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Search results; Over 1,000 homes in Highland

Superhost
Home in Highland
Chic Farmhouse • Fire Pit • Weddings + Graduations
3 bedrooms, 3 beds, 2 private bathrooms
9–14 Nov
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4.85 out of 5 average rating, 47 reviews
Top guest favourite
Home in Highland
VIEWS on Hudson River / Luxury Modern Home
4 bedrooms, 5 beds
13–18 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Highland
Two Tillson
2 bedrooms, 2 queen beds
7–12 Sept
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Home in Highland
Zen Peaks Retreat
4 bedrooms, 9 beds
8–13 Sept
4.95 out of 5 average rating, 21 reviews
Top guest favourite
Guest suite in Highland
Cozy Studio | Near World’s Longest Walkway Bridge
1 bedroom, 3 beds
27 Oct – 1 Nov
4.94 out of 5 average rating, 77 reviews
Top guest favourite
Home in Highland
Cliffside Luxury: Hot Tub, Sun & River Views!
3 bedrooms, 5 beds
12–17 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Highland
Private 4BR Hudson Valley Escape Near New Paltz
4 bedrooms, 4 queen beds
20–25 Sept
4.91 out of 5 average rating, 80 reviews
Guest favourite
Home in Highland
Splendid Isolation @ Extraordinary Country Retreat
4 bedrooms, 4 beds
8–13 Sept
4.97 out of 5 average rating, 79 reviews
Superhost
Home in Highland
Peaceful Spacious 5 BR Family Home with a View
5 bedrooms, 7 beds
7–12 Sept
New place to stay
Guest favourite
Flat in Highland
View on Vineyard.
1 bedroom, 1 queen bed
20–25 Sept
4.94 out of 5 average rating, 17 reviews
Top guest favourite
Home in Highland
Spacious 4BD Country Gem - Fire Pit & Chill Vibes
4 bedrooms, 4 queen beds
24–29 Sept
4.96 out of 5 average rating, 79 reviews
Top guest favourite
Home in Highland
Hudson Valley Estate 90 min from NYC Pool&GameRoom
4 bedrooms, 6 beds
9–14 Sept
5.0 out of 5 average rating, 53 reviews
Top guest favourite
Holiday home in Highland
Charming Vacation House w/ Pool & HotTub
3 bedrooms, 6 beds
8–13 Sept
5.0 out of 5 average rating, 39 reviews
Guest favourite
Home in Highland
Modern Stylish Farmhouse
2 bedrooms, 3 beds
8–13 Sept
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Home in Highland
Bedelle Farmhouse on the Farm
3 bedrooms, 4 beds
7–12 Sept
5.0 out of 5 average rating, 27 reviews
Guest favourite
Flat in Poughkeepsie
3 Bdrm. Near Hudson Valley Colleges & Attractions
3 bedrooms, 3 beds
11–16 Oct
4.93 out of 5 average rating, 397 reviews
Top guest favourite
Home in New Paltz
Streamside Haven - Scenic and Walkable to Downtown
3 bedrooms, 3 beds
7–12 Sept
4.98 out of 5 average rating, 45 reviews
Top guest favourite
Home in Highland
Stone House - 4 bdrm, for 10 guests
4 bedrooms, 6 beds
7–12 Sept
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Hyde Park
Hyde Park Luxury A-Frame - Spa/Chef Kitchen
3 bedrooms, 3 beds
8–13 Sept
4.98 out of 5 average rating, 64 reviews