Search accommodations in Highland, NY

This charming cottage is situated in the Hudson Valley town of Hyde Park, a 1.5-hour drive from New York City and just 10 minutes from the Franklin D. Roosevelt Presidential Library and Museum. The property has received excellent ratings for location, cleanliness, and overall user experience.
The 209-square-metre cottage can comfortably accommodate up to 8 guests in its four bedrooms. Enjoy modern amenities, a peaceful creekside setting, and a host of outdoor activities, including a wood-fired hot tub, a fire pit, canoeing, kayaking, and hammock swings.

This luxurious Milton mountain villa boasts stunning views, situated 1.8km from Franny Reese State Park and under 5km from the Hudson River and Walkway Over the Hudson State Historic Park.
Sleeping up to 10 guests, this four-bedroom, six-bathroom property offers a private pool, tennis court, and ample amenities including a fully equipped kitchen, fireplace, and jetted tub, perfect for a family holiday near Berean Park Beach (5km).

This charming house, situated just a short drive from the Culinary Institute of America in Poughkeepsie/Hyde Park, offers a peaceful retreat with its secluded location across from a wooded area. The property has consistently received excellent ratings for its cleanliness, location, and overall experience.
The house, spanning 186 square metres, boasts three bedrooms and a bathroom, providing ample space for families or groups. Guests can enjoy a well-equipped kitchen, a private garden, a terrace, and a range of amenities including Netflix, Hulu, and an Apple TV, along with a washer and dryer.

This Highland apartment, a studio, is located a 13-minute walk from the Franklin D Roosevelt Library & Museum and a 14-minute drive from the Walkway Over the Hudson State Historic Park.
This pet-friendly, family-approved accommodation for two includes air conditioning, Wi-Fi, a fridge, microwave, and access to a communal swimming pool and barbecue facilities.

This secluded six-bedroom flat offers a peaceful retreat at the end of a long driveway, surrounded by orchards and wildflower farms, a short distance from Marlboro's agricultural landscape.
This spacious accommodation accommodates up to 12 guests, featuring a private creek-side escape, a swimming pool, a sauna, and ample outdoor space for enjoying nature.

This Poughkeepsie apartment offers a self-contained flat with a separate entrance, conveniently located minutes from Vassar College, Marist College, the Culinary Institute of America, and the Walkway Over the Hudson.
The one-bedroom, one-bathroom dwelling sleeps two guests and includes a fully equipped kitchen, fast Wi-Fi, a smart TV, free on-site parking, and access to a seasonal swimming pool and patio.

This spacious waterfront estate is situated in the Hudson Valley, just 90 minutes from New York City, offering a peaceful retreat from the city's hustle and bustle. The property has received excellent ratings for its location, cleanliness, and overall experience.
This large holiday home boasts four bedrooms and two bathrooms, comfortably accommodating up to 10 guests. The estate features a chef's kitchen, a private garden, a swimming pool, and a host of other amenities perfect for relaxation and entertainment.

This Highland duplex apartment is situated less than 1.6km from the Walkway Over the Hudson, the Hudson Valley Rail Trail, and Highland Landing Park, offering easy access to these attractions and the Hamlet's amenities.
The self-catering property sleeps four guests in one bedroom and one bathroom, boasting a fully equipped kitchen, air conditioning, parking, a swimming pool, and excellent user reviews; ideal for exploring the Hudson Valley.

This charming cottage is situated in a secluded wooded area, just a short distance from Fairview, offering a peaceful escape from the hustle and bustle. It has received excellent ratings for its location, cleanliness, and overall experience.
The property features a full bathroom and a well-equipped kitchen, perfect for preparing meals. Guests can enjoy the lakefront location, with opportunities for swimming, fishing, and kayaking, or simply relax and reconnect with nature in the tranquil surroundings.

This spacious Highland dwelling in Rifton boasts a waterfront location, 4.5km from the Franklin D. Roosevelt Presidential Library and Museum, and within 10km of Apple Greens Golf Course and Historic Huguenot Street.
The 1189 square metre property sleeps 29 guests across 14 bedrooms and 8 bathrooms, offering a Jacuzzi, terrace, garden, free Wi-Fi, and parking; water activities are readily accessible from its lakeside position.

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.

The GemStone Home is a beautifully renovated 200-year-old stone house located in the charming town of Highland, just a short drive from the Walkway Over the Hudson, Red Maple Winery, and Minnewaska State Park. The property has consistently received excellent ratings for its cleanliness, location, and overall experience.
This spacious house comfortably accommodates eight guests in its four bedrooms, each with a queen-size bed and private bathroom. The GemStone Home offers a fully equipped kitchen, two living areas, a dedicated workspace, a large backyard with a patio, a BBQ grill, a fire pit, and a variety of games and entertainment options for guests to enjoy.

This charming house in Milton, New York, is situated directly across the street from Buttermilk Falls Resort & Spa and a short walk from the Hudson River, offering easy access to the area's attractions. The property has received excellent user ratings for location, cleanliness, and overall experience.
This four-bedroom, two-bathroom house can accommodate up to 10 guests, making it ideal for families or groups of friends. The house offers modern amenities, including a fully equipped kitchen, air conditioning, and a garden with a fire pit, as well as unique features like a sunroom with dining for 10 and a dressing room with a makeup table.

Maple Branch Manor is a grand estate situated in the Hudson Valley, less than 3.2 kilometres from Milton and minutes from the Hudson River, offering convenient access to local attractions and amenities.
This expansive seven-bedroom, seven-bathroom residence accommodates up to 14 guests and features a party barn with a pool table, a beauty room with styling stations, two fireplaces, and extensive outdoor entertaining areas with a stone patio, BBQ, and firepit.

This charming 1790 Stagecoach Stop is situated in Milton, New York, directly across the street from Buttermilk Falls Resort & Spa and just a short drive from Walkway Over The Hudson. The property has received excellent ratings for location, cleanliness, and overall user experience.
This one-bedroom, one-bathroom cottage can comfortably accommodate up to four guests and features a spacious kitchen, living room, and a sunroom with stunning views. Guests can enjoy a private garden, a fire pit, and modern conveniences like air conditioning, a coded deadbolt, and Roku Guest Mode for streaming entertainment.

This charming five-bedroom townhouse is situated in the Poughkeepsie Historic District, just a short walk from Vassar College and the Walkway Over the Hudson, offering stunning views of the Hudson River. The apartment has received excellent ratings for cleanliness, user experience and location, making it an ideal choice for travellers seeking a comfortable and well-maintained home away from home.
The spacious property features multiple levels, including a media room and a parlor level perfect for gatherings, accommodating up to eight guests. The townhouse boasts a fully equipped kitchen with a freezer, microwave oven and dishwasher, as well as air conditioning, a garden and internet access, ensuring a comfortable and enjoyable stay.