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Search results; Over 1,000 homes in Highland

Guest favourite
Guest suite in Highland
Peaceful Home (full kitchen, washer/dryer)
1 bedroom, 4 beds, 1 private bathroom
7–12 Sept
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4.87 out of 5 average rating, 357 reviews
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
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
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
Top guest favourite
Guest house in Hyde Park
Modern cottage with Hudson River view
4.99 out of 5 average rating, 794 reviews, 1 bed, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Cabin in Saugerties
Luxury Catskills A-Frame Cabin | Hot Tub & Sauna
5.0 out of 5 average rating, 147 reviews, 2 bedrooms, 2 beds, 2 bathrooms
8–13 Nov
Top guest favourite
Home in Hyde Park
Beautiful 3 bedroom home with Hudson River views
5.0 out of 5 average rating, 13 reviews, 3 bedrooms, 4 beds, 1 bathroom
18–23 Aug
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 Highland
Hudson Valley Estate 90 min from NYC Pool&GameRoom
5.0 out of 5 average rating, 50 reviews, 4 bedrooms, 6 beds, 2.5 bathrooms
10–15 Aug
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
Home in Highland
Secluded House on 55 ac w/pool 5 Mins to New Paltz
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
6–11 Aug
Guest favourite
Home in Highland
Splendid Isolation @ Extraordinary Country Retreat
4.97 out of 5 average rating, 78 reviews, 4 bedrooms, 4 beds, 5 bathrooms
7–14 Sept
Guest favourite
Flat in Newburgh
Special Nest w Private Entrance River View Porches
4.89 out of 5 average rating, 268 reviews, 1 bedroom, 1 bed, 2 bathrooms
2–7 Nov
Guest favourite
Tiny home in Marlboro
Orchard Views from a Light-Filled Tiny Home with a Fire Pit
4.96 out of 5 average rating, 364 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
Top guest favourite
Home in Staatsburg
Boulder Tree House
4.99 out of 5 average rating, 133 reviews, 1 bedroom, 2 beds, 2 bathrooms
7–12 Nov
Top guest favourite
Home in New Paltz
Beautiful house under the Gunks
4.97 out of 5 average rating, 60 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
23–28 Oct
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
Top guest favourite
Home in New Paltz
midcentury mod * POOL * walk out trail R2R/Mohonk
4.98 out of 5 average rating, 544 reviews, 3 bedrooms, 3 beds, 2 bathrooms
17–22 Aug
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