Vacation rentals in Middletown

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Top-rated vacation rentals in Middletown

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

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Guest favorite
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.
Guesthouse in Goldsboro
4.95 out of 5 average rating, 106 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 favorite
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, 131 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.

Top guest favorite
A bright living area features two large sofas and an armchair, arranged around a simple coffee table. A television is mounted above a white-brick fireplace. Natural light fills the room through large windows dressed with soft curtains, enhancing the cozy cottage atmosphere.
Home in Elizabethtown
4.97 out of 5 average rating, 116 reviews

Countryside Cottage

Come and enjoy this cozy home away from home! You will find this newly renovated home to have just what your family needs while being closely located to many popular attractions! We are located just minutes off of rt 283. Being very centrally located to the following: Hershey-10 min Harrisburg-20 min Lancaster-20 min We are very close to Hershey park, Spooky Nook sports, and many wedding venues in the area. With a cozy cottage feel you will find plenty of relaxation here in the country!

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.
Apartment in Shipoke
4.85 out of 5 average rating, 214 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.

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.
Apartment in Marietta
4.84 out of 5 average rating, 367 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 favorite
A modern living area is furnished with a light-colored sectional sofa and stylish accent chairs. A round coffee table sits at the center, complemented by a textured area rug. The space features a mix of warm wood and neutral tones, with artistic wall decor enhancing the setting.
Home in Midtown
4.98 out of 5 average rating, 583 reviews

Modern, Fashionable Uptown Harrisburg home

Modern and fabulously decorated single family, brick row home in the "Olde Uptown" neighborhood of Harrisburg. Personal touches are found throughout with complimentary snacks and beverages, continental breakfast, incredibly comfortable beds, and professionally designed interior decor. You can walk to the fantastic Broad Street Market, local cafes and coffee, and the beautiful riverfront trail. One dedicated off-street parking spot is assigned to the home so parking is a breeze.

Superhost
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.
Apartment in Downtown Harrisburg
4.92 out of 5 average rating, 429 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 favorite
A spacious open-concept living area features modern cabinetry and a large kitchen island with seating. Warm string lights illuminate the space, highlighting the comfortable seating area and expansive windows that offer natural light. Hardwood floors add a welcoming touch.
Apartment in Midtown
4.96 out of 5 average rating, 113 reviews

Midtown's Coolest Penthouse Apt—Free Parking!

Historic Midtown Retreat: Discover the perfect blend of history and modern comfort in our spacious 2-bedroom, 2-bath apartment, located on the top floor of an old department store. Ideal for lively gatherings or cozy escapes, this unique space in Harrisburg’s trendy Midtown offers easy access to Downtown, the State Capitol, and local breweries. Enjoy free off-street parking, a fully stocked kitchen, and in-unit laundry. Explore Hershey and Harrisburg from this unique spot!

Top guest favorite
A cozy living room features a modern couch with decorative cushions, a coffee table with plants, and a flat-screen TV mounted beside a fireplace. Natural light enters through large windows, illuminating warm wooden flooring and light-colored walls.
Apartment in Midtown
4.99 out of 5 average rating, 269 reviews

Unique Private Balcony and Fireplace in Midtown

Newly renovated and fully stocked! Enjoy a "city" sunset from the 1920's gazebo-style balcony. Relax in front of the fireplace while enjoying comfortable modern amenities. ✔ Off-street parking ✔ Under 30 minutes to Hershey and Carlisle ✔ Walking distance to riverfront, shops, restaurants and bars ✔ Minutes to the Farm Show Complex, downtown and the Capitol ✔ Under 1 hour to Lancaster and Gettysburg ✔ Premium cable, Netflix, HBO Max & Disney Plus

Superhost
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, 285 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.

Top guest favorite
A stylish tiny home is nestled in a scenic environment, featuring a wooden deck and a seating area. The exterior combines white siding with wood accents, and large windows provide ample natural light. A parasol offers shade over the outdoor dining space.
Tiny home in Wellsville
4.97 out of 5 average rating, 748 reviews

Tiny Home Getaway w/kayaks next to lake

Perched on an outcrop overlooking the Conewago mountains, this sweet tiny home for 2 offers a stylish, relaxing getaway where you can slow down for a few days with your favorite human. Cozy up on the hammock with a good book, spend the day on the lake with our two complimentary kayaks, roast marshmallows over the fire, sip wine to a spectacle of fireflies, settle into rocking chairs for some stargazing, and wake up happy 😊

Top guest favorite
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.
Guesthouse in Middletown
4.98 out of 5 average rating, 139 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.

Popular amenities for Middletown vacation 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 130 vacation rentals in Middletown, and over 70 vacation rentals in Royalton.

  • 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 free parking, over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Middletown

  • Total vacation rentals

    Explore 20 vacation rentals in Middletown

  • Nightly prices starting at

    Middletown vacation rentals start at € 26 per night before taxes and fees

  • Verified guest reviews

    Over 390 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Middletown vacation rentals include wi-fi 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!