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Middletown vacation rentals

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Top-rated vacation rentals in Middletown

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Private room in Middletown
Private Suite with Separate Entrance
This is a private suite with an independent entrance, located in a single-storey house with a sloping roof, queen size bed, a chair and a desk, walk-in closet, storage closet, 55”TV, wireless Internet access, full bathroom with bathtub and shower, shared washer and Dryer is at the guest entrance foyer. The house is located in a noble residential area near the center of middletown, and the surrounding environment is quiet with low density housing, and there are deer running through the woods.
$55 per night
Rental unit in Goshen
Private Tennis Court, biking and hiking-Legoland
Large studio apartment in an historic estate setting. Guests have a private entrance with parking to a first floor, fun studio. Our property boasts a private tennis court for guest use and is situated directly on the Heritage Trail, which is perfect for biking and jogging. Our home borders several hundred acres of scenic rural property, yet we are conveniently located in the charming, historic Village of Goshen - within walking distance to restaurants and the Trotting Horse Museum.
$74 per night
Private room in Middletown
Comfy Blue Bedroom near restaurants
Your family will be sharing the home with the host. Everything is close by when you stay at this centrally-located place. There's laundromat, restaurants, and gas stations across the street by walking distance. Walmart, Galleria Mall, and other shopping centers is about 2.7 miles, Maple Hill Park is 0.6 mile, Fancher-Davidge Park is 1 mile, Touro College is 1.4 miles, Feitian College is 0.7 mile, Legoland is 11 miles, Woodbury is 21 miles, Catskills Casino is 26 miles, etc.
$50 per night

Stay near Middletown's top sights

Photo of ShopRite of Middletown
ShopRite of Middletown12 locals recommend
Photo of IHOP
IHOP4 locals recommend
Photo of Orange County Fair Speedway
Orange County Fair Speedway9 locals recommend
Photo of ALDI
ALDI3 locals recommend
Photo of Saffron
Saffron3 locals recommend
Photo of DeStefano's Olde Erie
DeStefano's Olde Erie3 locals recommend

Other great vacation rentals in Middletown

Private room in Middletown
A Quiet street for a good night sleep 😴
$50 per night
Rental unit in Goshen
The Goshen Stay
$110 per night
Home in Middletown
Classical entire house
$133 per night
Rental unit in Bullville
Apartment in 120 year-old home with lots to offer
$86 per night
Cottage in Goshen
Cheery & Peaceful Farm Cottage, 10 Min to LEGOLAND
$119 per night
Place to stay in Goshen
Groovy Digs for a unique stay on Murray Hill
$90 per night
Guest suite in Pine Bush
R & R On The Knoll
$85 per night
Home in Middletown
Hudson Lodge - Port Jervis, Hudson River
$131 per night
Private room in Middletown
亦樂朋來 A The ancient legend civilization
$55 per night
Rental unit in Middletown
Bright - Cozy Apartment 2 mins to Downtown & More
$89 per night
Rental unit in Goshen
Great Goshen Get-Away close to Legoland!
$160 per night
Rental unit in Goshen
Private 1 bedroom apartment Village of Goshen
$119 per night
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