Cooling towers, a river, and industrial buildings.

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Middletown cottages

Exterior

1. Sleeps 8! Foosball+Arcade, Private Courtyard, Parking, Washer+Dryer. Great home!

Sleeps 8! Foosball+Arcade, Private Courtyard, Parking, Washer+Dryer. Great home!
Harrisburg
9.8 out of 10, Exceptional, (23 reviews)
"We had a great stay! Very comfortable and welcoming. My kids loved the arcade and foosball! Wish we could have stayed longer!"
United States
Joanna B.
The price is CA $220
CA $507 total
includes taxes & fees
Sep 21 - Sep 22
Sleeps 8! Foosball+Arcade, Private Courtyard, Parking, Washer+Dryer. Great home!
Exterior

2. 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, (95 reviews)
"The bedroom were very nice and we had a very good time in the area. Was a little nervous about entering and exiting the driveway but understood that there was no other way to get there"
United States
Mary V.
The price is CA $183
CA $364 total
includes taxes & fees
Sep 22 - Sep 23
Creek side cottage with awesome porch and fire pit
Exterior

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, (151 reviews)
"One of our most unique sleeps ever and loved by the whole family! Lots to do at the property and I think we made use of about all of the amenities. Very spacious and we really enjoyed grilling our dinner while watching the sunset. Can’t recommend highly enough."
United States
Anonymous traveller
The price is CA $210
CA $588 total
includes taxes & fees
Sep 22 - Sep 23
Iconic Haines Shoe House - Hot Tub, Firepit, Foosball & 300 Game Arcade Machine!
House (3 Bedrooms) | Interior

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

Fun & Unique Home w/ Vintage Game Room in Annville
3.0 star property
Annville
8.0 out of 10, Very good, (1 review)
"Interesting place. Lots of space, three bedrooms but only one bathroom, we are a family of four and that was an issue. Game room was poorly lit and only some games were operational. Kitchen was well equipped but smelled like gas. Being an a main road was nice for getting around but a little noisy at times. We enjoyed the place and the experience."
United States
Manuel
The price is CA $382
CA $1,373 total
includes taxes & fees
Sep 21 - Sep 22
Fun & Unique Home w/ Vintage Game Room in Annville
House (Multiple Bedrooms) | Interior

5. 8 Mi to Hersheypark: Luxe Manor in Annville

8 Mi to Hersheypark: Luxe Manor 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 CA $766
CA $1,990 total
includes taxes & fees
Sep 21 - Sep 22
8 Mi to Hersheypark: Luxe Manor 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.
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Top Middletown Hotel Reviews

Days Inn by Wyndham Hershey

Days Inn by Wyndham Hershey

8/10 Good
"Location is key for this property everything is very walkable! My husband and I loved walking down to dinner during the evenings. Property is lovely, wonderful staff, convenient parking, and very clean, however the rooms are not sound proof. Every door slam is heard and felt, conversations and tvs can be heard through the walls, showers and toilet flushes. Noisy neighbors can be a problem. We had quiet ones until our last 2 nights when a family stayed next door and had no concept of indoor voices. Our only other complaint was the sheets did not fit the bed the elastic was overstretched and came off time and time again. I still give this hotel 4 stars because it was a very convenient location."
Laurie 4-night trip
Posted less than an hour ago
Days Inn by Wyndham Hershey

Find out more about Middletown

Middletown Cottages information

Number of reviews
271
Accommodation
110 Cottages
Lowest Price
CA $366
Highest Price
CA $1,990

Frequently asked questions

How much do cottages in Middletown cost?
Cottages in Middletown range between CA $366 and CA $1,990 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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