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Search results; Over 1,000 homes in Highland

Top guest favourite
Home in Highland
Private 4BR Hudson Valley Escape Near New Paltz
4 bedrooms, 4 beds, 3 private bathrooms
20–25 Sept
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4.91 out of 5 average rating, 82 reviews
Top guest favourite
Home in Highland
VIEWS on Hudson River / Luxury Modern Home
4 bedrooms, 5 beds, 3 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Highland
Two Tillson
2 bedrooms, 2 queen beds, 2.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Guest suite in Highland
Cozy Studio | Near World’s Longest Walkway Bridge
1 bedroom, 3 beds, 1 bathroom
25–30 Oct
4.94 out of 5 average rating, 78 reviews
Top guest favourite
Home in Highland
Cliffside Luxury: Hot Tub, Sun & River Views!
3 bedrooms, 5 beds, 2.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 13 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
Splendid Isolation @ Extraordinary Country Retreat
4 bedrooms, 4 beds, 5 bathrooms
15–20 Sept
4.98 out of 5 average rating, 80 reviews
Top guest favourite
Home in Highland
Zen Peaks Retreat
4 bedrooms, 9 beds, 2.5 bathrooms
20–25 Sept
4.95 out of 5 average rating, 21 reviews
Guest favourite
Home in Highland
Modern Stylish Farmhouse
2 bedrooms, 3 beds, 1 bathroom
15–20 Sept
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Holiday home in Highland
Charming Vacation House w/ Pool & HotTub
3 bedrooms, 6 beds, 2.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 39 reviews
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, 114 reviews
Top guest favourite
Guest suite in Hyde Park
The Harvest Guest House~Private Suite
2 bedrooms, 2 queen beds, 1 bathroom
8–13 Nov
4.98 out of 5 average rating, 264 reviews
Top guest favourite
Home in New Paltz
Cozy New Paltz Escape Walk to Town, Trails & Shops
1 bedroom, 2 beds, 1 bathroom
1–6 Nov
5.0 out of 5 average rating, 59 reviews
Top guest favourite
Home in New Paltz
The Gunks House
3 bedrooms, 3 beds, 2.5 bathrooms
1–6 Nov
4.96 out of 5 average rating, 82 reviews
Top guest favourite
Home in Highland
Spacious 4BD Country Gem - Fire Pit & Chill Vibes
4 bedrooms, 4 queen beds, 3.5 bathrooms
11–16 Oct
4.96 out of 5 average rating, 79 reviews
Guest favourite
Guest suite in Highland
Peaceful Home (full kitchen, washer/dryer)
1 bedroom, 4 beds, 1 bathroom
27 Oct – 1 Nov
4.87 out of 5 average rating, 361 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, 88 reviews
Top guest favourite
Home in Hyde Park
Beautiful 3 bedroom home with Hudson River views
3 bedrooms, 4 beds, 1 bathroom
8–13 Nov
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Cottage in Hyde Park
Cozy Historic Hyde Park Cottage - Near CIA & River
3 bedrooms, 3 beds, 1.5 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 18 reviews