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

This stylish bed and breakfast is conveniently located in Poughkeepsie, just a short distance from the city's main attractions and landmarks. It's situated in a quiet neighbourhood, perfect for a relaxing stay.
The accommodation has one bedroom and two bathrooms, comfortably sleeping two guests. It comes with a fully equipped kitchen, a garden, a fitness centre, and free parking, as well as air conditioning and Wi-Fi.

This one-bedroom flat is located in the Hudson Valley, just a short drive from the town of Poughkeepsie, offering easy access to the area's attractions. The property boasts excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay.
The flat provides a private entrance and ample space, comfortably accommodating up to four guests. Enjoy a fully equipped kitchen, a private garden, a fire pit, and a shared outdoor space, perfect for relaxing and enjoying the outdoors.

This Highland, New York log cabin retreat is situated on a secluded 0.8-hectare wooded plot, a short 16-kilometre drive from both New Paltz and Poughkeepsie.
The four-bedroom, four-bathroom property sleeps eight guests and boasts a 100-inch screen cinema room, games room, private gym, saltwater pool, cedar sauna, and hot tub, alongside a fully equipped kitchen and ample parking.

This Haviland guesthouse is situated in a quiet neighbourhood, 6.3km from the Roosevelt and Vanderbilt Mansions, Roosevelt Park, and Nana's Ice Cream.
The self-catering unit offers one bedroom, one bathroom, sleeping two guests, and features a shared kitchen, freezer, microwave, dishwasher, air conditioning, parking, and on-site entertainment including a pool table, darts, and board games.

This Poughkeepsie guesthouse offers a self-contained private floor in a three-family home, with its precise location within the city requiring further clarification to determine proximity to local attractions.
The one-bedroom, one-bathroom apartment sleeps two guests, providing a private kitchen, parking (reservations needed), and a peaceful atmosphere ideal for families seeking independent accommodation.

This Fairview apartment is situated in Hyde Park, New York, just a short drive from Poughkeepsie and Rhinebeck, making it a great base for exploring the Hudson Valley. It has received excellent ratings for its location, cleanliness, and overall experience.
The apartment is a comfortable and spacious property with two bedrooms, sleeping up to four guests. It offers a range of amenities, including a hot tub, a fully equipped kitchen, and a screened-in porch, perfect for relaxing after a day of exploring the local attractions.

This apartment is situated on the grounds of the historic Inn at Twaalfskill, directly adjacent to the Hudson Valley Rail Trail, and within minutes of Vassar College, Marist University, and the Culinary Institute of America, offering convenient access to significant historic sites.
This stylish two-bedroom, two-bathroom flat sleeps up to five guests and features air conditioning, Wi-Fi, a kitchen equipped with a fridge and dishwasher, and off-street parking, with a garden also available for use.

This 50-acre Highland, New York farmhouse, near New Paltz and approximately 50km from Poughkeepsie, offers a tranquil Hudson Valley escape.
The property boasts a chef's kitchen with soapstone counters, four bedrooms sleeping eight guests, three bathrooms, and outdoor amenities including a swimming pond, fire pit, and gas grill; small events and weddings are available upon request.

This Poughkeepsie property is a five-bedroom dwelling situated near Franny Reese State Park and Vanderbilt Mansion National Historic Site, with attractions such as the Mid-Hudson Civic Centre and McCann Ice Arena also easily accessible.
This residence accommodates up to 18 guests across four queen beds and one king bed, offering air conditioning, heating, an iron, and a hairdryer, with a host available to assist during your stay.

This three-bedroom, two-bathroom apartment at 9 Pleasant Lane, Poughkeepsie, offers family-friendly accommodation a short drive from Red Oaks Mill.
Sleeping seven guests, the property features a full kitchen, in-unit laundry, a finished basement with a large TV, a patio with fire pit, and kid-friendly amenities including a crib and bunk bed; access is provided to the entire house (excluding the garage).

This charming log cabin is situated in the serene Hudson Valley, just 130 kilometres from New York City and a 20-minute drive from Poughkeepsie train station. It has received excellent ratings for location, cleanliness, and overall experience, making it a popular choice for travellers seeking a tranquil getaway.
The cabin has three bedrooms and one bathroom, comfortably accommodating up to six guests. You'll enjoy a fully equipped kitchen, a cosy fireplace, a spacious garden, and a fitness centre, ensuring a relaxing and enjoyable stay.

This charming B&B is located in a peaceful family neighbourhood in Poughkeepsie, just a short drive from the train station and attractions like the Culinary Institute of America and the Walkway Over the Hudson. It consistently receives excellent ratings for its cleanliness, location and overall experience.
The guesthouse offers a comfortable double room with a shared bathroom and can accommodate up to two guests. Guests can enjoy amenities such as a swimming pool, garden, parking and a kitchen with a fridge, freezer, microwave oven and dishwasher.

This charming flat is situated in the heart of Poughkeepsie, just under 10 kilometres from Vassar College, Marist College, and the Walkway Over the Hudson, making it a convenient base for exploring the city. The property has consistently received excellent ratings for location, cleanliness, and overall experience, making it a popular choice for travellers.
The apartment is a one-bedroom, one-bathroom flat with a private entrance and can accommodate up to two guests. Features include a well-equipped kitchen, air conditioning, complimentary bicycles, a garden, and parking, ensuring a comfortable and enjoyable stay.

This recently renovated riverside dwelling in Highland offers unobstructed Hudson River views from every room, with expansive private outdoor spaces including a deck, patio, and stone terrace with a fire pit, situated just a short drive from local amenities and approximately 145 kilometres from NYC. This luxurious property boasts three bedrooms, two bathrooms, and accommodates up to six guests, featuring a chef's kitchen with high-end appliances, two fireplaces, a spa bathroom with steam shower and whirlpool bath, and a 4-season sunroom, with easy access to outdoor pursuits like kayaking and hiking, as well as local breweries and wineries.

This two-bedroom flat is ideally located in Poughkeepsie, just a short walk from the Walkway Over the Hudson and local restaurants and breweries. It has received excellent ratings for its cleanliness, location, and overall user experience.
The apartment has a spacious layout, comfortably accommodating up to six guests. Guests can enjoy a fully equipped kitchen, two balconies, cable TV and Roku, and a peaceful ambiance, making it a great choice for families and groups of friends.