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

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 flat is located in a central district of Middletown, offering convenient access to key attractions.
This 23 square meter flat accommodates up to three guests and features a kitchen with a fridge and microwave, air conditioning, a terrace/balcony, and a garden.

This Hudson Valley lakefront cottage near Middletown, approximately 11 kilometres from Goshen Village and 1 hour 15 minutes from New York City, offers a unique farmstay experience on a 7-acre horse farm with easy access to LEGOLAND New York, Brotherhood Winery, and Goshen Historic Track.
The one-bedroom, one-bathroom property sleeps two, features a full kitchen with microwave and dishwasher, air conditioning, private parking, a private dock with canoe and paddleboat, and a fenced courtyard; amenities include beach towels, toiletries, and a pack 'n play (toddler bed available on request).

This central Middletown flat is located in a key district, offering convenient access to major tourist attractions and landmarks within a short distance.
This 23 square meter studio apartment accommodates up to three guests and features air conditioning, a kitchen with a fridge and microwave, and one bathroom.

This studio flat is located in Middletown's downtown district, 200 meters from the Middletown Arts Centre and Old Town Square.
This 21 square meter studio offers air conditioning, a kitchen with a fridge and microwave, and a balcony, accommodating up to three guests with a 10:00 AM check-out.

This five-bedroom holiday home in Monroe, Mountain Lodge Park, is situated 21 kilometres from Bear Mountain State Park and 20 kilometres from Sterling Forest State Park, with Woodbury Common Premium Outlets and the United States Military Academy both 21 kilometres away.
This property offers accommodation for up to 20 guests and includes amenities such as Wi-Fi and air conditioning, with nearby attractions including LEGOLAND® New York, Orange County Tennis Centre, and Sugar Loaf Performing Arts Centre.

This unique apartment, situated within Warwick's Wickham Woodlands, offers a distinctive stay in a restored 1920s prison and reform school, located just steps from Drowned Lands Brewery and a short drive to local wineries and ski resorts. This luxurious four-bedroom flat accommodates up to eight guests, featuring architectural highlights like vaulted ceilings and exposed brick, a gourmet kitchen with a 6-burner range and Smeg refrigerator, a fireplace lounge, and a media lounge with a 98-inch television, all complemented by proximity to the Village of Warwick's amenities and outdoor pursuits.

This historic guesthouse, a Grade II listed building dating from 1903, is located in a heritage district in Monroe, offering proximity to local historical sites.
The accommodation provides internet, air conditioning, a kitchen, and one bathroom, with a capacity for two guests.

This charming bed and breakfast is situated in the village of Chester, just a short drive from attractions like Woodbury Commons and Bear Mountain State Park. The property enjoys excellent user, location, and cleanliness ratings, making it a popular choice for travellers.
The bed and breakfast is set on three acres of land, offering a peaceful escape from the hustle and bustle of city life. Guests can enjoy a range of amenities, including a modern kitchen, a terrace, a garden, and high-speed Wi-Fi.

This studio flat is centrally located in Middletown, offering convenient access to key landmarks and attractions within the district.
This 20 square meter studio apartment accommodates up to three guests and includes a fridge, microwave, and air conditioning, with check-out at 10:00 AM.

This ADA-friendly retreat is located in Goshen, Hudson Valley, offering waterfront living 5 kilometres from LEGOLAND New York Resort and a 32 kilometre drive to Woodbury Common Premium Outlets.
This spacious 231 square meter dwelling accommodates up to 18 guests with 6 bedrooms, multiple living areas including one with a pool table, a chef's kitchen with two dining areas, and an enclosed sunroom overlooking a private pond.

B&B listing. Your accommodation will be located in Warwick.
Facilities and services: a wheelchair friendly access, a massage service and free parking. This accommodation also has air conditioning!