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Search results; Over 1,000 homes in Highland

Guest favourite
Home in Highland
Life in Color, Live Art Home
3 bedrooms, 3 beds, 2 private bathrooms
23–28 Aug
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4.79 out of 5 average rating, 52 reviews
Guest favourite
Home in Highland
VIEWS on Hudson River / Luxury Modern Home
4 bedrooms, 5 beds, 3 bathrooms
18–23 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Highland
Cliffside Luxury: Hot Tub, Sun & River Views!
3 bedrooms, 5 beds, 2.5 bathrooms
3–8 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, 1 bathroom
31 Aug – 5 Sept
4.94 out of 5 average rating, 70 reviews
Home in Highland
Secluded House on 55 ac w/pool 5 Mins to New Paltz
3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
New place to stay
Top guest favourite
Cabin in Saugerties
Luxury Catskills A-Frame Cabin | Hot Tub & Sauna
2 bedrooms, 2 queen beds, 2 bathrooms
8–13 Nov
5.0 out of 5 average rating, 148 reviews
Top guest favourite
Home in Highland
Hudson Valley Estate 90 min from NYC Pool&GameRoom
4 bedrooms, 6 beds, 2.5 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 50 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, 46 reviews
Top guest favourite
Flat in Hyde Park
Private, cozy, clean, apartment in Hyde Park NY
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
4.94 out of 5 average rating, 54 reviews
Top guest favourite
Home in Rhinebeck
3Br Hilltop Ranch on 130acre farm w/ falls & creek
3 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
4.95 out of 5 average rating, 299 reviews
Top guest favourite
Home in Staatsburg
Boulder Tree House
1 bedroom, 2 beds, 2 bathrooms
7–12 Nov
4.99 out of 5 average rating, 133 reviews
Guest favourite
Home in Highland
Modern Stylish Farmhouse
2 bedrooms, 3 beds, 1 bathroom
3–8 Aug
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Guest house in Hyde Park
Modern cottage with Hudson River view
1 bed, 1 bathroom
31 Oct – 5 Nov
4.99 out of 5 average rating, 797 reviews
Guest favourite
Home in New Paltz
Secluded home, Mohonk preserve, dog friendly
3 bedrooms, 3 beds, 2 bathrooms
15–20 Aug
5.0 out of 5 average rating, 6 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
Top guest favourite
Home in Kerhonkson
Luxe modern A Frame, Hot tub and new heated pool
2 bedrooms, 2 beds, 2 bathrooms
9–14 Aug
4.96 out of 5 average rating, 108 reviews
Guest favourite
Camper van/Motorhome in New Paltz
Penelope, 1969 Airstream
1 bedroom, 2 king beds, WC
30 Aug – 4 Sept
4.96 out of 5 average rating, 146 reviews
Top guest favourite
Room in Hyde Park
Scandinavian Designed Euro Room - 1 of 3 rooms
1 queen bed, 1 bathroom
16–21 Aug
4.96 out of 5 average rating, 531 reviews
Top guest favourite
Home in Highland
Spacious 4BD Country Gem - Fire Pit & Chill Vibes
4 bedrooms, 4 queen beds, 3.5 bathrooms
27 Sept – 2 Oct
4.96 out of 5 average rating, 71 reviews