Photo by Vincent Ramundo

Middletown Vacation 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
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Vacation Rentals in Middletown

Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Middletown you may be interested in

Tru by Hilton Middletown

2.5 star property
8.4 out of 10, Very Good, (860)
"Everything "
The price is P5,113
P6,040 total
includes taxes & fees
Feb 28 - Mar 1
Tru by Hilton Middletown

Sleep Inn & Suites Middletown - Goshen

2.5 star property
8.6 out of 10, Excellent, (1002)
"W"
The price is P5,245
P5,934 total
includes taxes & fees
Feb 24 - Feb 25
Sleep Inn & Suites Middletown - Goshen

Courtyard by Marriott Middletown Goshen

3.0 star property
8.6 out of 10, Excellent, (834)
"Very clean "
The price is P5,212
P6,156 total
includes taxes & fees
Feb 23 - Feb 24
Courtyard by Marriott Middletown Goshen
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 vacation rental in Middletown?

Yes, we offer vacation rentals in Middletown close to Orange County Fairgrounds, or you can go with a more remote option if you'd like a relaxing place to 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 vacation rentals are there in Middletown?

With 14 Expedia vacation rentals, you're sure to find just the right place for your Middletown stay.

What’s there to see and do in Middletown?

Highland Lake and Highland Lakes State Park are a couple of scenic spots to enjoy the outdoors, whereas Paramount Theatre is one of the cultural attractions. Orange County Fair Speedway and Orange County Fairgrounds are other places to visit while you're in town.

What’s a vacation rental in Middletown like?

Vacation rentals are privately owned properties you can book for short or long periods in Middletown. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll have all the conveniences of home. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for a family getaway.