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Middletown Vacation Rentals

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Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sep - 6 Sep
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Middletown vacation rentals

Dining

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

*Newly* Renovated Stay at modern 3BR Townhome (15 minutes from Harris-Hershey)
Highspire
9.0 out of 10, Wonderful, (11 reviews)
"The house was nice and clean! Location was just right. Had a slight problem with heat but resolved right away with communication with host. "
United States
Joseph A.
*Newly* Renovated Stay at modern 3BR Townhome (15 minutes from Harris-Hershey)
Smart TV, books, video library

Newly Renovated Historic Middletown Home 15 min to Harris-Hershey!

Newly Renovated Historic Middletown Home 15 min to Harris-Hershey!
Middletown
10.0 out of 10, Exceptional, (6 reviews)
"Property was very clean. Location was great as you can walk to a lot of places. Was here for a concert with family so we were out and about most of the time but the house was exactly what we needed."
United States
Kahlia Y.
The price is AED 547
AED 1,455 total
includes taxes & fees
22 Jul - 23 Jul
Newly Renovated Historic Middletown Home 15 min to Harris-Hershey!
Outdoor pool

Close to lot of shopping areas, eateries, bars and more. Ideal for monthly stays

Close to lot of shopping areas, eateries, bars and more. Ideal for monthly stays
West Lancaster
9.4 out of 10, Exceptional, (40 reviews)
"Clean and well maintained - quiet neighborhood, priced right."
United States
Ashley R.
The price is AED 628
AED 1,326 total
includes taxes & fees
9 Jul - 10 Jul
Close to lot of shopping areas, eateries, bars and more. Ideal for monthly stays
Interior

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

2-bedroom 2nd Floor apartment in Mount Joy with off street parking
Mount Joy
9.8 out of 10, Exceptional, (36 reviews)
"Great location "
United States
Christina C.
The price is AED 328
AED 564 total
includes taxes & fees
13 Jul - 14 Jul
2-bedroom 2nd Floor apartment in Mount Joy with off street parking
Smart TV

Charming 3-bedroom house with WiFi, AC in serene Linglestown

Charming 3-bedroom house with WiFi, AC in serene Linglestown
Linglestown
9.8 out of 10, Exceptional, (32 reviews)
"Had a great time in this home. Perfect fit for our weekend. "
United States
Dennis T.
The price is AED 578
AED 1,518 total
includes taxes & fees
19 Jul - 20 Jul
Charming 3-bedroom house with WiFi, AC in serene Linglestown
Exterior

Iconic Haines Shoe House - Hot Tub, Firepit, Foosball & 300 Game Arcade Machine!

Iconic Haines Shoe House - Hot Tub, Firepit, Foosball & 300 Game Arcade Machine!
Yorkana
10.0 out of 10, Exceptional, (149 reviews)
"We had a lovely stay at the Shoe! Perfect for a girls weekend. "
United States
Stevi S.
The price is AED 1,286
AED 2,477 total
includes taxes & fees
24 Jul - 25 Jul
Iconic Haines Shoe House - Hot Tub, Firepit, Foosball & 300 Game Arcade Machine!
Interior

2 Full Bed|Smk|New Cumberland, PA

2 Full Bed|Smk|New Cumberland, PA
New Cumberland, PA
10.0 out of 10, Exceptional, (38 reviews)
"Good place for a night. Clean room and quick service made my stay easy with no hassles."
United States
Anonymous traveler
The price is AED 495
AED 586 total
includes taxes & fees
18 Jul - 19 Jul
2 Full Bed|Smk|New Cumberland, PA
Fridge, microwave, oven, stovetop

Creek side cottage with awesome porch and fire pit

Creek side cottage with awesome porch and fire pit
Mechanicsburg
9.8 out of 10, Exceptional, (86 reviews)
"The cottage worked well for us for a one-night stay to visit family in Camp Hill. It was clean and spacious. The backyard was very nice and we would like to have stayed longer in order to enjoy sitting by the creek and to use the nice fire pit. We would definitely stay here again. "
United States
Barbara M.
The price is AED 542
AED 1,024 total
includes taxes & fees
12 Jul - 13 Jul
Creek side cottage with awesome porch and fire pit
Outdoor dining

Windy Meadows - Cozy home in a peaceful and relaxing country setting.

Windy Meadows - Cozy home in a peaceful and relaxing country setting.
Dillsburg
10.0 out of 10, Exceptional, (28 reviews)
"Wonderfully appointed and quiet property!"
United States
Ryan P.
The price is AED 551
AED 1,055 total
includes taxes & fees
9 Jul - 10 Jul
Windy Meadows - Cozy home in a peaceful and relaxing country setting.
Smart TV, fireplace, books

Luxury Stay in Elizabethtown

Luxury Stay in Elizabethtown
Elizabethtown
10.0 out of 10, Exceptional, (12 reviews)
"Everything worked and the place was exactly as advertised. Would definitely stay there again"
United States
Daniel M.
Luxury Stay in Elizabethtown
TV, fireplace

Farmhouse|HOT TUB|Fireplace|King Bed|4 Bedroom

Farmhouse|HOT TUB|Fireplace|King Bed|4 Bedroom
Columbia
9.6 out of 10, Exceptional, (15 reviews)
"Beautiful home with all the amenities. Hosts were welcoming and communicative. My family and I really enjoyed our stay. "
United States
jenna m.
The price is AED 1,204
AED 2,322 total
includes taxes & fees
15 Jul - 16 Jul
Farmhouse|HOT TUB|Fireplace|King Bed|4 Bedroom
Fridge, microwave, oven, stovetop

Located right at the center of Elizabethtown , Lancaster, York and Hershey park.

Located right at the center of Elizabethtown , Lancaster, York and Hershey park.
Elizabethtown
10.0 out of 10, Exceptional, (45 reviews)
"Very clean, love that we could bring our pets, great communication with our host. Highly recommend."
United States
Jude K.
The price is AED 496
AED 1,322 total
includes taxes & fees
12 Jul - 13 Jul
Located right at the center of Elizabethtown , Lancaster, York and Hershey park.
Exterior

Victorian Manor on Main w/ 6 beds-10 mins to Lanc!

Victorian Manor on Main w/ 6 beds-10 mins to Lanc!
Mountville
9.8 out of 10, Exceptional, (39 reviews)
"A group of coaches loved our stay here!! It was a beautiful home, clean, cozy, spacious, great location."
United States
Alexandra M.
The price is AED 591
AED 1,621 total
includes taxes & fees
12 Jul - 13 Jul
Victorian Manor on Main w/ 6 beds-10 mins to Lanc!
1 bedroom, WiFi, bed sheets

Sunsets N Streams @ The Manheim Manor BnB

Sunsets N Streams @ The Manheim Manor BnB
Manheim
Sunsets N Streams @ The Manheim Manor BnB
Exterior

Long Acre Farm - Quiet Setting in a Central Location

Long Acre Farm - Quiet Setting in a Central Location
Lebanon
9.6 out of 10, Exceptional, (77 reviews)
"Such a nice place to stay with a small family! My son loved all the animals! The apartment was clean and we had everything we needed. The host was welcoming and answered any questions we had quickly. "
United States
Carrie P.
The price is AED 400
AED 714 total
includes taxes & fees
22 Jul - 23 Jul
Long Acre Farm - Quiet Setting in a Central Location
Exterior

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

Sweet Escape on Reese Avenue - 5 minutes away from Hershey Park!
Downtown Hershey
8.6 out of 10, Excellent, (61 reviews)
"The House was roomy, clean, close to Hershey. The beds were super comfy"
United States
Megan K.
Sweet Escape on Reese Avenue - 5 minutes away from Hershey Park!
Terrace/patio

stayAPT Suites Harrisburg-Hershey

stayAPT Suites Harrisburg-Hershey
4.0 star property
Harrisburg
8.6 out of 10, Excellent, (197 reviews)
"It was a very comfortable space. Everyone was very friendly."
United States
Ashley
The price is AED 437
AED 485 total
includes taxes & fees
21 Jul - 22 Jul
stayAPT Suites Harrisburg-Hershey
Family House | Living area | 50-inch Smart TV with digital channels, Netflix, DVD player

Cozy Cape Cod Bungalow

Cozy Cape Cod Bungalow
3.5 star property
York
10.0 out of 10, Exceptional, (4 reviews)
"Cozy cottage vibe. Well stocked kitchen. "
United States
erica h
The price is AED 309
AED 1,155 total
includes taxes & fees
28 Jul - 29 Jul
Cozy Cape Cod Bungalow
Property grounds

Private Cottage on horse farm easy access Gettysburg, Hershey, York Harrisburg

Private Cottage on horse farm easy access Gettysburg, Hershey, York Harrisburg
Dillsburg
9.8 out of 10, Exceptional, (40 reviews)
"Cute and cozy cottage centrally located to Harrisburg, Gettysburg and surrounding areas. My 2 dogs enjoyed themselves as well. We would definitely stay here again if we’re in the area."
United States
Jodie F.
The price is AED 397
AED 726 total
includes taxes & fees
13 Jul - 14 Jul
Private Cottage on horse farm easy access Gettysburg, Hershey, York Harrisburg
Smart TV, books

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

Ultimate Barn Stay with lots of space! Visit farm animals and 20 min to Hershey!
Lebanon
9.6 out of 10, Exceptional, (103 reviews)
"This was just perfect for my stay with my two small dogs! Great host, easy check in, great communication. Will definitely stay again."
United States
Ann N.
The price is AED 367
AED 673 total
includes taxes & fees
19 Jul - 20 Jul
Ultimate Barn Stay with lots of space! Visit farm animals and 20 min to 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.
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Top Middletown Hotel Reviews

Country Inn & Suites by Radisson, Harrisburg - Hershey West, PA

Country Inn & Suites by Radisson, Harrisburg - Hershey West, PA

10/10 Excellent
"Great place to stay for a short visit. We traveled to Hershey for our son's bday and only stayed two days. The place was very quiet and close to the park. Breakfast was a pleasant with many different options. The front desk was a little short-staffed when we arrived, so there was a bit of a wait."
Shannon 2-night trip
Posted less than an hour ago
Country Inn & Suites by Radisson, Harrisburg - Hershey West, PA

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?

Destination Hershey: This vacation home near 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 you can cook with friends or family.

How many vacation rentals are there in Middletown?

With 9 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. While in the area, you can also visit popular places like Hershey's Chocolate World and Hersheypark Stadium.

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.