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Middletown Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Middletown holiday 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, (227 reviews)
"They was ok , wish they clean more . I won’t come again."
United States
Nancy
The price is HK$934
HK$1,036 total
includes taxes & fees
4 Oct - 5 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, (311 reviews)
"Family friendly"
United States
Cierra
The price is HK$1,927
HK$2,139 total
includes taxes & fees
26 Oct - 27 Oct
Bluegreen Vacations Suites at Hershey, an Ascend Collection Resort
A stone fireplace with a glass front, set in a wooden wall.

3. 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 HK$853
HK$946 total
includes taxes & fees
8 Oct - 9 Oct
BurgBnB Downtown
A spacious bedroom with a large bed, wooden flooring, and a modern ceiling light.

4. 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 HK$986
HK$1,095 total
includes taxes & fees
7 Oct - 8 Oct
BurgBnB Riverfront
A small, single-story cabin with a front porch and a staircase leading to a deck.

5. 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 HK$1,412
HK$1,568 total
includes taxes & fees
5 Oct - 6 Oct
Hershey RV & Camping Resort
A bedroom with a bed, bedside tables, a lamp, a TV, and a window with curtains.

6. 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 HK$1,169
HK$3,056 total
includes taxes & fees
30 Oct - 31 Oct
Work & Play! Home 1 Mi to Dtwn & Central Market
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 HK$1,275
HK$3,765 total
includes taxes & fees
28 Oct - 29 Oct
The Carew House Sleeps 10 Fenced 4BR Full Kitchen Steps2 YCP
A living room with a fireplace, wooden beams, a television, and a red sofa.

8. Cozy Cape Cod Bungalow

Cozy Cape Cod Bungalow
3.5 star property
York
10.0 out of 10, Exceptional, (5 reviews)
"Cozy cottage vibe. Well stocked kitchen. "
United States
erica h
Cozy Cape Cod Bungalow
A bar area with a long counter, multiple stools, and a television.

9. 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
The price is HK$2,142
HK$7,705 total
includes taxes & fees
5 Oct - 6 Oct
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.

10. 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 HK$4,300
HK$11,165 total
includes taxes & fees
2 Oct - 3 Oct
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.
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Top Middletown Hotel Reviews

SureStay Plus by Best Western Elizabethtown Lancaster

SureStay Plus by Best Western Elizabethtown Lancaster

10/10 Excellent
"Good price and clean. Thanks"
Anthony 1-night trip
Posted 1 hour ago
SureStay Plus by Best Western Elizabethtown Lancaster

Find out more about Middletown

Search for holiday rentals in Middletown on Expedia! You can easily find your home rentals, villas, holiday apartments in Middletown using one of the methods below:

  • View our selection of featured holiday rentals in Middletown
  • Use the map to find apartments and other holiday homes in the Middletown neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Middletown while they last

Look no further and take a look at our great range of rental properties in Middletown!

Frequently asked questions

Can I find a holiday rental in Middletown?

Yes, there are holiday rentals in Middletown close to Middletown & Hummelstown Railroad, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers 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 holiday rentals that Middletown has to offer?

Luxury Angus Ranch Estate • Pool & HotTub • Private 50-Acre Retreat Near Hershey: This holiday home rental outside of Middletown offers an outdoor pool, a patio and a BBQ 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 that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Middletown?

With 7 Expedia holiday rentals, you're guaranteed 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 holiday rental in Middletown like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Middletown. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for family trips.