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Holiday Homes in Middletown

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 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 AU$640
includes taxes & fees
21 Oct - 22 Oct
Fire Pit, Game Room, 15 min to Hershey with King Bed, Entire house
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.

2. 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 AU$523
includes taxes & fees
5 Oct - 6 Oct
Modern Farmhouse Getaway I 2 BR, Sleeps 6
A brewery with outdoor seating and a food truck.

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

Hersheypark in 2 miles,w/ large private yard
Downtown Hershey
9.6 out of 10, Exceptional, (15 reviews)
"Great price and nice neighborhood. Recommend new sofa. Google tv was great took"
United States
Dan J.
The price is AU$505
includes taxes & fees
1 Oct - 2 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.

4. 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 AU$501
includes taxes & fees
1 Oct - 2 Oct
Sweet Retreat
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)
"Great location and perfect for the short time that we spent there. Host waa terrific!"
United States
Deborah J.
The price is AU$338
includes taxes & fees
5 Oct - 6 Oct
2-bedroom house - bring the pets!
A dining room with a wooden table, black chairs, and a chandelier.

6. 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
Elizabethtown Guest house|HOT TUB|SAUNA
A living room with a brown leather sofa, a wooden coffee table, and a woven rug.

7. 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 AU$471
includes taxes & fees
28 Sept - 29 Sept
Family Friendly, Peaceful Yard, Dedicated Work Space, Close to Local Attractions
A room with white walls, a window with bars, a door, and a tiled floor with a chevron pattern.

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

Serene 3-bedroom house with AC in charming Harrisburg
Harrisburg
The price is AU$392
includes taxes & fees
1 Oct - 2 Oct
Serene 3-bedroom house with AC in charming Harrisburg
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 AU$657
includes taxes & fees
19 Oct - 20 Oct
Hershey Music Box 2 - Duplex near HersheyPark, Giant Center, Hershey, Palmyra
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 AU$744
includes taxes & fees
28 Sept - 29 Sept
Elizabethtown Ranch House|Hot Tub|Outdoor Dining
A modern kitchen with a central island, bar stools, pendant lighting, and a view to the dining area.

11. Spacious Midtown HBG home just minutes from the Farm Show Complex and Hersey Park

Spacious Midtown HBG home just minutes from the Farm Show Complex and Hersey Park
Midtown
9.6 out of 10, Exceptional, (37 reviews)
"Very nice loved the location "
United States
Shoshonie S.
Spacious Midtown HBG home just minutes from the Farm Show Complex and Hersey Park
A modern kitchen with white cabinets, a black countertop, and a dining area with a wooden table and chairs.

12. 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 AU$678
includes taxes & fees
30 Sept - 1 Oct
Hershey Kiss Home
A two-story house with a red door, a covered front porch, and a driveway leading to the entrance.

13. 5-bedroom vacation home 12 minutes from Hersheypark

5-bedroom vacation home 12 minutes from Hersheypark
Hummelstown
10.0 out of 10, Exceptional, (41 reviews)
"Amazing property, great location, amazing host! Can't wait to come back! "
United States
Amanda S.
The price is AU$1,005
includes taxes & fees
19 Oct - 20 Oct
5-bedroom vacation home 12 minutes from Hersheypark
A kitchen with white cabinetry, a built-in oven, a microwave, a sink with a gold faucet, and various kitchen utensils and appliances.

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 AU$782
includes taxes & fees
28 Sept - 29 Sept
Wooded Cottage|Outdoor Sauna|Hot tub|Fire pit|COZY
A modern building with a Penn State Health banner and a sign for the Milton S Hershey Medical Center.

15. 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 AU$630
includes taxes & fees
11 Oct - 12 Oct
Sweet Escape on Reese Avenue - 5 minutes away from Hershey Park!
A stone patio with two Adirondack chairs, a small covered seating area, and a lush green forest backdrop.

16. 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 AU$1,073
includes taxes & fees
29 Sept - 30 Sept
In the heart of Hershey!
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.

17. 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 AU$414
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.

18. 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 AU$612
includes taxes & fees
28 Sept - 29 Sept
Charming 3-bedroom house with WiFi, AC in serene Linglestown
A modern kitchen with white cabinets, a central island, and hanging pendant lights.

19. Beautiful Farmhouse close to Lanc, Hershey, Etown!

Beautiful Farmhouse close to Lanc, Hershey, Etown!
Mount Joy
9.8 out of 10, Exceptional, (43 reviews)
"Quick weekend getaway to Hershey! Thank you for making our stay a memorable one. Everything was smooth and easy! The kitchen is beautiful. Well done!"
United States
Christina J.
The price is AU$629
includes taxes & fees
26 Oct - 27 Oct
Beautiful Farmhouse close to Lanc, Hershey, Etown!
A kitchen with wooden cabinets, stainless steel appliances, granite countertops, and a window with a view.

20. 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 AU$518
includes taxes & fees
13 Oct - 14 Oct
The Shipoke Brickhouse
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

Ramada by Wyndham Harrisburg/Hershey Area

Ramada by Wyndham Harrisburg/Hershey Area

10/10 Excellent
"Wonderful hotel and staff. Very, very clean."
Debra 1-night trip
Posted 1 hour ago
Ramada by Wyndham Harrisburg/Hershey Area

Find out more about Middletown

Middletown Holiday Homes information

Number of reviews
638
Accommodation
297 Holiday Homes
Lowest Price
AU$338
Highest Price
AU$1,073