
Holiday rentals in Middletown
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Top-rated holiday rentals in Middletown
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Home Away from Home - 2 bed, 2 full bath, office
Forget your worries in this spacious and serene space. Centrally located close to Harrisburg, Hershey and York. 1/2 mile from Route 83 near PA turnpike. 8 miles from Roundtop Mountain Resort. Full house with fully supplied kitchen, Wi-fi, loft as an office and day bed/trundle for more guests. Full private laundry so you can travel with less. Optimal for families or business travelers alike. Convenient to the mountain for skiing -come back and relax for the evening. Fenced in outdoor space

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.

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!

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.

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.

Entire Townhome w/ Hot Tub 5 min drive to Hershey!
1900 sq ft- Wonderful spacious relaxing home away from home. A great central location to the Hershey Area. Close to Hershey Downtown, Restaurants, Shops & Penn State Hershey Medical Center. Visit Indian Echo Caverns in Middletown. Close to the State Capital Harrisburg. Radha offers all the amenities of home, & the ideal location to spend a couple nights close to everything. Ideal for families with small children, couples, and large groups. Located in a very quiet and safe community.

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.

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.

Capitol View 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.

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!

Luxe Stay for Two w/ Private Hot Tub & Patio
Welcome to your next getaway! This newly renovated apartment is a beautiful oasis designed for two people. The charming apartment is located just a short 10-minute drive from both Hershey and Elizabethtown, and within 30 minutes of Lancaster and Harrisburg, ensuring you're close to the area's best local attractions. Whether you're visiting for Hersheypark, chocolate factories, or exploring the scenic beauty of our local area, there's no shortage of activities to enjoy!

Suites on Seneca - Beautiful 1 Bedroom Apartment
Discover comfort and convenience at our cozy second-floor apartment near the stunning Susquehanna River. Experience downtown Harrisburg's lively dining, shopping, and cafe scene just minutes away. Enjoy a queen-sized bed, a well-equipped kitchen, inviting leather couches, a smart TV, and the convenience of an in-unit washer and dryer. Need a workspace? Our full office with a bookcase awaits. Book now for a perfect haven that caters to all your travel needs!
Popular amenities for Middletown holiday rentals
Other great holiday rentals in Middletown

Fire Pit, Game Room, 15 min to Hershey

George Washington Tavern House

Ike Suite

The Farmhouse

Cozy Spacious Renovated House

Capitol View Luxury Suite 3

5 Minutes from Hershey Park/ Hershey Giant Center!

Home Sweet Homestead - Minutes from Hershey
Quick stats about holiday rentals in Middletown
Total rentals
20 properties
Nightly prices starting at
₹2,663 before taxes and fees
Total number of reviews
390 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Destinations to explore
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- Hersheypark
- French Creek State Park
- Liberty Mountain Resort
- Caledonia State Park
- Codorus State Park
- The Links at Gettysburg
- Hershey's Chocolate World
- Gifford Pinchot State Park
- Roundtop Mountain Resort
- Pine Grove Furnace State Park
- Lancaster Country Club
- SpringGate Vineyard
- Cullari Vineyards & Winery Tasting Room
- Adventure Sports In Hershey
- Mount Hope Estate & Winery
- Adams County Winery
- Fiore Winery & Distillery
- Harford Vineyard and Winery
- Basignani Winery