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Search results; Over 1,000 homes in Highland

Superhost
Home in Highland
VIEWS on Hudson River / Luxury Modern Home
4 bedrooms, 5 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Highland
Cliffside Luxury: Hot Tub, Sun & River Views!
3 bedrooms, 5 beds
15–20 Aug
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Guest suite in Highland
Cozy Studio | Near World’s Longest Walkway Bridge
1 bedroom, 3 beds
4–9 Aug
4.94 out of 5 average rating, 67 reviews
Home in Highland
7 Mi to The Walkway: Hudson Valley Adventure Base
4 bedrooms, 7 beds
4–9 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in New Paltz
1875 School House near HV Rail Trail
2 bedrooms, 3 beds
13–18 Aug
4.96 out of 5 average rating, 85 reviews
Guest favourite
Home in Highland
Modern Stylish Farmhouse
2 bedrooms, 3 beds
1–6 Aug
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Home in Staatsburg
Boulder Tree House
1 bedroom, 2 beds
7–12 Aug
4.99 out of 5 average rating, 132 reviews
Top guest favourite
Room in Poughkeepsie
Hudson Pond · Hideaway King Suite · GF Breakfast
1 king bed
21–26 Aug
4.97 out of 5 average rating, 241 reviews
Top guest favourite
Home in Highland
Hudson Valley Estate 90 min from NYC Pool&GameRoom
4 bedrooms, 6 beds
10–15 Aug
5.0 out of 5 average rating, 49 reviews
Top guest favourite
Cottage in Hyde Park
Cozy Historic Hyde Park Cottage - Near CIA & River
3 bedrooms, 3 beds
9–14 Aug
5.0 out of 5 average rating, 10 reviews
Home in Hyde Park
Luxe Mountain Getaway on Private Rd Near Rhinebeck
3 bedrooms, 5 beds
15–20 Aug
New place to stay
Guest favourite
Flat in Newburgh
Special Nest w Private Entrance River View Porches
1 bedroom, 1 queen bed
13–18 Sept
4.89 out of 5 average rating, 267 reviews
Guest favourite
Apartment in Poughkeepsie
Spacious and stylish entire one bedroom apartment.
1 bedroom, 2 beds
30 Aug – 4 Sept
4.97 out of 5 average rating, 380 reviews
Top guest favourite
Guest house in Hyde Park
Modern cottage with Hudson River view
1 bed
30 Aug – 4 Sept
4.99 out of 5 average rating, 792 reviews
Top guest favourite
Home in Hyde Park
Beautiful 3 bedroom home with Hudson River views
3 bedrooms, 4 beds
18–23 Aug
5.0 out of 5 average rating, 13 reviews
Home in Highland
Private House on 55 ac w/pool 5 Mins to New Paltz
3 bedrooms, 4 beds
1–6 Aug
New place to stay
Top guest favourite
Cabin in Saugerties
Luxury Catskills A-Frame Cabin | Hot Tub & Sauna
2 bedrooms, 2 queen beds
1–6 Nov
5.0 out of 5 average rating, 145 reviews
Guest favourite
Home in Highland
Splendid Isolation @ Extraordinary Country Retreat
4 bedrooms, 4 beds
7–14 Sept
4.97 out of 5 average rating, 78 reviews