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Middletown Vacation Rentals

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Check prices for these dates

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

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, (227 reviews)
"They was ok , wish they clean more . I won’t come again."
United States
Nancy
The price is P7,456
P8,276 total
includes taxes & fees
Oct 4 - Oct 5
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 P15,391
P17,085 total
includes taxes & fees
Oct 26 - Oct 27
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 P8,940
P9,923 total
includes taxes & fees
Oct 3 - Oct 4
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 P7,865
P8,730 total
includes taxes & fees
Oct 7 - Oct 8
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 P11,265
P12,504 total
includes taxes & fees
Oct 7 - Oct 8
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 P9,336
P24,401 total
includes taxes & fees
Oct 26 - Oct 27
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 P10,169
P30,031 total
includes taxes & fees
Oct 28 - Oct 29
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 P17,085
P61,453 total
includes taxes & fees
Oct 7 - Oct 8
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 P34,295
P89,054 total
includes taxes & fees
Oct 6 - Oct 7
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 3 hours 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 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.

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.