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Search results; Over 1,000 homes in Highland

Guest favourite
Barn in Highland
Magical Charming 1850s Barn on Idyllic Former Farm
1 bedroom, 2 beds, 1 private bathroom
6–11 Aug
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4.93 out of 5 average rating, 102 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
18–23 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
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
Top guest favourite
Room in Poughkeepsie
Hudson Pond · Hideaway King Suite · GF Breakfast
4.97 out of 5 average rating, 241 reviews, 1 king bed, 1 bathroom
21–26 Aug
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
Home in Highland
7 Mi to The Walkway: Hudson Valley Adventure Base
4.8 out of 5 average rating, 5 reviews, 4 bedrooms, 7 beds, 1.5 bathrooms
4–9 Sept
Top guest favourite
Home in New Paltz
The Gunks House
4.99 out of 5 average rating, 77 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
1–6 Aug
Top 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
Cozy New Paltz Escape Walk to Town, Trails & Shops
5.0 out of 5 average rating, 44 reviews, 1 bedroom, 2 beds, 1 bathroom
23–28 Aug
Top guest favourite
Home in Rosendale
Stylish Rosendale Escape by Shops & Trails
5.0 out of 5 average rating, 24 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
1–6 Aug
Top guest favourite
Cottage in New Paltz
Fun, Private, Rail Trail Cottage
4.9 out of 5 average rating, 58 reviews, 2 bedrooms, 3 beds, 1 bathroom
9–14 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
1–6 Aug
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
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
Top guest favourite
Home in Rhinebeck
3Br Hilltop Ranch on 130acre farm w/ falls & creek
4.95 out of 5 average rating, 299 reviews, 3 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
Top guest favourite
Home in New Paltz
Streamside Haven - Scenic and Walkable to Downtown
4.98 out of 5 average rating, 40 reviews, 3 bedrooms, 3 beds, 1 bathroom
20–25 Aug
Top guest favourite
Home in Highland
Bedelle Farmhouse on the Farm
5.0 out of 5 average rating, 20 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
1–6 Aug