Vacation rentals in Middletown

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.

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.

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.

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.

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.

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.

The Belvedere: Historic Charm Meets Modern Comfort

Welcome to the fully renovated Belvedere apartment! Located within walking distance of downtown Harrisburg's favorite restaurants, this historic building in Harrisburg, Pennsylvania, maintains its charm while offering a large and spacious living space. With a mix of modern amenities and old-world charm, this apartment is the perfect retreat for history buffs and modern travelers alike. Experience the best of both worlds with the Belvedere apartment.

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.

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.