Vacation Rentals in Middletown, NY

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.

This glamping shelter is situated just a short distance from Middletown, offering easy access to shopping, dining, and attractions like Legoland and local wineries. It has received excellent ratings for location, cleanliness, and user experience.
The tent features a full-size bed, twin bunk beds, and a folding chair/bed, comfortably accommodating up to 15 guests. The property also includes a shared pool, a private outdoor area with seating, hammocks, a grill, and a picnic table, as well as discounted access to adventure activities such as a ropes course, paintball, and a camo run tube ride.

The Aphrodite Goddess Of Love glamping shelter is situated just a short drive from Middletown, offering easy access to Legoland and local wineries. This accommodation has received excellent ratings for location, cleanliness, and overall user experience.
This one-bedroom, one-bathroom glamping shelter can comfortably accommodate up to nine guests. Enjoy a unique glamping experience with amenities like solar electricity, a grill, a fire pit, a picnic table, a hammock, and a private pool.

This house is located in the mountains of New Hampton, just 6 miles from Pine Island Town Park and Scenic Farms Golf Course, and within 9 miles of Soons Orchards and Warwick Valley Winery and Distillery. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
This 4-bedroom property can accommodate up to 8 guests, with a spacious 386 square metres of living space. Guests can enjoy a range of amenities including a private pool, sauna, fitness centre, and tennis court, as well as a fully equipped kitchen, a fireplace, and a terrace.

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.

This glamping tent is situated just a short drive from Middletown, offering easy access to local attractions and amenities. It's located in a peaceful setting, ideal for a relaxing getaway. The tent boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The accommodation sleeps up to 12 guests and features a private outdoor area with seating, hammocks, a grill, and a picnic table. Guests can also enjoy discounted access to nearby attractions like a ropes course, paintball, and a "Camo Run Tube Ride", as well as shared pool access and convenient amenities like portable bathrooms and showers.

This newly renovated studio flat is centrally located in downtown Middletown, offering convenient access to local amenities and attractions.
This studio flat accommodates two guests and features a private kitchen with a fridge, freezer, and microwave, a modern bathroom, air conditioning, free Wi-Fi, complimentary in-building laundry, and free 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 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 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 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 studio apartment is located in a central Middletown district, offering convenient access to local attractions and amenities, with no specific landmarks mentioned.
This 20 square meter studio accommodates up to three guests and includes a kitchen with a fridge and microwave oven, air conditioning, and a terrace or balcony, with no mention of a garden.

This glamping shelter is located just a short drive from Middletown, offering easy access to shopping, restaurants, and attractions like Legoland and local wineries. The property enjoys excellent ratings for user experience, location, and cleanliness.
The tent sleeps up to 9 guests and comes with basic linen, a fire pit, a grill, and a picnic table. You can also enjoy the on-site swimming pool, jacuzzi, and a range of additional activities and amenities.

Chipmunk Cove#26 is situated in Scotchtown, just a short distance from Legoland and other attractions. This accommodation receives excellent ratings for location, cleanliness, and user experience.
The tent offers a spacious layout, accommodating up to 45 guests, making it perfect for large groups. Amenities include picnic tables, BBQ grills, a fridge, and a bonfire pit, alongside access to Adventureland for additional entertainment.

This glamping shelter 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 its location, cleanliness, and overall experience.
The accommodation can sleep up to nine guests and comes with a double bed and additional bedding, as well as a private bathroom. Guests can enjoy a range of amenities including a swimming pool, a Jacuzzi, a fire pit, a picnic table, and a hammock, as well as solar electricity.

The Eagle Eye#29 tent is located just a few kilometres from Middletown, offering easy access to shops and restaurants. The surrounding area is quiet and private, perfect for a relaxing getaway.
This one-bedroom tent sleeps up to nine guests and features modern amenities like solar electricity, a grill, fire pit, picnic table, and hammock. Guests can also enjoy the on-site swimming pool and jacuzzi.