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Search results; Over 1,000 homes in Highland

Guest favourite
Home in Highland
VIEWS on Hudson River / Luxury Modern Home
4 bedrooms, 5 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Highland
Two Tillson
2 bedrooms, 2 queen beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Home in Highland
Cliffside Luxury: Hot Tub, Sun & River Views!
3 bedrooms, 5 beds
5–10 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
31 Aug – 5 Sept
4.94 out of 5 average rating, 70 reviews
Top guest favourite
Cabin in Saugerties
Luxury Catskills A-Frame Cabin | Hot Tub & Sauna
2 bedrooms, 2 queen beds
13–18 Dec
5.0 out of 5 average rating, 148 reviews
Top guest favourite
Cottage in Hyde Park
Cozy Historic Hyde Park Cottage - Near CIA & River
3 bedrooms, 3 beds
9–14 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Room in Poughkeepsie
Hudson Pond · Garden Queen Suite · GF Breakfast
1 queen bed
31 Aug – 6 Sept
4.99 out of 5 average rating, 162 reviews
Top guest favourite
Home in New Paltz
Cozy New Paltz Escape Walk to Town, Trails & Shops
1 bedroom, 2 beds
23–28 Aug
5.0 out of 5 average rating, 47 reviews
Top guest favourite
Home in Staatsburg
Boulder Tree House
1 bedroom, 2 beds
7–12 Nov
4.99 out of 5 average rating, 134 reviews
Home in Highland
Secluded House on 55 ac w/pool 5 Mins to New Paltz
3 bedrooms, 4 beds
22–27 Aug
New place to stay
Top guest favourite
Room in Hyde Park
Scandinavian Design Dutchess County - 1 of 3 rooms
1 king bed
17–22 Sept
4.95 out of 5 average rating, 686 reviews
Guest favourite
Home in Highland
Modern Stylish Farmhouse
2 bedrooms, 3 beds
5–10 Aug
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Guest house in New Paltz
The Pool House
2 beds
13–18 Sept
5.0 out of 5 average rating, 31 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
Top guest favourite
Flat in Marlboro
Cliff Top at Turtle Rock
1 bedroom, 1 queen bed
15–20 Aug
4.97 out of 5 average rating, 451 reviews
Top guest favourite
Home in Hyde Park
Wooded Rhinebeck-Beacon area Escape w/Outdoor Spa
2 bedrooms, 4 beds
15–20 Aug
4.99 out of 5 average rating, 82 reviews
Guest favourite
Apartment in Poughkeepsie
Spacious and stylish entire one bedroom apartment.
1 bedroom, 2 beds
30 Aug – 4 Sept
4.97 out of 5 average rating, 382 reviews
Top guest favourite
Home in Highland
Bedelle Farmhouse on the Farm
3 bedrooms, 4 beds
9–14 Aug
5.0 out of 5 average rating, 22 reviews