
Vacation rentals in Middletown
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Top-rated vacation rentals in Middletown
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A Wee Bit of Scotland near Harrisburg & Hershey
Coorie Doon is Scottish for "snuggle down", and that is exactly what we want you to do! We have created a cozy getaway that reflects our Scottish heritage, nestled in a neighborhood near Harrisburg, and just a few miles from Hershey. We encourage you to sit back and enjoy the cottage , or head out to explore all the Harrisburg/Hershey area has to offer, or a bit of both! There are great restaurants, shopping and entertainment venues nearby. The cottage is a unique space to make lasting memories.

The Roundtop Chalet (romantic couples retreat)
Indulge in a getaway to our charming cabin, the perfect retreat for all your special celebrations - be it anniversaries, birthdays, or simply a much-needed escape from routine. Perfectly designed for romantic getaways, this cabin seamlessly blends rustic charm with modern comforts. Savour the warmth of a cozy fireplace, unwinding in a hot tub,and indulge with unlimited lattes, crafted by our Breville Touch Espresso Machine. Embrace serenity at its finest and make memories that will last forever

The Inn- Newly Renovated Designer Furnished
Newly renovated home features all of the modern amenities families enjoy. A large island for entertaining, a dining table seating 8, large living room, a bright sunroom with plenty of seating, as well as a sun porch with a bistro table & chairs, outdoor seating, & 3 spacious bedrooms upstairs each has a queen size bed. The home is a minute's walk from our popular home decor boutique, Gray Apple Market. A 10 minute drive to downtown York & other popular destinations such as the York Fairgrounds.

Conewago Cabin #1
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. Fireplace 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.

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.

Countryside Cottage
Come and enjoy this cozy home away from home! You will find this 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!

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!

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.

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!

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

Cozy Cottage •HOT TUB • FIRE PIT• Peaceful Getaway
🌾 Welcome to Your Cozy Farm Retreat A peaceful, private guest cottage located on our small, quiet farm — complete with your own private hot tub, fire pit, and beautiful views. This is the perfect escape to relax, recharge, and enjoy the countryside. Sip coffee overlooking the fields, unwind in the hot tub under the stars, or explore the local farms, breweries, and trails nearby. Perfect for couples or solo travelers seeking a quiet getaway.

3 Bedroom Suite w Kitchen Near Hbg/York/Hershey
Convenience, privacy, and personal touches will make you feel at home in this fully furnished apartment. Located on a pleasant 1.5 acre setting only 10 mins from Harrisburg and 20 mins to Messiah College, York, and Hersheypark. Enjoy a private entrance with plenty of space to make memories. Three bedrooms, spacious living room, well stocked kitchen. Central AC, fresh linens, free WiFi & Roku, and parking provided. Pet/smoke-free.
Popular amenities for Middletown vacation rentals
Other great vacation rentals in Middletown

Hershey Haven – Movie Room, Firepit, Mins to park!

Hershey Cottage: Fire Pit, Game Room on Amish Farm

Family home in the country

Ike Suite

1803 Millhouse on Estate *15 mins to Hershey*

Perfect Family Getaway. Steps from Attractions!

Special Hershey getaway, pool, privacy, relax

5 Minutes from Hershey Park/ Hershey Giant Center!
Destinations to explore
- Plainview Vacation rentals
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- Tuckahoe Vacation rentals
- Long Island Vacation rentals
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- East River Vacation rentals
- Washington Vacation rentals
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- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- Hersheypark
- Liberty Mountain Resort
- Roundtop Mountain Resort
- French Creek State Park
- Codorus State Park
- Caledonia State Park
- Hershey's Chocolate World
- Spooky Nook Sports
- Sight & Sound Theatres
- Pennsylvania Farm Show Complex & Expo Center
- Shady Maple Smorgasbord
- Amish Village
- Franklin & Marshall College
- Messiah University
- Lititz Springs Park
- Giant Center
- Lancaster County Convention Center
- Broad Street Market
- National Civil War Museum
- Fulton Theatre
- Central Market Art Co
- Middle Creek Wildlife Management Area
- Maple Grove Raceway
- Hawk Mountain Sanctuary




