
Holiday houses in Middletown
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Top-rated holiday rentals in Middletown
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Two Bedroom Apt. with laundry
Cozy, newly renovated , fully furnished, 2nd and 3rd floor 2 bedroom 1 bathroom apartment. This comfortable cozy apartment is designed to be your home away from home. It is conveniently equipped with a washer and dryer on the main floor. Fully furnished kitchen for all your cooking needs. There is a comfortable living room with a smart TV. (Bus stop is a few houses down the road) This is located in a residential neighborhood. There are several stores and restaurants within a few minutes drive.

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.

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.

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.

George Washington Tavern House
Welcome to a slice of history in our charming Middletown apartment! Built in 1750, this residence boasts large rounded doors, a magnificent marble fireplace with a golded mirror, and dueling chandeliers suspended from ornate plaster medallions. Immerse yourself in the past as you learn that George Washington was entertained in this very house during his visit to Middletown in October 1774. Experience the allure of a bygone era with modern comforts in our unique and historic Airbnb retreat.

Sky-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. **Strictly non-smoking inside the building. A $500 fee will be applied for any violations.** Detailed parking information can be found in the photos.

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 😊

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.

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.

Ike Suite
Cozy Efficiency Near Key Attractions & Amenities Cozy efficiency just minutes from the PA Turnpike Harrisburg East exchange, Hershey Attractions, The State Capitol, Hollywood Casino, Harrisburg International Airport and Penn State Middletown campus. Ample private parking area. Driving distance to all amenities including many great restaurants, grocery stores, WalMart and Sams Club.

Parkview #5
Cozy brand new 1 bedroom apartment in historic building on 2nd floor overlooking Hersheypark. We offer contactless check in/out and room service available according to restaurant hours if you do not want to dine in person. Fenicci’s is located on the 1st floor of the building. Reminder: this is a historic building and does contain steep staircases.

Hummelstown/Hershey Area Family Home
Welcome to a spacious home set up to provide you a comfortable and convenient stay in the Hershey area. This home is located in Hummelstown 4 miles from Hershey Park, close to Hershey Medical Center 2.1 miles, Harrisburg Airport 5 miles and the Farm Show Complex 8.7miles. It is perfect for families, couples and business travelers.
Popular amenities for Middletown holiday rentals
Other great holiday rentals in Middletown

Newly Renovated Cozy Retreat (PRIVATE ENTRANCE)

small studio apartment

Camp Swift Run

1754 Historic Farmhouse

Home at RMR

Room for two

Cozy Modern Rustic Minimalist Apartment

Stay with Soe private Room#2 Full Bed 2nd FL
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 $52 NZD 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 and kid-friendly amenities 
 - Rentals with dedicated workspaces- 10 properties have a dedicated workspace 
 - Wi-Fi availability- 20 of Middletown holiday rentals include Wi-Fi access 
 - Popular amenities for guests- Guests love Kitchen, Wi-Fi and Pool across Middletown rentals 
 - 4.8 Average rating- Middletown stays are highly rated by guests—averaging 4.8 out of 5! 
Destinations to explore
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- Hersheypark
- French Creek State Park
- Liberty Mountain Resort
- Codorus State Park
- Caledonia State Park
- Hershey's Chocolate World
- The Links at Gettysburg
- Gifford Pinchot State Park
- Pine Grove Furnace State Park
- Roundtop Mountain Resort
- Lancaster Country Club
- SpringGate Vineyard
- Cullari Vineyards & Winery Tasting Room
- Adventure Sports In Hershey
- Mount Hope Estate & Winery
- Fiore Winery & Distillery
- Adams County Winery
- Basignani Winery
- Harford Vineyard and Winery
