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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
1–6 Nov
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4.89 out of 5 average rating, 718 reviews
Top guest favourite
Home in Highland
VIEWS on Hudson River / Luxury Modern Home
4 bedrooms, 5 beds, 3 bathrooms
13–18 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Highland
Two Tillson
2 bedrooms, 2 queen beds, 2.5 bathrooms
11–16 Sept
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Home in Highland
Cliffside Luxury: Hot Tub, Sun & River Views!
3 bedrooms, 5 beds, 2.5 bathrooms
12–17 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Guest suite in Highland
Cozy Studio | Near World’s Longest Walkway Bridge
1 bedroom, 3 beds, 1 bathroom
27 Oct – 1 Nov
4.94 out of 5 average rating, 78 reviews
Guest favourite
Flat in Highland
View on Vineyard.
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.94 out of 5 average rating, 18 reviews
Guest favourite
Home in Highland
Modern Stylish Farmhouse
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Home in New Paltz
1875 School House near HV Rail Trail
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 92 reviews
Top guest favourite
Guest suite in Hyde Park
The Harvest Guest House~Private Suite
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Nov
4.98 out of 5 average rating, 263 reviews
Top guest favourite
Home in New Paltz
Streamside Haven - Scenic and Walkable to Downtown
3 bedrooms, 3 beds, 1 bathroom
16–21 Sept
4.98 out of 5 average rating, 46 reviews
Top guest favourite
Home in Hyde Park
Beautiful 3 bedroom home with Hudson River views
3 bedrooms, 4 beds, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Cottage in Hyde Park
Cozy Historic Hyde Park Cottage - Near CIA & River
3 bedrooms, 3 beds, 1.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Home in New Paltz
The Gunks House
3 bedrooms, 3 beds, 2.5 bathrooms
13–18 Sept
4.96 out of 5 average rating, 82 reviews
Top guest favourite
Home in Hyde Park
Wooded Rhinebeck-Beacon area Escape w/Outdoor Spa
2 bedrooms, 4 beds, 2.5 bathrooms
4–9 Oct
4.99 out of 5 average rating, 87 reviews
Top guest favourite
Home in Hyde Park
Hyde Park Luxury A-Frame - Spa/Chef Kitchen
3 bedrooms, 3 beds, 3 bathrooms
26–31 Oct
4.98 out of 5 average rating, 64 reviews
Top guest favourite
Home in Milton
Cozy Escape with Stunning Hudson River Views
4 bedrooms, 4 beds, 2.5 bathrooms
12–17 Sept
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Flat in New Paltz
Modena Mad House
1 bedroom, 1 queen bed, 1 bathroom
11–16 Oct
4.96 out of 5 average rating, 427 reviews
Top guest favourite
Guest house in New Paltz
The Pool House
2 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Home in Highland
Spacious 4BD Country Gem - Fire Pit & Chill Vibes
4 bedrooms, 4 queen beds, 3.5 bathrooms
24–29 Sept
4.96 out of 5 average rating, 79 reviews