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

This Chester apartment is conveniently located near The Rock Sports Complex (6.4 km), Wickham Lake (8 km), LEGOLAND® New York (12.8 km), and Woodbury Common Premium Outlets (22.5 km), offering easy access to both family attractions and cultural sites such as Museum Village and Strazza Art Gallery.
The one-bedroom, one-bathroom flat sleeps four guests and includes Wi-Fi, air conditioning, and amenities such as towels, hairdryer and an ironing board; enjoy a comfortable stay close to Castle Fun Center and Charles J. Everett Memorial.

This luxurious Warwick, New York holiday home, approximately 80km from New York City and a short drive from Warwick Valley Winery and Legoland New York, offers a unique mountaintop escape for Florida visitors seeking a contrasting experience.
The 325-square-metre property boasts four bedrooms, four bathrooms, and sleeps fourteen, featuring a chef's kitchen, spa-like master suite, and expansive deck with breathtaking panoramic views; nearby activities include skiing, snowboarding, and hiking.

This secluded cabin is located in a private forest setting, just 60 kilometers from the George Washington Bridge, offering a peaceful retreat on a freshwater lake perfect for swimming and non-motorized boating. It has received excellent ratings for location, cleanliness, and overall user experience.
The spacious three-bedroom lodge, spanning 232 square meters, comfortably accommodates up to 10 guests. Amenities include a fully equipped kitchen, a private dock, a terrace with stunning sunset views, and a range of activities like kayaking, ping pong, and a fire pit, making it ideal for families or groups seeking a relaxing escape.

This cottage in Monroe, New York, offers a lake view of Walton Lake and is located less than 32 kilometres from Legoland in Goshen, NY, approximately 24 kilometres from Mt Peter, and a short drive to Harriman State Park and Woodbury Commons Premium Outlets.
The three-bedroom, one-bathroom property accommodates six guests and features internet, a kitchen, and parking, with direct access to Walton Lake for paddleboarding, kayaking, or electric-powered boating and fishing.

This three-bedroom house is situated in the woods of Monroe, just a short drive from New York state parks, ski resorts, and wineries. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The property is ideal for families or groups of up to eight people. The house offers a range of amenities, including a fully equipped kitchen, a heated swimming pool, a spacious garden, a game room, and a private parking area for up to six vehicles.

The Reservoir Retreat is located in a peaceful area of Goshen, just five minutes from the village centre and Legoland. This property has consistently received excellent ratings for its location, cleanliness and overall experience.
The retreat is a spacious house with four bedrooms and two bathrooms, comfortably accommodating up to ten guests. It offers a fully equipped kitchen, a garden with a pond and fountain, air conditioning, parking, and internet access, as well as easy access to local attractions and activities like apple and pumpkin picking.

This five-bedroom, three-bathroom lakeside dwelling in Walton Park offers stunning lake views and is situated approximately 64km from New York City, a 10-minute drive from Legoland New York, Harriman State Park, and Woodbury Common Premium Outlets.
The 5-bedroom property boasts a jacuzzi, private beach access with kayaks and paddleboards, a fully equipped kitchen with two ovens, a fireplace, and accommodates up to 10 guests, perfect for families or groups seeking a luxurious lakeside retreat.

This one-bedroom holiday home is located in Goshen, just 6 kilometres from the Harness Racing Museum and Hall of Fame and 10 kilometres from LEGOLAND® New York. The property is conveniently situated near a range of attractions and amenities, making it an ideal base for exploring the area.
The holiday home can accommodate up to four guests and offers modern amenities such as air conditioning, Wi-Fi and a swimming pool. Guests can enjoy easy access to local attractions, including Sterling Forest State Park, the Galleria at Crystal Run and Soons Orchards, as well as the Paramount Theatre and Museum Village.

This Florida, New York holiday home, situated in the Hudson Valley, is conveniently located approximately 16km from Legoland New York and 26km from Woodbury Common Premium Outlets.
This three-bedroom, two-bathroom property sleeps six guests and boasts a private pool, hot tub, home theatre, expansive deck, and playground equipment, along with high-speed Wi-Fi and ample workspace.

This six-bedroom Monroe holiday home, near Walton Park, is conveniently located 5km from Goosepond Mountain State Park, within 10km of Sterling Forest State Park, and within 10km of The Golf Club at Mansion Ridge.
This spacious 158 square metre property boasts two bathrooms, sleeps eleven guests, and includes a fully equipped kitchen, fireplace, patio, garden, spa, parking, and internet access.

This lakeside property is situated in Walton Park, just a short drive from Woodbury Commons, Blooming Hill Farms, and West Point, offering a peaceful retreat within easy reach of attractions. The accommodation consistently receives excellent ratings for its cleanliness, location, and overall guest experience.
The spacious home has four bedrooms and two bathrooms, comfortably accommodating up to eleven guests. Enjoy a range of amenities, including a private dock, heated pool, hot tub, fire pit, and a fully equipped kitchen, perfect for creating memorable moments with family and friends.

This Goshen cottage, situated in Orange County, New York, is minutes from Route 17 and within easy reach (approximately 16km) of Legoland New York and Woodbury Common Premium Outlets.
The self-contained one-bedroom property sleeps four, offering a queen-size bed, queen-size futon, private entrance, BBQ, and access to farm animals and trails; nearby attractions include West Point and various wineries and breweries.