Lodging Image

Holiday Homes in Middletown

  • 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
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 holiday 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)
"We had 2 families stay together for a sporting event. The house was clean and very cozy. "
United States
Jennifer B.
The price is NZ$875
includes taxes & fees
29 Oct - 30 Oct
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)
"Amazing property, great location, amazing host! Can't wait to come back! "
United States
Amanda S.
The price is NZ$1,270
includes taxes & fees
9 Nov - 10 Nov
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, (15 reviews)
The price is NZ$819
includes taxes & fees
12 Oct - 13 Oct
Hershey Music Box 2 - Duplex near HersheyPark, Giant Center, Hershey, Palmyra
A room with white walls, a window with bars, a door, and a tiled floor with a chevron pattern.

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

Serene 3-bedroom house with AC in charming Harrisburg
Harrisburg
The price is NZ$488
includes taxes & fees
9 Nov - 10 Nov
Serene 3-bedroom house with AC in charming Harrisburg
A bedroom with a bed, a desk, and a chair.

5. 2-bedroom house - bring the pets!

2-bedroom house - bring the pets!
New Cumberland
10.0 out of 10, Exceptional, (27 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 NZ$418
includes taxes & fees
12 Oct - 13 Oct
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.

6. Hershey Kiss Home

Hershey Kiss Home
Hummelstown
9.8 out of 10, Exceptional, (52 reviews)
"Had a great time the property worked great for us and the grandkids"
United States
Katherine R.
The price is NZ$865
includes taxes & fees
17 Oct - 18 Oct
Hershey Kiss Home
A stone patio with two Adirondack chairs, a small covered seating area, and a lush green forest backdrop.

7. 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 NZ$1,341
includes taxes & fees
9 Nov - 10 Nov
In the heart of Hershey!
A glass-top table with chairs, a potted plant, and a tray with glasses and plates on a deck with a white sofa and wooden railing.

8. Modern Farmhouse Getaway I 2 BR, Sleeps 6

Modern Farmhouse Getaway I 2 BR, Sleeps 6
Elizabethtown
10.0 out of 10, Exceptional, (89 reviews)
"Was awesome, quiet, clean, kitchen stocked, beds very comfortable. "
United States
Sharon W.
The price is NZ$550
includes taxes & fees
14 Oct - 15 Oct
Modern Farmhouse Getaway I 2 BR, Sleeps 6
A house with a patio, a hot tub, and a grill.

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 NZ$1,162
includes taxes & fees
13 Oct - 14 Oct
Wooded Cottage|Outdoor Sauna|Hot tub|Fire pit|COZY
A modern kitchen with white cabinets, stainless steel appliances, and black bar stools.

10. Elizabethtown Ranch House|Hot Tub|Outdoor Dining

Elizabethtown Ranch House|Hot Tub|Outdoor Dining
Elizabethtown
10.0 out of 10, Exceptional, (3 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 NZ$1,066
includes taxes & fees
14 Oct - 15 Oct
Elizabethtown Ranch House|Hot Tub|Outdoor Dining
A dining room with a wooden table, black chairs, and a chandelier.

11. 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 NZ$863
includes taxes & fees
20 Oct - 21 Oct
Elizabethtown Guest house|HOT TUB|SAUNA
A hot tub with a blue umbrella, a grill, and outdoor furniture.

12. Perfect Family Getaway! Minutes from Attractions!

Perfect Family Getaway! Minutes from Attractions!
Hummelstown
10.0 out of 10, Exceptional, (21 reviews)
"Perfect for our stay in Hershey. Location is close to everything. "
United States
Amber R.
The price is NZ$1,374
includes taxes & fees
12 Oct - 13 Oct
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.

13. 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, (72 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 NZ$769
includes taxes & fees
11 Oct - 12 Oct
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.

14. Sweet Retreat

Sweet Retreat
Elizabethtown
10.0 out of 10, Exceptional, (53 reviews)
"Great house and location. Rental was as pictured and described."
United States
stephan N.
The price is NZ$640
includes taxes & fees
12 Oct - 13 Oct
Sweet Retreat
Dining

15. 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 NZ$753
includes taxes & fees
13 Oct - 14 Oct
3BR Hershey Getaway: Only 1 Mile From Hersheypark!
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.

16. 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 NZ$516
includes taxes & fees
11 Oct - 12 Oct
Cozy Home in Historic Harrisburg
A kitchen with white cabinets, a microwave, a stove, and a sink.

17. 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.
Cozy 3BR Harrisburg Hub - Near Hershey & Downtown
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, (45 reviews)
"We loved the home and it was the perfect place for a visit with our grandchildren."
United States
John M.
The price is NZ$656
includes taxes & fees
12 Oct - 13 Oct
The Shipoke Brickhouse
A hotel room with two beds, a wooden headboard, a nightstand, a window with curtains, and a painting on the wall.

19. "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 NZ$654
includes taxes & fees
11 Oct - 12 Oct
"Gorgeous 3 bedroom House Close to Hershey Park"
A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a central island with bar stools.

20. Destination Hershey

Destination Hershey
Palmdale
9.4 out of 10, Exceptional, (46 reviews)
"We had a great time at this house! It’s clean, cozy and close to everything at Hershey. We would definitely stay here again if returning to Hershey."
United States
Diana G.
The price is NZ$702
includes taxes & fees
25 Oct - 26 Oct
Destination Hershey
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

Ramada by Wyndham Harrisburg/Hershey Area

Ramada by Wyndham Harrisburg/Hershey Area

8/10 Good
"Room was cold and clean. Bed very comfy. Shower had really good pressure"
Robin 1-night trip
Posted 6 hours ago
Ramada by Wyndham Harrisburg/Hershey Area

Find out more about Middletown

Middletown Holiday Homes information

Number of reviews
569
Accommodation
297 Holiday Homes
Lowest Price
NZ$418
Highest Price
NZ$1,374