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Holiday Homes in Middletown

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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 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, (23 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 €415
includes taxes & fees
28 Oct - 29 Oct
Fire Pit, Game Room, 15 min to Hershey with King Bed, Entire house
A living room with a brown leather sofa, a wooden coffee table, and a woven rug.

2. 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, (25 reviews)
"Such a cute little house, perfect place to stay for a family of 6! There was issues with A/c unit for our first two nights, but host was very responsive with updates and getting it fixed. Perfect location from Hershey park!"
United States
Danielle D.
The price is €295
includes taxes & fees
4 Oct - 5 Oct
Family Friendly, Peaceful Yard, Dedicated Work Space, Close to Local Attractions
A bedroom with a bed, a desk, and a chair.

3. 2-bedroom house - bring the pets!

2-bedroom house - bring the pets!
New Cumberland
10.0 out of 10, Exceptional, (27 reviews)
"Great location and perfect for the short time that we spent there. Host waa terrific!"
United States
Deborah J.
The price is €209
includes taxes & fees
7 Oct - 8 Oct
2-bedroom house - bring the pets!
A dining room with a wooden table, black chairs, and a chandelier.

4. 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 €420
includes taxes & fees
21 Oct - 22 Oct
Elizabethtown Guest house|HOT TUB|SAUNA
A brewery with outdoor seating and a food truck.

5. Hersheypark in 2 miles,w/ large private yard

Hersheypark in 2 miles,w/ large private yard
Downtown Hershey
9.8 out of 10, Exceptional, (16 reviews)
"Great price and nice neighborhood. Recommend new sofa. Google tv was great took"
United States
Dan J.
The price is €315
includes taxes & fees
4 Oct - 5 Oct
Hersheypark in 2 miles,w/ large private yard
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.

6. 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.
Sweet Retreat
A room with white walls, a window with bars, a door, and a tiled floor with a chevron pattern.

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

Serene 3-bedroom house with AC in charming Harrisburg
Harrisburg
The price is €245
includes taxes & fees
7 Oct - 8 Oct
Serene 3-bedroom house with AC in charming Harrisburg
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, (87 reviews)
"Was awesome, quiet, clean, kitchen stocked, beds very comfortable. "
United States
Sharon W.
The price is €274
includes taxes & fees
13 Oct - 14 Oct
Modern Farmhouse Getaway I 2 BR, Sleeps 6
A wooden deck with a metal railing, a glass table with chairs, and a view of the street.

9. 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)
"We had a great experience here. Host checked in regularly, gave us great information about surrounding areas, told us exactly where to park and place was very clean. Everything was great about the stay!"
United States
Alexandra D.
The price is €411
includes taxes & fees
20 Oct - 21 Oct
Hershey Music Box 2 - Duplex near HersheyPark, Giant Center, Hershey, Palmyra
A modern kitchen with white cabinets, a black countertop, and a dining area with a wooden table and chairs.

10. 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 €436
includes taxes & fees
2 Oct - 3 Oct
Hershey Kiss Home
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, (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 €575
includes taxes & fees
4 Oct - 5 Oct
Elizabethtown Ranch House|Hot Tub|Outdoor Dining
A two-story house with a red door, a covered front porch, and a driveway leading to the entrance.

12. 5-bedroom vacation home 12 minutes from Hersheypark

5-bedroom vacation home 12 minutes from Hersheypark
Hummelstown
10.0 out of 10, Exceptional, (43 reviews)
"Amazing property, great location, amazing host! Can't wait to come back! "
United States
Amanda S.
The price is €644
includes taxes & fees
28 Oct - 29 Oct
5-bedroom vacation home 12 minutes from Hersheypark
A stone patio with two Adirondack chairs, a small covered seating area, and a lush green forest backdrop.

13. 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 €668
includes taxes & fees
8 Oct - 9 Oct
In the heart of Hershey!
A house with a patio, a hot tub, and a grill.

14. 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 €613
includes taxes & fees
28 Oct - 29 Oct
Wooded Cottage|Outdoor Sauna|Hot tub|Fire pit|COZY
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.

15. Cozy Home in Historic Harrisburg

Cozy Home in Historic Harrisburg
Midtown
8.8 out of 10, Excellent, (30 reviews)
"Great location, very clean, and very reasonably priced. "
United States
Jim T.
The price is €260
includes taxes & fees
4 Oct - 5 Oct
Cozy Home in Historic Harrisburg
A living room with a grey sofa, a coffee table, and a TV. There is a dining area with a table and chairs, and a kitchen area with a counter and a plant.

16. Charming 3-bedroom house with WiFi, AC in serene Linglestown

Charming 3-bedroom house with WiFi, AC in serene Linglestown
Linglestown
9.8 out of 10, Exceptional, (45 reviews)
"Exactly as advertised. Clear instructions for checking in and out, with reasonable check out list."
United States
Elizabeth
The price is €394
includes taxes & fees
2 Oct - 3 Oct
Charming 3-bedroom house with WiFi, AC in serene Linglestown
A kitchen with wooden cabinets, stainless steel appliances, granite countertops, and a window with a view.

17. The Shipoke Brickhouse

The Shipoke Brickhouse
Harrisburg
9.8 out of 10, Exceptional, (44 reviews)
"We loved the home and it was the perfect place for a visit with our grandchildren."
United States
John M.
The price is €327
includes taxes & fees
1 Nov - 2 Nov
The Shipoke Brickhouse
A modern building with a Penn State Health banner and a sign for the Milton S Hershey Medical Center.

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

Sweet Escape on Reese Avenue - 5 minutes away from Hershey Park!
Downtown Hershey
8.4 out of 10, Very good, (70 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 €397
includes taxes & fees
11 Oct - 12 Oct
Sweet Escape on Reese Avenue - 5 minutes away from Hershey Park!
A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a central island with bar stools.

19. 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 €340
includes taxes & fees
25 Oct - 26 Oct
Destination Hershey
Dining

20. 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 €377
includes taxes & fees
13 Oct - 14 Oct
3BR Hershey Getaway: Only 1 Mile From Hersheypark!
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

Days Inn by Wyndham Hershey

Days Inn by Wyndham Hershey

10/10 Excellent
"Excellent place to stay"
Binyamin 1-night trip
Posted less than an hour ago
Days Inn by Wyndham Hershey

Find out more about Middletown

Middletown Holiday Homes information

Number of reviews
608
Accommodation
294 Holiday Homes
Lowest Price
€209
Highest Price
€668