Photo by Vincent Ramundo

Middletown Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Middletown

Cottage Suites
Private kitchen
Cottage Suites
3.0 star property
9.0 out of 10, Wonderful, (2)
"The actual room was excellent, compfy bed. Shower door was hard to open. No handle on the outside. Loud cars going through the neighborhood and my room was up 3 flights of stairs. "
The price is S$376
per night
20 Jun - 21 Jun
Cottage Suites
Don't see what you're looking for?
See all available properties in Middletown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Middletown you may be interested in

La Quinta Inn & Suites by Wyndham Middletown
Exterior
La Quinta Inn & Suites by Wyndham Middletown
2.5 star property
9.2 out of 10, Wonderful, (399)
"Pool"
The price is S$215
per night
2 Jul - 3 Jul
La Quinta Inn & Suites by Wyndham Middletown
Tru by Hilton Middletown
Reception
Tru by Hilton Middletown
2.5 star property
8.2 out of 10, Very good, (701)
"Staff was really friendly, highly recommend!!! Made my little vacation memorable. "
The price is S$198
per night
8 Jul - 9 Jul
Tru by Hilton Middletown
Microtel Inn & Suites by Wyndham Middletown
Lobby
Microtel Inn & Suites by Wyndham Middletown
2.0 star property
7.2 out of 10, Good, (1001)
"*"
The price is S$175
per night
8 Jul - 9 Jul
Microtel Inn & Suites by Wyndham Middletown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Can I find a holiday rental in Middletown?

Yes, there are holiday rentals in Middletown close to Orange County Fairgrounds, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and shops in Middletown. Make sure you have time to check out the churches and architecture during your trip.

How many holiday rentals are there in Middletown?

With 17 Expedia holiday rentals, you're guaranteed to find just the right place for your Middletown stay.

What’s there to see and do in Middletown?

Highland Lakes State Park and Thomas Bull Memorial Park are a couple of scenic spots to enjoy the outdoors, whereas Paramount Theatre is one of the cultural attractions. While in the area, you can also visit popular places such as LEGOLAND® New York and Woodbury Common Premium Outlets.

What’s a holiday rental in Middletown like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Middletown. Holiday rentals offer amenities such as hot tubs, fire pits and patios to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from public hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for family trips or small group gatherings.

Recent reviews of Middletown properties
Expedia verified reviews

Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford

5/5 Excellent
"Everyone I interacted with was lovely. Generally, the room was very average. Clean but a bit run down. We had a dog so our room had vinyl plank flooring, which made the atmosphere literally and figuratively feel cold. The blankets on the bed were very thin. Though the gym was very basic (some dumbbells and 4 cardio machines), I did appreciate it. The pool was pretty good. "
A verified traveller stayed at Best Western Hunt's Landing Hotel Matamoras/Milford
Posted 2 days ago
Best Western Hunt's Landing Hotel Matamoras/Milford