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Middletown Vacation Rentals

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Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Middletown vacation rentals

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.
$369 nightly
The price is $407
Jul 5 - Jul 6
Total with taxes and fees
Newly Renovated Historic Middletown Home 15 min to Harris-Hershey!
Outdoor dining

The Poe at The Manor on Rosedale Bed & Breakfast

The Poe at The Manor on Rosedale Bed & Breakfast
HIGHSPIRE
10.0 out of 10, Exceptional, (1 review)
"This place is the pitome of a heavenly bed and breakfast stay. The host, Melissa, and her family are amazing people. Friendly, talkative, informative, caring, always making sure our needs and our wants were top of the list. The room itself was absolutely beautiful, clean, comfortable bed, an amazing amazing room. The location is perfect quiet and close to many places to have fun.. Hershey Park being one of them biggest. We arrived a little early, and were given a tour of the house, which is...
United States
Steven T.
$175 nightly
The price is $193
Jun 30 - Jul 1
Total with taxes and fees
The Poe at The Manor on Rosedale Bed & Breakfast
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.
$342 nightly
The price is $378
Jul 1 - Jul 2
Total with taxes and fees
*Newly* Renovated Stay at modern 3BR Townhome (15 minutes from Harris-Hershey)
Interior

Suites on Seneca - Beautiful 1 Bedroom Apartment

Suites on Seneca - Beautiful 1 Bedroom Apartment
Uptown
10.0 out of 10, Exceptional, (12 reviews)
"Clean, great location for visiting Pennsylvania Farm Complex"
United States
Karen P.
$150 nightly
The price is $158
Jun 28 - Jun 29
Total with taxes and fees
Suites on Seneca - Beautiful 1 Bedroom Apartment
Iron/ironing board, WiFi, bed sheets

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

Midtown Studio w/ Bath & Kitchen- Walk To Restaurants & Nightlife!
Midtown
8.8 out of 10, Excellent, (15 reviews)
"my fiancée and i loved our stay and was a perfect distance from hersheypark ! "
United States
TrinityGrace M.
$115 nightly
The price is $127
Jul 6 - Jul 7
Total with taxes and fees
Midtown Studio w/ Bath & Kitchen- Walk To Restaurants & Nightlife!
Interior

Charming HBG Haven: Cozy 1BR Apt

Charming HBG Haven: Cozy 1BR Apt
Downtown Harrisburg
8.0 out of 10, Very Good, (15 reviews)
"Very nice play near many restaurants and activities."
United States
Eric S.
$153 nightly
The price is $161
Jun 28 - Jun 29
Total with taxes and fees
Charming HBG Haven: Cozy 1BR Apt
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 host was good at communicating. The house was clean and well stocked with everything you could need. The kitchen seemed to have everything you could need to cook any meal. Plenty of extra blankets and pillows."
United States
Jennifer C.
$256 nightly
The price is $283
Jun 30 - Jul 1
Total with taxes and fees
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)
"This was a perfect place for my stay! It was clean and had everything I needed. I would definitely recommend this place for anyone stay in the area!"
United States
richard n.
$150 nightly
The price is $158
Jun 28 - Jun 29
Total with taxes and fees
Suites on Seneca - Gorgeous One Bedroom Apartment
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.
$140 nightly
The price is $155
Jun 29 - Jun 30
Total with taxes and fees
2-bedroom 2nd Floor apartment in Mount Joy with off street parking
2 bedrooms, WiFi, bed sheets

2-bedroom house - bring the pets!

2-bedroom house - bring the pets!
New Cumberland
10.0 out of 10, Exceptional, (15 reviews)
"Olivia was a great host. Our family reunion went great along with all the amenities that were shared. Would love to come back again. "
United States
Joseph
$214 nightly
The price is $236
Jul 1 - Jul 2
Total with taxes and fees
2-bedroom house - bring the pets!
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.
$172 nightly
The price is $190
Jun 28 - Jun 29
Total with taxes and fees
Private Cottage on horse farm easy access Gettysburg, Hershey, York Harrisburg
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, (57 reviews)
"Wonderful stay in Lancaster. Very comfortable accommodations and fantastic host."
United States
Jeremy L.
$159 nightly
The price is $176
Jun 29 - Jun 30
Total with taxes and fees
1st Floor Condo: Min to Nook, Amish Ctry, Hershey, Lancaster City: PetFriendly
Dining

Cozy 2-bedroom house in charming Jonestown, 20 min from Hershey

Cozy 2-bedroom house in charming Jonestown, 20 min from Hershey
Jonestown
$250 nightly
The price is $276
Jun 29 - Jun 30
Total with taxes and fees
Cozy 2-bedroom house in charming Jonestown, 20 min from Hershey
Interior

Suites on Seneca - Lovely 2 Bed/1 Bath Apartment

Suites on Seneca - Lovely 2 Bed/1 Bath Apartment
Uptown
9.0 out of 10, Wonderful, (12 reviews)
"Cleanliness, spaciousness and free parking right out front. I would return here in the future. "
United States
Robert M.
$153 nightly
The price is $161
Jul 5 - Jul 6
Total with taxes and fees
Suites on Seneca - Lovely 2 Bed/1 Bath Apartment
Fridge, microwave, oven, stovetop

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

Flats on Front - Riverfront Gem, Fast Wi-Fi, 2F
Midtown
9.6 out of 10, Exceptional, (9 reviews)
"I'll be staying here again as I travel here for work. "
United States
Warren P.
$169 nightly
The price is $178
Jun 29 - Jun 30
Total with taxes and fees
Flats on Front - Riverfront Gem, Fast Wi-Fi, 2F
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Charming farmhouse-style apartment, nestled in a peaceful, quiet area of PA.

Charming farmhouse-style apartment, nestled in a peaceful, quiet area of PA.
Wellsville
10.0 out of 10, Exceptional, (10 reviews)
"Everything was great, very welcoming and had everything we could have needed. "
United States
Cindy R.
$263 nightly
The price is $291
Jul 13 - Jul 14
Total with taxes and fees
Charming farmhouse-style apartment, nestled in a peaceful, quiet area of PA.
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, (102 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.
$166 nightly
The price is $183
Jul 5 - Jul 6
Total with taxes and fees
Ultimate Barn Stay with lots of space! Visit farm animals and 20 min to Hershey!
Interior

20 Mins To Hershey Park w/ Farm Animals & Firepit!

20 Mins To Hershey Park w/ Farm Animals & Firepit!
Grantville
$333 nightly
The price is $367
Jul 12 - Jul 13
Total with taxes and fees
20 Mins To Hershey Park w/ Farm Animals & Firepit!
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, (148 reviews)
"We had a lovely stay at the Shoe! Perfect for a girls weekend. "
United States
Stevi S.
$433 nightly
The price is $478
Jul 2 - Jul 3
Total with taxes and fees
Iconic Haines Shoe House - Hot Tub, Firepit, Foosball & 300 Game Arcade Machine!
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, (7 reviews)
"Fantastic stay at The Bluebird at The Nest at Deodate! Clean, cozy, and perfectly set up for our group of four. The space was comfortable, well thought out, and felt welcoming the moment we walked in. The furnishings were well appointed. The kitchen was well organized with everything you may need and we appreciated the special touch of local coffee. Easy check-in, great communication, and a peaceful location made this a stress-free, enjoyable stay. The beds were super comfy with large fluffy...
United States
Dawn M.
$240 nightly
The price is $253
Jun 30 - Jul 1
Total with taxes and fees
The Bluebird | Pet-Friendly 2BR Apt Near 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

La Quinta Inn & Suites by Wyndham Harrisburg Airport Hershey

La Quinta Inn & Suites by Wyndham Harrisburg Airport Hershey

8/10 Good
"For this price it was actually better than expected. The food delivery option was greatly appreciated with my late arrival. The bed was quite comfortable. I would stay again."
Edmund 1-night trip
Posted 1 hour ago
La Quinta Inn & Suites by Wyndham Harrisburg Airport Hershey

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 $126 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.

Explore a world of travel with Expedia

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?

Hershey happiness less than 5 miles to the park!: You might like this vacation home rental near Middletown. It offers a garden, a selection of games, and a barbecue grill 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 10 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.