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Middletown Vacation Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

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, (230 reviews)
"They was ok , wish they clean more . I won’t come again."
United States
Nancy
The price is AED 382
AED 424 total
includes taxes & fees
12 Oct - 13 Oct
stayAPT Suites Harrisburg-Hershey
A multi-story hotel with a red roof, surrounded by parking lots and roads.

2. 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, (312 reviews)
"Family friendly"
United States
Cierra
The price is AED 871
AED 967 total
includes taxes & fees
2 Nov - 3 Nov
Bluegreen Vacations Suites at Hershey, an Ascend Collection Resort
A spacious bedroom with a large bed, wooden flooring, and a modern ceiling light.

3. BurgBnB Riverfront

BurgBnB Riverfront
4.0 star property
Midtown
8.6 out of 10, Excellent, (11 reviews)
"Cute place right across from the river. Easy walk into downtown"
United States
Anthony
The price is AED 659
AED 732 total
includes taxes & fees
21 Oct - 22 Oct
BurgBnB Riverfront
A stone fireplace with a glass front, set in a wooden wall.

4. 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 AED 462
AED 512 total
includes taxes & fees
4 Nov - 5 Nov
BurgBnB Downtown
A bar area with a long counter, multiple stools, and a television.

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

Fun & Unique Home w/ Vintage Game Room in Annville
3.0 star property
Annville
9.0 out of 10, Wonderful, (2 reviews)
"Awesome party space with a massive kitchen. Will definitely boom again in the future. A little pricey, but so worth it for all you get."
United States
Mya
The price is AED 1,003
AED 3,607 total
includes taxes & fees
11 Oct - 12 Oct
Fun & Unique Home w/ Vintage Game Room in Annville
A small, single-story cabin with a front porch and a staircase leading to a deck.

6. Hershey RV & Camping Resort

Hershey RV & Camping Resort
2.0 star property
Lebanon
8.6 out of 10, Excellent, (24 reviews)
"Very pleasant and amenities are great. The cabin we stayed at is very clean."
Canada
ROY ALLAN
The price is AED 661
AED 734 total
includes taxes & fees
12 Oct - 13 Oct
Hershey RV & Camping Resort
A living room with a television, a sofa, a chair, and a patterned rug.

7. 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
The price is AED 519
AED 1,676 total
includes taxes & fees
2 Nov - 3 Nov
The Carew House Sleeps 10 Fenced 4BR Full Kitchen Steps2 YCP
A large, historic stone house with a turret and red roof, surrounded by well-maintained lawns and trees.

8. 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
The price is AED 2,013
AED 5,227 total
includes taxes & fees
11 Oct - 12 Oct
8 Mi to Hersheypark: Luxe Manor in Annville
A bedroom with a bed, bedside tables, a lamp, a TV, and a window with curtains.

9. Work & Play! Home 1 Mi to Dtwn & Central Market

Work & Play! Home 1 Mi to Dtwn & Central Market
3.0 star property
York
The price is AED 547
AED 1,430 total
includes taxes & fees
26 Oct - 27 Oct
Work & Play! Home 1 Mi to Dtwn & Central Market
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 - Hershey West, PA

Country Inn & Suites by Radisson, Harrisburg - Hershey West, PA

10/10 Excellent
"Even though we were only there for a few hours to sleep before heading to Maine everything was wonderful. Cozy bed, lovely suite and very clean"
Lindsey 1-night trip
Posted less than an hour ago
Country Inn & Suites by Radisson, Harrisburg - Hershey West, PA

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.