–21 Jul
4.99 out of 5 average rating, 75 reviews
Guest favourite
Home in New Paltz
1875 School House near HV Rail Trail
2 bedrooms, 3 beds
2–7 Aug
4.96 out of 5 average rating, 84 reviews
Top guest favourite
Room in Hyde Park
Scandinavian Design Dutchess County - 1 of 3 rooms
1 king bed
2–7 Aug
4.96 out of 5 average rating, 681 reviews
Top guest favourite
Home in New Paltz
Victorian Haven
1 bedroom, 1 queen bed
26–31 Jul
4.96 out of 5 average rating, 812 reviews
Top guest favourite
Home in Marlboro
Hudson Valley Farmhouse | Winery & Hiking Getaway
3 bedrooms, 4 beds
26–31 Jul
4.99 out of 5 average rating, 228 reviews
Top guest favourite
Home in Hyde Park
Charming Hyde Park Retreat|Minutes from Vanderbilt
3 bedrooms, 3 queen beds
16–21 Jul
5.0 out of 5 average rating, 34 reviews
Guest favourite
Flat in Poughkeepsie
3 Bdrm. Near Hudson Valley Colleges & Attractions
3 bedrooms, 3 beds
26–31 Jul
4.93 out of 5 average rating, 394 reviews
Top guest favourite
Guest suite in New Paltz
Cozy New Paltz apartment (no cleaning fee)
1 bedroom, 1 queen bed
20–25 Sept
4.91 out of 5 average rating, 1157 reviews
Top guest favourite
Home in Rhinebeck
Eagle Rock House
3 bedrooms, 3 beds
18–23 Jul
5.0 out of 5 average rating, 257 reviews
Guest favourite
Home in Highland
Splendid Isolation @ Extraordinary Country Retreat
4 bedrooms, 4 beds
7–14 Sept
4.97 out of 5 average rating, 78 reviews