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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Superhost
A view from the apartment showcases a vibrant streetscape, featuring a large brick building with prominent archways. Tree-lined streets are observed, along with traffic signals and street signs, providing a sense of the neighborhood's activity.
Apartment in Hershey
4.82 out of 5 average rating, 371 reviews

Candy Bar #8

3rd Floor Apartment in Historic Building. Great for family with one or two kids. Hershey's Top Rated Restaurant on first floor. Bedroom has queen bed and living room has pull out sofa for the kids. Views of Hersheypark and Hotel Hershey. Walk everywhere in 15 or less minutes. We offer contactless check in and check out. If you choose not to eat in our restaurant we will provide room service. We are COVID Clean certified. Reminder: this is a historic building and does contain steep staircases.

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, 110 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.

Guest favorite
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.
Apartment 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!

Top guest favorite
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.

Top guest favorite
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, 611 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.

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, 118 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
4.84 out of 5 average rating, 222 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.

Top guest favorite
A spacious kitchen area is equipped with modern appliances, including a black refrigerator and a black oven. A wooden table, surrounded by four chairs, is positioned centrally. Large windows are dressed with dark curtains, allowing natural light to enhance the warm wood tones of the ceiling.
Home in Harrisburg
4.95 out of 5 average rating, 208 reviews

Come Relax at our Cozy Willow Retreat!

Welcome to our Cozy Willow Retreat ~ Relax in our one bedroom cottage located directly in between Hershey and Harrisburg. Close to all things - Hershey, Giant Center, Medical Center, Hollywood Casino, Harrisburg and lots of restaurants. Large yard leading up to beautiful creek. Features cozy decor aimed at convenience and comfort for your stay. Fully stocked kitchen to whip up your favorite treats. Comfortable Desk and Free Verizon GIG wifi free for students and remote workers!

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, 587 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.

Top guest favorite
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 favorite
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, 437 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, 125 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!

Popular amenities for Middletown vacation rentals

When is the best time to visit Middletown?

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Avg. priceG$18,172 GYDG$18,172 GYDG$18,172 GYDG$16,710 GYDG$18,172 GYDG$18,172 GYDG$19,843 GYDG$20,678 GYDG$17,754 GYDG$17,127 GYDG$16,710 GYDG$18,172 GYD
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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 G$6,266 GYD 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!