Middletown Vacation Rentals

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Vacation Rentals in Middletown

Newly renovated historic farmhouse with all modern amenities, meals available.

9.8 out of 10, Exceptional, (37)
"The property worked out great for the 12 of us. Four different families used it for the weekend. Close to Hershey park. Fantastic."
Newly renovated historic farmhouse with all modern amenities, meals available.

stayAPT Suites Harrisburg-Hershey

3.5 star property
8.4 out of 10, Very good, (50)
"The rooms are clean , furnitures are new. Room is spacious. Kitchen is complete with utensils, pots and fans. "
The price is CA $137
CA $153 total
includes taxes & fees
Mar 30 - Mar 31
stayAPT Suites Harrisburg-Hershey

The Suites at Hershey

3.0 star property
9.2 out of 10, Wonderful, (232)
"We Love staying at Hershey Suites, it’s like our home away from home with close proximity to all the local restaurants shopping and attractions. "
The Suites at Hershey

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

10.0 out of 10, Exceptional, (109)
"Great experience!"
The price is CA $221
CA $592 total
includes taxes & fees
Apr 10 - Apr 11
Iconic "Haines Shoe House" - Hot Tub & Firepit - Featured On HGTV

Hershey Family Home in Chocolate town🍫

8.6 out of 10, Excellent, (36)
"We loved the huge couch in the family room. It accommodates a whole family. The neighborhood was quiet and safe. I’d stay again."
The price is CA $379
CA $659 total
includes taxes & fees
Mar 30 - Mar 31
Hershey Family Home in Chocolate town🍫

Hershey Penthouse Overlooking all of Hershey

9.8 out of 10, Exceptional, (49)
"The apartment is centrally located in Hershey with easy access to everything we wanted to do. Property was very quiet and check in/out was a breeze. Will definitely stay again on our next visit."
Hershey Penthouse Overlooking all of Hershey

Farmstay with pool and firepit

10.0 out of 10, Exceptional, (211)
"I took my adult daughter to this lovely farm for her birthday getaway weekend, and it was everything we could have dreamed and more! Emily and Craig were so incredibly welcoming and attentive. From the very first moment of our arrival, we felt like we were in heaven. The cabin is delightful, clean, cozy, and bathed in golden light. It was perfect for the two of us, and the bathroom is far larger and more luxurious than one would expect. We spent so much time enjoying their sweet, friendly farm...
Farmstay with pool and firepit

2 Bedroom overlooking the Park

9.8 out of 10, Exceptional, (54)
"This is a two bedroom apartment that is overtop of a restaurant and right next to the park. Parking is a bit difficult for checking in as we had kids and a lot of stuff, but there is a free lot down the street. The restaurant downstairs is great as well. We were beat after visiting the park with the kids and got some takeout!"
The price is CA $100
CA $221 total
includes taxes & fees
Mar 31 - Apr 1
2 Bedroom overlooking the Park

Working Horse Ranch With Indoor Pool!!

9.4 out of 10, Exceptional, (231)
"Nice lovely vacationWent 5th time."
Working Horse Ranch With Indoor Pool!!

Hershey Smore's

9.6 out of 10, Exceptional, (29)
"It was the perfect size for us and what we needed. It was quiet and very clean! It was close to the Hershey Lodge (we are cheerleading coaches and there was an event this weekend)."
The price is CA $85
CA $181 total
includes taxes & fees
Apr 14 - Apr 15
Hershey Smore's

Beautiful open and spacious ranch home in country setting

10.0 out of 10, Exceptional, (101)
"This house has it all. Immaculately clean and fully stocked. We would definitely stay here again if the chance arose. It is so cozy and was perfect for us! Thank you for having such a wonderful home for others to enjoy during their travels!"
Beautiful open and spacious ranch home in country setting

Meadow View Cottage

9.0 out of 10, Wonderful, (18)
"Clean, private location, quiet property."
Meadow View Cottage

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

10.0 out of 10, Exceptional, (108)
"Great place and very clean. Close to giant center. Easy checkin and checkout "
HARRISBURG HERSHEY PARK GIANT CENTER FARM SHOW PETS WELCOME GATED YARD SAFE FUN

Quaint Cape Cod attached home nestled atop a hill near Speedwell Forge Lake

10.0 out of 10, Exceptional, (82)
"This was our second time staying at Bob and Terri’s cozy home atop the hill and it was just as amazing as the first stay. It was a quick trip for us but was comforting knowing exactly what our stay would be like and that everything we could need to have a comfortable stay was already in place. The hosts even treated us to Lancaster made whoopie pies, special homemade breads and granola bars. It even smelled so clean and welcoming when we walked in and there were vacuuming lines on the carpets...
Quaint Cape Cod attached home nestled atop a hill near Speedwell Forge Lake

House on Town Square - a quaint and timeless stay

9.0 out of 10, Wonderful, (20)
"Kim was very accommodating and everything to check in was great. The house was really cool and it had a very colonial atmosphere . I would stay again. "
House on Town Square - a quaint and timeless stay

Cocoa Cottage with a Private in-Ground Pool

10.0 out of 10, Exceptional, (219)
"We loved the coziness and the amenities (like linens, towels, all the kitchen needs) to let the 4 of us high school friends catch up in comfort. "
Cocoa Cottage with a Private in-Ground Pool

5-bedroom vacation home 12 minutes from Hersheypark

10.0 out of 10, Exceptional, (9)
"We had a great experience. The home is very clean and very spacious. It’s close to everything! I would definitely book here again and recommend! This is not a negative but more of an fyi for future guests: The home is located along the highway so traffic noise at night can be loud. There are rooms to avoid hearing the noise if you’re a light sleeper like me. The kitchen has everything you need except we wanted to heat up pizza and didn’t have a pan or foil, so just bring something like that for...
The price is CA $446
CA $1,014 total
includes taxes & fees
Mar 30 - Mar 31
5-bedroom vacation home 12 minutes from Hersheypark

Renovated barn stay, fresh and cozy for the family!

9.6 out of 10, Exceptional, (73)
"We absolutely LOVED staying here! It was quiet and clean, and the host was very kind and responsive. The best part was Ranger, the cutest dog ever! We also enjoyed going on walks around the farm to look at the horses, chickens, turkeys, and sheep. We hope to come back next year! It was truly the perfect getaway. "
Renovated barn stay, fresh and cozy for the family!

Penn Stater #7

9.6 out of 10, Exceptional, (85)
"Apartment was very clean, bed were very comfortable (even the teens thought so), complimentary wine and chocolate are ALWAYS appreciated. No complaints. Exactly as advertised. We've stayed several times. Always have a great experience. "
The price is CA $112
CA $218 total
includes taxes & fees
Apr 22 - Apr 23
Penn Stater #7

House of Lights

8.8 out of 10, Excellent, (15)
"We had a good time. This was our first time getting a house and not staying in a hotel. It was a good experience. We enjoyed playing board cames in the evenings."
The price is CA $109
CA $302 total
includes taxes & fees
Mar 30 - Mar 31
House of Lights
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
9.2 out of 10, Wonderful, (1013)
"Good stay"
The price is CA $171
CA $189 total
includes taxes & fees
Apr 13 - Apr 14
Fairfield Inn & Suites by Marriott Harrisburg International Airport

Holiday Inn Harrisburg East by IHG

3.0 star property
7.4 out of 10, Good, (752)
"Check in was easy and front desk clerk was very friendly "
The price is CA $125
CA $138 total
includes taxes & fees
Mar 31 - Apr 1
Holiday Inn Harrisburg East by IHG

Ramada by Wyndham Harrisburg/Hershey Area

2.5 star property
7.0 out of 10, Good, (1187)
"It was easy and comfortable. "
The price is CA $77
CA $86 total
includes taxes & fees
Mar 30 - Mar 31
Ramada by Wyndham Harrisburg/Hershey Area
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.

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?

Hershey happiness less than 5 miles to the park!: Located near Middletown, this vacation home rental offers a garden, a selection of games, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Middletown?

With 8 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.