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Search results; Over 1,000 homes in Highland

Top guest favourite
Holiday home in Highland
Charming Vacation House w/ Pool & HotTub
3 bedrooms, 6 beds, 2.5 private bathrooms
4–9 Aug
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5.0 out of 5 average rating, 39 reviews
Guest favourite
Home in Highland
VIEWS on Hudson River / Luxury Modern Home
4 bedrooms, 5 beds, 3 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Highland
Two Tillson
2 bedrooms, 2 queen beds, 2.5 bathrooms
22–27 Aug
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Home in Highland
Cliffside Luxury: Hot Tub, Sun & River Views!
3 bedrooms, 5 beds, 2.5 bathrooms
4–9 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, 1 bathroom
31 Aug – 5 Sept
4.94 out of 5 average rating, 70 reviews
Top guest favourite
Cottage in Hyde Park
Cozy Historic Hyde Park Cottage - Near CIA & River
3 bedrooms, 3 beds, 1.5 bathrooms
9–14 Aug
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Room in Poughkeepsie
Hudson Pond · Garden Queen Suite · GF Breakfast
1 queen bed, 1 bathroom
31 Aug – 6 Sept
4.99 out of 5 average rating, 161 reviews
Top guest favourite
Cabin in Saugerties
Luxury Catskills A-Frame Cabin | Hot Tub & Sauna
2 bedrooms, 2 queen beds, 2 bathrooms
13–18 Dec
5.0 out of 5 average rating, 148 reviews
Home in Highland
Secluded House on 55 ac w/pool 5 Mins to New Paltz
3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
New place to stay
Guest favourite
Home in Highland
Modern Stylish Farmhouse
2 bedrooms, 3 beds, 1 bathroom
4–9 Aug
5.0 out of 5 average rating, 23 reviews
Guest favourite
Camper van/Motorhome in New Paltz
Penelope, 1969 Airstream
1 bedroom, 2 king beds, WC
30 Aug – 4 Sept
4.96 out of 5 average rating, 147 reviews
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, 78 reviews
Top guest favourite
Flat in Hyde Park
Private, cozy, clean, apartment in Hyde Park NY
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
4.94 out of 5 average rating, 54 reviews
Top guest favourite
Home in Hyde Park
Beautiful 3 bedroom home with Hudson River views
3 bedrooms, 4 beds, 1 bathroom
18–23 Aug
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Highland
Bedelle Farmhouse on the Farm
3 bedrooms, 4 beds, 1.5 bathrooms
9–14 Aug
5.0 out of 5 average rating, 22 reviews
Guest favourite
Home in New Paltz
Secluded home, Mohonk preserve, dog friendly
3 bedrooms, 3 beds, 2 bathrooms
15–20 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Staatsburg
Boulder Tree House
1 bedroom, 2 beds, 2 bathrooms
7–12 Nov
4.99 out of 5 average rating, 134 reviews
Top guest favourite
Room in Hyde Park
Scandinavian Designed Euro Room - 1 of 3 rooms
1 queen bed, 1 bathroom
16–21 Aug
4.96 out of 5 average rating, 531 reviews
Guest favourite
Apartment in Poughkeepsie
Spacious and stylish entire one bedroom apartment.
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
4.97 out of 5 average rating, 382 reviews