Some info has been automatically translated. Show original language

Holiday rentals in Middletown

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Middletown

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

%{current} / %{total}1 / 1
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 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, 143 reviews

Conewago Cabin #1

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. Fireplace 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.

Top guest favourite
A cozy sleeping area features a spacious bed adorned with varying patterned bedding. A side table holds a small lamp, while a comfortable chair is positioned beside a dining table for two. Warm lighting enhances the inviting atmosphere, complemented by a scenic artwork on the wall.
Guest suite in Red Lion
4.99 out of 5 average rating, 167 reviews

Private suite with kitchenette

Private suite with kitchenette, full bath, private entrance, and free on-street parking in beautiful rural area. Quiet neighborhood. Centrally located: 30 min. to Harrisburg or Lancaster; 1 hr. to Baltimore or BWI airport; 2 hours to Philadelphia. Ski Roundtop is only 30 minutes away! Hiking and biking on local rail trail. Happy to provide recommendations for restaurants and things to do in the area. Enjoy the Keurig coffee maker, microwave, and mini-fridge; snacks and bottled water provided.

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, 613 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 modern kitchen features white cabinetry and granite countertops. Stainless steel appliances are present, including a refrigerator and oven. A large island with bar seating offers additional workspace. Soft lighting from pendant fixtures complements natural light entering through the windows.
Flat in Shipoke
4.84 out of 5 average rating, 226 reviews

Riverview Front 1 parking spot

River views and easy access to everything from this perfectly located home base. The spacious unit offers guests a cozy yet expansive space in the heart of the city. The living area features ample seating facing a TV, ideal for relaxation. The kitchen is fully equipped for meal prep, and the bedroom offers a comfortable king size bed and 65" TV. One dedicated parking space is available for added convenience. Experience historic charm with modern amenities for a memorable stay in Harrisburg.

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.

Superhost
A spacious bed is positioned in a well-lit room with soft bedding and neutral tones. Textured wall art adds visual interest, while a decorative pennant displays the name 'Lancaster.' A window crafted from glass blocks allows natural light to fill the space.
Flat in Marietta
4.84 out of 5 average rating, 371 reviews

Efficiency apartment in Historic Marietta

This efficiency apartment is part of a 19th century home in historic Marietta, PA. The apartment has it's own private entrance so it is completely separate from our actual house. We are right in the heart of historic Marietta, PA. Enjoy the historic architecture of an old train town and unique and vibrant bars/restaurants that Marietta has to offer. Marietta is located on the Susquehanna river in Lancaster county and is a convenient central location to Lancaster, York and Harrisburg.

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, 152 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.

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, 440 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
A two-story garage structure is shown, featuring a set of stairs leading up to the entrance of the loft. Outdoor lighting highlights the pathway, while a white picket fence encloses the area, creating a defined and welcoming entry to the private space above.
Guest house in Elizabethtown
5 out of 5 average rating, 49 reviews

The Loft

Cozy One-Bedroom Loft tucked behind our ranch-style home. Located Above a garage in Elizabethtown with Sauna Relax in this private Loft, featuring a queen bedroom and pull-out couch. Inside the Loft enjoy a fully equipped kitchen for all your cooking needs. With a private entrance and peaceful surroundings, it’s the perfect retreat. Close to local attractions in Elizabethtown and Hershey, offering the perfect blend of comfort and convenience.

Top guest favourite
The guesthouse features a charming exterior with a combination of brick and siding. A covered porch is highlighted by rocking chairs, surrounded by landscaped gardens and stone pathways. Lush greenery and a white fence create a serene countryside setting in the background.
Guest house in Middletown
4.98 out of 5 average rating, 142 reviews

Historic 1 bedroom guesthouse with parking.

Beautiful 1840's pre-Civil War country summer kitchen guesthouse situated on a private farm. Completely remodeled from floor to ceiling! Private off road parking. Within 15 minutes of all Hershey attractions and medical center. Conveniently located 3 miles from Harrisburg International Airport and short travel to various other destinations such as Spooky Nook Sports, Elizabethtown, Harrisburg, Hershey and Lancaster areas.

Guest favourite
A modern living space features a neutral gray sofa adorned with a white throw blanket and dark pillows. A large potted plant is positioned beside the sofa, and warm-toned curtains frame the window, allowing soft light to filter in.
Flat in Middletown
4.92 out of 5 average rating, 91 reviews

Circle 12B Cozy Modern & Secluded Covered Parking

Circle 12B Airbnb is situated in a quiet cul-de-sac central to Harrisburg, Lancaster, Hershey and York. The space features one bath and one bedroom with a king-sized bed, a cozy living space including a dedicated work area and a kitchenette. Guests enjoy a private rear entrance and covered parking. The unit is 5 minutes from a Target and 20 minutes from Hershey stadium/park. Fire-stick apps require your own logins.

Popular amenities for Middletown holiday rentals

When is the best time to visit Middletown?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$112 SGD$112 SGD$112 SGD$103 SGD$112 SGD$112 SGD$122 SGD$127 SGD$109 SGD$105 SGD$103 SGD$112 SGD
Avg. temp-1°C1°C5°C12°C17°C23°C25°C24°C20°C13°C7°C2°C

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 wifi, over 10 homes with a kitchen, over 10 homes with free parking, over 10 homes with air conditioning, 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 $39 SGD 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!