Find short term rentals in Highland, NY at the best prices

This four-bedroom, two-bathroom holiday home in Milton offers sweeping Hudson River views from its deck and is situated in the scenic Hudson Valley, close to numerous wineries, farms, and acclaimed dining options.
This spacious three-storey property accommodates up to eight guests, featuring air conditioning, a fitted kitchen with a dishwasher, a garden, a fitness centre, and parking, providing distinct living, sleeping, and entertainment areas for a comfortable stay.

This charming house is located in Poughkeepsie, just a short walk from the train station, Marist College, Vassar College, and the Walkway over the Hudson. It has been awarded excellent ratings for its location, cleanliness and overall experience.
The house has two bedrooms and two bathrooms, comfortably accommodating up to four guests. Enjoy modern amenities like a fully equipped kitchen, a laundry unit, WiFi, a smart TV, and keyless entry.

This Highland apartment is conveniently located within walking distance of the Rail Trail, Berean Park, and Main Street, offering easy access to local amenities and attractions. It has received very good ratings for cleanliness and user experience, and an excellent rating for its location.
The two-bedroom flat has a kitchen, dining room, living room, mud room and a large porch, accommodating up to four guests. Guests can enjoy outdoor activities in the lawn, play bocce or croquet, and benefit from amenities such as coffee and tea provided, a working space, and the historic charm of the building.

This Poughkeepsie flat offers a convenient base, located near Locust Grove and the Clinton House State Historic Site, with Franny Reese State Park and James Baird State Park also within reach.
This one-bedroom flat accommodates up to four guests, featuring air conditioning and heating for year-round comfort, and is situated a short distance from the Frances Lehman Loeb Art Centre and the Mid-Hudson Civic Centre.