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Search results; Over 1,000 homes in Highland

Top guest favourite
Guest suite in Highland
Cozy Studio | Near World’s Longest Walkway Bridge
4.94 out of 5 average rating, 69 reviews, 1 bedroom, 3 beds, 1 bathroom
31 Aug – 5 Sept
Guest favourite
Home in Highland
VIEWS on Hudson River / Luxury Modern Home
5.0 out of 5 average rating, 6 reviews, 4 bedrooms, 5 beds, 3 bathrooms
23–28 Aug
Top guest favourite
Room in Hyde Park
Scandinavian Designed Euro Room - 1 of 3 rooms
4.96 out of 5 average rating, 531 reviews, 1 queen bed, 1 bathroom
2–7 Aug
Top guest favourite
Home in Highland
Bedelle Farmhouse on the Farm
5.0 out of 5 average rating, 21 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
1–6 Aug
Top guest favourite
Cottage in Clintondale
Old Mill Cottage - Upstate Mountain Views
4.97 out of 5 average rating, 398 reviews, 1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Home in New Paltz
Cozy New Paltz Escape Walk to Town, Trails & Shops
5.0 out of 5 average rating, 45 reviews, 1 bedroom, 2 beds, 1 bathroom
23–28 Aug
Top guest favourite
Cottage in Clintondale
The cottage at Maple Ave - upstate mountain view
4.94 out of 5 average rating, 271 reviews, 1 bedroom, 2 beds, 1 bathroom
9–14 Aug
Guest favourite
Room in Marlboro
Lovely Home on Two Acres - Spacious/ Private Bath
5.0 out of 5 average rating, 6 reviews, 1 bed, 1 bathroom
1–6 Aug
Top guest favourite
Flat in New Paltz
The Treehouse, lush Parisian inspired Studio
4.98 out of 5 average rating, 530 reviews, 1 bed, 1 bathroom
23–28 Aug
Guest favourite
Apartment in Poughkeepsie
Spacious and stylish entire one bedroom apartment.
4.97 out of 5 average rating, 381 reviews, 1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
Guest favourite
Home in New Paltz
1875 School House near HV Rail Trail
4.96 out of 5 average rating, 85 reviews, 2 bedrooms, 3 beds, 1 bathroom
13–18 Aug
Superhost
Loft in Highland
S'mores Studio Hideaway
5.0 out of 5 average rating, 3 reviews, 1 bed, 1 bathroom
15–20 Aug
Top guest favourite
Cottage in Clintondale
Blue Spruce Cottage
4.99 out of 5 average rating, 86 reviews, 2 bedrooms, 3 beds, 1 bathroom
21–26 Sept
Top guest favourite
Guest house in New Paltz
The Pool House
5.0 out of 5 average rating, 31 reviews, 2 beds, 1 bathroom
13–18 Sept
Top guest favourite
Home in New Paltz
The Gunks House
4.96 out of 5 average rating, 78 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
1–6 Aug
Top guest favourite
Home in Kingston
Hillside Views in Hudson Valley
4.97 out of 5 average rating, 188 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Nov
Guest favourite
Room in Poughkeepsie
Room 2 Shared Bath Double Bed
4.82 out of 5 average rating, 78 reviews, 1 double bed, 1 bathroom
1–6 Aug
Top guest favourite
Home in Highland
Cliffside Luxury: Hot Tub, Sun & River Views!
5.0 out of 5 average rating, 11 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
15–20 Aug