Holiday Rentals in Poughkeepsie, NY

This family-friendly holiday home is located in Highland, just a short distance from the Hudson River and within easy reach of Berean Park Beach and Walkway Over the Hudson State Historic Park. The property has received excellent ratings for location, cleanliness and overall user experience.
The house offers spacious accommodation for up to eight guests and includes four bedrooms and three bathrooms. Guests can enjoy a range of amenities, including a swimming pool, jacuzzi, spa, and a fully equipped kitchen with modern appliances. There is also a fireplace, a jetted tub, and a laundry room for added convenience.

This apartment is conveniently situated in the heart of Poughkeepsie, just a 5-minute drive from Marist College, Vassar College, and the Walkway Over the Hudson. It has received excellent ratings for cleanliness and location, making it a great choice for travellers. The property is a comfortable one-bedroom flat with space for two guests, perfect for a couple or solo traveller. It features a well-equipped kitchen, a dedicated workspace, a 55" Roku TV, and keyless entry, making your stay both convenient and enjoyable.

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.

This Highland apartment boasts stunning Hudson River and bridge views, offering easy access to the Hudson Valley's attractions.
The three-bedroom property sleeps six, features a full kitchen with dishwasher, a jacuzzi, private parking for up to three cars, and a private deck; pets are welcome (fee applies).

This three-bedroom apartment is located in Highland, just 160 kilometres north of New York City, offering easy access to the Hudson Valley's natural beauty and attractions. The apartment has excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay.
The apartment provides a spacious and welcoming home for up to six guests. Enjoy a range of amenities, including a swimming pool, garden, and barbecue area, perfect for relaxing and enjoying the outdoors.

This Red Oaks Mill property is situated in a peaceful, private setting just 5 kilometres from the TSP, 10 kilometres from Route 84, and 15 kilometres from Route 9. The accommodation is perfect for a family or group of friends, with 2 bedrooms and 1 bathroom, comfortably sleeping 5 guests. The self-catering cottage has a fully equipped kitchen, including a fridge, freezer, microwave oven, and dishwasher, as well as air conditioning, parking, and internet access.

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 Highland, New York colonial farmhouse, situated approximately 48 kilometres from the Mohonk Mountains and Lake Minnewaska, offers easy access to a rail trail just 8 kilometres away.
Sleeping up to 12 guests in four bedrooms and two bathrooms, this self-catering property boasts a fully equipped kitchen (fridge, freezer, microwave, dishwasher), air conditioning, a garden, fitness centre, parking, and Wi-Fi.

This luxurious dwelling offers a waterfront bluff experience on the Hudson River, located approximately 320 kilometres north of New York City within the scenic Hudson Valley.
This designer mid-century residence features 4 bedrooms and 3 bathrooms accommodating up to 8 guests, with a fully equipped kitchen, air conditioning, a garden, and an expansive deck providing spectacular views and exclusive access to the entire property and ample parking.

This country estate is located in Hopewell, a secluded area of the Hudson Valley, offering a private and serene retreat 15 kilometres from the centre of Hillside Lake.
This luxurious five-bedroom lodge accommodates up to 14 guests and features a state-of-the-art kitchen, a swimming pool, BBQ area, and a vintage arcade game.

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 Fairview yurt, a unique glamping experience, offers a miniature dwelling with a private bathroom, shower, and full kitchen access including a fridge, freezer, microwave, and dishwasher.
Sleeping two guests, this self-contained unit provides cots (with optional bedding) and is situated on a property offering additional amenities such as a living room and air conditioning.