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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Middletown cottages

A single-story building with a flat roof, a gravel driveway, and a black asphalt area in front.

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 €321
includes taxes & fees
7 Oct - 8 Oct
Sleeps 8! Foosball+Arcade, Private Courtyard, Parking, Washer+Dryer. Great home!
A two-story house with a covered porch and a staircase leading to the upper level.

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, (99 reviews)
"It’s a nice place for family vocation!"
United States
Jing Y.
The price is €227
includes taxes & fees
13 Oct - 14 Oct
Creek side cottage with awesome porch and fire pit
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
The price is €872
includes taxes & fees
11 Oct - 12 Oct
Fun & Unique Home w/ Vintage Game Room in Annville
A unique, modern building with a curved facade, a central entrance with a staircase, and a small porch area.

4. 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, (152 reviews)
"We had a great time at the Shoe House! It was a fun and unique experience!"
United States
Janelle C.
The price is €449
includes taxes & fees
12 Oct - 13 Oct
Iconic Haines Shoe House - Hot Tub, Firepit, Foosball & 300 Game Arcade Machine!
A single-story house with a wooden deck and a small attached garage.

5. Work & Play! Home 1 Mi to Dtwn & Central Market

Work & Play! Home 1 Mi to Dtwn & Central Market
3.0 star property
York
The price is €347
includes taxes & fees
4 Nov - 5 Nov
Work & Play! Home 1 Mi to Dtwn & Central Market
A large, historic stone house with a turret and red roof, surrounded by well-maintained lawns and trees.

6. 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 €1,268
includes taxes & fees
7 Oct - 8 Oct
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 & Suites by Wyndham Lancaster Amish Country

Days Inn & Suites by Wyndham Lancaster Amish Country

8/10 Good
"We stayed for 2 nights and did hiking around the area. It was good stay and just enough breakfast for us. Staff are very kind and we enjoyed the location which is close to highway and shopping center. We may come back again."
Yoshimi 2-night trip
Posted 1 hour ago
Days Inn & Suites by Wyndham Lancaster Amish Country

Find out more about Middletown

Middletown Cottages information

Number of reviews
277
Accommodation
108 Cottages
Lowest Price
€227
Highest Price
€1,268

Frequently asked questions

How much do cottages in Middletown cost?
Cottages in Middletown range between €227 and €1,268 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 travelling 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 favourite 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.