Photo by Stephanie Sutton

Middletown Holiday Rentals

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Holiday Rentals in Middletown

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Other types of properties in Middletown you may be interested in

Wayside Inn

3.5 star property
9.2 out of 10, Wonderful, (372)
"Love the inside. Rooms and public spaces were fantastic. Outside needs some rehab. "
The price is S$169
includes taxes & fees
26 Nov - 27 Nov
Wayside Inn

La Quinta Inn & Suites by Wyndham Winchester

2.5 star property
9.2 out of 10, Wonderful, (1732)
"Easy check in"
The price is S$156
includes taxes & fees
1 Dec - 2 Dec
La Quinta Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
9.0 out of 10, Wonderful, (1049)
"Confortable bed to sleep in, noisy bathroom fan."
The price is S$111
includes taxes & fees
1 Dec - 2 Dec
Microtel Inn & Suites by Wyndham Winchester
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.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find a holiday rental in Middletown?

Yes, there are holiday rentals close to the most popular sights in Middletown, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Middletown has a good selection of bars and the restaurants. Make sure you have time to check out the entertainment choices and churches during your trip.

How many holiday rentals are there in Middletown?

Choose from 3 Expedia holiday rentals in Middletown for a memorable holiday.

What’s there to see and do in Middletown?

Shenandoah River and Cedar Creek and Belle Grove National Historical Park are a couple of scenic spots to enjoy the outdoors, whereas Wayside Theater is one of the cultural attractions. While here, Cedar Creek Battlefield Foundation and Belle Grove Plantation are other places worth a visit.

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 provide amenities such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for a small group gathering.