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

This fully furnished Victorian flat is located in Monroe's Historic District, a short walk from the Heritage Rail Trail and various restaurants, with easy access to public transport (a bus to the city centre is a 1-hour ride away, and a park and ride for the train is 4.8km away).
The two-bedroom, one-bathroom property sleeps three guests and includes a fully equipped kitchen (fridge, microwave, dishwasher), garden, swimming pool, parking, and internet access; nearby attractions include a cinema and major shopping centres (Target, ShopRite, Walmart, Home Depot, and Woodbury Commons) within a 5-minute drive.

This six-bedroom farmhouse is located in the Western Hudson Valley, just 90 minutes from New York City and 5 minutes from the nearest train station. The property enjoys excellent user, location, and cleanliness ratings.
The farmhouse is spacious and can accommodate up to 12 guests. It offers a fully equipped kitchen, three sitting rooms, and outdoor spaces like a deck and meadows, ideal for relaxing or enjoying the surrounding countryside.

This apartment is located in Walton Park, just a short walk from the city centre and within easy reach of the park's famous botanical gardens. The area is peaceful and charming, with a mix of historic buildings and modern amenities.
This two-bedroom flat can accommodate two guests comfortably. It comes with a modern kitchen, air conditioning, parking, and high-speed internet.

This historic guest house is located in a distinguished district of Monroe, offering convenient access to local landmarks and a unique historical experience as a property listed on the National Registry of Historic Places.
This renovated home provides modern comforts within a historic setting, featuring one of four distinct rooms with ample living space ranging from 27 to 51 square metres, accommodating up to two guests with internet and kitchen facilities.

This Monroe, New York guesthouse, a 1700s hobbit-like house with a rich history detailed in a published book, offers a private room with garden views and is conveniently located within walking distance of local attractions.
The self-catering unit features a fridge, air conditioning, parking, a shared bathroom with an antique bathtub, and accommodates two guests in one bedroom; friendly cats are present in communal areas, and 24/7 host assistance is available.

This four-bedroom, two-bathroom flat in Walton Park offers a stylish and comfortable base, conveniently located within easy reach of major landmarks and local amenities.
With a guest capacity of sixteen, this property boasts a well-appointed kitchen, air conditioning, and parking, making it ideal for group getaways and ensuring a memorable stay.

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 spacious seven-bedroom, four-bathroom flat is located in Monroe, 4.2 kilometres from Harriman Metro-North Station and 20 kilometres from Bear Mountain State Park, with Stewart International Airport situated 27 kilometres away.
Guests can enjoy a private swimming pool, a garden, air conditioning, complimentary Wi-Fi, and private parking, with capacity for up to 27 people.

This spacious apartment is located just a short distance from the highway and amenities in Chester, making it a convenient base for exploring the city and surrounding areas. It has consistently received excellent ratings for its cleanliness, location, and overall user experience, ensuring a comfortable and enjoyable stay.
This comfortable home has six bedrooms and eleven beds, comfortably accommodating up to fifteen guests. The kitchen is well-equipped with modern appliances, including a fridge, freezer, microwave oven, and dishwasher, making it easy to prepare meals. Guests can also enjoy the private garden, relax by the wood-burning fireplace, or take advantage of the air conditioning on warmer days.

This accessible six-bedroom residence is located in a serene district of Chester, offering a peaceful escape with a private pond and extensive outdoor space.
This spacious apartment accommodates up to 16 guests, featuring an ADA-friendly layout with no internal stairs, multiple living areas with HDTVs and a pool table, an exercise pool, an enclosed sunroom, and a large kitchen with two dining areas.

This 4-bedroom house is located on a 1.4-hectare plot in Warwick, 24 kilometres from Legoland and 24 kilometres from ski resorts and mountain trails.
This property offers a seasonal outdoor pool, a basement pool table, a wood-burning hot tub, a professional office, a fire pit, al fresco dining, and a soccer field, accommodating up to 12 guests.

This Goshen holiday home is located 6.4 kilometres from Legoland and 3.2 kilometres from Main Street attractions, offering a secluded setting with forested surroundings and an on-site pond.
This five-bedroom, three-bathroom property accommodates fourteen guests and features a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a garden, parking for eight vehicles, a patio with grills, a gazebo, a gas fire pit, on-site gym equipment, a large yard with a basketball hoop, and dedicated workspaces.

Villa Verde B&B is situated in Monroe, New York, approximately 19 kilometres from Metro-North Harriman Station and 35 kilometres from Bear Mountain State Park, offering a peaceful retreat close to nature. The accommodation has received excellent ratings for its location, cleanliness and overall experience.
This charming bed and breakfast can accommodate two guests in a single bedroom with a private bathroom. Guests can enjoy a range of amenities including a garden, terrace, bar, room service, free Wi-Fi and parking, as well as a kitchen with a fridge, freezer and dishwasher.