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Search results; Over 1,000 homes in Highland

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Guest favourite
Home in Highland
Hudson Valley - Great Escape
4 bedrooms, 7 beds, 3 private bathrooms
7–12 Sept
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4.92 out of 5 average rating, 12 reviews
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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, 8 reviews
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Top guest favourite
Home in Highland
Two Tillson
2 bedrooms, 2 queen beds, 2.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 26 reviews
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Top guest favourite
Guest suite in Highland
Cozy Studio | Near World’s Longest Walkway Bridge
1 bedroom, 3 beds, 1 bathroom
8–13 Sept
4.93 out of 5 average rating, 75 reviews
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Guest favourite
Flat in Highland
View on Vineyard.
1 bedroom, 1 queen bed, 1 bathroom
25–30 Oct
4.93 out of 5 average rating, 15 reviews
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Superhost
Home in Highland
Peaceful Spacious 5 BR Family Home with a View
5 bedrooms, 7 beds, 4 bathrooms
6–11 Sept
New place to stay
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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, 11 reviews
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Guest favourite
Home in Highland
Splendid Isolation @ Extraordinary Country Retreat
4 bedrooms, 4 beds, 5 bathrooms
7–14 Sept
4.97 out of 5 average rating, 79 reviews
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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, 75 reviews
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Top guest favourite
Home in Highland
Hudson Valley Estate 90 min from NYC Pool&GameRoom
4 bedrooms, 6 beds, 2.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 53 reviews
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Top guest favourite
Home in New Paltz
Relaxing Chalet Getaway, 5 min to Main St
4 bedrooms, 4 beds, 2.5 bathrooms
20–25 Sept
4.98 out of 5 average rating, 113 reviews
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Guest favourite
Home in Highland
Modern Stylish Farmhouse
2 bedrooms, 3 beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 24 reviews
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Superhost
Home in New Paltz
200 Year Old House in the heart of New Paltz
4 bedrooms, 8 beds, 5 bathrooms
1–6 Sept
4.96 out of 5 average rating, 157 reviews
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Guest favourite
Home in Clintondale
The Great Escape
5 bedrooms, 5 beds, 3 bathrooms
9–14 Sept
4.82 out of 5 average rating, 17 reviews
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Top guest favourite
Home in New Paltz
Streamside Haven - Scenic and Walkable to Downtown
3 bedrooms, 3 beds, 1 bathroom
7–13 Sept
4.98 out of 5 average rating, 44 reviews
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Top guest favourite
Holiday home in Highland
Charming Vacation House w/ Pool & HotTub
3 bedrooms, 6 beds, 2.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 39 reviews
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Top guest favourite
Home in Highland
Bedelle Farmhouse on the Farm
3 bedrooms, 4 beds, 1.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 26 reviews
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Top guest favourite
Home in Poughkeepsie
Beautiful, Fun, Spacious 5 Acre Family Retreat
3 bedrooms, 7 beds, 2.5 bathrooms
20–25 Sept
4.93 out of 5 average rating, 114 reviews
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Guest favourite
Home in Ulster Park
The Valley House
6 bedrooms, 6 beds, 1.5 bathrooms
9–14 Sept
5.0 out of 5 average rating, 8 reviews