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Middletown Vacation Rentals

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 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.
$404 nightly
The price is $445
Oct 20 - Oct 21
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, (232 reviews)
"Very helpful manager and service people, good area and clean property."
United States
Andrew
$109 nightly
The price is $121
Oct 25 - Oct 26
Total with taxes and fees
stayAPT Suites Harrisburg-Hershey
A room with a beige sofa, a wooden coffee table, a lamp, and two windows.

3. 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, (62 reviews)
"Would go there again"
United States
Kurt
$164 nightly
The price is $181
Oct 20 - Oct 21
Total with taxes and fees
Hershey Smores, Apt #2 Renovated 1 bedroom apt, full kitchen and pull out sofa
A two-story house with a red door, a covered front porch, and a driveway leading to the entrance.

4. 5-bedroom vacation home 12 minutes from Hersheypark

5-bedroom vacation home 12 minutes from Hersheypark
Hummelstown
10.0 out of 10, Exceptional, (44 reviews)
"Amazing property, great location, amazing host! Can't wait to come back! "
United States
Amanda S.
$627 nightly
The price is $692
Oct 20 - Oct 21
Total with taxes and fees
5-bedroom vacation home 12 minutes from Hersheypark
A modern living room with a grey sofa, a white armchair, and two round wooden side tables.

5. 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 Bluebird | Pet-Friendly 2BR Apt Near Hershey
A modern kitchen with a round dining table, built-in appliances, and a large window.

6. 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.
$256 nightly
The price is $269
Oct 20 - Oct 21
Total with taxes and fees
The Cardinal I 2 BR Apartment, Sleeps 4
A kitchen with wooden cabinets, a stainless steel oven, a microwave, and a dining table with chairs.

7. Penn Stater, Apt #7

Penn Stater, Apt #7
Downtown Hershey
9.4 out of 10, Exceptional, (148 reviews)
"Excellent location. Would stay again."
United States
Daniel
$129 nightly
The price is $142
Oct 28 - Oct 29
Total with taxes and fees
Penn Stater, Apt #7
A multi-story hotel with a red roof, surrounded by parking lots and roads.

8. 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, (314 reviews)
"Family friendly"
United States
Cierra
$237 nightly
The price is $263
Nov 9 - Nov 10
Total with taxes and fees
Bluegreen Vacations Suites at Hershey, an Ascend Collection Resort
A modern living room with a flat-screen TV, a green bean bag chair, a wooden coffee table, and a white sofa.

9. 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, (50 reviews)
"Great place and great location."
United States
Heather D.
$114 nightly
The price is $126
Oct 20 - Oct 21
Total with taxes and fees
Hell's Kitchen, Apt #1 1-bedroom apartment just a short walk to Hershey Theatre
A fire pit with two Adirondack chairs in a forested area.

10. 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, (66 reviews)
"Overall great place to relax. Would highly recommend"
United States
Mike G.
$261 nightly
The price is $288
Nov 4 - Nov 5
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.

11. 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, (100 reviews)
"The apartment is in an ideal location in downtown Hershey. I raised a few concerns with the host and they were very receptive and supportive. As long as those things are remedied, it would be a great place to stay!"
United States
Teresa M.
$167 nightly
The price is $184
Oct 20 - Oct 21
Total with taxes and fees
Hershey Trojan, Apt #4 2 Bedroom overlooking the Park
A stone fireplace with a glass front, set in a wooden wall.

12. 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
$136 nightly
The price is $151
Nov 17 - Nov 18
Total with taxes and fees
BurgBnB Downtown
Vending machines for Pepsi and Coca-Cola in a hallway with tiled flooring and a door to the right.

13. 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
$84 nightly
The price is $93
Oct 20 - Oct 21
Total with taxes and fees
Queen Bed with Refrigerator
A bedroom with a double bed, a white wardrobe, and a television in the background.

14. Modern Farmhouse Getaway I 2 BR, Sleeps 6

Modern Farmhouse Getaway I 2 BR, Sleeps 6
Elizabethtown
10.0 out of 10, Exceptional, (90 reviews)
"Was awesome, quiet, clean, kitchen stocked, beds very comfortable. "
United States
Sharon W.
$297 nightly
The price is $310
Oct 20 - Oct 21
Total with taxes and fees
Modern Farmhouse Getaway I 2 BR, Sleeps 6
A wooden deck with a metal railing, a glass table with chairs, and a view of the street.

15. 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, (16 reviews)
"We had a great experience here. Host checked in regularly, gave us great information about surrounding areas, told us exactly where to park and place was very clean. Everything was great about the stay!"
United States
Alexandra D.
$400 nightly
The price is $442
Oct 20 - Oct 21
Total with taxes and fees
Hershey Music Box 2 - Duplex near HersheyPark, Giant Center, Hershey, Palmyra
A modern kitchen with white cabinets, a black countertop, and a dining area with a wooden table and chairs.

16. Hershey Kiss Home

Hershey Kiss Home
Hummelstown
9.8 out of 10, Exceptional, (54 reviews)
"Nice clean house very close to all of the Hershey visitor fun. Plenty of local restaurants to eat at."
United States
James K.
$440 nightly
The price is $486
Oct 20 - Oct 21
Total with taxes and fees
Hershey Kiss Home
A bedroom with a bed, a desk, and a chair.

17. 2-bedroom house - bring the pets!

2-bedroom house - bring the pets!
New Cumberland
10.0 out of 10, Exceptional, (27 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.
$214 nightly
The price is $236
Oct 20 - Oct 21
Total with taxes and fees
2-bedroom house - bring the pets!
A room with white walls, a window with bars, a door, and a tiled floor with a chevron pattern.

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

Serene 3-bedroom house with AC in charming Harrisburg
Harrisburg
$247 nightly
The price is $274
Oct 20 - Oct 21
Total with taxes and fees
Serene 3-bedroom house with AC in charming Harrisburg
A living room with a sofa, coffee table, and a kitchen area with a counter and stools.

19. Chic, Modern One Bedroom Suite

Chic, Modern One Bedroom Suite
Hershey
9.4 out of 10, Exceptional, (6 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.
$100 nightly
The price is $110
Oct 22 - Oct 23
Total with taxes and fees
Chic, Modern One Bedroom Suite
A dining room with a wooden table, black chairs, and a chandelier.

20. 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
$400 nightly
The price is $422
Oct 21 - Oct 22
Total with taxes and fees
Elizabethtown Guest house|HOT TUB|SAUNA
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

Country Inn & Suites by Radisson, Harrisburg Northeast - Hershey

Country Inn & Suites by Radisson, Harrisburg Northeast - Hershey

10/10 Excellent
"Very clean room, great breakfast with options, nice pool and very close to Hershey Park and shopping!"
Jennifer 2-night trip
Posted 1 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 $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.

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.