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Search results; Over 1,000 homes in Highland

Rooms in Highland
Inn at Twaalfskill - Room 3
3 bedrooms, 3 beds, 1 private bathroom
12–17 Aug
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5.0 out of 5 average rating, 20 reviews
Top guest favourite
Home in Highland
VIEWS on Hudson River / Luxury Modern Home
4 bedrooms, 5 beds
18–23 Aug
5.0 out of 5 average rating, 8 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, 20 reviews
Guest favourite
Flat in Highland
View on Vineyard.
1 bedroom, 1 queen bed
6–11 Sept
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Home in Highland
Cliffside Luxury: Hot Tub, Sun & River Views!
3 bedrooms, 5 beds
12–17 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
Superhost
Home in Highland
Peaceful Spacious 5 BR Family Home with a View
5 bedrooms, 7 beds
16–21 Aug
New place to stay
Top guest favourite
Cottage in Hyde Park
Cozy Historic Hyde Park Cottage - Near CIA & River
3 bedrooms, 3 beds
18–23 Aug
5.0 out of 5 average rating, 13 reviews
Guest favourite
Home in Highland
Modern Stylish Farmhouse
2 bedrooms, 3 beds
12–17 Aug
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Cabin in Saugerties
Luxury Catskills A-Frame Cabin | Hot Tub & Sauna
2 bedrooms, 2 queen beds
13–18 Dec
4.99 out of 5 average rating, 153 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, 165 reviews
Top guest favourite
Apartment in Poughkeepsie
Spacious and stylish entire one bedroom apartment.
1 bedroom, 2 beds
13–18 Sept
4.97 out of 5 average rating, 384 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, 79 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
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, 48 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
Tiny home in Marlboro
Orchard Views from a Light-Filled Tiny Home with a Fire Pit
2 bedrooms, 2 beds
23–28 Aug
4.96 out of 5 average rating, 365 reviews
Top guest favourite
Home in New Paltz
Victorian Haven
1 bedroom, 1 queen bed
30 Aug – 4 Sept
4.96 out of 5 average rating, 816 reviews
Top guest favourite
Home in Staatsburg
Boulder Tree House
1 bedroom, 2 beds
7–12 Nov
4.99 out of 5 average rating, 135 reviews