Search accommodations in Poughkeepsie, NY

This Fairview apartment is situated just a mile from Plan Bee Brewery and Peach Hill Park, offering a peaceful escape close to attractions like Vassar College, Marist College, and the Walkway Over the Hudson. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The property provides three bedrooms and two bathrooms, comfortably accommodating up to eleven guests. It boasts a spacious garden room ideal for family gatherings, a separate living room for relaxation, and a fully equipped kitchen with modern appliances. Enjoy the private balcony, explore the surrounding nature, or take advantage of the proximity to the Dutchess Rail Trail for cycling and hiking.

This Poughkeepsie holiday home is conveniently located within 1.6km of the Mid-Hudson Civic Center, McCann Ice Arena, and Mid-Hudson Heritage Center, offering easy access to Poughkeepsie Station (a 15-minute walk).
The two-bedroom, one-bathroom property sleeps three guests and features a fully equipped kitchen, a sofa bed, Smart TV, and on-site parking; nearby attractions include the Chance Theater and Bardavon 1869 Opera House.

This family-friendly holiday home in Highland offers a rural, waterfront setting, a 4-minute drive from the Walkway Over the Hudson State Historic Park and a 15-minute walk from the Hudson River.
The spacious 170-square-meter accommodation features 3 bedrooms, 1.5 bathrooms, and accommodates up to 6 guests with amenities including a hot tub, garden, Wi-Fi, air conditioning, and a full kitchen with a washer and dryer.

This Haviland holiday home boasts a superb mountainside location, approximately 5 kilometres from the Eleanor Roosevelt National Historic Site and Richard L. Skimin Memorial Baseball Field.
This 316-square-metre property sleeps eight guests across four bedrooms and four bathrooms, and includes a swimming pool, spa, fitness centre, and fully equipped kitchen.

This holiday home in the Hudson Valley is just minutes from hiking and biking trails, farms, wineries, breweries, and restaurants, and less than 45 minutes from Thunder Ridge Ski Area. It has excellent user, location and cleanliness ratings.
The property has three bedrooms and two bathrooms, comfortably accommodating up to eight guests. It includes a range of modern amenities, such as a heated pool, a spa tub, a gourmet kitchen, and multiple TVs with Netflix access.

This Highland apartment is situated just 160 kilometres north of New York City, offering a peaceful escape surrounded by trees and greenery, and close to various upstate attractions like the Walkway Over the Hudson State Historic Park and the Bardavon 1869 Opera House. This three-bedroom, two-bathroom property can comfortably accommodate up to seven guests, making it ideal for families or groups of friends.
The apartment features an open layout with two living rooms, a dining area, and a well-equipped kitchen. Guests can enjoy the outdoor pool area with a dining area, lounge chairs, umbrellas, and a BBQ, and explore nearby hiking trails, kayaking spots, breweries, wineries, and cultural attractions like the Storm King Art Center and the Mid-Hudson Civic Center.

The Highland Cottage is situated in the Town of Lloyd, just a short distance from New Paltz and a short walk to Berean Park, offering easy access to the Walkway over the Hudson, the Mid Hudson Bridge, and the Culinary Institute of America. This charming cottage provides a peaceful retreat for those seeking a blend of rural tranquility and convenient access to local attractions.
The Highland Cottage is a spacious 3-bedroom home that comfortably sleeps 8 guests. It offers a fully equipped kitchen, a comfortable living area, and a private patio with a swimming pool and a gas BBQ, perfect for relaxing evenings.

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 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 1734 farmhouse in Dutchess County, New York, is situated 0.4 kilometres from the Dutchess County Rail Trail and a short drive from local restaurants and historical sites.
The 173-square-metre property sleeps eleven guests across four bedrooms and two bathrooms, offering amenities such as a fully equipped kitchen, garden, ample parking, and a back porch with a swing; a pack 'n' play is also available.

This charming studio apartment is located in a converted barn in Highland, just 5km from the Mid Hudson Bridge and 8km from the Metro North Poughkeepsie station. It has received excellent ratings for its location, cleanliness, and overall experience.
The self-catering studio is perfect for two guests and features a comfortable double bed, a sofa, and a fully equipped kitchen. You can enjoy the private patio, relax by the fire pit, or explore the 13-hectare wetland lake with a kayak or canoe (with host approval).

This Highland house, minutes from the Walkway Over the Hudson State Park and the Highland hamlet, offers complete privacy whilst being conveniently located.
Sleeping six guests, this three-bedroom, three-bathroom property boasts a well-equipped kitchen with added extras like a pasta maker and ice cream maker, a game room with arcade machines, a hot tub, and fast 1 gigabit internet.

This spacious Poughkeepsie apartment, situated in the desirable Spackenhill neighbourhood, is approximately a 145-kilometre drive or train journey from New York City.
The 366-square-metre property boasts a dual-level layout sleeping eight guests, featuring a saltwater pool (open June 15th–October 15th), a fully equipped kitchen, and a lower-level entertainment area with a pool table and games table.

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 two-bedroom Marlboro cottage is situated on over 4 hectares of land, close to top-rated vineyards and within easy reach of Franny Reese State Park and the Walkway Over the Hudson State Historic Park.
The self-catering property sleeps four, boasts air conditioning, internet access, and permits pets; nearby attractions include the Gomez Mill House and McCann Ice Arena.

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.