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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, 3 bathrooms
13–18 Jul
New place to stay
Top guest favourite
Guest suite in Highland
Cozy Studio | Near World’s Longest Walkway Bridge
1 bedroom, 3 beds, 1 bathroom
20–25 Jul
4.94 out of 5 average rating, 64 reviews
Top guest favourite
Home in Highland
Cliffside Luxury: Hot Tub, Sun & River Views!
3 bedrooms, 5 beds, 2.5 bathrooms
13–18 Jul
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Guest house in Hyde Park
Modern cottage with Hudson River view
1 bed, 1 bathroom
30 Aug – 4 Sept
4.99 out of 5 average rating, 790 reviews
Guest favourite
Apartment in Poughkeepsie
Spacious and stylish entire one bedroom apartment.
1 bedroom, 4 beds, 1 bathroom
19–24 Jul
4.97 out of 5 average rating, 377 reviews
Top guest favourite
Home in Staatsburg
Boulder Tree House
1 bedroom, 2 beds, 2 bathrooms
6–11 Aug
4.99 out of 5 average rating, 131 reviews
Guest favourite
Home in Highland
Splendid Isolation @ Extraordinary Country Retreat
4 bedrooms, 4 beds, 5 bathrooms
6–13 Aug
4.97 out of 5 average rating, 78 reviews
Top guest favourite
Home in Hyde Park
Charming Hyde Park Retreat|Minutes from Vanderbilt
3 bedrooms, 3 queen beds, 1.5 bathrooms
13–18 Jul
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Cabin in Saugerties
Luxury Catskills A-Frame Cabin | Hot Tub & Sauna
2 bedrooms, 2 queen beds, 2 bathrooms
30 Oct – 4 Nov
5.0 out of 5 average rating, 141 reviews
Top guest favourite
Cottage in Hyde Park
Cozy Historic Hyde Park Cottage - Near CIA & River
3 bedrooms, 3 beds, 1.5 bathrooms
31 Jul – 5 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Camper van/Motorhome in New Paltz
Penelope, 1969 Airstream
1 bedroom, 2 king beds, Toilet with sink
2–7 Aug
4.97 out of 5 average rating, 137 reviews
Top guest favourite
Room in Poughkeepsie
Hudson Pond · Garden Queen Suite · GF Breakfast
1 queen bed, 1 bathroom
29 Jul – 3 Aug
4.99 out of 5 average rating, 150 reviews
Top guest favourite
Home in Highland
Hudson Valley Estate 90 min from NYC Pool&GameRoom
4 bedrooms, 6 beds, 2.5 bathrooms
13–18 Jul
5.0 out of 5 average rating, 49 reviews
Top guest favourite
Home in New Paltz
Victorian Haven
1 bedroom, 1 queen bed, 1 bathroom
26–31 Jul
4.96 out of 5 average rating, 811 reviews
Top guest favourite
Guest suite in New Paltz
Cozy New Paltz apartment (no cleaning fee)
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.91 out of 5 average rating, 1157 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, 35 reviews
Top guest favourite
Room in Hyde Park
Scandinavian Design Dutchess County - 1 of 3 rooms
1 king bed, 1 bathroom
2–7 Aug
4.96 out of 5 average rating, 681 reviews
Top guest favourite
Home in Accord
Accord River House
2 bedrooms, 2 queen beds, 2 bathrooms
27 Jul – 1 Aug
4.99 out of 5 average rating, 101 reviews