Middletown Holiday Rentals

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Our top choices for Middletown holiday rentals

8.8 out of 10, Excellent, (10)
"The place worked for us well. "
United States
Anonymous traveller
The price is NZ$648
includes taxes & fees
1 Jan - 2 Jan 2026
*Newly* Renovated Stay at modern 3BR Townhome (15 minutes from Harris-Hershey)
9.4 out of 10, Exceptional, (11)
"Very clean and overall nice place to stay. The kitchen was stocked and it was very handy to have a washer and dryer. It is located very near the Harrisburg airport. It worked perfectly for our needs. "
United States
Dawn S.
The price is NZ$766
includes taxes & fees
4 Jan - 5 Jan 2026
*Newly* Renovated Modern Townhouse Harris-Hershey
9.0 out of 10, Wonderful, (2)
"Very clean!"
United States
Margaret C.
The price is NZ$1,493
includes taxes & fees
5 Jan - 6 Jan 2026
Forest Tree Log Cabin - middletown/Harrisburg/Hershey/Lancaster/York
10.0 out of 10, Exceptional, (1)
"We had an enjoyable stay. The place was clean and nicely decorated. It had good water pressure, comfortable matresses, strong wifi signal, and flavored coffee. The views were gorgeous. There is a game room for the family to enjoy. Communcation with the host was superb. They were helpful and kind. I highly recommend this place. "
United States
JOANNA J.
The price is NZ$409
includes taxes & fees
4 Jan - 5 Jan 2026
Charming farmhouse-style apartment, nestled in a peaceful, quiet area of PA.
9.8 out of 10, Exceptional, (27)
"This property was perfect for lodging near Hershey Park! Very simple property with a great host who was extremely kind and helpful :)"
United States
Hailey G.
The price is NZ$298
includes taxes & fees
2 Jan - 3 Jan 2026
2-bedroom 2nd Floor apartment in Mount Joy with off street parking
3.0 star property
The price is NZ$664
includes taxes & fees
5 Jan - 6 Jan 2026
2BR Home Near Shopping & Restaurants
9.6 out of 10, Exceptional, (91)
"Place was clean and very nice perfect stay"
United States
Brian B.
The price is NZ$241
includes taxes & fees
4 Jan - 5 Jan 2026
Ultimate Barn Stay with lots of space! Visit farm animals and 20 min to Hershey!
9.8 out of 10, Exceptional, (34)
"Close proximity to many activities and a nice home to come back to."
Canada
Courtney E.
The price is NZ$435
includes taxes & fees
7 Jan - 8 Jan 2026
Cozy Dark & Moody Home, New Reno, 10 mins to Lanc!
10.0 out of 10, Exceptional, (40)
"This has been our 4th stay and as always it was top notch."
United States
Bradley K.
The price is NZ$323
includes taxes & fees
20 Jan - 21 Jan 2026
1st Floor Condo: Min to Nook, Amish Ctry, Hershey, Lancaster City: PetFriendly
2.0 star property
9.8 out of 10, Exceptional, (8)
"Very cute, comfortable, clean and spacious 2nd floor apartment. Nice view of the water from living room windows. Good communication from host."
United States
Maggie
The price is NZ$288
includes taxes & fees
2 Jan - 3 Jan 2026
Flats on Front - Riverfront Gem, Fast Wi-Fi, 2F

Aparthotel in Harrisburg

stayAPT Suites Harrisburg-Hershey
3.5 star property
8.8 out of 10, Excellent, (159)
"nice size room clean and peaceful"
United States
Rich
The price is NZ$189
includes taxes & fees
1 Jan - 2 Jan 2026
stayAPT Suites Harrisburg-Hershey

Holiday Home in Lebanon

House of Lights
9.4 out of 10, Exceptional, (38)
"Was an enjoyable stay with good accommodations."
United States
Chad
The price is NZ$354
includes taxes & fees
5 Jan - 6 Jan 2026
House of Lights

Holiday Home in New Cumberland

2-bedroom house - bring the pets!
10.0 out of 10, Exceptional, (6)
"Wonderful, comfortable stay here! Loved the fenced in backyard for my dogs and it was only 5 minutes from my work which was amazing. "
United States
Erin J.
The price is NZ$335
includes taxes & fees
4 Jan - 5 Jan 2026
2-bedroom house - bring the pets!
9.8 out of 10, Exceptional, (24)
"It was a nice clean space to stay in town"
United States
Megan F.
The price is NZ$216
includes taxes & fees
3 Jan - 4 Jan 2026
Hell's Kitchen, Apt #1 1-bedroom apartment just a short walk to Hershey Theatre
9.2 out of 10, Wonderful, (9)
"Spacious, clean and in the perfect location for visiting downtown Harrisburg."
United States
Elizabeth
The price is NZ$263
includes taxes & fees
4 Jan - 5 Jan 2026
Suites on Seneca - Lovely 2 Bed/1 Bath Apartment
9.6 out of 10, Exceptional, (32)
"Very nice loved the location "
United States
Shoshonie S.
Spacious Midtown HBG home just minutes from the Farm Show Complex and Hersey Park

Apartment in Midtown

BurgBnB Riverfront
4.0 star property
8.8 out of 10, Excellent, (6)
"Unit was clean and spacious. Great location. Could use a toaster for breakfast in the morning. "
United States
William
The price is NZ$167
includes taxes & fees
6 Jan - 7 Jan 2026
BurgBnB Riverfront
10.0 out of 10, Exceptional, (128)
"Very cute and surprisingly modern inside!"
United States
Deborah A.
The price is NZ$719
includes taxes & fees
7 Jan - 8 Jan 2026
Iconic "Haines Shoe House" - Hot Tub & Firepit - Featured On HGTV
10.0 out of 10, Exceptional, (73)
"Very clean, convenient area and roomy. "
United States
Larry
The price is NZ$367
includes taxes & fees
5 Jan - 6 Jan 2026
Creek side cottage with awesome porch and fire pit
9.4 out of 10, Exceptional, (20)
"Our first impression of the property was WOW! It was very functional and it was great for a short stay. Very quiet and peaceful stay. "
United States
Kristen T.
The price is NZ$272
includes taxes & fees
7 Jan - 8 Jan 2026
Unique tiny home experience in a one of a kind tiny home community!
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

Find out more about Middletown

Everything you need to know about Middletown holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Middletown holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Middletown holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middletown holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middletown holiday rentals we have selected for you start as low as NZ$167 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Middletown rentals

At Expedia, we put the best Middletown holiday 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 holiday.

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 holiday rental in Middletown?

Yes, there are holiday rentals in Middletown close to Middletown & Hummelstown Railroad, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers 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 holiday rentals that Middletown has to offer?

Destination Hershey: This holiday home rental outside of Middletown is equipped with a selection of games, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Middletown?

With 9 Expedia holiday rentals, you're guaranteed 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 holiday rental in Middletown like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Middletown. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for family trips.