Middletown holiday homes

We found 332 holiday rentals — enter your dates for availability
Discover a selection of 8 homes and other holiday rentals in Middletown that are perfect for your trip. Whether you’re staying in a holiday home with your children or with friends, you'll find the amenities that you need and want, which might include parking and a washer and dryer. No matter what you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Middletown

Showing deals for:27 Nov - 4 Dec

Dining
Private kitchen
Enjoy quiet nights on the front porch.
Rubber Soul Brewery, great food and spirits, right in Hummelstown.
Exceptional
(36 reviews)

Hersheypark 3.4 miles-Open floor plan

Hummelstown

8% off
NZ$7,504
for 7 nights, 1 home
NZ$1,072 per night
includes taxes & fees
Hersheypark 3.4 miles-Open floor plan
Private kitchen
Outdoor dining
Room
Dining
Exceptional
(14 reviews)

Hershey Music Box 2 - Duplex near HersheyPark, Giant Center, Hershey, Palmyra

Hummelstown

12% off
NZ$4,620
for 7 nights, 1 home
NZ$660 per night
includes taxes & fees
Hershey Music Box 2 - Duplex near HersheyPark, Giant Center, Hershey, Palmyra
Exterior
Living area
Interior
Interior
Exceptional
(56 reviews)

Inn-at-the-Brownstone, only 3.3 miles to Hershey Park

Hummelstown

8% off
NZ$5,540
for 7 nights, 1 home
NZ$791 per night
includes taxes & fees
Inn-at-the-Brownstone, only 3.3 miles to Hershey Park
Pool
Private kitchen
Living area
Dining
Wonderful
(30 reviews)

conveniently located home is perfect for families and friends , near Hershey !

Palmyra

8% off
NZ$7,190
for 7 nights, 1 home
NZ$1,027 per night
includes taxes & fees
conveniently located home is perfect for families and friends , near Hershey !
two full-size beds
Private kitchen
Living area
Dining
Exceptional
(21 reviews)

Hershey Park Happy Place

New Cumberland

8% off
NZ$5,767
for 7 nights, 1 home
NZ$824 per night
includes taxes & fees
Hershey Park Happy Place
Living area
Living area
Dining
Queen bed with full bathroom
Excellent
(7 reviews)

Grand Saltwater Oasis 5BR Sleeps 12 Near Hershey Attractions !!

Hummelstown

8% off
NZ$6,954
for 7 nights, 1 home
NZ$993 per night
includes taxes & fees
Grand Saltwater Oasis 5BR Sleeps 12 Near Hershey Attractions !!
Private kitchen
Interior
Terrace/patio
Living area
Excellent
(20 reviews)

Hershey Cozy Escape 3BR, Central AC, Sleeps 8

Hummelstown

8% off
NZ$3,155
for 7 nights, 1 home
NZ$451 per night
includes taxes & fees
Hershey Cozy Escape 3BR, Central AC, Sleeps 8
Interior
Private kitchen
Interior
Living area
Exceptional
(43 reviews)

The Shipoke Brickhouse

Harrisburg

16% off
NZ$2,466
for 7 nights, 1 home
NZ$352 per night
includes taxes & fees
The Shipoke Brickhouse
Newly renovated! Third floor banister
The block
Third floor windows
Handmade Amish quilts on all beds
Exceptional
(68 reviews)

Professors' Place - Beautiful River View! WHOLE HOUSE! 20 min. to Hershey

Harrisburg

7% off
NZ$2,181
for 7 nights, 1 home
NZ$312 per night
includes taxes & fees
Professors' Place - Beautiful River View! WHOLE HOUSE! 20 min. to Hershey
1ST FLOOR FOYER
1ST FLOOR FOYER
1ST FLOOR LIVING ROOM
- Couch, lounge chairs
- 55" LG Smart TV
- Air purifier
BACKYARD
Exceptional
(21 reviews)

Fire Pit, Game Room, 15 min to Hershey with King Bed, Entire house

Middletown

7% off
NZ$3,172
for 7 nights, 1 home
NZ$453 per night
includes taxes & fees
Fire Pit, Game Room, 15 min to Hershey with King Bed, Entire house
Terrace/patio
Sauna
Private kitchen
Private kitchen
Exceptional
(11 reviews)

Cozy One-Bedroom Loft Above Garage in Elizabethtown with Sauna

Elizabethtown

8% off
NZ$2,019
for 7 nights, 1 apartment
NZ$288 per night
includes taxes & fees
Cozy One-Bedroom Loft Above Garage in Elizabethtown with Sauna
Living area
Room
Interior
Dining
Exceptional
(22 reviews)

2-bedroom house - bring the pets!

New Cumberland

8% off
NZ$2,499
for 7 nights, 1 home
NZ$357 per night
includes taxes & fees
2-bedroom house - bring the pets!
Sauna, Hot Tub, Back Patio at Dusk Travelers Post 1
Travelers Post Dusk
Living, Dining and Kitchen Travelers Post Hershey First Floor 2024
Kitchen and Dining Travelers Post Hershey 2024
Exceptional
(46 reviews)

Sophisticated Retreat near Hershey Park!

Hershey

8% off
NZ$4,803
for 7 nights, 1 home
NZ$686 per night
includes taxes & fees
Sophisticated Retreat near Hershey Park!
Living room with plenty of seating
Full kitchen
Bedroom 3 with full/double bed, downstairs
Dining table
Exceptional
(36 reviews)

Inviting 3-bedroom home - just 6 miles from Hersheypark!

Palmyra

8% off
NZ$3,085
for 7 nights, 1 home
NZ$441 per night
includes taxes & fees
Inviting 3-bedroom home - just 6 miles from Hersheypark!
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

The friendly area of Middletown awaits your stay

Enjoy the entertainment and other features of Middletown. Travellers to this welcoming city praise the restaurants, shopping and bars. Hersheypark and Hershey's Chocolate World are just a couple of the must-see attractions in the area. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Middletown

Are you searching for attractions to visit in the city? Venture out of your holiday home and experience everything that makes Middletown a fun place to get away to. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Hersheypark (7.3 mi / 11.8 km)
  • Hershey's Chocolate World (7.1 mi / 11.5 km)
  • ZooAmerica (7.4 mi / 12 km)
  • Ski Roundtop (12.1 mi / 19.5 km)
  • Mt. Gretna Lake & Beach (13.7 mi / 22.1 km)
  • Mount Hope Estate & Winery (16 mi / 25.8 km)

Exploring the natural landscape of Middletown

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Middletown is a great spot to appreciate mother nature. Here are some of the area’s noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Indian Echo Caverns (3.8 mi / 6.1 km)
  • Hershey Gardens (7.9 mi / 12.7 km)
  • Susquehanna River (8.5 mi / 13.7 km)
  • Riverfront Park (8.7 mi / 14 km)
  • City Island (9.2 mi / 14.8 km)
  • Mt. Gretna Lake & Beach (13.7 mi / 22.1 km)

Travelling to and around Middletown

Fly into Harrisburg, PA (MDT-Harrisburg Intl.), the closest airport, located 1.3 mi (2.2 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Harrisburg, PA (HAR-Capital City), which is 6.6 mi (10.7 km) away.

If you prefer train travel, the main station serving the city is Middletown Station.

Frequently asked questions

What is the best area to stay in Middletown when booking a holiday home?
If you're on you way to Middletown, Highspire is one of the most in-demand neighbourhoods to stay. Whatever your travel style, Bookabach is bound to have a holiday home here that has everything you need.
What is the most popular type of holiday home accommodation in Middletown?
Houses are the most popular style of holiday home in Middletown, according to our data. Even if you have a different idea in mind, Bookabach has holiday homes in a variety of sizes and shapes. Filter our options to find your ideal match.
How much does it cost to rent a holiday home in Middletown?
The average price for a holiday home in Middletown is based on several factors, such as length of stay, season and property type. Whether you prefer a sprawling villa with space for the whole family or a comfy cabin for just you and the kids, just add your dates of travel to find stays with fantastic value.
How much does it cost to rent a beach house in Middletown?
When you travel and the size and style of the property will influence how much you'll pay for your beachside escape. Enter your Middletown travel dates to view your options on Bookabach. Did someone just say "hot tub"? Use our filters to pick the features and amenities you need.
Are there pet-friendly holiday homes in Middletown?
Yes. You'll have your pick of six holiday homes that cater to pets in Middletown. Many of our pet-friendly holiday homes have space outdoors for your furry pal to run around in, doggie beds, complimentary treats and proximity to parks. Apply the "Pets allowed" filter to find a holiday home on Bookabach that's pawfect.
What are popular home amenities in Middletown?
A barbecue grill, a firepit and a garden top the list of most popular home amenities in Middletown. Whether you plan to go alone, with your better half or a bunch of friends, Bookabach will help you find a holiday home that suits your tastes with all the conveniences you're looking for.
Are there holiday homes in Middletown that welcome kids?
Middletown has six family-friendly holiday homes to choose from. And securing a stay that welcomes little ones is easy with our "Properties good for families" filter. On top of having the whole place to yourselves, you'll also get access to perks and amenities such as living rooms, full kitchens and private pools.
What are the top attractions for families in Middletown?
There are loads of fabulous things to do and see with the family in Middletown, such as:
  • Hersheypark
  • ZooAmerica
  • Whitaker Centre for Science and the Arts
Are there holiday homes with WiFi in Middletown?
Middletown has three holiday homes with WiFi, so you'll be able to stay connected when you're away. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming TV shows with the family to writing and sending emails, these Bookabach homes make it a cinch to go online.
How can I find holiday homes with air conditioning in Middletown?
Work out your travel dates and then use the filter tool to view holiday homes with ac in Middletown on Bookabach. With six air-conditioned properties available, you can enjoy a cool and comfy stay.
How old do you have to be to rent a holiday home in Middletown?
The minimum age is generally 16, 18 or 21. It can differ between properties on Bookabach, so look at the rules of your preferred Middletown stay before you book.
How long can I rent a holiday home in Middletown for?
It's really down to the Middletown property. To browse available options offering extended stays, just enter your dates and guest number into the Bookabach search page. Look forward to having the whole place to yourself, along with home comforts like a full kitchen, air conditioning and a yard where the kids can burn off energy. Keep your eyes peeled for long-term stays that offer weekly or monthly discounts.