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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
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 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
Hudson Valley Estate 90 min from NYC Pool&GameRoom
4 bedrooms, 6 beds, 2.5 bathrooms
15–20 Jul
5.0 out of 5 average rating, 49 reviews
Top guest favourite
Home in Highland
Spacious 4BD Country Gem - Fire Pit & Chill Vibes
4 bedrooms, 4 queen beds, 3.5 bathrooms
19–24 Jul
4.96 out of 5 average rating, 68 reviews
Guest favourite
Home in Highland
Splendid Isolation @ Extraordinary Country Retreat
4 bedrooms, 4 beds, 5 bathrooms
7–14 Sept
4.97 out of 5 average rating, 78 reviews
Home in Highland
7 Mi to The Walkway: Hudson Valley Adventure Base
4 bedrooms, 7 beds, 1.5 bathrooms
19–24 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Poughkeepsie
Washington Wonder Big 4bd/2b
4 bedrooms, 5 beds, 2 bathrooms
8–13 Aug
4.96 out of 5 average rating, 67 reviews
Top guest favourite
Home in New Paltz
Orchard House
2 bedrooms, 2 queen beds, 1 bathroom
13–18 Jul
5.0 out of 5 average rating, 19 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
Guest favourite
Flat in Poughkeepsie
3 Bdrm. Near Hudson Valley Colleges & Attractions
3 bedrooms, 3 beds, 1 bathroom
18–23 Jul
4.93 out of 5 average rating, 394 reviews
Top guest favourite
Home in New Paltz
Spacious, Quiet 4 Bedroom + All Season Hot Tub
4 bedrooms, 5 beds, 2 bathrooms
13–18 Jul
4.99 out of 5 average rating, 85 reviews
Guest favourite
Home in Highland
Modern Stylish Farmhouse
2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Home in Hyde Park
Parker House Historic Home 14 mins to Rhinebeck
6 bedrooms, 10 beds, 4.5 bathrooms
26–31 Jul
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Flat in New Paltz
Peaceful and Private Boutique Apartment *Pool*
2 bedrooms, 2 beds, 1 bathroom
20–25 Jul
4.94 out of 5 average rating, 401 reviews
Top guest favourite
Home in Hyde Park
Charming Hyde Park Retreat|Minutes from Vanderbilt
3 bedrooms, 3 queen beds, 1.5 bathrooms
15–20 Jul
5.0 out of 5 average rating, 34 reviews
Guest favourite
Cottage in New Paltz
Fun, Private, Rail Trail Cottage
2 bedrooms, 3 beds, 1 bathroom
3–8 Aug
4.89 out of 5 average rating, 56 reviews
Top guest favourite
Home in Poughkeepsie
3000 sq ft Poughkeepsie home with chef's kitchen
3 bedrooms, 4 beds, 2 bathrooms
20–26 Jul
4.94 out of 5 average rating, 69 reviews