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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Middletown cottages

A covered porch with a wooden chair, a bench, and a table with a floral tablecloth.

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.
$223 nightly
The price is $246
Nov 16 - Nov 17
Total with taxes and fees
Creek side cottage with awesome porch and fire pit
A unique, modern building with a curved exterior, a hot tub, and a small attached structure with lights.

2. 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, (158 reviews)
"We had a great time at the Shoe House! It was a fun and unique experience!"
United States
Janelle C.
$392 nightly
The price is $433
Nov 16 - Nov 17
Total with taxes and fees
Iconic Haines Shoe House - Hot Tub, Firepit, Foosball & 300 Game Arcade Machine!
A stone house with a gabled roof and a front porch.

3. 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
$885 nightly
The price is $982
Nov 14 - Nov 15
Total with taxes and fees
Fun & Unique Home w/ Vintage Game Room in Annville
A residential property with a well-maintained lawn, a stone pathway leading to the entrance, and a brick house with a stone facade.

4. The Cottage on Market

The Cottage on Market
Lititz
$195 nightly
The price is $216
Nov 17 - Nov 18
Total with taxes and fees
The Cottage on Market
A stone house with a covered patio and string lights.

5. 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)
"I had a terrific stay , the cottage was so cozy. Decorated beautifully, the views were amazing I had a wonderful relaxing vacation. "
United States
Leslie A.
$390 nightly
The price is $408
Nov 18 - Nov 19
Total with taxes and fees
Stone Cottage at Roundtop Estate couples Retreat with hot tub
A large, historic stone house with a turret and red roof, surrounded by well-maintained lawns and trees.

6. 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
$1,282 nightly
The price is $1,423
Nov 14 - Nov 15
Total with taxes and fees
8 Mi to Hersheypark: 'millard Mansion' in Annville
A covered outdoor deck with wicker furniture and a glass table.

7. York Farmhouse Hideaway Near Lake Redman

York Farmhouse Hideaway Near Lake Redman
3.0 star property
York
York Farmhouse Hideaway Near Lake Redman
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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Top Middletown Hotel Reviews

Country Inn & Suites by Radisson, Harrisburg - Hershey West, PA

Country Inn & Suites by Radisson, Harrisburg - Hershey West, PA

8/10 Good
"Quiet, great bed, room needs a few chairs and a small table, poor drainage in the sink, breakfast is so so."
Yelena 1-night trip
Posted 10 hours ago
Country Inn & Suites by Radisson, Harrisburg - Hershey West, PA

Find out more about Middletown

Middletown Cottages information

Number of reviews
273
Accommodation
107 Cottages
Lowest Price
$246
Highest Price
$1,423

Frequently asked questions

How much do cottages in Middletown cost?
Cottages in Middletown range between $246 and $1,423 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.
What is there to do in Middletown near my cottage?
If you'd like to make the most of your time in Middletown, check out The Vineyard and Brewery at Hershey. It's a winner with locals and visitors alike.

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