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
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Middletown vacation rentals

A modern courtyard with white furniture, a central seating area, and a small lawn.

1. stayAPT Suites Harrisburg-Hershey

stayAPT Suites Harrisburg-Hershey
4.0 star property
Harrisburg
8.2 out of 10, Very good, (226 reviews)
"They was ok , wish they clean more . I won’t come again."
United States
Nancy
$109 nightly
The price is $121
Sep 27 - Sep 28
Total with taxes and fees
stayAPT Suites Harrisburg-Hershey
A stone fireplace with a glass front, set in a wooden wall.

2. 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
$144 nightly
The price is $160
Oct 7 - Oct 8
Total with taxes and fees
BurgBnB Downtown
A spacious bedroom with a large bed, wooden flooring, and a modern ceiling light.

3. BurgBnB Riverfront

BurgBnB Riverfront
4.0 star property
Midtown
8.8 out of 10, Excellent, (10 reviews)
"Cute place right across from the river. Easy walk into downtown"
United States
Anthony
$147 nightly
The price is $163
Oct 7 - Oct 8
Total with taxes and fees
BurgBnB Riverfront
A multi-story hotel with a red roof, surrounded by parking lots and roads.

4. 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, (311 reviews)
"Family friendly"
United States
Cierra
$254 nightly
The price is $282
Oct 19 - Oct 20
Total with taxes and fees
Bluegreen Vacations Suites at Hershey, an Ascend Collection Resort
A living room with a fireplace, wooden beams, a television, and a red sofa.

5. Cozy Cape Cod Bungalow

Cozy Cape Cod Bungalow
3.5 star property
York
10.0 out of 10, Exceptional, (4 reviews)
"Cozy cottage vibe. Well stocked kitchen. "
United States
erica h
Cozy Cape Cod Bungalow
A living room with a television, a sofa, a chair, and a patterned rug.

6. The Carew House Sleeps 10 Fenced 4BR Full Kitchen Steps2 YCP

The Carew House Sleeps 10 Fenced 4BR Full Kitchen Steps2 YCP
3.5 star property
York
$420 nightly
The price is $466
Sep 27 - Sep 28
Total with taxes and fees
The Carew House Sleeps 10 Fenced 4BR Full Kitchen Steps2 YCP
A small, single-story cabin with a front porch and a staircase leading to a deck.

7. Hershey RV & Camping Resort

Hershey RV & Camping Resort
2.0 star property
Lebanon
8.6 out of 10, Excellent, (23 reviews)
"Very pleasant and amenities are great. The cabin we stayed at is very clean."
Canada
ROY ALLAN
$180 nightly
The price is $200
Sep 27 - Sep 28
Total with taxes and fees
Hershey RV & Camping Resort
A bar area with a long counter, multiple stools, and a television.

8. Fun & Unique Home w/ Vintage Game Room in Annville

Fun & Unique Home w/ Vintage Game Room in Annville
3.0 star property
Annville
8.0 out of 10, Very good, (1 review)
"Interesting place. Lots of space, three bedrooms but only one bathroom, we are a family of four and that was an issue. Game room was poorly lit and only some games were operational. Kitchen was well equipped but smelled like gas. Being an a main road was nice for getting around but a little noisy at times. We enjoyed the place and the experience."
United States
Manuel
$885 nightly
The price is $982
Sep 26 - Sep 27
Total with taxes and fees
Fun & Unique Home w/ Vintage Game Room in Annville
A large, historic stone house with a turret and red roof, surrounded by well-maintained lawns and trees.

9. 8 Mi to Hersheypark: Luxe Manor in Annville

8 Mi to Hersheypark: Luxe Manor in Annville
3.0 star property
Annville
10.0 out of 10, Exceptional, (1 review)
"We needed a place to be able to have plenty of room and give us the opportunity to relax. This was the perfect rental for us and I’m sure would be the right place for many others. Highly recommended. "
United States
Tim
$1,282 nightly
The price is $1,423
Sep 26 - Sep 27
Total with taxes and fees
8 Mi to Hersheypark: Luxe Manor in Annville
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

Spark by Hilton Hummelstown Hershey

Spark by Hilton Hummelstown Hershey

10/10 Excellent
"Ikkkkkkkkkkkkkkkkkkkkkkkj"
Brigitte 3-night trip
Posted 5 hours ago
Spark by Hilton Hummelstown 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.