Middletown Vacation Rentals

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Check prices for these dates

In two weeks
Dec 5 - Dec 7
In two months
Jan 16 - Jan 18
In three months
Feb 13 - Feb 15
In four months
Mar 13 - Mar 15

Vacation Rentals in Middletown

Courtyard
stayAPT Suites Harrisburg-Hershey

stayAPT Suites Harrisburg-Hershey

3.5 star property
Harrisburg
8.6 out of 10, Excellent, (152)
"Friendly staff. I would recommend this hotel."
United States
Christina
The price is ￥16,341
￥18,139 total
includes taxes & fees
Nov 18 - Nov 19
stayAPT Suites Harrisburg-Hershey
Outdoor spa tub
Iconic "Haines Shoe House" - Hot Tub & Firepit - Featured On HGTV

Iconic "Haines Shoe House" - Hot Tub & Firepit - Featured On HGTV

Yorkana
10.0 out of 10, Exceptional, (124)
"Amazing stay! Owners very polite."
United States
Amber C.
The price is ￥24,110
￥65,707 total
includes taxes & fees
Nov 19 - Nov 20
Iconic "Haines Shoe House" - Hot Tub & Firepit - Featured On HGTV
Indoor pool, seasonal outdoor pool
The Suites at Hershey

The Suites at Hershey

3.0 star property
North Hershey
9.2 out of 10, Wonderful, (273)
"The fact it had two bathrooms and two separate rooms made us like it a lot. "
United States
Gerard
The Suites at Hershey
Loft, 2 Bedrooms, River View | Private kitchen | Full-size fridge, microwave, oven, stovetop
BurgBnB Riverfront

BurgBnB Riverfront

4.0 star property
Midtown
9.4 out of 10, Exceptional, (3)
"We enjoyed our stay overall — the space was clean, good condition and fairly priced. However, the 5 PM check-in and 10 AM check-out times felt unusually restrictive, leaving little flexibility for guests. We were also surprised to be asked to start the laundry, which felt more like a cleaning task than a guest responsibility. Additionally, there was noticeable noise from the units above. With a few small adjustments, this could be an excellent stay."
United States
Stacie
The price is ￥14,897
￥16,535 total
includes taxes & fees
Nov 20 - Nov 21
BurgBnB Riverfront
Loft, 1 Bedroom, City View | Living area | 50-inch Smart TV with digital channels, fireplace, Netflix
BurgBnB Downtown

BurgBnB Downtown

3.0 star property
Downtown Harrisburg
9.6 out of 10, Exceptional, (5)
"Great place to stay if you want to access downtown Harrisburg. Great communication. Place is very well taken care of. Couldn't have found a better place!"
United States
Ines
The price is ￥18,345
￥25,510 total
includes taxes & fees
Nov 19 - Nov 20
BurgBnB Downtown
Outdoor dining
Get Hershey Park Happy at Penbrook Alley!

Get Hershey Park Happy at Penbrook Alley!

2.0 star property
Harrisburg
10.0 out of 10, Exceptional, (3)
"Thank you so much for hosting me at your beautiful property. I truly enjoyed my stay—it was comfortable, welcoming, and had everything I needed for a relaxing getaway. I appreciate the care and thought you put into making the space inviting, and I would be happy to return in the future."
United States
Joseph b.
The price is ￥34,774
￥53,730 total
includes taxes & fees
Nov 18 - Nov 19
Get Hershey Park Happy at Penbrook Alley!
Interior
Sweet Escape on Reese Avenue - 5 minutes away from Hershey Park!

Sweet Escape on Reese Avenue - 5 minutes away from Hershey Park!

Downtown Hershey
8.8 out of 10, Excellent, (52)
"Very nice and convenient to downtown Hershey. We had a great time!"
United States
Diane S.
The price is ￥35,469
￥74,972 total
includes taxes & fees
Nov 23 - Nov 24
Sweet Escape on Reese Avenue - 5 minutes away from Hershey Park!
Exterior
Farmstay with pool and firepit

Farmstay with pool and firepit

Marietta
10.0 out of 10, Exceptional, (247)
"Absolutely amazing…we enjoyed every minute "
United States
Kimberly T.
Farmstay with pool and firepit
Fridge, microwave, oven, stovetop
Cozy family home, close to all things Hershey and Central Pennsylvania...

Cozy family home, close to all things Hershey and Central Pennsylvania...

Palmyra
9.8 out of 10, Exceptional, (162)
"We had a great stay here. The house was clean and roomy - perfect for a large family or multiple families traveling together. Easy 10 minute drive from Hersheypark. We'd definitely stay here again! "
United States
Monique C.
The price is ￥41,589
￥91,451 total
includes taxes & fees
Nov 23 - Nov 24
Cozy family home, close to all things Hershey and Central Pennsylvania...
Outdoor dining
Hershey's Hideaway: A Tranquil Retreat on the Hill

Hershey's Hideaway: A Tranquil Retreat on the Hill

Palmyra
10.0 out of 10, Exceptional, (42)
"We enjoyed this home for both its amenities and proximity to the events we were attending. Truly felt like a home away from home "
United States
Bethany W.
Hershey's Hideaway: A Tranquil Retreat on the Hill
Exterior
House of Lights

House of Lights

Lebanon
9.2 out of 10, Wonderful, (36)
"Everything was nice, the beds were comfortable. The house was pretty and it very clean. "
United States
Bonnie M.
The price is ￥10,571
￥31,798 total
includes taxes & fees
Nov 23 - Nov 24
House of Lights
Fridge, microwave, oven, stovetop
Destination Hershey

Destination Hershey

Palmdale
9.2 out of 10, Wonderful, (18)
"Property was very clean. I would stay there again. "
United States
Adam H.
The price is ￥39,410
￥69,255 total
includes taxes & fees
Nov 18 - Nov 19
Destination Hershey
Property grounds
Fun, Family-friendly Home With A 20x40 Pool 12 Minutes From Hershey Attractions

Fun, Family-friendly Home With A 20x40 Pool 12 Minutes From Hershey Attractions

Palmyra
10.0 out of 10, Exceptional, (256)
"We had a wonderful weekend at this residence. Plenty of room and lots of amenities. We would definitely stay here again."
United States
Danielle L.
Fun, Family-friendly Home With A 20x40 Pool 12 Minutes From Hershey Attractions
Fridge, microwave, oven, stovetop
Hershey happiness less than 5 miles to the park!

Hershey happiness less than 5 miles to the park!

Palmyra
9.8 out of 10, Exceptional, (91)
"Was a great place to stay. "
United States
Leanne K.
The price is ￥27,124
￥46,993 total
includes taxes & fees
Nov 18 - Nov 19
Hershey happiness less than 5 miles to the park!
A heated pool
Resort Pickleball Pool Hot Tub Theater Arcade Golf

Resort Pickleball Pool Hot Tub Theater Arcade Golf

Mount Joy
10.0 out of 10, Exceptional, (45)
"This property was great. Very well furnished with an amazing game room. "
United States
David O.
Resort Pickleball Pool Hot Tub Theater Arcade Golf
Outdoor dining
Hell's Kitchen, Apt #1 1-bedroom apartment just a short walk to Hershey Theatre

Hell's Kitchen, Apt #1 1-bedroom apartment just a short walk to Hershey Theatre

Downtown Hershey
9.8 out of 10, Exceptional, (24)
"Outstanding "
United States
Donald L.
The price is ￥9,118
￥19,402 total
includes taxes & fees
Nov 18 - Nov 19
Hell's Kitchen, Apt #1 1-bedroom apartment just a short walk to Hershey Theatre
Fridge, microwave, oven, stovetop
Hershey Kiss Home

Hershey Kiss Home

Hummelstown
9.8 out of 10, Exceptional, (31)
"My teen boys and I stayed here for 2 nights to finish our vacation with a stop at Hersheypark and Indian Echo Cavern. It was super easy access to the park with a quick Uber ride. The facility was very clean with modern amenities and we each had our own room. Great place to stay if you’re looking for a home base in the Hershey area. "
United States
Brian R.
The price is ￥34,774
￥68,234 total
includes taxes & fees
Nov 18 - Nov 19
Hershey Kiss Home
Exterior
Working Horse Ranch With Indoor Pool!!

Working Horse Ranch With Indoor Pool!!

Grantville
9.4 out of 10, Exceptional, (257)
"The house was very clean! The pool was great and the host was very responsive. We went to Hershey Park and came to a very peaceful home.On top of that the beautiful horses and great views. I wii definitely stay there again."
United States
Indiana P.
Working Horse Ranch With Indoor Pool!!
Fridge, microwave, oven, stovetop
Pet Friendly 3-bedroom farmhouse in Grantville- 8 Mi from Hershey Park with pool

Pet Friendly 3-bedroom farmhouse in Grantville- 8 Mi from Hershey Park with pool

Grantville
9.0 out of 10, Wonderful, (10)
"It was an incredible week, with spectacular weather, we were able to enjoy the pool. It's in a great location. The house is very nice and clean with everything you need in the kitchen. Everything was fantastic. We will definitely return in the future! "
United States
Keny L.
Pet Friendly 3-bedroom farmhouse in Grantville- 8 Mi from Hershey Park with pool
Exterior
5-bedroom vacation home 12 minutes from Hersheypark

5-bedroom vacation home 12 minutes from Hersheypark

Hummelstown
10.0 out of 10, Exceptional, (21)
"It was a great place to have us all together! My sil was able to move effortlessly throughout the house. Did a beautiful job renovatiing this into a home. A flyswatter and a grill would be nice additions. "
United States
Bonnie M.
The price is ￥38,947
￥97,914 total
includes taxes & fees
Nov 18 - Nov 19
5-bedroom vacation home 12 minutes from Hersheypark
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

10/10 Excellent
"I really enjoyed my stay, room clean and quiet, staff was amazing and free breakfast. I had an amazing stay. 10/10 recommend!!!"
Nataija 1-night trip
Posted 14 hours ago
Days Inn & Suites by Wyndham Lancaster Amish Country

Find out more about Middletown

Search for holiday rentals in Middletown on Expedia! You can easily find your home rentals, villas, holiday apartments in Middletown using one of the methods below:

  • View our selection of featured holiday rentals in Middletown
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Look no further and take a look at our great range of rental properties in Middletown!

Frequently asked questions

Can I find a vacation rental in Middletown?

Yes, there are vacation rentals in Middletown close to Middletown & Hummelstown Railroad, or you can go with a more secluded option if you'd like a relaxing place to stay. Our travelers say Middletown has a good selection of restaurants. Make sure you have time to check out the shopping and bars during your trip.

What are some of the best vacation home rentals that Middletown has to offer?

Get Hershey Park Happy at Penbrook Alley!: Located near Middletown, this vacation home rental has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

How many vacation rentals are there in Middletown?

With 9 Expedia vacation rentals, you're sure to find just the right place for your Middletown stay.

What’s there to see and do in Middletown?

Explore the area and family-friendly sights such as Hersheypark, or get out into nature at a spot like Susquehanna River. Other places in town to visit include Middletown & Hummelstown Railroad and The Vineyard and Brewery at Hershey.

What’s a vacation rental in Middletown like?

A vacation rental is a private property you can book for several days or longer in Middletown. Vacation rentals provide amenities such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can offer a sense of security away from public hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a small group gathering.