Middletown Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Holiday Rentals in Middletown

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

Middletown
9.8 out of 10, Exceptional, (10)
"A very nice and cozy house with perfect facilities"
Germany
Petra D.
The price is NZ$655
includes taxes & fees
16 Nov - 17 Nov
Fire Pit, Game Room, 15 min to Hershey with King Bed, Entire house

*Newly* Renovated Modern Townhouse Harris-Hershey

Highspire
9.4 out of 10, Exceptional, (11)
"This was a great alternative to a hotel. We were all very comfortable and the host was super responsive to any questions."
United States
Michael T.
The price is NZ$788
includes taxes & fees
16 Nov - 17 Nov
*Newly* Renovated Modern Townhouse Harris-Hershey

Forest Tree Log Cabin - middletown/Harrisburg/Hershey/Lancaster/York

Middletown
9.0 out of 10, Wonderful, (2)
"Very clean!"
United States
Margaret C.
The price is NZ$1,535
includes taxes & fees
17 Nov - 18 Nov
Forest Tree Log Cabin - middletown/Harrisburg/Hershey/Lancaster/York

Hell's Kitchen, Apt #1 1-bedroom apartment just a short walk to Hershey Theatre

Downtown Hershey
9.8 out of 10, Exceptional, (24)
"Outstanding "
United States
Donald L.
The price is NZ$221
includes taxes & fees
15 Dec - 16 Dec
Hell's Kitchen, Apt #1 1-bedroom apartment just a short walk to Hershey Theatre

Midtown Studio w/ Bath & Kitchen- Walk To Restaurants & Nightlife!

Midtown
9.0 out of 10, Wonderful, (10)
"Located in an up & coming part of town - so know that not everything is going to look the same or feel the same. Parking can be a block or two away. Place is nice - but small, really only works for 1 person. Wish it had a few more niceties - bath mat for shower, decent hooks in bath, rug for bed, blanket/throw."
United States
Louise
The price is NZ$218
includes taxes & fees
16 Nov - 17 Nov
Midtown Studio w/ Bath & Kitchen- Walk To Restaurants & Nightlife!

Cozy Cape Cod Bungalow

3.5 star property
York
10.0 out of 10, Exceptional, (1)
"I have been looking at this property for a few years, wanting a place with a full kitchen and a private house. I gave 5 stars because it was pretty much what I was looking for. The plastic covering on the beds was a bit uncomfortable. I realize it’s more sanitary although I would suggest a washable fitted cover over the plastic mattress pad and then the sheets. It would cut the extra sweating that occurs lying on a sheet over the plastic. Also there was only one extremely worn out dish...
United States
Judith
Cozy Cape Cod Bungalow

Suites on Seneca - Beautiful 1 Bedroom Apartment

Uptown
10.0 out of 10, Exceptional, (4)
"Very nice spacious and clean apartment style rental with large well appointed and clean spaces including kitchen. Very nice. "
United States
William A.
Suites on Seneca - Beautiful 1 Bedroom Apartment

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

2.0 star property
Mount Joy
9.8 out of 10, Exceptional, (27)
"Loved the AC"
United States
Ben N.
The price is NZ$270
includes taxes & fees
16 Nov - 17 Nov
2-bedroom 2nd Floor apartment in Mount Joy with off street parking

Sleeps 8! Foosball+Arcade, Private Courtyard, Parking, Washer+Dryer. Great home!

Harrisburg
9.8 out of 10, Exceptional, (17)
"Great house"
United States
Sean
The price is NZ$547
includes taxes & fees
16 Nov - 17 Nov
Sleeps 8! Foosball+Arcade, Private Courtyard, Parking, Washer+Dryer. Great home!

Cozy Cape Cod Bungalow|King|Queen|WD|Full Kitchen|Wifi|Desk

York
7.0 out of 10, Good, (8)
"It is a very cozy home near York College, with lovely woodwork inside. Perfect local. The back & neck massagers in the dining room a very welcome surprise. Street Parking was a ease right outside the front door. We will return when visiting our York family again."
United States
Heather B.
The price is NZ$422
includes taxes & fees
16 Nov - 17 Nov
Cozy Cape Cod Bungalow|King|Queen|WD|Full Kitchen|Wifi|Desk

Hershey Trojan, Apt #4 2 Bedroom overlooking the Park

Downtown Hershey
9.6 out of 10, Exceptional, (84)
"We stayed here for one night to make a quick two day trip to Hershey Park, and had a great experience. The apartment was very clean and met our needs for our one night stay. The location was very convenient for park access, with a few restaurants nearby for dinner. Thanks again for the accommodations!"
United States
Patrick s.
The price is NZ$295
includes taxes & fees
16 Nov - 17 Nov
Hershey Trojan, Apt #4 2 Bedroom overlooking the Park

Spacious Midtown HBG home just minutes from the Farm Show Complex and Hersey Park

Midtown
9.6 out of 10, Exceptional, (32)
"Doris and Bonnie were very accommodating! The communication was *excellent* from the start. Upon arrival, we had a mixup with the code for the entry door. They responded immediately to confirm the code! They also helped us obtain a parking permit on the first day of the stay. The property was extremely clean and as advertised! The neighborhood overall was very nice. The parking is definitely not ideal, but it’s downtown, so that’s to be expected. ***Make sure you take their offer to obtain the...
United States
Mitchell R.
The price is NZ$657
includes taxes & fees
16 Nov - 17 Nov
Spacious Midtown HBG home just minutes from the Farm Show Complex and Hersey Park

House of Lights

Lebanon
9.2 out of 10, Wonderful, (36)
"Everything was nice, the beds were comfortable. The house was pretty and it very clean. "
United States
Bonnie M.
The price is NZ$360
includes taxes & fees
16 Nov - 17 Nov
House of Lights

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

2.0 star property
Midtown
9.8 out of 10, Exceptional, (7)
"I'll be staying here again as I travel here for work. "
United States
Warren P.
Flats on Front - Riverfront Gem, Fast Wi-Fi, 2F

Cozy Home in Historic Harrisburg

Midtown
9.6 out of 10, Exceptional, (11)
"Great location for Harrisburg area. Walkable to riverfront, restaurants, etc. Quaint home, great value. The only hitch was a front door difficult to open but manager responded quickly to assist."
United States
mike M.
The price is NZ$515
includes taxes & fees
16 Nov - 17 Nov
Cozy Home in Historic Harrisburg

Long Acre Farm - Quiet Setting in a Central Location

Lebanon
9.8 out of 10, Exceptional, (66)
"We enjoyed our time at the property, our 3 year old granddaughter loved watching the animals. "
United States
Amy B.
The price is NZ$264
includes taxes & fees
16 Nov - 17 Nov
Long Acre Farm - Quiet Setting in a Central Location

Mid-Century Modern Midtown- Walk To Restaurants & Nightlife!

Midtown
9.6 out of 10, Exceptional, (4)
"Great location to downtown Harrisburg!Unit is clean & the beds a very comfortable!"
United States
Richard M.
The price is NZ$340
includes taxes & fees
23 Nov - 24 Nov
Mid-Century Modern Midtown- Walk To Restaurants & Nightlife!

stayAPT Suites Harrisburg-Hershey

3.5 star property
Harrisburg
8.6 out of 10, Excellent, (152)
"Friendly staff. I would recommend this hotel."
United States
Christina
The price is NZ$208
includes taxes & fees
16 Nov - 17 Nov
stayAPT Suites Harrisburg-Hershey

Penn Stater, Apt #7

Downtown Hershey
9.4 out of 10, Exceptional, (113)
"Nice to come back to after a long day, kitchen fully stocked to cook a nice meal. "
United States
Amy
The price is NZ$250
includes taxes & fees
16 Dec - 17 Dec
Penn Stater, Apt #7
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.
Save an average of 15% on thousands of hotels when you're signed in

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 favorite 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 depends 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 NZ$208 per night. Entering your travel dates in the search wizard you might find 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?

Ultimate Barn Stay with lots of space! Visit farm animals and 20 min to Hershey!: This holiday home rental outside of Middletown is located in a rural location, and offers a selection of books, air conditioning and a Smart TV to help you feel perfectly comfortable in your new surroundings. 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 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.