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Search results; Over 1,000 homes in Highland

Guest favourite
Home in Highland
Life in Color, Live Art Home
3 bedrooms, 3 beds, 2 private bathrooms
23–28 Aug
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4.79 out of 5 average rating, 52 reviews
Top guest favourite
Home in Highland
VIEWS on Hudson River / Luxury Modern Home
4 bedrooms, 5 beds, 3 bathrooms
18–23 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Guest suite in Highland
Cozy Studio | Near World’s Longest Walkway Bridge
1 bedroom, 3 beds, 1 bathroom
28 Aug – 2 Sept
4.94 out of 5 average rating, 70 reviews
Guest favourite
Flat in Highland
View on Vineyard.
1 bedroom, 1 queen bed, 1 bathroom
25–30 Oct
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Home in Highland
Cliffside Luxury: Hot Tub, Sun & River Views!
3 bedrooms, 5 beds, 2.5 bathrooms
15–20 Aug
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Guest house in Hyde Park
Modern cottage with Hudson River view
1 bed, 1 bathroom
31 Oct – 5 Nov
4.99 out of 5 average rating, 800 reviews
Top guest favourite
Cottage in Hyde Park
Cozy Historic Hyde Park Cottage - Near CIA & River
3 bedrooms, 3 beds, 1.5 bathrooms
18–23 Aug
5.0 out of 5 average rating, 13 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, 167 reviews
Guest favourite
Home in Highland
Modern Stylish Farmhouse
2 bedrooms, 3 beds, 1 bathroom
18–23 Aug
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Home in Hyde Park
Wooded Rhinebeck-Beacon area Escape w/Outdoor Spa
2 bedrooms, 4 beds, 2.5 bathrooms
15–20 Aug
4.99 out of 5 average rating, 84 reviews
Superhost
Home in Highland
Peaceful Spacious 5 BR Family Home with a View
5 bedrooms, 7 beds, 4 bathrooms
16–21 Aug
New place to stay
Top guest favourite
Flat in New Paltz
Modena Mad House
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.96 out of 5 average rating, 423 reviews
Top guest favourite
Home in Hyde Park
Charming Hyde Park Retreat|Minutes from Vanderbilt
3 bedrooms, 3 queen beds, 1.5 bathrooms
16–21 Aug
5.0 out of 5 average rating, 35 reviews
Guest favourite
Tiny home in Marlboro
Orchard Views from a Light-Filled Tiny Home with a Fire Pit
2 bedrooms, 2 beds, 1 bathroom
23–28 Aug
4.96 out of 5 average rating, 365 reviews
Top guest favourite
Apartment in Poughkeepsie
Spacious and stylish entire one bedroom apartment.
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
4.97 out of 5 average rating, 384 reviews
Top guest favourite
Guest house in New Paltz
The Pool House
2 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Tiny home in Wallkill
Get Away to "Hygge" Tiny House on 75 Private Acres
1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.99 out of 5 average rating, 374 reviews
Top guest favourite
Yurt in Gardiner
Fern - Kos Retreats @ Frogs Hollow Farm
1 bedroom, 3 beds, 1 bathroom
16–21 Aug
4.99 out of 5 average rating, 318 reviews
Top 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, 148 reviews