Middletown Vacation Rentals

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Vacation 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.
$337 nightly
The price is $372
Nov 16 - Nov 17
Total with taxes and fees
Fire Pit, Game Room, 15 min to Hershey with King Bed, Entire house

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

Highspire
8.8 out of 10, Excellent, (9)
"Everything was very nice at our stay here.Beds were comfortable, plenty of pillows, extra blankets.Kitchen was very clean, new, and it was stocked with dish and cups for cooking and drinking. The wifi was fast and easy to access. I would stay here again for our next Christmas break to visit family.Thank you for being an awesome host!"
United States
Jamie W.
*Newly* Renovated Stay at modern 3BR Townhome (15 minutes from 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.
$786 nightly
The price is $867
Nov 10 - Nov 11
Total with taxes and fees
Forest Tree Log Cabin - middletown/Harrisburg/Hershey/Lancaster/York

*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.
$403 nightly
The price is $445
Nov 9 - Nov 10
Total with taxes and fees
*Newly* Renovated Modern Townhouse Harris-Hershey

Log Cabin w/ Farm Animals & Firepit 20 Mins To Hershey & 4 Mins To Lake!

Grantville
10.0 out of 10, Exceptional, (1)
"Very nice place very clean and cozy"
United States
haitham s.
$272 nightly
The price is $300
Nov 13 - Nov 14
Total with taxes and fees
Log Cabin w/ Farm Animals & Firepit 20 Mins To Hershey & 4 Mins To Lake!

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)
"Stayed here before, still great location for what I needed. Someone near me to it for the event in January:( Any time I head to PA, will be looking to stay here. "
United States
Jeffrey H.
$139 nightly
The price is $154
Nov 9 - Nov 10
Total with taxes and fees
2-bedroom 2nd Floor apartment in Mount Joy with off street parking

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

Lebanon
9.6 out of 10, Exceptional, (90)
"Rental was very comfortable and scenic. Had a nice visit on this farm. Loved the doggies and enjoyed our walk in the evenings. Would stay here again."
United States
Shelby A.
$153 nightly
The price is $169
Nov 25 - Nov 26
Total with taxes and fees
Ultimate Barn Stay with lots of space! Visit farm animals and 20 min to Hershey!

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
$197 nightly
The price is $219
Nov 9 - Nov 10
Total with taxes and fees
Cozy Cape Cod Bungalow

stayAPT Suites Harrisburg-Hershey

3.5 star property
Harrisburg
8.6 out of 10, Excellent, (151)
"Friendly staff. I would recommend this hotel."
United States
Christina
$109 nightly
The price is $121
Nov 9 - Nov 10
Total with taxes and fees
stayAPT Suites Harrisburg-Hershey

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

2.0 star property
Midtown
9.8 out of 10, Exceptional, (6)
"I'll be staying here again as I travel here for work. "
United States
Warren P.
$159 nightly
The price is $167
Nov 10 - Nov 11
Total with taxes and fees
Flats on Front - Riverfront Gem, Fast Wi-Fi, 2F

2-bedroom house - bring the pets!

New Cumberland
10.0 out of 10, Exceptional, (4)
"Wonderful, comfortable stay here! Loved the fenced in backyard for my dogs and it was only 5 minutes from my work which was amazing. "
United States
Erin J.
$177 nightly
The price is $188
Nov 11 - Nov 12
Total with taxes and fees
2-bedroom house - bring the pets!

Suites on Seneca - Lovely 2 Bed/1 Bath Apartment

Uptown
9.2 out of 10, Wonderful, (9)
"The location of this apartment is very convenient. It's relatively close to the highway and also to downtown Harrisburg. Parking is relatively easy to find. Check in and check out was very easy. The apartment itself is spacious and quiet."
United States
Sarah B.
$153 nightly
The price is $161
Nov 25 - Nov 26
Total with taxes and fees
Suites on Seneca - Lovely 2 Bed/1 Bath Apartment

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
$129 nightly
The price is $142
Nov 25 - Nov 26
Total with taxes and fees
Penn Stater, Apt #7

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.
$186 nightly
The price is $206
Nov 9 - Nov 10
Total with taxes and fees
House of Lights

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

Yorkana
10.0 out of 10, Exceptional, (124)
"Amazing stay! Owners very polite."
United States
Amber C.
$385 nightly
The price is $425
Nov 17 - Nov 18
Total with taxes and fees
Iconic "Haines Shoe House" - Hot Tub & Firepit - Featured On HGTV

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.
$118 nightly
The price is $130
Nov 9 - Nov 10
Total with taxes and fees
Hell's Kitchen, Apt #1 1-bedroom apartment just a short walk to Hershey Theatre

Creek side cottage with awesome porch and fire pit

Mechanicsburg
10.0 out of 10, Exceptional, (70)
"We had a great trip! The house was perfect for our family to celebrate the holiday. The home had everything we needed and we are excited to come back in the future."
United States
Emily I.
$215 nightly
The price is $228
Nov 10 - Nov 11
Total with taxes and fees
Creek side cottage with awesome porch and fire pit

Pondview Paradise, Cozy home with pool and pond on 8 acres

Elizabethtown
10.0 out of 10, Exceptional, (49)
"Everything was fantastic! Do not hesitate...beautiful area and such a clean and hospitable home/environment!"
United States
Federico
$235 nightly
The price is $259
Nov 12 - Nov 13
Total with taxes and fees
Pondview Paradise, Cozy home with pool and pond on 8 acres

Modern Farmhouse Getaway Close to Hershey

Elizabethtown
10.0 out of 10, Exceptional, (71)
"We loved this place, with a king size bed, great host. After a day of touring the area it was such a great spot to come back to"
United States
Nancy J.
$307 nightly
The price is $324
Nov 9 - Nov 10
Total with taxes and fees
Modern Farmhouse Getaway Close to Hershey

BurgBnB Riverfront

4.0 star property
Midtown
9.4 out of 10, Exceptional, (3)
"We enjoyed our stay overall — the space was clean, good condition and fairly priced. However, the 5 PM check-in and 10 AM check-out times felt unusually restrictive, leaving little flexibility for guests. We were also surprised to be asked to start the laundry, which felt more like a cleaning task than a guest responsibility. Additionally, there was noticeable noise from the units above. With a few small adjustments, this could be an excellent stay."
United States
Stacie
$123 nightly
The price is $136
Nov 18 - Nov 19
Total with taxes and fees
BurgBnB Riverfront
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Middletown vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Middletown vacation 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 low season months. For more hustle and bustle, you may prefer to visit Middletown in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $121 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Middletown rentals

At Expedia, we put the best Middletown vacation 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 vacation.

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 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?

Sweet Escape on Reese Avenue - 5 minutes away from Hershey Park!: Located near Middletown, this vacation home rental offers a fireplace, a patio, and air-conditioning 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 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. 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.