Photo by Shannon Willitts

Middletown Holiday Rentals

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Holiday Rentals in Middletown

Clear Lake Cottages & Marina

2.5 star property
9.0 out of 10, Wonderful, (288)
"Very clean"
The price is S$209
includes taxes & fees
25 Nov - 26 Nov
Clear Lake Cottages & Marina
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.
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Other types of properties in Middletown you may be interested in

The Sandman Hotel

3.0 star property
8.2 out of 10, Very good, (1984)
"So clean and very welcoming!"
The price is S$122
includes taxes & fees
25 Nov - 26 Nov
The Sandman Hotel

Flamingo Resort & Spa

4.0 star property
8.0 out of 10, Very good, (1001)
"I really like the location, less than 5 min from my mom. It is cute and retro and usually very clean and quiet."
The price is S$213
includes taxes & fees
25 Nov - 26 Nov
Flamingo Resort & Spa

Harvest Inn

4.5 star property
9.4 out of 10, Exceptional, (1011)
"Excellent as always. If I could change one thing, though, it's those awful Keurig machines. I have no idea why HI uses them, as they make bad coffee, are inelegant in sound and silhouette, and are rather archaic. Everything else is just top notch. "
The price is S$371
includes taxes & fees
25 Dec - 26 Dec
Harvest Inn
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

Black Friday: Members save 30%+

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 holiday rentals 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. Middletown is known for its hot springs and wineries. Make sure you have time to check out the spas and casinos during your trip.

How many holiday rentals are there in Middletown?

Expedia has 6 holiday rentals for your stay in Middletown.

What can I see and do in Middletown?

Boggs Mountain Demonstration State Forest and Robert Louis Stevenson State Park are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Twin Pine Casino and Beaver Creek Vineyards.

What are holiday rentals like in Middletown?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Middletown. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll feel just like you're at home. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for family trips.