Holiday Rentals in Middletown

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Holiday Rentals in Middletown

Our top choices for Middletown holiday rentals

*Newly* Renovated Stay at modern 3BR Townhome (15 minutes from Harris-Hershey)

8.8 out of 10, Excellent, (9)
"Everything was very nice at our stay here.Beds were comfortable, plenty of pillows, extra blankets.Kitchen was very clean, new, and it was stocked with dish and cups for cooking and drinking. The wifi was fast and easy to access. I would stay here again for our next Christmas break to visit family.Thank you for being an awesome host!"
The price is €334
includes taxes & fees
24 Aug - 25 Aug
*Newly* Renovated Stay at modern 3BR Townhome (15 minutes from Harris-Hershey)

stayAPT Suites Harrisburg-Hershey

3.5 star property
8.6 out of 10, Excellent, (125)
"The place was great! Quiet, clean, easy access to parking, central cooling, spacious, beautiful outside seating area."
The price is €104
includes taxes & fees
1 Sept - 2 Sept
stayAPT Suites Harrisburg-Hershey

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

10.0 out of 10, Exceptional, (120)
"This was a great overnight in a cute spot that we have seen along the higheay for years. Glad our fanily was finally able to check it out!"
The price is €407
includes taxes & fees
3 Sept - 4 Sept
Iconic "Haines Shoe House" - Hot Tub & Firepit - Featured On HGTV

Cocoa Cottage with a Private in-Ground Pool

10.0 out of 10, Exceptional, (233)
"Everything was wonderful. Close to restaurants, and chocolate world. Would definitely stay here again."
Cocoa Cottage with a Private in-Ground Pool

The Suites at Hershey

3.0 star property
9.2 out of 10, Wonderful, (263)
"Really nice condo near Hershey Park."
The Suites at Hershey

Hershey Trojan, Apt #4 2 Bedroom overlooking the Park

9.6 out of 10, Exceptional, (71)
"Philip was an excellent host. He was able to give us early access to the room and it was nice and cool after a hot day at the park. Very spacious and in the heart of Hershey. Would 100% book again in the future. "
The price is €211
includes taxes & fees
8 Sept - 9 Sept
Hershey Trojan, Apt #4 2 Bedroom overlooking the Park

2-bedroom 2nd Floor apartment in Mount Joy with off street parking

2.0 star property
9.6 out of 10, Exceptional, (20)
"Highly recommended!"
The price is €136
includes taxes & fees
21 Aug - 22 Aug
2-bedroom 2nd Floor apartment in Mount Joy with off street parking

Working Horse Ranch With Indoor Pool!!

9.4 out of 10, Exceptional, (244)
"Great stay with great hosts! Both Lesley and Emily were very welcoming and very responsive to any questions/concerns that we had. The pictures do not do this place justice and the horses were a great unique touch. Would highly recommend!"
Working Horse Ranch With Indoor Pool!!

Historic Riverfront Vintage Gem

2.0 star property
The price is €175
includes taxes & fees
1 Sept - 2 Sept
Historic Riverfront Vintage Gem

5-bedroom vacation home 12 minutes from Hersheypark

10.0 out of 10, Exceptional, (16)
"Unique Home We Loved the Location, Home is Huge!"
The price is €598
includes taxes & fees
21 Aug - 22 Aug
5-bedroom vacation home 12 minutes from Hersheypark

Ultimate Barn Stay with lots of space! Visit farm animals and 20 min to Hershey!

9.6 out of 10, Exceptional, (82)
"We had a great time. The location was great and the unit was exactly as advertised. Highly recommended. "
The price is €146
includes taxes & fees
31 Aug - 1 Sept
Ultimate Barn Stay with lots of space! Visit farm animals and 20 min to Hershey!

Destination Hershey

9.2 out of 10, Wonderful, (9)
"We stayed overnight in this adorable house with our kids and grandchildren. Perfect location, and the house was exactly what we needed. We would definitely come back! Also loved the convenience of the brewery/restaurant next door! It snowed while we were there, only adding to the magic of the Christmas season! "
The price is €388
includes taxes & fees
8 Sept - 9 Sept
Destination Hershey

Philip Arthur Suite, Apt #6 Hershey Penthouse overlooking all of Hershey

9.6 out of 10, Exceptional, (58)
"This property was an amazing find! It served all of our needs. The location was perfect to Hershey and the Farm expo for the cheer competition we attended. Thank you so much! "
Philip Arthur Suite, Apt #6 Hershey Penthouse overlooking all of Hershey

Charming 2-Bedroom Retreat Near Hershey

10.0 out of 10, Exceptional, (24)
"Everything about this place is wonderful! This was our first time booking a VRBO and it set the bar high. Would recommend this to anyone! "
The price is €250
includes taxes & fees
24 Aug - 25 Aug
Charming 2-Bedroom Retreat Near Hershey

Get Hershey Park Happy at Penbrook Alley!

2.0 star property
10.0 out of 10, Exceptional, (1)
"Great property with an ideal location to get around Harrisburg and Hershey. "
The price is €277
includes taxes & fees
3 Sept - 4 Sept
Get Hershey Park Happy at Penbrook Alley!

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

10.0 out of 10, Exceptional, (249)
"I had a great stay and had great family time. Thank you"
Fun, Family-friendly Home With A 20x40 Pool 12 Minutes From Hershey Attractions

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

8.6 out of 10, Excellent, (46)
"Exactly as advertised, close to everything, would stay here again!"
The price is €372
includes taxes & fees
2 Sept - 3 Sept
Sweet Escape on Reese Avenue - 5 minutes away from Hershey Park!

Hershey happiness less than 5 miles to the park!

10.0 out of 10, Exceptional, (79)
"This house may be the cleanest rental I’ve ever stayed in. It’s an older home that has a lot of coziness to it. The beds were very comfortable and there was plenty of room for the four of us. Its location is really convenient to Hershey attractions and restaurants. "
The price is €274
includes taxes & fees
2 Sept - 3 Sept
Hershey happiness less than 5 miles to the park!

IN-GROUND POOL, Large Private Fenced Yard, Dining Gazebo, Outdoor Kitchen/Bath

10.0 out of 10, Exceptional, (175)
"Great location with plenty of room for our group"
IN-GROUND POOL, Large Private Fenced Yard, Dining Gazebo, Outdoor Kitchen/Bath

Farmstay with pool and firepit

10.0 out of 10, Exceptional, (233)
"Very nice and quiet. The host were very helpful and we would stay again. "
Farmstay with pool and firepit
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

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?

Working Horse Ranch With Indoor Pool!!: This holiday home rental outside of Middletown is located in a rural location, and has an indoor pool, a fireplace and a BBQ 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. Kick off your shoes and enjoy yourself with a patio and a selection of games.

How many holiday rentals are there in Middletown?

With 8 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.