Middletown Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

Our top choices for Middletown holiday 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.
The price is HK$1,050
HK$2,939 total
includes taxes & fees
14 May - 15 May
*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, (5 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 HK$1,092
HK$3,011 total
includes taxes & fees
26 May - 27 May
Newly Renovated Historic Middletown Home 15 min to Harris-Hershey!
Interior

Fire Pit, Game Room, 15 min to Hershey with King Bed, Entire house

Fire Pit, Game Room, 15 min to Hershey with King Bed, Entire house
Middletown
10.0 out of 10, Exceptional, (16 reviews)
"House is great! It has everything you need and the hosts were very friendly and communicative. It’s a great location to the airport and Hershey. "
United States
Julie H.
The price is HK$1,409
HK$3,603 total
includes taxes & fees
19 May - 20 May
Fire Pit, Game Room, 15 min to Hershey with King Bed, Entire house
Fridge, microwave, oven, stovetop

Modern Farmhouse Getaway I 2 BR, Sleeps up to 6

Modern Farmhouse Getaway I 2 BR, Sleeps up to 6
Elizabethtown
10.0 out of 10, Exceptional, (83 reviews)
"Everything was wonderful, from the location to the house!"
United States
Amelia F.
The price is HK$783
HK$2,206 total
includes taxes & fees
14 May - 15 May
Modern Farmhouse Getaway I 2 BR, Sleeps up to 6
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, (41 reviews)
"The place was clean and welcoming. We enjoyed our stay and would recommend to a friend. "
United States
Lorelei F.
The price is HK$881
HK$2,493 total
includes taxes & fees
14 May - 15 May
Located right at the center of Elizabethtown , Lancaster, York and Hershey park.
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, (100 reviews)
"Place was clean and very nice perfect stay"
United States
Brian B.
The price is HK$783
HK$1,434 total
includes taxes & fees
20 May - 21 May
Ultimate Barn Stay with lots of space! Visit farm animals and 20 min to Hershey!
Fridge, microwave, oven, stovetop

Creek side cottage with awesome porch and fire pit

Creek side cottage with awesome porch and fire pit
Mechanicsburg
10.0 out of 10, Exceptional, (80 reviews)
"We’ve stayed here multiple times and love it every time. The hosts are communicative, responsive, and generous with their home."
United States
Emily I.
The price is HK$965
HK$1,689 total
includes taxes & fees
19 May - 20 May
Creek side cottage with awesome porch and fire pit
Fridge, microwave, oven, stovetop

Suites on Seneca - Gorgeous One Bedroom Apartment

Suites on Seneca - Gorgeous One Bedroom Apartment
Uptown
9.2 out of 10, Wonderful, (13 reviews)
"My daughter and I thoroughly enjoyed our stay here. What a cute area it was in. Plenty of scenic views. Would definitely stay again if in the area. "
United States
Amy W.
The price is HK$470
HK$1,235 total
includes taxes & fees
21 May - 22 May
Suites on Seneca - Gorgeous One Bedroom Apartment
Interior

Cozy Home in Historic Harrisburg

Cozy Home in Historic Harrisburg
Midtown
9.6 out of 10, Exceptional, (21 reviews)
"The property felt like a home away from home. I highly recommend it."
United States
Craig
The price is HK$939
HK$2,444 total
includes taxes & fees
14 May - 15 May
Cozy Home in Historic Harrisburg
Exterior

Cozy Dark & Moody Home, New Reno, 10 mins to Lanc!

Cozy Dark & Moody Home, New Reno, 10 mins to Lanc!
Mountville
9.8 out of 10, Exceptional, (37 reviews)
"My family had a wonderful stay at this Pennsylvania home! The house was extremely clean, beautifully decorated, and very comfortable. It had everything we needed during our stay, and you can tell the owners put a lot of thought into making guests feel welcome. We truly enjoyed our time there and would definitely stay again. Highly recommend!"
United States
Jodi
The price is HK$710
HK$2,063 total
includes taxes & fees
19 May - 20 May
Cozy Dark & Moody Home, New Reno, 10 mins to Lanc!
Smart TV, fireplace, books

1st Floor Condo: Min to Nook, Amish Ctry, Hershey, Lancaster City: PetFriendly

1st Floor Condo: Min to Nook, Amish Ctry, Hershey, Lancaster City: PetFriendly
Lancaster
10.0 out of 10, Exceptional, (49 reviews)
"The host was great and the house was very nice!"
United States
Amanda W.
The price is HK$627
HK$1,297 total
includes taxes & fees
14 May - 15 May
1st Floor Condo: Min to Nook, Amish Ctry, Hershey, Lancaster City: PetFriendly
Living area

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 HK$752
HK$2,565 total
includes taxes & fees
14 May - 15 May
Cozy Cape Cod Bungalow
TV

The Conservatory-20 min to Lanc!

The Conservatory-20 min to Lanc!
Mount Joy
9.6 out of 10, Exceptional, (39 reviews)
"The house was perfect for our family. Very clean. Also very convenient to spooky nook."
United States
Lisa L.
The price is HK$879
HK$2,624 total
includes taxes & fees
19 May - 20 May
The Conservatory-20 min to Lanc!
Fridge, microwave, oven, stovetop

Quaint, Vintage Reno in Manheim

Quaint, Vintage Reno in Manheim
Manheim
9.8 out of 10, Exceptional, (31 reviews)
"Lovely home, just as pictured. Would recommend highly!"
United States
donna g.
The price is HK$820
HK$2,262 total
includes taxes & fees
19 May - 20 May
Quaint, Vintage Reno in Manheim
Smart TV, books, offices, computer monitors

Family Friendly, Peaceful Yard, Dedicated Work Space, Close to Local Attractions

Family Friendly, Peaceful Yard, Dedicated Work Space, Close to Local Attractions
New Cumberland
9.8 out of 10, Exceptional, (16 reviews)
"Totally charming home and clean fully stock would recommend this place"
United States
James P.
Family Friendly, Peaceful Yard, Dedicated Work Space, Close to Local Attractions
Smart TV

The Bluebird | Pet-Friendly 2BR Apt Near Hershey

The Bluebird | Pet-Friendly 2BR Apt Near Hershey
Elizabethtown
10.0 out of 10, Exceptional, (4 reviews)
"Perfect little place to relax "
United States
Jalila E.
The price is HK$783
HK$1,954 total
includes taxes & fees
17 May - 18 May
The Bluebird | Pet-Friendly 2BR Apt Near Hershey
Fridge

Unique tiny home experience in a one of a kind tiny home community!

Unique tiny home experience in a one of a kind tiny home community!
Elizabethtown
9.6 out of 10, Exceptional, (21 reviews)
"Conveniently located to Hershey and Lancaster and the property was nice, safe, and quiet. "
United States
Cory M.
The price is HK$814
HK$1,236 total
includes taxes & fees
14 May - 15 May
Unique tiny home experience in a one of a kind tiny home community!
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
9.6 out of 10, Exceptional, (29 reviews)
"Great location "
United States
Christina C.
The price is HK$657
HK$1,156 total
includes taxes & fees
18 May - 19 May
2-bedroom 2nd Floor apartment in Mount Joy with off street parking
Exterior

Hersheypark in 2 miles,w/ large private yard

Hersheypark in 2 miles,w/ large private yard
Downtown Hershey
10.0 out of 10, Exceptional, (5 reviews)
"Our host was extremely responsive and kind. Her place was perfect for our family and at a great location. We are thankful to have found this hidden gem. "
United States
Megan K.
The price is HK$1,135
HK$2,792 total
includes taxes & fees
18 May - 19 May
Hersheypark in 2 miles,w/ large private yard
Fridge, microwave, oven, stovetop

Flats on Front - Riverfront Gem, Fast Wi-Fi, 2F

Flats on Front - Riverfront Gem, Fast Wi-Fi, 2F
Midtown
9.8 out of 10, Exceptional, (8 reviews)
"I'll be staying here again as I travel here for work. "
United States
Warren P.
The price is HK$620
HK$1,392 total
includes taxes & fees
24 May - 25 May
Flats on Front - Riverfront Gem, Fast Wi-Fi, 2F
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middletown Hotel Reviews

SureStay Plus by Best Western Elizabethtown Lancaster

SureStay Plus by Best Western Elizabethtown Lancaster

10/10 Excellent
"Clean room, great breakfast"
Daniel 1-night trip
Posted 5 hours ago
SureStay Plus by Best Western Elizabethtown Lancaster

Find out more about Middletown

Search for holiday rentals in Middletown on Expedia! You can easily find your home rentals, villas, holiday apartments in Middletown using one of the methods below:

  • View our selection of featured holiday rentals in Middletown
  • Use the map to find apartments and other holiday homes in the Middletown neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Middletown while they last

Look no further and take a look at our great range of rental properties in Middletown!

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?

Cozy family home, close to all things Hershey and Central Pennsylvania...: This holiday home rental outside of Middletown is located on a river, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 5 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 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 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.