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Search results; Over 1,000 homes in Highland

Top guest favourite
Guest suite in Highland
Cozy Studio | Near World’s Longest Walkway Bridge
4.94 out of 5 average rating, 67 reviews, 1 bedroom, 3 beds, 1 bathroom
31 Aug – 5 Sept
Superhost
Home in Highland
VIEWS on Hudson River / Luxury Modern Home
5.0 out of 5 average rating, 4 reviews, 4 bedrooms, 5 beds, 3 bathrooms
30 Aug – 4 Sept
Top guest favourite
Room in Hyde Park
Scandinavian Designed Norge Room - 1 of 3 rooms
4.97 out of 5 average rating, 494 reviews, 1 queen bed, 1 bathroom
1–6 Aug
Top guest favourite
Room in New Paltz
Panoramic Moutain Views from Riverfront Bedroom
5.0 out of 5 average rating, 157 reviews, 1 queen bed, 1 bathroom
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
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
Top guest favourite
Cottage in Clintondale
The cottage at Maple Ave - upstate mountain view
4.94 out of 5 average rating, 270 reviews, 1 bedroom, 2 beds, 1 bathroom
9–14 Aug
Top guest favourite
Cottage in Clintondale
Blue Spruce Cottage
4.99 out of 5 average rating, 86 reviews, 2 bedrooms, 3 beds, 1 bathroom
13–18 Aug
Top guest favourite
Cottage in New Paltz
Stone House 1807. Comfort, Peace and Nature.
4.99 out of 5 average rating, 593 reviews, 2 bedrooms, 3 beds, 1 bathroom
25–30 Sept
Top guest favourite
Room in Gardiner
Airy Ensuite King Room | Hiking & Wine Country
5.0 out of 5 average rating, 45 reviews, 1 king bed, 1 bathroom
2–7 Aug
Guest favourite
Guest suite in Newburgh
Idyllic Hudson River View Stay
4.92 out of 5 average rating, 226 reviews, 1 bedroom, 1 bed, 1 bathroom
9–14 Aug
Top guest favourite
Cottage in Clintondale
Old Mill Cottage - Upstate Mountain Views
4.97 out of 5 average rating, 395 reviews, 1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
Guest favourite
Home in Highland
Serene & Spacious Getaway
4.87 out of 5 average rating, 119 reviews, 2 bedrooms, 2 beds, 1 bathroom
29 Aug – 3 Sept
Top guest favourite
Guest suite in New Paltz
The Wild Maple Creek Suite
4.92 out of 5 average rating, 145 reviews, 1 bedroom, 2 beds, 1 bathroom
23–28 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
Superhost
Loft in Highland
S'mores Studio Hideaway
5.0 out of 5 average rating, 3 reviews, 1 bed, 1 bathroom
15–20 Aug
Guest favourite
Apartment in Poughkeepsie
Spacious and stylish entire one bedroom apartment.
4.97 out of 5 average rating, 380 reviews, 1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Flat in New Paltz
Cedar Nest- Cozy 2bd 1.5mi to downtown
5.0 out of 5 average rating, 40 reviews, 2 bedrooms, 2 beds, 1 bathroom
31 Aug – 5 Sept