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Search results; Over 1,000 places in Highland

Guest favorite
Home in Highland
VIEWS! Hudson River Retreat! Close to everything!
4 beds
May 27 – Jun 1
5.0 out of 5 average rating, 5 reviews
Guest favorite
Tiny home in Highland
A delightful and cozy studio retreat.
Apr 28 – May 3
4.96 out of 5 average rating, 48 reviews
Home in Highland
Quiet 3 bed/1 bath country home
Apr 21 – 26
New place to stay
Guest favorite
Home in Highland
The Grove: beautiful two bedroom home
3 beds
Jul 8 – 13
4.96 out of 5 average rating, 141 reviews
Guest favorite
Home in Highland
House in Highland: Secluded Retreat
4 beds
Apr 28 – May 3
4.96 out of 5 average rating, 107 reviews
Guest favorite
Cottage in Highland
Little Yellow Cottage New Paltz - Kitchen wash/dry
2 beds
Jun 2 – 7
4.91 out of 5 average rating, 536 reviews
Guest favorite
Guest suite in New Paltz
Cozy New Paltz apartment (no cleaning fee)
1 queen bed
Jul 28 – Aug 2
4.89 out of 5 average rating, 830 reviews
Home in Highland
Charming Hudson Valley House
2 beds
May 10 – 15
4.69 out of 5 average rating, 16 reviews
Guest favorite
Cabin in Highland
Country Log Home Retreat
2 queen beds
Apr 26 – May 1
4.92 out of 5 average rating, 458 reviews
Guest favorite
Apartment in Highland
New Paltz 19th cent. Restored Barn - North Hayloft
3 beds
Apr 28 – May 3
4.89 out of 5 average rating, 315 reviews
Home in Highland
Hudson Valley Boutique Airb&b
3 beds
Apr 28 – May 3
4.8 out of 5 average rating, 5 reviews
Guest favorite
Home in Highland
Serene & Spacious Getaway
2 beds
Apr 19 – 24
4.87 out of 5 average rating, 84 reviews
Superhost
Home in Highland
Peaceful Hudson Valley Retreat w/Pool in Highland
7 beds
Apr 19 – 24
Guest favorite
Home in Highland
Vintage Farmhouse in the heart of Hudson Valley
3 beds
Jul 6 – 11
4.95 out of 5 average rating, 40 reviews
Guest favorite
Home in Highland
Spacious country getaway for family celebrations
4 queen beds
Apr 19 – 24
5.0 out of 5 average rating, 10 reviews
Guest favorite
Home in Highland
The Juniper House near Poughkeepsie & New Paltz
2 beds
Apr 19 – 24
4.97 out of 5 average rating, 37 reviews
Guest favorite
Home in Highland
Cheerful 4BR/2.5BA Home - New Paltz & Poughkeepsie
4 queen beds
Apr 22 – 27
4.93 out of 5 average rating, 28 reviews
Superhost
Home in Highland
Mountain forest escape, with Hot Tub
6 beds
Apr 28 – May 3
4.89 out of 5 average rating, 53 reviews