Lodging Image

Middletown Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Middletown vacation rentals

A black door with a wreath, a floor lamp, a potted plant, and a framed picture on the wall.

1. 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, (24 reviews)
"Had a wonderful time staying at the house. Very spacious, close to stores."
United States
John K.
$389 nightly
The price is $418
Dec 8 - Dec 9
Total with taxes and fees
Fire Pit, Game Room, 15 min to Hershey with King Bed, Entire house
A modern courtyard with white furniture, a central seating area, and a small lawn.

2. stayAPT Suites Harrisburg-Hershey

stayAPT Suites Harrisburg-Hershey
4.0 star property
Harrisburg
8.2 out of 10, Very good, (234 reviews)
"Room was clean quiet will definitely stay again"
United States
Toccara
$104 nightly
The price is $115
Nov 15 - Nov 16
Total with taxes and fees
stayAPT Suites Harrisburg-Hershey
A living room with a sofa, a coffee table, a dining table with chairs, and a TV on a stand.

3. Keystone Efficiency, Apt #3 Downtown Hershey One Bedroom Efficiency

Keystone Efficiency, Apt #3 Downtown Hershey One Bedroom Efficiency
Downtown Hershey
9.2 out of 10, Wonderful, (73 reviews)
"Room and all amenities were perfect for what we needed staying in the area"
United States
Colin M.
$118 nightly
The price is $131
Nov 10 - Nov 11
Total with taxes and fees
Keystone Efficiency, Apt #3 Downtown Hershey One Bedroom Efficiency
A modern living room with a flat-screen TV, a green bean bag chair, a wooden coffee table, and a white sofa.

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

Hell's Kitchen, Apt #1 1-bedroom apartment just a short walk to Hershey Theatre
Downtown Hershey
9.4 out of 10, Exceptional, (52 reviews)
"Great place and great location."
United States
Heather D.
$98 nightly
The price is $109
Nov 10 - Nov 11
Total with taxes and fees
Hell's Kitchen, Apt #1 1-bedroom apartment just a short walk to Hershey Theatre
A spacious bedroom with a large bed, wooden flooring, and a modern ceiling light.

5. BurgBnB Riverfront

BurgBnB Riverfront
4.0 star property
Midtown
8.8 out of 10, Excellent, (12 reviews)
"Cute place right across from the river. Easy walk into downtown"
United States
Anthony
$82 nightly
The price is $91
Nov 11 - Nov 12
Total with taxes and fees
BurgBnB Riverfront
A modern living room with a sofa, coffee table, and a dining area with chairs.

6. The Goldfinch I Luxe Stay for 2 w/ Hot Tub

The Goldfinch I Luxe Stay for 2 w/ Hot Tub
Elizabethtown
10.0 out of 10, Exceptional, (58 reviews)
"Everything was exactly as shown per the listing.Very clean and modern furnishings.Emily is a great host!!Emily’s communication is constant wanting to make sure your stay is the best.I highly recommend you consider booking a stay!My stay was two days the last week of July 2026"
United States
Tom D.
$256 nightly
The price is $269
Nov 10 - Nov 11
Total with taxes and fees
The Goldfinch I Luxe Stay for 2 w/ Hot Tub
Vending machines for Pepsi and Coca-Cola in a hallway with tiled flooring and a door to the right.

7. Queen Bed with Refrigerator

Queen Bed with Refrigerator
New Cumberland, PA
10.0 out of 10, Exceptional, (40 reviews)
"The stay was tranquil with comfortable beds. I also appreciated the free parking offered here."
United States
Anonymous traveler
$76 nightly
The price is $83
Nov 10 - Nov 11
Total with taxes and fees
Queen Bed with Refrigerator
A room with a beige sofa, a wooden coffee table, a lamp, and two windows.

8. Hershey Smores, Apt #2 Renovated 1 bedroom apt, full kitchen and pull out sofa

Hershey Smores, Apt #2 Renovated 1 bedroom apt, full kitchen and pull out sofa
Downtown Hershey
9.4 out of 10, Exceptional, (63 reviews)
"Would go there again"
United States
Kurt
$150 nightly
The price is $166
Nov 10 - Nov 11
Total with taxes and fees
Hershey Smores, Apt #2 Renovated 1 bedroom apt, full kitchen and pull out sofa
A living room with a sofa, coffee table, and a kitchen area with a counter and stools.

9. Chic, Modern One Bedroom Suite

Chic, Modern One Bedroom Suite
Hershey
9.2 out of 10, Wonderful, (9 reviews)
"Our stay was great. We wish there was a TV in the bed room but other than that we were very pleased."
United States
Holly M.
$93 nightly
The price is $102
Nov 15 - Nov 16
Total with taxes and fees
Chic, Modern One Bedroom Suite
A two-story house with a red door, a covered front porch, and a driveway leading to the entrance.

10. 5-bedroom vacation home 12 minutes from Hersheypark

5-bedroom vacation home 12 minutes from Hersheypark
Hummelstown
9.8 out of 10, Exceptional, (45 reviews)
"Everything was just as described in the listing! Lots of room!"
United States
Michael J.
$573 nightly
The price is $634
Nov 17 - Nov 18
Total with taxes and fees
5-bedroom vacation home 12 minutes from Hersheypark
A stone fireplace with a glass front, set in a wooden wall.

11. BurgBnB Downtown

BurgBnB Downtown
3.0 star property
Downtown Harrisburg
8.8 out of 10, Excellent, (8 reviews)
"Very Satisfied with my stay. Clean, safe and convenient. Will definitely stay again. Best Regards, Jay"
United States
Jared
$107 nightly
The price is $119
Nov 16 - Nov 17
Total with taxes and fees
BurgBnB Downtown
A dining area with a round table set for four, a flat-screen TV mounted on the wall, and a sofa in the background.

12. The Bluebird | Pet-Friendly 2BR Apt Near Hershey

The Bluebird | Pet-Friendly 2BR Apt Near Hershey
Elizabethtown
10.0 out of 10, Exceptional, (19 reviews)
"Overall great stay. Property was very nice, and owners very responsive to any requests or inquiries."
United States
Timothy S.
$269 nightly
The price is $282
Nov 10 - Nov 11
Total with taxes and fees
The Bluebird | Pet-Friendly 2BR Apt Near Hershey
A fire pit with two Adirondack chairs in a forested area.

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

Pondview Paradise, Cozy home with pool and pond on 8 acres
Elizabethtown
10.0 out of 10, Exceptional, (69 reviews)
"The host went over and above to make sure you love her place she included some nessesaties that sometimes you forget to bring love the place"
United States
David
$239 nightly
The price is $264
Nov 10 - Nov 11
Total with taxes and fees
Pondview Paradise, Cozy home with pool and pond on 8 acres
A cozy living room with wooden walls, a brown leather sofa, a small coffee table, and a television on a wooden stand.

14. Hershey Trojan, Apt #4 2 Bedroom overlooking the Park

Hershey Trojan, Apt #4 2 Bedroom overlooking the Park
Downtown Hershey
9.4 out of 10, Exceptional, (102 reviews)
"They have a great location only minutes from Hershey and overtop of a great Italian restaurant."
United States
aaron b.
$156 nightly
The price is $173
Nov 16 - Nov 17
Total with taxes and fees
Hershey Trojan, Apt #4 2 Bedroom overlooking the Park
A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and tables, under a high ceiling with skylights.

15. Bluegreen Vacations Suites at Hershey, an Ascend Collection Resort

Bluegreen Vacations Suites at Hershey, an Ascend Collection Resort
3.0 star property
North Hershey
9.2 out of 10, Wonderful, (316 reviews)
"very nice ,will come back soon"
United States
JACK
$229 nightly
The price is $254
Nov 30 - Dec 1
Total with taxes and fees
Bluegreen Vacations Suites at Hershey, an Ascend Collection Resort
A modern living room with a sofa, TV, and a coffee table.

16. The Cardinal I 2 BR Apartment, Sleeps 4

The Cardinal I 2 BR Apartment, Sleeps 4
Elizabethtown
10.0 out of 10, Exceptional, (43 reviews)
"Great location within a few miles from Hershey. Found great local restaurants too! Very clean and great beds!"
United States
Kelley S.
$269 nightly
The price is $282
Nov 10 - Nov 11
Total with taxes and fees
The Cardinal I 2 BR Apartment, Sleeps 4
A wooden deck with a metal railing, a glass table with chairs, and a view of the street.

17. Hershey Music Box 2 - Duplex near HersheyPark, Giant Center, Hershey, Palmyra

Hershey Music Box 2 - Duplex near HersheyPark, Giant Center, Hershey, Palmyra
Hummelstown
9.8 out of 10, Exceptional, (17 reviews)
"Rooms were clean. The location was great for the distance to attractions."
United States
Marilynn C.
$369 nightly
The price is $409
Nov 11 - Nov 12
Total with taxes and fees
Hershey Music Box 2 - Duplex near HersheyPark, Giant Center, Hershey, Palmyra
A living room with a sofa, a coffee table, a television, and a ceiling fan.

18. Serene 3-bedroom house with AC in charming Harrisburg

Serene 3-bedroom house with AC in charming Harrisburg
Harrisburg
$233 nightly
The price is $259
Nov 13 - Nov 14
Total with taxes and fees
Serene 3-bedroom house with AC in charming Harrisburg
A dining room with a wooden table, black chairs, and a chandelier.

19. Elizabethtown Guest house|HOT TUB|SAUNA

Elizabethtown Guest house|HOT TUB|SAUNA
Elizabethtown
9.4 out of 10, Exceptional, (6 reviews)
"Very clean, lovely decor. Responsive host. "
United States
Hanna
$345 nightly
The price is $363
Nov 10 - Nov 11
Total with taxes and fees
Elizabethtown Guest house|HOT TUB|SAUNA
A bedroom with a bed, a desk, and a chair.

20. 2-bedroom house - bring the pets!

2-bedroom house - bring the pets!
New Cumberland
10.0 out of 10, Exceptional, (29 reviews)
"The stay was wonderful, the property was just as it was listed and the owner was great with communication and very welcoming."
United States
Tracy S.
$198 nightly
The price is $219
Nov 19 - Nov 20
Total with taxes and fees
2-bedroom house - bring the pets!
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

Country Inn & Suites by Radisson, Harrisburg Northeast - Hershey

Country Inn & Suites by Radisson, Harrisburg Northeast - Hershey

10/10 Excellent
"Everything was fine. Very cleanly"
carol 1-night trip
Posted less than an hour ago
Country Inn & Suites by Radisson, Harrisburg Northeast - 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 $91 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?

Luxury Angus Ranch Estate • Pool & HotTub • Private 50-Acre Retreat Near Hershey: This vacation home near Middletown offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Middletown?

With 7 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 Middletown & Hummelstown Railroad and The Vineyard and Brewery at Hershey.

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.