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Check prices for these dates

Our top choices for Middletown cottages

1. Creek side cottage with awesome porch and fire pit

Creek side cottage with awesome porch and fire pit
Mechanicsburg
9.8 out of 10, Exceptional, (101 reviews)
"It’s a nice place for family vocation!"
United States
Jing Y.
The price is AED 483
AED 908 total
includes taxes & fees
9 Nov - 10 Nov
Creek side cottage with awesome porch and fire pit

2. Fun & Unique Home w/ Vintage Game Room in Annville

Fun & Unique Home w/ Vintage Game Room in Annville
3.0 star property
Annville
9.0 out of 10, Wonderful, (2 reviews)
"Awesome party space with a massive kitchen. Will definitely boom again in the future. A little pricey, but so worth it for all you get."
United States
Mya
The price is AED 1,003
AED 3,607 total
includes taxes & fees
5 Nov - 6 Nov
Fun & Unique Home w/ Vintage Game Room in Annville

3. Iconic Haines Shoe House - Hot Tub, Firepit, Foosball & 300 Game Arcade Machine!

Iconic Haines Shoe House - Hot Tub, Firepit, Foosball & 300 Game Arcade Machine!
Yorkana
10.0 out of 10, Exceptional, (157 reviews)
"We had a great time at the Shoe House! It was a fun and unique experience!"
United States
Janelle C.
The price is AED 645
AED 1,579 total
includes taxes & fees
5 Nov - 6 Nov
Iconic Haines Shoe House - Hot Tub, Firepit, Foosball & 300 Game Arcade Machine!

4. Stone Cottage at Roundtop Estate couples Retreat with hot tub

Stone Cottage at Roundtop Estate couples Retreat with hot tub
Wrightsville
10.0 out of 10, Exceptional, (11 reviews)
"A beautiful property and such a relaxing space. Everything was top notch. We hated to leave."
United States
Rebecca H.
The price is AED 701
AED 1,153 total
includes taxes & fees
5 Nov - 6 Nov
Stone Cottage at Roundtop Estate couples Retreat with hot tub

5. 8 Mi to Hersheypark: 'millard Mansion' in Annville

8 Mi to Hersheypark: 'millard Mansion' in Annville
3.0 star property
Annville
10.0 out of 10, Exceptional, (1 review)
"We needed a place to be able to have plenty of room and give us the opportunity to relax. This was the perfect rental for us and I’m sure would be the right place for many others. Highly recommended. "
United States
Tim
The price is AED 2,013
AED 5,227 total
includes taxes & fees
8 Nov - 9 Nov
8 Mi to Hersheypark: 'millard Mansion' in Annville
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.

Learn more about Middletown

Sip local wines and craft beers at The Vineyard and Brewery at Hershey, then hop aboard the historic Middletown & Hummelstown Railroad for a scenic journey. Families can enjoy Doc's Family Fun Center while weekend visitors shouldn't miss Saturday's Market, all just a short drive from the thrilling rides at Hersheypark.

An aerial view of a town with a river, a bridge, and various buildings.

Frequently Asked Questions

How much do cottages in Middletown cost?

Cottages in Middletown range between AED 482 and AED 2,012 per night. These stays offer a chance to soak in nature's beauty — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

Why book your cottage in Middletown with Expedia?

We think that traveling should be a piece of cake, so if you're on the lookout for cottages in Middletown at a competitive rate, Expedia can help. Keep the budget in check and check in to a wallet-friendly option far away from the downtown buzz, or book a 5-star cottage to spoil your favorite people.

How can I find cheap cottages in Middletown?

The best way to track down cheap cottages in Middletown is with Expedia's useful filter tool. Refine your search by amenities, star rating and budget to nab excellent rates in just a few keystrokes.

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