Middletown holiday lettings

We found 335 holiday rentals — enter your dates for availability
Discover a selection of 7 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:11 Dec - 18 Dec

Rubber Soul Brewery, great food and spirits, right in Hummelstown.
Private kitchen
Dining
Property grounds
Exceptional
(36 reviews)

Hersheypark 3.4 miles-Open floor plan

Hummelstown

8% off
£3,548
for 7 nights, 1 home
£507 per night
includes taxes & fees
Hersheypark 3.4 miles-Open floor plan
Interior
Interior
Lobby
Interior
Exceptional
(222 reviews)

Bank on it ! Spacious, comfortable, eclectic and fun!

Harrisburg

8% off
£1,077
for 7 nights, 1 home
£154 per night
includes taxes & fees
Bank on it ! Spacious, comfortable, eclectic and fun!
Lots of seating!
Living area
No worries about parking! There's plenty of space!
View of the front of the property showing it's park like qualities.
Exceptional
(215 reviews)

PEACEFUL SECLUSION, YET ONLY 5 MINUTES FROM INTERSTATE 83!

Dover

8% off
£900
for 7 nights, 1 home
£129 per night
includes taxes & fees
PEACEFUL SECLUSION, YET ONLY 5 MINUTES FROM INTERSTATE 83!
Private kitchen
Private kitchen
Interior
Living area
Exceptional
(13 reviews)

The Respite: Spacious beautiful new build, sleeps 8-10. 7 minutes from Hershey.

Harrisburg

8% off
£2,749
for 7 nights, 1 home
£393 per night
includes taxes & fees
The Respite: Spacious beautiful new build, sleeps 8-10. 7 minutes from Hershey.
Exterior
Living area
Interior
Dining
Exceptional
(56 reviews)

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

Hummelstown

8% off
£2,421
for 7 nights, 1 home
£346 per night
includes taxes & fees
Inn-at-the-Brownstone, only 3.3 miles to Hershey Park
Double queens bedroom
Private kitchen
Dining
Pool
Wonderful
(30 reviews)

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

Palmyra

8% off
£2,921
for 7 nights, 1 home
£417 per night
includes taxes & fees
conveniently located home is perfect for families and friends , near Hershey !
All updated appliances
Patio door right out to the porch, great for outdoor entertaining
Large kitchen, great for entertaining
private driveway provides room for the vehicles
Exceptional
(40 reviews)

Beautiful Family Home Along Fish-friendly Manada Creek

Hummelstown

8% off
£1,581
for 7 nights, 1 home
£226 per night
includes taxes & fees
Beautiful Family Home Along Fish-friendly Manada Creek
Living area
Private kitchen
two full-size beds
Games room
Exceptional
(21 reviews)

Hershey Park Happy Place

New Cumberland

8% off
£2,518
for 7 nights, 1 home
£360 per night
includes taxes & fees
Hershey Park Happy Place
Living area
Outdoor dining
Room
Dining
Exceptional
(15 reviews)

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

Hummelstown

12% off
£1,934
for 7 nights, 1 home
£276 per night
includes taxes & fees
Hershey Music Box 2 - Duplex near HersheyPark, Giant Center, Hershey, Palmyra
Living area
Outdoor dining
Exterior detail
Living area
Exceptional
(43 reviews)

Centrally Located ~ Off-Street Parking ~ Walkable ~ Spacious ~ Historic

Harrisburg

8% off
£922
for 7 nights, 1 home
£132 per night
includes taxes & fees
Centrally Located ~ Off-Street Parking ~ Walkable ~ Spacious ~ Historic
Dining
Private kitchen
Interior
Interior
Exceptional
(44 reviews)

The Shipoke Brickhouse

Harrisburg

16% off
£992
for 7 nights, 1 home
£142 per night
includes taxes & fees
The Shipoke Brickhouse
Queen bed with full bathroom
Living area
Living area
Living area
Excellent
(8 reviews)

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

Hummelstown

8% off
£3,082
for 7 nights, 1 home
£440 per night
includes taxes & fees
Grand Saltwater Oasis 5BR Sleeps 12 Near Hershey Attractions !!
Living, Dining and Kitchen Travelers Post Hershey First Floor 2024
Travelers Post Dusk
Kitchen and Dining Travelers Post Hershey 2024
Sauna, Hot Tub, Back Patio at Dusk Travelers Post 1
Exceptional
(47 reviews)

Sophisticated Retreat near Hershey Park!

Hershey

8% off
£2,152
for 7 nights, 1 home
£307 per night
includes taxes & fees
Sophisticated Retreat near Hershey Park!
Private kitchen
Interior
Living area
Dining
Wonderful
(22 reviews)

Hershey Cozy Escape 3BR, Central AC, Sleeps 8

Hummelstown

7% off
£1,408
for 7 nights, 1 home
£201 per night
includes taxes & fees
Hershey Cozy Escape 3BR, Central AC, Sleeps 8
Living area
Room
Dining
Private kitchen
Exceptional
(24 reviews)

2-bedroom house - bring the pets!

New Cumberland

8% off
£1,013
for 7 nights, 1 home
£145 per night
includes taxes & fees
2-bedroom house - bring the pets!
Exterior, front. Property is left side of duplex.
Full kitchen
Living room with plenty of seating
Bedroom 3 with full/double bed, downstairs
Exceptional
(37 reviews)

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

Palmyra

8% off
£1,378
for 7 nights, 1 home
£197 per night
includes taxes & fees
Inviting 3-bedroom home - just 6 miles from Hersheypark!

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    Enjoy full kitchens, pools, gardens and more

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    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)
  • Gifford Pinchot State Park (12 mi / 19.3 km)
  • Ski Roundtop (12.1 mi / 19.5 km)
  • Mt. Gretna Lake & Beach (13.7 mi / 22.1 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 rental?
When considering the best area to stay in Middletown, Pennsylvania, for a holiday rental, the downtown area is an excellent choice. This vibrant neighbourhood offers a range of properties, from charming homes to modern apartments, making it appealing for various preferences and budgets. Staying downtown gives you easy access to some fantastic attractions, such as the historic Middletown Area Historical Society, which provides insight into the local heritage, and the picturesque Susquehanna River, great for leisurely walks or picnics.Another appealing option is the nearby community of Lower Swatara Township, which features a mix of residential properties surrounded by green spaces. This area is particularly attractive for those looking for a quieter environment while still being close to the action. Here, you can enjoy the beautiful parks, such as the expansive Memorial Park, which is great for outdoor activities and family outings.
How much does it cost to rent a holiday home in Middletown?
Prices for holiday rentals in Middletown vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Middletown to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Middletown holiday house rentals?
You can find great discounts on house rentals in Middletown on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of holiday rental accomodation in Middletown?
In Middletown, holiday houses and apartments are equally popular, with each type comprising about 18 rentals available throughout the area. These accommodations are typically situated in friendly neighbourhoods, providing easy access to local parks and community amenities. Most holiday houses feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor areas, making them ideal for families or larger groups looking for a comfortable stay. Similarly, the apartments usually offer a cozy feel, complete with kitchen facilities and cosy living spaces. Additionally, there are several cottages and cabins, providing a more rustic charm for those seeking a great experience.
Are there any family house rentals in Middletown?
In Middletown, Pennsylvania, there are several family-friendly house rentals to choose from, making it an excellent destination for those travelling with children. Visitors can find homes that typically offer spacious living areas, fully equipped kitchens ideal for preparing family meals, and outdoor spaces for kids to enjoy. Many properties also provide amenities such as Wi-Fi and air conditioning, ensuring a comfortable stay for everyone.The town's proximity to parks and recreational areas makes it an inviting option for families looking to explore the outdoors. Nearby attractions, such as local shops and eateries, further enhance the experience.
Can I rent a holiday home with a pool or hot tub in Middletown?
In Middletown, Pennsylvania, there are several holiday homes available for rent that come with pools or hot tubs. This charming town offers a mix of suburban comfort and nearby natural beauty, making it an appealing choice for travellers seeking relaxation. Many of these properties feature private pools, hot tubs, and outdoor entertaining spaces, providing a ideal setting for families or groups to unwind. Additionally, fully equipped kitchens and spacious living areas are often included, ensuring a comfortable stay.
Can I find long-stay holiday rentals in Middletown?
A long-stay holiday rental in Middletown is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Middletown?
In Middletown, Pennsylvania, there are several pet-friendly house rentals available, making it a welcoming destination for travellers with furry companions. Many of these properties come equipped with amenities such as spacious backyards, outdoor seating areas, and fully furnished interiors, ensuring both comfort and convenience during your stay.The town itself is well-situated near parks and green spaces, providing ample opportunities for walking and playing with pets. Notably, the nearby Middletown Park features walking trails and open areas ideal for exercising pets. Additionally, the area offers a charming small-town atmosphere with local shops and eateries, which often have pet-friendly outdoor seating.
Are there any remote work holiday rentals in Middletown?
In Middletown, Pennsylvania, there are around 30 remote work-friendly holiday rentals available, making it a great choice for those looking to blend work and leisure. These properties typically feature dedicated workspaces, including desks and comfortable chairs, ensuring that guests have a productive environment during their stay. High-speed internet access is commonly provided, allowing for seamless connectivity.The town itself offers a charming atmosphere with easy access to local amenities, including shops and restaurants. For those looking to unwind after a day of work, the nearby parks and recreational areas provide opportunities for relaxation and outdoor activities. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Middletown holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Middletown with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Middletown?
In Middletown, popular rental amenities include kitchens, which allow guests to prepare their own meals, and desk chairs for those needing a comfortable workspace. Onsite parking is also a convenient feature, making it easier for travellers with vehicles. Many rentals come with a deck or patio, providing outdoor space to relax and enjoy the surroundings. Additionally, having a desk available caters to the needs of business travellers or anyone wanting to catch up on work during their stay.
When is the best time to visit Middletown for a holiday rental?
The best time to visit Middletown for a holiday rental is during the peak season from June to August, particularly in July when the town is buzzing with activity. This vibrant summer period is superb for travellers, offering an abundance of outdoor activities and community events. With warm temperatures ranging from 20 to 30 degrees Celsius, visitors can enjoy leisurely strolls along the Susquehanna River or take part in local festivals that showcase the charm of this quaint town.While the summer months are lively and filled with opportunities for exploration, if you're after a more tranquil experience, consider visiting in December. This off-peak month allows you to enjoy the festive atmosphere without the crowds, making it an excellent time for cosy get-togethers and holiday festivities.Ultimately, your choice of when to visit Middletown should reflect your interests—whether you prefer the energetic vibes of summer or the peaceful charm of the holiday season.
How early should I book a Middletown holiday rental?
Book your Middletown holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Middletown?
In Middletown, Pennsylvania, visitors can explore several attractions that showcase the town's charm and history. The Middletown and Hummelstown Railroad offers scenic train rides along the Susquehanna River, providing a unique perspective of the area. The nearby Harrisburg Area Community College often hosts events and exhibitions, adding to the cultural experience.For those interested in outdoor activities, the local parks, such as the beautiful Middletown Memorial Park, provide ample space for walking, picnicking, and enjoying nature. The close proximity to the state capital, Harrisburg, allows for easy excursions to attractions such as the Pennsylvania State Capitol and the National Civil War Museum.Additionally, the historic downtown area is worth a visit, featuring quaint shops, local diners, and a sense of community that reflects Middletown's character.
Can I change or cancel my Middletown home rental booking on Vrbo?
To find Middletown holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Middletown holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way. Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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