Lodging Image

Middletown Vacation Rentals

  • 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

Our top choices for Middletown vacation rentals

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, (25 reviews)
"Had a wonderful time staying at the house. Very spacious, close to stores."
United States
John K.
The price is CA $206
CA $633 total
includes taxes & fees
Dec 9 - Dec 10
Fire Pit, Game Room, 15 min to Hershey with King Bed, Entire house

2. stayAPT Suites Harrisburg-Hershey

stayAPT Suites Harrisburg-Hershey
3.5 star property
Harrisburg
8.2 out of 10, Very good, (234 reviews)
"Room was clean quiet will definitely stay again"
United States
Toccara
The price is CA $148
CA $164 total
includes taxes & fees
Nov 15 - Nov 16
stayAPT Suites Harrisburg-Hershey

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.
The price is CA $112
CA $198 total
includes taxes & fees
Nov 13 - Nov 14
Keystone Efficiency, Apt #3 Downtown Hershey One Bedroom Efficiency

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.
The price is CA $84
CA $166 total
includes taxes & fees
Nov 16 - Nov 17
Hell's Kitchen, Apt #1 1-bedroom apartment just a short walk to Hershey Theatre

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
The price is CA $146
CA $162 total
includes taxes & fees
Nov 15 - Nov 16
BurgBnB Riverfront

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.
The price is CA $163
CA $401 total
includes taxes & fees
Nov 15 - Nov 16
The Goldfinch I Luxe Stay for 2 w/ Hot Tub

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 traveller
The price is CA $95
CA $118 total
includes taxes & fees
Nov 16 - Nov 17
Queen Bed with Refrigerator

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
The price is CA $155
CA $246 total
includes taxes & fees
Nov 13 - Nov 14
Hershey Smores, Apt #2 Renovated 1 bedroom apt, full kitchen and pull out sofa

9. Chic, Modern One Bedroom Suite

Chic, Modern One Bedroom Suite
Hershey
9.2 out of 10, Wonderful, (10 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.
The price is CA $82
CA $148 total
includes taxes & fees
Nov 15 - Nov 16
Chic, Modern One Bedroom Suite

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.
The price is CA $415
CA $925 total
includes taxes & fees
Nov 17 - Nov 18
5-bedroom vacation home 12 minutes from Hersheypark

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
The price is CA $130
CA $145 total
includes taxes & fees
Nov 16 - Nov 17
BurgBnB Downtown

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.
The price is CA $163
CA $419 total
includes taxes & fees
Nov 15 - Nov 16
The Bluebird | Pet-Friendly 2BR Apt Near Hershey

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
The price is CA $198
CA $375 total
includes taxes & fees
Nov 16 - Nov 17
Pondview Paradise, Cozy home with pool and pond on 8 acres

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.
The price is CA $141
CA $254 total
includes taxes & fees
Dec 8 - Dec 9
Hershey Trojan, Apt #4 2 Bedroom overlooking the Park

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
The price is CA $324
CA $360 total
includes taxes & fees
Dec 2 - Dec 3
Bluegreen Vacations Suites at Hershey, an Ascend Collection Resort

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)
"We had a very good stay. So clean and lots of space for our stuff. The kitchen and bath were supplied with everything needed. Very comfortable."
United States
Martin R.
The price is CA $163
CA $419 total
includes taxes & fees
Nov 15 - Nov 16
The Cardinal I 2 BR Apartment, Sleeps 4

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.
The price is CA $319
CA $596 total
includes taxes & fees
Nov 13 - Nov 14
Hershey Music Box 2 - Duplex near HersheyPark, Giant Center, Hershey, Palmyra

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

Serene 3-bedroom house with AC in charming Harrisburg
Harrisburg
The price is CA $252
CA $376 total
includes taxes & fees
Nov 13 - Nov 14
Serene 3-bedroom house with AC in charming Harrisburg

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
The price is CA $224
CA $536 total
includes taxes & fees
Nov 15 - Nov 16
Elizabethtown Guest house|HOT TUB|SAUNA

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.
The price is CA $182
CA $322 total
includes taxes & fees
Nov 19 - Nov 20
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Middletown Hotel Reviews

Find out more about Middletown

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Middletown. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.