Holiday rentals in Middletown

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Top-rated holiday rentals in Middletown

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A spacious living room features a large light-colored sectional sofa set against vibrant green walls. Natural light enters through two windows, illuminating a textured area rug. An elegant fireplace with simple decor complements the room's inviting ambiance.
Home in Hummelstown
4.91 out of 5 average rating, 273 reviews

Historical home w/ Hot tub Downtown Hummelstown

One of Hummelstown's Oldest Homes, original portion is over 250 years old. Modern but with the past preserved. George Washington is rumored to have Dined here on his way to the Whiskey Rebellion. This beautiful Historical Home is in downtown Hummelstown. Walking distance to all the shops and restaurants Hummelstown has to offer! This home has everything for a comfortable, enjoyable stay to explore Hershey and Harrisburg. It would be nice to relax in the brand new hot tub after a long day!!!

Guest favourite
The cottage exterior is illuminated by soft string lights, creating a welcoming entry. A white door with an oval window leads inside, flanked by two large windows. Two adirondack chairs are positioned nearby, with potted plants adding natural touches to the entrance.
Guest house in Goldsboro
4.95 out of 5 average rating, 111 reviews

Garden Cottage Charm for 2 - Near Hbg/York/Hershey

This beautifully styled cottage is truly a sanctuary - perfect for those who enjoy travel, personal retreat, or working remotely. Located on a pleasant 1.5 acre setting only 10 mins from Harrisburg and 20 mins to Messiah College, York, and Hersheypark. You will enjoy complete privacy with plenty of space to relax and make memories. A cozy living room, full kitchen, lovely bedroom with garden view (seasonal), and bath. Central AC, fresh linens, free WiFi, and parking provided. Pet/smoke-free.

Top guest favourite
A spacious living area features a large, sectional sofa and a comfortable armchair positioned near a decorative fireplace. A soft area rug lies beneath, and a television is situated to the side. Natural light fills the room through a window adorned with light curtains.
Guest suite in New Cumberland
4.96 out of 5 average rating, 139 reviews

LR Fireplace, King Bed, Private Entrance, Wi-Fi

Discover this charming 2-bedroom gem centrally-located to Hershey, Lancaster and Gettysburg, PA. This newly remodeled house features a cozy atmosphere that will make guests feel right at home. 15 min to Pinchot. 15 min to Harrisburg and City Island. 20 min to Roundtop Ski Resort. 20 min to Fort Hunter and Wildwood Park. 25 min to Hershey Park. 45 min to Lancaster and Gettysburg. Smart TV, Wifi, laundry, fridge, stove, toaster oven, microwave, outdoor gas grill, Keurig & assorted coffee pods.

Guest favourite
The exterior of a historic brick building displays a classic architectural design. A covered porch with decorative columns leads to the entrance. Sunlight filters through the surrounding trees, casting shadows on the patterned brick walkway. Windows on either side feature traditional paneling.
Flat in Downtown Harrisburg
4.95 out of 5 average rating, 155 reviews

Charming State St 1 Bedroom w/ Free Parking! 1R

This stylish and comfortable apartment is close to everything, making it easy to plan your visit. Located on historic State St, the Capital building is a block to your east and riverfront park along the Susquehanna is one block to your west. You'll have everything you need in this 1st floor apartment - full kitchen with stainless steel appliances, quartz counters and breakfast bar, Keurig coffee, comfortable queen bed, smart TV, wifi, walk-in shower and separate powder room. Parking included!

Guest favourite
The exterior of a spacious house is visible, featuring a stone façade and a large garage. A well-maintained yard includes colorful flowering bushes and green grass, with a concrete walkway leading to the front entrance. Window details highlight the welcoming atmosphere.
Guest suite in Harrisburg
4.88 out of 5 average rating, 612 reviews

Hill View Home

This is a spacious downstairs apartment in a beautiful newer house in a quiet neighborhood. The apartment has private entrance and a yard. There are two bedrooms. If your party has more than two people, or if you need two separate beds, there is an additional $20 charge for the second bedroom per night. The house is located close to I-81 and highway 322 less than 10 minutes drive from the state capitol and the beautiful Susquehanna river and 25 minutes from Harrisburg International Airport.

Superhost
A neutrally decorated bedroom features a spacious bed with textured bedding. A minimalist wooden bench sits at the foot of the bed. A small chair is positioned nearby, and natural light filters through a window with horizontal blinds, providing a soft illumination.
Flat in Shipoke
4.79 out of 5 average rating, 167 reviews

Riverview Rear Unit 1 parking spot

Enjoy easy access to everything from this perfectly located home base. This brand new one-bedroom unit offers guests a cozy retreat in the heart of the city. The living area features two reclining chairs facing a TV, perfect for unwinding. The kitchen is fully equipped for meal prep (cooktop, no oven). The bedroom offers a king size bed. A side porch provides outdoor space, and one dedicated parking space is available. Experience historic charm with modern amenities for a memorable stay.

Guest favourite
The historic 'Carpets and Draperies' building, originally built in 1922, features a modern exterior with large windows and a welcoming entrance. The iconic marquee sign is illuminated, highlighting the building's architectural details.
Flat in Midtown
4.93 out of 5 average rating, 123 reviews

Updated Apt in Historic Building—Free Parking!

Modern Midtown Retreat: Discover our cozy 1-bed apartment, the perfect home base for exploring Hershey and Harrisburg. Located in Midtown, Harrisburg’s coolest neighborhood, you’re within walking distance of Downtown, the State Capitol, breweries, and more. Situated in the historic “Carpets and Draperies” building, originally Gerber’s Department Store (1922), this fully restored unit offers modern comforts, including free off-street parking, a fully stocked kitchen, and in-unit laundry.

Top guest favourite
A spacious living area features multiple seating options, including a floral armchair and a comfortable sectional sofa. Natural light fills the room through two windows, highlighting the soft carpet beneath. A decorative side table with a lamp adds a cozy touch to the inviting space.
Flat in Elizabethtown
4.97 out of 5 average rating, 151 reviews

Cedar and Spruce

Open, spacious, lots of natural light, 2nd floor apartment. On a quiet shaded street. Outdoor private entrance. Owners live on lower level if anything is needed but you will have all the privacy you want. Shared deck is available for use. 4 blocks from a park. 3 blocks to Elizabethtown College's beautiful campus. 5-6 blocks to downtown Elizabethtown where there are cute shops, restaurants, cafes and the public library. Elizabethtown is between Harrisburg, Lancaster and Hershey.

Top guest favourite
A cabin is nestled among the trees, featuring a mix of wood siding and large windows. A screened-in porch extends from the upper level, while a series of stone steps lead to the entry. Lush greenery and landscaping adorn the surroundings.
Cabin in York Haven
4.95 out of 5 average rating, 142 reviews

Conewago Cabin #1 (No Cleaning Fee!)

Here you will find a quiet, simple place to stay with a nice view overlooking the creek. It has all the necessary amenities. Fully stocked kitchen with dishwasher. Full size washer and dryer. There is a small porch overlooking the creek. Sony 50" smart tv Keurig with a complimentary assortment of coffee pods. This cabin has its own private fire pit. Pets are welcome, there is a once per stay $20 pet fee. Two pets maximum please. No smoking or vaping of any kind is allowed.

Guest favourite
A cozy room features exposed brick walls, adding character to the space. A large television is mounted above an ornate fireplace, while a small desk and a chair provide a workspace. Natural light enters through the large windows, dressed with elegant shades.
Flat in Downtown Harrisburg
4.92 out of 5 average rating, 439 reviews

Harvest Moon Suite @ Walnut Place

Entire apartment in the heart of Downtown Harrisburg central business district. The unit overlooks capitol park. Access to a shared private courtyard. Neighboring buildings include Strawberry Square/Hilton, Gamut Theatre, Harrisburg University, Temple University PA Chamber of Business, Rachel Carson building. Very safe location. **Strictly non-smoking inside the building. A $500 fee will be applied for any violations.** Detailed parking information can be found in the photos.

Top guest favourite
Home in Elizabethtown
4.96 out of 5 average rating, 134 reviews

Modern Farmhouse Getaway Close to Hershey

Welcome to your peaceful country retreat! This cozy, modern farmhouse-style home is perfect for families, couples, or friends. Tucked in a quiet rural setting but just minutes from major highways, you'll enjoy the best of both worlds—privacy with easy access to nearby attractions. Whether you're visiting Hersheypark, attending a local wedding, or just exploring the area, this two-bedroom, one-bath home is a comfortable place to unwind. We can’t wait to host you!

Guest favourite
The cabin entrance features a wooden staircase leading to a screened porch. Soft light emanates from within, highlighting the natural wood siding. An American flag flutters nearby, with trees and rolling pastures visible in the background under a dusk sky.
Cabin in Grantville
4.93 out of 5 average rating, 298 reviews

Cabin at Taylorfield Farm

Relax with the whole family, or enjoy a couples getaway at this peaceful 2-bedroom cabin on a working horse farm. Tucked away in the trees, this cabin overlooks picturesque pastures filled with horses of all shapes and sizes, and the farm is also home to other animals such as goats and cattle. We are located central to all the attractions that the Harrisburg area has to offer. Come stay with us, relax, and enjoy a little slice of the farm life.

Popular amenities for Middletown holiday rentals

When is the best time to visit Middletown?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Middletown?

    Middletown has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in Middletown have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Middletown. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Middletown?

    Yes! Work meets play with ease at over 10 vacation rentals in Middletown featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Where should I stay in Middletown?

    Make yourself at home in Middletown by choosing from our most frequently booked neighborhoods. We have over 70 vacation rentals in Royalton, and over 130 vacation rentals in Middletown.

  • Do apartment rentals in Middletown have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Middletown. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in apartment rentals in Middletown?

    Experience the best of Middletown with our apartment rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do apartment rentals in Middletown have a kitchen?

    Absolutely! We offer over 10 apartment rentals with a kitchen in Middletown. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Apartment Rentals in Middletown?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Middletown

  • Total holiday rentals

    Explore 20 holiday rentals in Middletown

  • Nightly prices starting at

    Middletown holiday rentals start at £22 per night before taxes and fees

  • Verified guest reviews

    Over 390 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Middletown holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Middletown rentals

  • 4.8 Average rating

    Middletown stays are highly rated by guests – averaging 4.8 out of 5!