Lodging Image

Middletown Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Middletown vacation homes

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.
The price is CA $207
CA $611 total
includes taxes & fees
Nov 30 - Dec 1
Fire Pit, Game Room, 15 min to Hershey with King Bed, Entire house
A two-story house with a red door, a covered front porch, and a driveway leading to the entrance.

2. 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)
"Everything was just as described in the listing! Lots of room!"
United States
Michael J.
The price is CA $376
CA $915 total
includes taxes & fees
Nov 8 - Nov 9
5-bedroom vacation home 12 minutes from Hersheypark
A wooden deck with a metal railing, a glass table with chairs, and a view of the street.

3. 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, (17 reviews)
"Rooms were clean. The location was great for the distance to attractions."
United States
Marilynn C.
The price is CA $327
CA $633 total
includes taxes & fees
Oct 31 - Nov 1
Hershey Music Box 2 - Duplex near HersheyPark, Giant Center, Hershey, Palmyra
A living room with a sofa, a coffee table, a television, and a ceiling fan.

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

Serene 3-bedroom house with AC in charming Harrisburg
Harrisburg
The price is CA $248
CA $382 total
includes taxes & fees
Nov 1 - Nov 2
Serene 3-bedroom house with AC in charming Harrisburg
A stone patio with two Adirondack chairs, a small covered seating area, and a lush green forest backdrop.

5. In the heart of Hershey!

In the heart of Hershey!
Hershey
10.0 out of 10, Exceptional, (4 reviews)
"Quiet, clean, comfortable and private. Excellent booking. "
United States
Michael S.
The price is CA $531
CA $1,071 total
includes taxes & fees
Nov 1 - Nov 2
In the heart of Hershey!
A modern kitchen with a large island, stainless steel appliances, and wooden shelves.

6. 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.
The price is CA $161
CA $469 total
includes taxes & fees
Nov 1 - Nov 2
Modern Farmhouse Getaway I 2 BR, Sleeps 6
A bedroom with a bed, a desk, and a chair.

7. 2-bedroom house - bring the pets!

2-bedroom house - bring the pets!
New Cumberland
10.0 out of 10, Exceptional, (28 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.
The price is CA $179
CA $327 total
includes taxes & fees
Nov 2 - Nov 3
2-bedroom house - bring the pets!
A modern kitchen with white cabinets, a black countertop, and a dining area with a wooden table and chairs.

8. Hershey Kiss Home

Hershey Kiss Home
Hummelstown
9.8 out of 10, Exceptional, (58 reviews)
"The home is clean, spacious, and the description on the site fit the place to a tee The host was very nice and got back to me in a timely manner. I would definitely rent this home again."
United States
Karen
The price is CA $350
CA $662 total
includes taxes & fees
Nov 2 - Nov 3
Hershey Kiss Home
A dining area with a long wooden table, six wooden chairs, and large windows with a view of trees.

9. Wooded Cottage|Outdoor Sauna|Hot tub|Fire pit|COZY

Wooded Cottage|Outdoor Sauna|Hot tub|Fire pit|COZY
Elizabethtown
10.0 out of 10, Exceptional, (18 reviews)
"The house was perfect! Definitely would recommend again and book for future stays."
United States
Conor M.
The price is CA $435
CA $847 total
includes taxes & fees
Nov 2 - Nov 3
Wooded Cottage|Outdoor Sauna|Hot tub|Fire pit|COZY
A dining room with a wooden table, black chairs, and a chandelier.

10. 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
The price is CA $260
CA $578 total
includes taxes & fees
Nov 3 - Nov 4
Elizabethtown Guest house|HOT TUB|SAUNA
A modern kitchen with white cabinets, stainless steel appliances, and black bar stools.

11. Elizabethtown Ranch House|Hot Tub|Outdoor Dining

Elizabethtown Ranch House|Hot Tub|Outdoor Dining
Elizabethtown
10.0 out of 10, Exceptional, (4 reviews)
"House was very Nice. Our family had a funeral to attend to. It was so nice to have such large nice home so our family could stay together. Rooms were well appointed and very clean!"
United States
Timothy S.
The price is CA $403
CA $819 total
includes taxes & fees
Nov 2 - Nov 3
Elizabethtown Ranch House|Hot Tub|Outdoor Dining
A living room with a brown leather sofa, a wooden coffee table, and a woven rug.

12. Family Friendly, Peaceful Yard, Dedicated Work Space, Close to Local Attractions

Family Friendly, Peaceful Yard, Dedicated Work Space, Close to Local Attractions
New Cumberland
9.6 out of 10, Exceptional, (28 reviews)
"House was great!"
United States
Isabel I.
The price is CA $186
CA $491 total
includes taxes & fees
Nov 4 - Nov 5
Family Friendly, Peaceful Yard, Dedicated Work Space, Close to Local Attractions
A hot tub with a blue umbrella, a grill, and outdoor furniture.

13. Perfect Family Getaway! Minutes from Attractions!

Perfect Family Getaway! Minutes from Attractions!
Hummelstown
10.0 out of 10, Exceptional, (21 reviews)
"Great house. This is one of the best house rentals that we have ever stayed at. Super clean and well stocked. We will be back!"
United States
Brian Z.
The price is CA $589
CA $1,094 total
includes taxes & fees
Nov 8 - Nov 9
Perfect Family Getaway! Minutes from Attractions!
A modern building with a Penn State Health banner and a sign for the Milton S Hershey Medical Center.

14. Sweet Escape on Reese Avenue - 5 minutes away from Hershey Park!

Sweet Escape on Reese Avenue - 5 minutes away from Hershey Park!
Downtown Hershey
8.6 out of 10, Excellent, (73 reviews)
"I loved the property it was a lot of space for my family and it was very clean, only thing I can complain about is there was no televisions in the bedrooms and at night you can hear trains, car, and every emergency vehicle that went pass. Other than that i would stay here every year when we go to Hershey park."
United States
Anthony
The price is CA $321
CA $626 total
includes taxes & fees
Nov 1 - Nov 2
Sweet Escape on Reese Avenue - 5 minutes away from Hershey Park!
A modern kitchen with white cabinets, a stainless steel microwave, and a built-in oven. There is a large island with bar stools, a dining table, and a view of a wooden deck with a grill.

15. Sweet Retreat

Sweet Retreat
Elizabethtown
10.0 out of 10, Exceptional, (53 reviews)
"Great place to stay! Very clean and well appointed with all the necessities!"
United States
Kevin W.
The price is CA $182
CA $493 total
includes taxes & fees
Nov 2 - Nov 3
Sweet Retreat
A kitchen with white cabinets, a microwave, a stove, and a sink.

16. Cozy 3BR Harrisburg Hub - Near Hershey & Downtown

Cozy 3BR Harrisburg Hub - Near Hershey & Downtown
East Harrisburg
7.0 out of 10, Good, (4 reviews)
"Everything was great. Very close to the PA Farm Show Complex. Neighborhood was very quiet. "
United States
William E.
The price is CA $195
CA $635 total
includes taxes & fees
Nov 2 - Nov 3
Cozy 3BR Harrisburg Hub - Near Hershey & Downtown
A single-story house with a front porch, a brick chimney, and a black front door.

17. 3BR Hershey Getaway: Only 1 Mile From Hersheypark!

3BR Hershey Getaway: Only 1 Mile From Hersheypark!
Union Deposit
10.0 out of 10, Exceptional, (1 review)
"This property was exactly as advertises or maybe even better. The price was perfect, the house was clean, the space was great! There was lots of little touches for children too. I definitely recommend!"
United States
Kyrston H.
The price is CA $419
CA $717 total
includes taxes & fees
Nov 8 - Nov 9
3BR Hershey Getaway: Only 1 Mile From Hersheypark!
A kitchen with wooden cabinets, stainless steel appliances, granite countertops, and a window with a view.

18. The Shipoke Brickhouse

The Shipoke Brickhouse
Harrisburg
9.8 out of 10, Exceptional, (46 reviews)
"We loved the home and it was the perfect place for a visit with our grandchildren."
United States
John M.
The price is CA $201
CA $475 total
includes taxes & fees
Nov 2 - Nov 3
The Shipoke Brickhouse
A staircase with a brick wall on one side and a wooden floor on the other, leading to a living area with a TV and seating.

19. Cozy Home in Historic Harrisburg

Cozy Home in Historic Harrisburg
Midtown
8.8 out of 10, Excellent, (31 reviews)
"Great location, very clean, and very reasonably priced. "
United States
Jim T.
The price is CA $147
CA $391 total
includes taxes & fees
Nov 1 - Nov 2
Cozy Home in Historic Harrisburg
A hotel room with two beds, a wooden headboard, a nightstand, a window with curtains, and a painting on the wall.

20. "Gorgeous 3 bedroom House Close to Hershey Park"

"Gorgeous 3 bedroom House Close to Hershey Park"
Harrisburg
5.8 out of 10, (14 reviews)
"Nice place. Clean."
United States
Kelly L.
The price is CA $377
CA $520 total
includes taxes & fees
Oct 31 - Nov 1
"Gorgeous 3 bedroom House Close to Hershey Park"
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

La Quinta Inn & Suites by Wyndham Harrisburg Airport Hershey

La Quinta Inn & Suites by Wyndham Harrisburg Airport Hershey

10/10 Excellent
"Clean room, Clean bedsheets, clean pillows and clean environment and the staffs are very helpful. I recommend this hotel for everyone 👌"
Papcheyassin 7-night trip
Posted 11 hours ago
La Quinta Inn & Suites by Wyndham Harrisburg Airport Hershey

Find out more about Middletown

Middletown Vacation Homes information

Number of reviews
364
Accommodation
299 Vacation Homes
Lowest Price
CA $327
Highest Price
CA $1,094

Explore a world of travel with Expedia