Compare Vacation Rentals & Airbnb in Middletown, NY

This Scotchtown lakefront apartment, situated approximately 320 kilometres from Manhattan and near Goshen's Heritage Trail and Harness Racing Museum, offers a unique Hudson Valley escape.
The self-contained flat boasts one bedroom, one bathroom, sleeping two guests, and includes a fully equipped kitchen with dishwasher, air conditioning, parking, on-site amenities such as a barbecue, fire pit, and access to canoes and paddleboats, plus three friendly horses on the 7-acre farm.

This Goshen, New York holiday home is situated approximately 5 kilometres from Goshen Historic Track and the Orange County Genealogical Society, and within 10 kilometres of LEGOLAND® New York and the Harness Racing Museum & Hall of Fame.
This smoke-free, family-friendly property sleeps ten guests in four bedrooms and two bathrooms, offering a fully equipped kitchen, air conditioning, parking, Wi-Fi, and barbecue facilities.

This 1917 farmhouse, renovated by superhosts Susan and Charlie, is located in the Hudson Valley, a short drive from Scotchtown, and within 20 minutes of Woodbury Commons, LegoLand, and Angry Orch. The property has received excellent ratings for location, cleanliness, and overall experience.
The farmhouse offers five bedrooms and two bathrooms, comfortably accommodating up to 12 guests. Enjoy a tranquil setting with multiple living areas, a heated pool, a tennis court, a fire pit, and various patios, along with complimentary amenities, on-site yoga and massage services, and easy access to local attractions.

This glamping tent is located near Scotchtown, within easy reach of Legoland and local wineries. It has received excellent ratings for user experience, location, and cleanliness.
The tent sleeps up to three guests and features a full-size bed, twin-over-twin bunk beds, and a folding chair/bed. Enjoy a private outdoor area with seating, hammocks, a grill, and a picnic table, as well as access to a shared pool and discounted activities like a ropes course, paintball, and a camo run tube ride.

This private suite is located in the revitalised Columbus Hotel in downtown Middletown, offering convenient access to dining, Touro College of Osteopathic Medicine, Garnet Health Medical Center, and the Paramount Theatre, all within 1 kilometre of the accommodation.
This well-managed apartment for two guests features a kitchen with a convection cooktop and full-size refrigerator, air conditioning, a garden, and shared laundry facilities, with free parking available across the street.

This newly renovated studio flat is located in the centre of Middletown, NY, offering direct access to Routes 17 and 84, with numerous eateries within 500 metres.
This private accommodation for two guests includes a fridge, freezer, microwave, air conditioning, and parking, making it a convenient base for exploring Orange County attractions.

This Goshen villa, 22.5km from Bear Mountain State Park and 22.5km from Harriman Metro-North Station, offers easy access to both outdoor pursuits and New York City.
Sleeping up to 25 guests, this three-bathroom property boasts an Alaska King-size bed, private pool and jacuzzi, fully equipped kitchen, terrace, balcony, free Wi-Fi, and private parking.

This glamping shelter is located just a few kilometres from Middletown, providing easy access to shopping, restaurants, and attractions like Legoland and local wineries. The surrounding area is quiet and peaceful, offering a tranquil escape from the hustle and bustle of everyday life.
The White Owl-soar With The Birds offers a comfortable stay for up to nine guests. The tent is equipped with a bed, linens, a picnic table, a hammock, a grill, a fire pit, a swimming pool, and solar electricity.

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 spacious 5-bedroom holiday home is located in Goshen, offering convenient access to local attractions in the Hudson Valley.
This 408 square meter holiday home features a fully equipped kitchen, four bathrooms, an outdoor dining area, a private patio, on-site parking, complimentary WiFi, and air conditioning, with a guest capacity of 27.

This Otisville holiday home is conveniently located 50km from Bethel Woods Center for the Arts and 47km from Stewart International Airport, offering easy access to Wurtsboro's hiking and fishing trails.
The 78 square metre property features one bedroom, one bathroom, sleeps seven guests, and includes a fully equipped kitchen with fridge, a private balcony, parking, and free Wi-Fi.

This Westbrookville studio apartment is located near the Basher Kill, a short drive (approximately 3-5 km) from Bashakill Vineyards & Winery, and within 32-48 km of attractions including Resorts World Catskills and LEGOLAND New York.
The 22-square-metre self-catering apartment sleeps four guests, boasts two bedrooms, one bathroom, a kitchenette with an air fryer and Keurig, a terrace, and access to on-site parking, a spa, and a charcoal grill; fishing and hiking trails are also nearby.

This log cabin-style house is located in a quiet, private setting just minutes from Middletown, offering easy access to major shopping areas and restaurants. The property has received excellent ratings for location, cleanliness, and user experience.
The cabin offers three bedrooms and one bathroom, accommodating up to twelve guests. Guests can enjoy amenities such as a sauna, swimming pool, and a private garden, along with a range of entertainment options including a flat-screen TV, video games, and a fire pit.

This glamping site is situated just a short drive from Middletown, offering easy access to shopping, dining, and attractions like Legoland and local wineries. The site has received excellent ratings for user experience, location, and cleanliness, making it a popular choice for visitors to the area.
The glamping tent sleeps up to 9 guests and features a comfortable bed, bunk beds, and a folding chair/bed. Guests can enjoy amenities such as fans, lighting, a TV screen (with their own hotspot), and portable bathrooms with flushing toilets and showers a short walk away.

The 'The Plaza - Glamping Tent' is situated just a short distance from Middletown, offering easy access to shopping, dining, and attractions like Legoland and local wineries. The tent has received excellent ratings for its location, cleanliness, and overall experience.
The accommodation boasts one bedroom and one bathroom, accommodating up to nine guests. Enjoy a unique outdoor experience with solar electricity, a grill, fire pit, picnic table, hammock, and shared pool access, as well as discounted activity packages for groups up to eight people.

This glamping shelter is situated just minutes from Middletown, offering easy access to shopping, dining, and attractions like Legoland and local wineries. The surrounding area is quiet and private, perfect for a relaxing getaway.
The Fionna - Amazing Glamping tent can accommodate up to nine guests and features a bedroom and bathroom. Guests can enjoy a range of amenities, including a private outdoor area with a grill, fire pit, and hammock, as well as access to a shared pool and discounted rates at a nearby paintball shop.