Middletown Vacation Rentals

Vacation Rentals in Middletown

3 BR/3Bth home in the woods Inground pool & New Hot Tub. Close to Hershey Park!
Smart TV, fireplace, books
3 BR/3Bth home in the woods Inground pool & New Hot Tub. Close to Hershey Park!
9.4 out of 10, Exceptional, 37 reviews
"We stayed 2 nights over Memorial Day weekend for a belated 16th Birthday for my daughter. We brought 6 of her friends and they had an amazing time in the pool, the hot tub, and hanging out in the spacious bottom floor. The host, Andrea, was extremely helpful in helping us find a great pizza place for them and made sure everything was perfect for them. Would 100% stay there again!"
3 BR/3Bth home in the woods Inground pool & New Hot Tub. Close to Hershey Park!
Glamping at its best! 6 miles to Hershey park
Property grounds
Glamping at its best! 6 miles to Hershey park
Glamping at its best! 6 miles to Hershey park
The Suites at Hershey
Indoor pool, seasonal outdoor pool
The Suites at Hershey
3.0 star property
9.2 out of 10, Wonderful, 209 reviews
"Comfortable, convenient"
The Suites at Hershey
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Iconic "Haines Shoe House" - Hot Tub & Firepit - Featured On HGTV!
Property grounds
Iconic "Haines Shoe House" - Hot Tub & Firepit - Featured On HGTV!
10.0 out of 10, Exceptional, 75 reviews
"I've been driving by The Shoe for over 40 years and finally took the opportunity to spend a weekend there with life-long friends. It.Was.Fantastic!!!! It's cozy, cool, creative, and full of history! We were thankful for rainy weather because we did not want to leave! Thank you, Thank You, THANK YOU to the owners and host for preserving this iconic York County site and for the perfect place to have a mini-vacay with my girls!"
Iconic "Haines Shoe House" - Hot Tub & Firepit - Featured On HGTV!
Meadow View Cottage
Fridge, microwave, oven, stovetop
Meadow View Cottage
9.6 out of 10, Exceptional, 5 reviews
"Everything was good but no tv n no radio lighting wasnt that great evey thing was clean pots and pan were very old parking was good"
Meadow View Cottage
Hershey Park Events and Harrisburg Farm show HAPPY location!
Fridge, microwave, stovetop
Hershey Park Events and Harrisburg Farm show HAPPY location!
8.8 out of 10, Excellent, 16 reviews
"Perfect stay for our scout troop weekend at Hersheypark. The house was clean and comfortable and had all of the amenities we needed and plenty of space for our group. It was a safe quiet neighborhood about 20 minutes from the park. As others have mentioned, the stairs are steep and the downstairs much colder than upstairs but overall it was exactly what we needed, would stay here again."
Hershey Park Events and Harrisburg Farm show HAPPY location!
Hershey Family Home in Chocolate town🍫
Interior
Hershey Family Home in Chocolate town🍫
6.0 out of 10, 2 reviews
"One can truly smell the Reese's in the air. Great location to get to Hershey Park campus. We had a lovely stay."
The price is $246
$374 total
includes taxes & fees
Jun 9 - Jun 10
Hershey Family Home in Chocolate town🍫
3 Miles to Hersheypark - Crickie's Corner
Fridge, microwave, oven, stovetop
3 Miles to Hersheypark - Crickie's Corner
9.8 out of 10, Exceptional, 41 reviews
"Much older home with 2 bathrooms ,one on second floor and one on third floor . There was an awful smell coming from the tub on 3rd, floor. My son being a plumber said it was not vented properly. Bedrooms were all upstairs 2nd and 3rd floor, very comfortable beds and clean, Stairs were narrow and hard to climb for the older ones staying, especially just to go to bathroom. Only 1 parking space for property so any extra vehicles had to park elsewhere away from the house, We had to be dropped off...
The price is $225
$442 total
includes taxes & fees
Jun 16 - Jun 17
3 Miles to Hersheypark - Crickie's Corner
Insta-Worthy! Funky & Fabulous Cottage with Striking, One-of-a-Kind Design! NEW
Exterior
Insta-Worthy! Funky & Fabulous Cottage with Striking, One-of-a-Kind Design! NEW
9.8 out of 10, Exceptional, 23 reviews
"We had a nice 3 days here. But the house’s design is sort of awkward— we kept stubbing our toes on the hearth on our way to the porch, for instance—and it was more expensive than nicer houses nearby."
Insta-Worthy! Funky & Fabulous Cottage with Striking, One-of-a-Kind Design! NEW
Beautiful Mount Joy Cabin w/ Pool + Sauna!
Property grounds
Beautiful Mount Joy Cabin w/ Pool + Sauna!
10.0 out of 10, Exceptional, 17 reviews
"Spacious, clean, private, and well laid out. Love it. Will go back in future"
Beautiful Mount Joy Cabin w/ Pool + Sauna!
Cozy Wrightsville Cottage w/ Private Hot Tub!
Exterior
Cozy Wrightsville Cottage w/ Private Hot Tub!
9.8 out of 10, Exceptional, 28 reviews
"Very cool renovated one-room schoolhouse. Immaculate. Beautiful view of the river."
Cozy Wrightsville Cottage w/ Private Hot Tub!
Mountain Stone Manor 7 Miles to Hershey and Close to Lancaster
Exterior
Mountain Stone Manor 7 Miles to Hershey and Close to Lancaster
10.0 out of 10, Exceptional, 127 reviews
"Nice place to stay."
Mountain Stone Manor 7 Miles to Hershey and Close to Lancaster
Log cabin nestled beside Chiques Creek in historic Lancaster County
Exterior
Log cabin nestled beside Chiques Creek in historic Lancaster County
9.4 out of 10, Exceptional, 84 reviews
"Loved the location of the house. We toured Philadelphia, Gettysburg, the Hershey Chocolate Factory and the Amish countryside near Lancaster. This house was very warm and appealing even though we didn’t spend much time inside. Loved the short walk to the covered bridge. Amazing house and area overall; would definitely book this location again. *Master bathroom toilet didn’t flush well at all, we didn’t use it after one use. *Main bathroom tub drains extremely slow, water gathers around...
Log cabin nestled beside Chiques Creek in historic Lancaster County
Butterfly Cottage Close to Everything
Terrace/patio
Butterfly Cottage Close to Everything
9.8 out of 10, Exceptional, 90 reviews
"Very pleasant, just as advertised!"
Butterfly Cottage Close to Everything
Hershey Park and Hershey attractions 6 miles!!
Exterior
Hershey Park and Hershey attractions 6 miles!!
9.6 out of 10, Exceptional, 70 reviews
"Close to Hershey and enough rooms for everyone. Kids were able to learn how to play horseshoes. Mikes communication was spot on."
Hershey Park and Hershey attractions 6 miles!!
Beautiful open and spacious ranch home in country setting
Exterior
Beautiful open and spacious ranch home in country setting
10.0 out of 10, Exceptional, 66 reviews
"The property was very clean and nice to stay at."
Beautiful open and spacious ranch home in country setting
Farmstay with pool and firepit
Property grounds
Farmstay with pool and firepit
10.0 out of 10, Exceptional, 171 reviews
"This little farm house was perfect for our weekend anniversary trip! It was perfect for the two of us and we had a great time visiting Hershey Park. The house is about a half hour drive from the park which worked out great for us, and there were many little shops/farm stands that we were able to stop in while driving around. Emily and family were super kind when we saw them, and left us a couple of farm fresh eggs in the fridge upon arrival. Both of the cats were also extremely friendly when we...
Farmstay with pool and firepit
Hershey happiness less than 5 miles to the park!
Fridge, microwave, oven, stovetop
Hershey happiness less than 5 miles to the park!
9.8 out of 10, Exceptional, 25 reviews
"House was a great space to relax after long day! Plenty of space for our family if 5."
The price is $250
$397 total
includes taxes & fees
Jun 9 - Jun 10
Hershey happiness less than 5 miles to the park!
Working Horse Ranch With Indoor Pool!!
Exterior
Working Horse Ranch With Indoor Pool!!
9.6 out of 10, Exceptional, 209 reviews
"Awesome house in a beautiful location. My friends and I had a great time. I would highly recommend"
Working Horse Ranch With Indoor Pool!!
Modern Mount Gretna Cottage with Cool Minimalist Design
Private kitchen | Fridge, microwave, oven, stovetop
Modern Mount Gretna Cottage with Cool Minimalist Design
9.8 out of 10, Exceptional, 37 reviews
"We stayed for the weekend while celebrating my daughter’s graduation. The cottage was great and much better than a hotel !"
Modern Mount Gretna Cottage with Cool Minimalist Design
Don't see what you're looking for?
See all available properties in Middletown
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.

Middletown Vacation Rental Travel Info

Number of vacation rentals
24
Popular accommodation
Middletown private vacation homes
Known landmarks
Hersheypark, Hershey Theatre and Troegs Brewing Company
International airport
Harrisburg, PA (MDT-Harrisburg Intl.)

Other types of properties in Middletown you may be interested in

Fairfield Inn & Suites by Marriott Harrisburg International Airport
Exterior
Fairfield Inn & Suites by Marriott Harrisburg International Airport
2.5 star property
9.0 out of 10, Wonderful, 831 reviews
"Check-in was friendly and on-point. Room was neat and clean. It’s possible to stream Netflix or YouTube. Coffee was available as early as 3:00 A.M. All of these facts added up to a great experience. Areas for Improvement: Some healthy whole food options in the bar/restaurant. Yes, there were salads, but they were of the iceberg lettuce variety. Thanks for a comfortable stay. "
The price is $119
$132 total
includes taxes & fees
Jun 23 - Jun 24
Fairfield Inn & Suites by Marriott Harrisburg International Airport
Ramada by Wyndham Harrisburg/Hershey Area
Room, 1 King Bed, Non Smoking, Hot Tub | Desk, blackout drapes, iron/ironing board, free cribs/infant beds
Ramada by Wyndham Harrisburg/Hershey Area
2.5 star property
6.8 out of 10, 580 reviews
"It was ok for a few days bathroom could’ve been cleaner breakfast was ok convenient to restaurants and shops "
The price is $69
$77 total
includes taxes & fees
Jun 9 - Jun 10
Ramada by Wyndham Harrisburg/Hershey Area
La Quinta Inn & Suites by Wyndham Harrisburg-Hershey
Exterior
La Quinta Inn & Suites by Wyndham Harrisburg-Hershey
2.5 star property
7.8 out of 10, Good, 1,001 reviews
"The room was comfortable, the food for breakfast was fresh and generous, the adjacent diner had good food. There was not much place for a walk. "
The price is $93
$103 total
includes taxes & fees
Jun 9 - Jun 10
La Quinta Inn & Suites by Wyndham Harrisburg-Hershey
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.

Everything you need to know about Middletown vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Middletown vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middletown vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Middletown vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middletown. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Middletown in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $225 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Middletown rentals

At Expedia, we put the best Middletown vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Middletown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middletown vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middletown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Middletown?

Yes, there are vacation rentals where you'll be just 7.3 mi (11.8 km) from Hersheypark, giving you a more remote option if you'd like a quiet spot 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?

Hershey Family Home in Chocolate town🍫: This vacation home near Middletown has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals are there in Middletown?

With 12 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 The Vineyard and Brewery at Hershey and Middletown & Hummelstown Railroad.

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.

Recent reviews of Middletown properties
Expedia verified reviews

Quality Inn Enola - Harrisburg

Quality Inn Enola - Harrisburg

5/5 Excellent
"Didn't like that there is no elevator. "
A verified traveler stayed at Quality Inn Enola - Harrisburg
Posted 1 day ago
Quality Inn Enola - Harrisburg