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Search results; Over 1,000 homes in Highland

Top guest favourite
Holiday home in Highland
Charming Vacation House w/ Pool & HotTub
3 bedrooms, 6 beds, 2.5 private bathrooms
4–9 Aug
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5.0 out of 5 average rating, 39 reviews
Top guest favourite
Home in Highland
Two Tillson
2 bedrooms, 2 queen beds, 2.5 bathrooms
22–27 Aug
5.0 out of 5 average rating, 18 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
Guest favourite
Home in Highland
VIEWS on Hudson River / Luxury Modern Home
4 bedrooms, 5 beds, 3 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Highland
Modern Stylish Farmhouse
2 bedrooms, 3 beds, 1 bathroom
4–9 Aug
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Home in Highland
Cliffside Luxury: Hot Tub, Sun & River Views!
3 bedrooms, 5 beds, 2.5 bathrooms
4–9 Aug
5.0 out of 5 average rating, 11 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
Room in New Paltz
Suite Retreat
1 bed, 1 bathroom
9–14 Aug
4.96 out of 5 average rating, 101 reviews
Top guest favourite
Flat in New Paltz
New Paltz Victorian 1bdrm Apt
1 bedroom, 1 bed, 1 bathroom
16–21 Aug
4.97 out of 5 average rating, 78 reviews
Guest favourite
Home in New Paltz
1875 School House near HV Rail Trail
2 bedrooms, 3 beds, 1 bathroom
14–19 Aug
4.97 out of 5 average rating, 87 reviews
Top guest favourite
Room in Hyde Park
Cozy Suite in the Heart of Hyde Park
1 queen bed, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 213 reviews
Top guest favourite
Cottage in Clintondale
Blue Spruce Cottage
2 bedrooms, 3 beds, 1 bathroom
21–26 Sept
4.99 out of 5 average rating, 87 reviews
Top guest favourite
Home in Highland
Bedelle Farmhouse on the Farm
3 bedrooms, 4 beds, 1.5 bathrooms
9–14 Aug
5.0 out of 5 average rating, 22 reviews
Guest favourite
Room in Poughkeepsie
Walk to Marist | Cozy Private Room
1 double bed, 1 bathroom
21–26 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Poughkeepsie
The Hudson Valley Hideaway
1 bedroom, 1 queen bed, 1 bathroom
8–13 Aug
4.97 out of 5 average rating, 35 reviews
Guest favourite
Tiny home in Marlboro
Orchard Views from a Light-Filled Tiny Home with a Fire Pit
2 bedrooms, 2 beds, 1 bathroom
9–14 Aug
4.96 out of 5 average rating, 365 reviews
Guest favourite
Room in Marlboro
Lovely Home on Two Acres - Spacious/ Private Bath
1 bed, 1 bathroom
4–9 Aug
4.86 out of 5 average rating, 7 reviews
Top guest favourite
Guest house in New Paltz
The Pool House
2 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Flat in New Paltz
Peaceful and Private Boutique Apartment *Pool*
2 bedrooms, 2 beds, 1 bathroom
17–22 Oct
4.94 out of 5 average rating, 404 reviews