Middletown Holiday Rentals

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Holiday Rentals in Middletown

Glamping at its best! 6 miles to Hershey park

Glamping at its best! 6 miles to Hershey park

The Suites at Hershey

3.0 star property
9.2 out of 10, Wonderful, (229)
"I didn't like that you heard the roadway traffic. Otherwise the staff was polite and informative. The suite was clean. "
The Suites at Hershey

Iconic "Haines Shoe House" - Hot Tub & Firepit - Decorated For The Holidays!

10.0 out of 10, Exceptional, (97)
"The Haines Shoe House is am incredible experience for all ages. Our family group age range was 5-70. We all enjoyed our stay. Lots of things to do in the area. House was meticulously maintained and furnished. Campfire under the stars and hot tub great addition to our stay. "
The price is AU$611
includes taxes & fees
2 Dec - 3 Dec
Iconic "Haines Shoe House" - Hot Tub & Firepit - Decorated For The Holidays!

Log cabin nestled beside Chiques Creek in historic Lancaster County

9.4 out of 10, Exceptional, (91)
"This rental was one of the better ones we have stayed in! Cute and cozy, clean and in a beautiful, quiet area that is not too far from town. We highly suggest this rental!"
Log cabin nestled beside Chiques Creek in historic Lancaster County

HARRISBURG HERSHEY PARK GIANT CENTER FARM SHOW PETS WELCOME GATED YARD SAFE FUN

10.0 out of 10, Exceptional, (99)
"Perfect for our needs! Space to spread out & at home feeling. Will use again!"
HARRISBURG HERSHEY PARK GIANT CENTER FARM SHOW PETS WELCOME GATED YARD SAFE FUN

Hershey Family Home in Chocolate town🍫

8.8 out of 10, Excellent, (29)
"House was perfect for our family of six adults. We did have a small issue upon arrival but it was quickly responded too and our weekend was very fun. "
The price is AU$425
includes taxes & fees
16 Dec - 17 Dec
Hershey Family Home in Chocolate town🍫

As You Lake It on Otterbein

9.8 out of 10, Exceptional, (57)
"The house met our needs. Floors are unlevel but that didnt bother us. Several boards were actually split and the floor felt weak in those areas. We were unable to turn on the heat in the double bedroom but we just used an extra blanket."
As You Lake It on Otterbein

3 Miles to Hersheypark - Crickie's Corner

9.6 out of 10, Exceptional, (51)
"Nice location, quiet little town, short drive to Hershey Park, walking distance to food/shopping"
The price is AU$687
includes taxes & fees
27 Nov - 28 Nov
3 Miles to Hersheypark - Crickie's Corner

Hershey happiness less than 5 miles to the park!

10.0 out of 10, Exceptional, (51)
"Our band was performing at a wedding in the area, several hours from home, and we booked the rental as a place to stay before making the trek home the next morning. We got out sooner than we expected, and so went home that night, so we didn't avail ourselves of the rental. That said, the property looked great from the listing, and communication with Chris was excellent (including a recommendation for a local breakfast spot!), and we were unexpectedly refunded our cleaning fee immediately upon...
The price is AU$503
includes taxes & fees
1 Dec - 2 Dec
Hershey happiness less than 5 miles to the park!

Calla Lily Farmhouse w/ Creekview by Nook

10.0 out of 10, Exceptional, (25)
"Great stay in a greta location. Thank you for hosting such a nice place."
The price is AU$808
includes taxes & fees
27 Nov - 28 Nov
Calla Lily Farmhouse w/ Creekview by Nook

Farmstay with pool and firepit

10.0 out of 10, Exceptional, (202)
"The location is quiet, relaxing and warming. Enjoyed the farm animals and Kitty. Emily and Craig are great people, lending a helping hand was one thing that was much appreciated. Thank you Kindly, Ed & Betsy "
Farmstay with pool and firepit

Meadow View Cottage

9.0 out of 10, Wonderful, (16)
"Property was as described just lacking additional information. The property was just as pictured with the exception of access to the bedroom. The steps to the bedroom are very narrow and steep with a difficult landing at the top. Coming down the stairs takes some cautious negotiation as the railing does not go to the top of the stairs. The unit was attached to the main house but this did not seem to be an issue. Also there is an abundance of books to read and a beautiful view out back of the...
Meadow View Cottage

Penn Stater #7

9.6 out of 10, Exceptional, (81)
"Very clean, and very amiable. The owner left a bottle of wine for us to enjoy! Everything as promised and very comfortable. HIGHLY recommend. "
The price is AU$331
includes taxes & fees
3 Dec - 4 Dec
Penn Stater #7

Live the Wild Life on Weaver

9.8 out of 10, Exceptional, (42)
"Very beautiful home - We had a nice time with our dogs for our moms birthday! "
Live the Wild Life on Weaver

Charming Riverfront Cottage with stunning views of the Susquehanna River

10.0 out of 10, Exceptional, (328)
"Lovely spot!"
Charming Riverfront Cottage with stunning views of the Susquehanna River

House on Town Square - a quaint and timeless stay

9.4 out of 10, Exceptional, (17)
"We chose this place for the proximity to where we were visiting and for its history. Trust the reviews commenting on the quirkiness and the crazy stairs. The house is really old and it shows in every room from the old closed off fireplaces to the creaky floors and super steep stairs. Not sure if it’s haunted but there were a couple questionable things that happened that made us wonder. The only complaint, if you want to call it that, was the house could have been a bit more clean in some areas,...
House on Town Square - a quaint and timeless stay

Beautiful open and spacious ranch home in country setting

10.0 out of 10, Exceptional, (95)
"Lovely home with modern updates. Kitchen is well and thoughtfully supplied. Love the touch of fresh eggs butter and bread. I have enjoyed my stay as much as the last time and will be back!"
Beautiful open and spacious ranch home in country setting

Cozy Wrightsville Cottage w/ Private Hot Tub!

9.8 out of 10, Exceptional, (38)
"Nice place, quiet and away from the city area. "
Cozy Wrightsville Cottage w/ Private Hot Tub!

Hershey Park and Hershey attractions 6 miles!!

9.6 out of 10, Exceptional, (78)
"was great as always. Mike is a wonderful host."
Hershey Park and Hershey attractions 6 miles!!

Renovated barn stay, fresh and cozy for the family!

9.6 out of 10, Exceptional, (67)
"The whole barn theme was wonderful, horses out the door and daily visits from the family dog. Loved everything about the place but the stairs going to the washroom. There was no handrail and they were very narrow. My daughter actually fell down them! I had to have someone standby to make me feel safe on them! "
Renovated barn stay, fresh and cozy for the family!
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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Other types of properties in Middletown you may be interested in

Fairfield Inn & Suites by Marriott Harrisburg International Airport

2.5 star property
9.0 out of 10, Wonderful, (942)
"VERY CLOSE TO AIRPORT"
The price is AU$204
includes taxes & fees
11 Dec - 12 Dec
Fairfield Inn & Suites by Marriott Harrisburg International Airport

La Quinta Inn & Suites by Wyndham Harrisburg-Hershey

2.5 star property
8.0 out of 10, Very good, (1403)
"Rr"
The price is AU$116
includes taxes & fees
16 Dec - 17 Dec
La Quinta Inn & Suites by Wyndham Harrisburg-Hershey

Country Inn & Suites by Radisson, Harrisburg Northeast - Hershey

3.0 star property
8.8 out of 10, Excellent, (1090)
"We had a quick weekend trip to Hershey Park. This hotel was about 12 minutes away. Very reasonably priced. Quiet rooms. Bed was a little soft, but not uncomfortable. Pool was heated and clean. Breakfast assortment had eggs, sausage, french toast, hash browns and waffle machines. There was an assortment of cold foods as well. Our bathroom floor grout was coming up and some of the tile rocked. These small items were fine for a one or two night stay. The room was very large."
The price is AU$110
includes taxes & fees
4 Dec - 5 Dec
Country Inn & Suites by Radisson, Harrisburg Northeast - 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.
Beautiful view of the beach with palm trees

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Frequently asked questions

Can I find a holiday rental in Middletown?

Yes, we give you a choice of holiday rentals where you'll be only 7.3 mi (11.8 km) from Hersheypark, giving you a secluded option if you want a quiet place to 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?

Log cabin nestled beside Chiques Creek in historic Lancaster County: This holiday home rental outside of Middletown is located in a rural location, and has a balcony, a garden and air conditioning to put you at ease in your new surroundings. 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. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Middletown?

With 10 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 The Vineyard and Brewery at Hershey and Middletown & Hummelstown Railroad.

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.