Middletown Holiday Rentals

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Holiday Rentals in Middletown

stayAPT Suites Harrisburg-Hershey

3.5 star property
Harrisburg
8.6 out of 10, Excellent, (154)
"Friendly staff. I would recommend this hotel."
United States
Christina
The price is AU$185
includes taxes & fees
30 Nov - 1 Dec
stayAPT Suites Harrisburg-Hershey

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

Yorkana
10.0 out of 10, Exceptional, (126)
"Amazing stay! Owners very polite."
United States
Amber C.
The price is AU$656
includes taxes & fees
1 Dec - 2 Dec
Iconic "Haines Shoe House" - Hot Tub & Firepit - Featured On HGTV

The Suites at Hershey

3.0 star property
North Hershey
9.2 out of 10, Wonderful, (274)
"The staff was very good, property was clean and the pool/game room was nice."
United States
Jessica
The Suites at Hershey

BurgBnB Riverfront

4.0 star property
Midtown
8.8 out of 10, Excellent, (5)
The price is AU$183
includes taxes & fees
2 Dec - 3 Dec
BurgBnB Riverfront

Hershey happiness less than 5 miles to the park!

Palmyra
9.8 out of 10, Exceptional, (94)
"Was a great place to stay. "
United States
Leanne K.
The price is AU$470
includes taxes & fees
1 Dec - 2 Dec
Hershey happiness less than 5 miles to the park!

House of Lights

Lebanon
9.2 out of 10, Wonderful, (37)
"Super cute house and great location "
United States
Jessica
The price is AU$334
includes taxes & fees
29 Dec - 30 Dec
House of Lights

Hershey's Hideaway: A Tranquil Retreat on the Hill

Palmyra
10.0 out of 10, Exceptional, (43)
"It was perfect. Will stay again!"
United States
Melissa H.
Hershey's Hideaway: A Tranquil Retreat on the Hill

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

Lebanon
9.6 out of 10, Exceptional, (90)
"Place was clean and very nice perfect stay"
United States
Brian B.
The price is AU$246
includes taxes & fees
30 Nov - 1 Dec
Ultimate Barn Stay with lots of space! Visit farm animals and 20 min to Hershey!

Get Hershey Park Happy at Penbrook Alley!

2.0 star property
Harrisburg
10.0 out of 10, Exceptional, (3)
"Great property with an ideal location to get around Harrisburg and Hershey. "
United States
Anonymous traveller
The price is AU$517
includes taxes & fees
8 Dec - 9 Dec
Get Hershey Park Happy at Penbrook Alley!

Farmstay with pool and firepit

Marietta
10.0 out of 10, Exceptional, (247)
"The cabin had everything we needed.The very friendly goats made the stay extra fun."
United States
Lisa G.
Farmstay with pool and firepit

BurgBnB Downtown

3.0 star property
Downtown Harrisburg
9.6 out of 10, Exceptional, (5)
"Great place to stay if you want to access downtown Harrisburg. Great communication. Place is very well taken care of. Couldn't have found a better place!"
United States
Ines
The price is AU$271
includes taxes & fees
3 Dec - 4 Dec
BurgBnB Downtown

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

Downtown Hershey
8.8 out of 10, Excellent, (52)
"Very nice and convenient to downtown Hershey. We had a great time!"
United States
Diane S.
The price is AU$745
includes taxes & fees
7 Dec - 8 Dec
Sweet Escape on Reese Avenue - 5 minutes away from Hershey Park!

Long Acre Farm - Quiet Setting in a Central Location

Lebanon
9.6 out of 10, Exceptional, (67)
"We really enjoyed our stay. Were use to country living and it was right up our comfort zone. Mr. Kim was very helpful and quick to respond when we needed an answer. Will definitely stay again if in the area. "
United States
Jill H.
The price is AU$278
includes taxes & fees
30 Nov - 1 Dec
Long Acre Farm - Quiet Setting in a Central Location

Hershey Kiss Home

Hummelstown
9.8 out of 10, Exceptional, (32)
"Perfect house and perfect location!!! Added to our family hershey vacation!!!"
United States
Amberly T.
The price is AU$731
includes taxes & fees
4 Dec - 5 Dec
Hershey Kiss Home

Destination Hershey

Palmdale
9.2 out of 10, Wonderful, (18)
"Great stay!"
United States
Tracy D.
The price is AU$688
includes taxes & fees
7 Dec - 8 Dec
Destination Hershey

Resort Pickleball Pool Hot Tub Theater Arcade Golf

Mount Joy
10.0 out of 10, Exceptional, (45)
"This property was great. Very well furnished with an amazing game room. "
United States
David O.
Resort Pickleball Pool Hot Tub Theater Arcade Golf

Wrightsville Cabin: Outdoor Fire Pit: Hammock by the creek: Long Level Marina

Wrightsville
9.6 out of 10, Exceptional, (158)
"The Wrightsville cabin is beautiful, as are the grounds. We greatly enjoyed our stay there. There is a pleasant walking trail across the street leading to a scenic overlook on the Susquehanna River. I would like to return with my wife sometime."
United States
ROBERT S.
Wrightsville Cabin: Outdoor Fire Pit: Hammock by the creek: Long Level Marina

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

Palmyra
10.0 out of 10, Exceptional, (256)
"We had a wonderful weekend at this residence. Plenty of room and lots of amenities. We would definitely stay here again."
United States
Danielle L.
Fun, Family-friendly Home With A 20x40 Pool 12 Minutes From Hershey Attractions

Cozy family home, close to all things Hershey and Central Pennsylvania...

Palmyra
9.8 out of 10, Exceptional, (162)
"We had a great stay here. The house was clean and roomy - perfect for a large family or multiple families traveling together. Easy 10 minute drive from Hersheypark. We'd definitely stay here again! "
United States
Monique C.
The price is AU$906
includes taxes & fees
7 Dec - 8 Dec
Cozy family home, close to all things Hershey and Central Pennsylvania...

Working Horse Ranch With Indoor Pool!!

Grantville
9.4 out of 10, Exceptional, (257)
"We had a wonderful time staying at this property! The house has everything we needed for a comfortable stay for our family. The couple of questions we had while there were answered quickly. Lesley was so helpful! Being surrounded by the horses all day was a dream and we all really enjoyed them. We will definitely be back!"
United States
KERRY M.
Working Horse Ranch With Indoor Pool!!
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 favourite 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 depend 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 AU$183 per night. Entering your travel dates in the search wizard might find you 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?

Get Hershey Park Happy at Penbrook Alley!: This holiday home rental outside of Middletown is equipped with a garden, air conditioning and WiFi to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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.