
Vacation rentals in Middletown
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Middletown
Guests agree: these stays are highly rated for location, cleanliness, and more.

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

1788 Historic Farmhouse near Hershey
Relax with the whole family at this peaceful place to stay. Find time to enjoy all that the area has to offer or just rest and take in the surroundings! We have trails in the woods nearby and around our meadow that lies in front of the farmhouse. The historic charm of the original two story farmhouse has been restored while still allowing for modern bathrooms and kitchen space. There is a first floor master suite with en suite bath for those who want to avoid the old staircase. Come and enjoy.

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!

Fulling Mill Inn B& B - Lodging and dining
Newly renovated historic, elegant 1860 farmhouse. Bed and Breakfast or whole house rental. Your group can have us serve meals or you can make your own. We offer Bedrooms with en suite bathrooms with whole house amenities and 1.5 acres with lovely creek. Discounts offered for the full week or monthly rental. Located 1/4 mile from Harrisburg - Hershey Turnpike gate. Harrisburg Intl. Airport is 10 minutes away. Visit for family vacations, business travelers, or girls getaways.

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!

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.

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!

Wooded Cottage|Outdoor Sauna|Hot tub|Fire pit|COZY
You will love our cottage in the woods with plenty of amenities to enjoy! ⇒Hot Tub ⇒Outdoor SAUNA ⇒50" Smart TV (2) ⇒Two King rooss ⇒Quiet, private ⇒Outdoor fire-pit with firewood ⇒Front Porch w/ seating ⇒Fully stocked kitchen ⇒Weber Propane Grill ⇒2 acres wooded lot 15-30 Min: ⇒Downtown Lancaster ⇒Harrisburg ⇒Hershey/Hersheypark ⇒Amazing food! ✭"Tyler was one of the most responsive hosts we've ever had"✭
Walk to Midtown From Contemporary Uptown Harrisburg Home
Beautifully remodeled, single family, brick rowhome in the "Olde Uptown" neighborhood of Harrisburg. Take advantage of the extra care and personal touches in this property such as complimentary beverages and snacks, continental breakfast items, professionally designed interior, and incredibly comfortable king sized bed. You can walk to the fantastic Broad Street Market, local coffee shop and cafe, and the beautiful riverfront trail.

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.

Conewago Cabin #3
All are welcome in our cozy 1 Bedroom plus loft Cabin #3 along the Conewago Creek. Peaceful and relaxing, & the creek is just a step away and is great for splashing around in the summer to cool off. No smoking. Fully equipped kitchen & Washer and Dryer. Carport parking space. Pets are welcome. All pets must be disclosed prior to check in. We charge a $20 pet fee. Two pets maximum please.
Popular amenities for Middletown vacation rentals
Other great vacation rentals in Middletown

Near Hershey & Harrisburg w/ Fire Pit & Game Room

Family home in the country

A-Frame At Oak Hills: Creekside + Hot Tub + Sauna.

Cozy Hershey- Harrisburg Hideout w/ Hot tub

The Farmhouse

Historic Middletown Home 15 min to Harris-Hershey!

Hot Tub · Game Room & More· 8 min to Hersheypark!

The Loft
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.
How much does it cost to stay in house rentals in Middletown?
Experience the best of Middletown with our house 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.
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 70 vacation rentals in Royalton, and over 130 vacation rentals in Middletown.
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.
Do house rentals in Middletown have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Middletown. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Middletown have wifi?
Absolutely! We offer over 10 house rentals with wifi 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 air conditioning, over 10 homes with wifi, 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 €26 per night before taxes and fees

Verified guest reviews
Over 400 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!
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- Hersheypark
- Liberty Mountain Resort
- Dutch Wonderland
- Hershey's Chocolate World
- Roundtop Mountain Resort
- French Creek State Park
- Spooky Nook Sports
- Caledonia State Park
- Amish Village
- Shady Maple Smorgasbord
- Franklin & Marshall College
- Sight & Sound Theatres
- Giant Center
- Pennsylvania Farm Show Complex & Expo Center
- Maple Grove Raceway
- Broad Street Market
- Lititz Springs Park
- Middle Creek Wildlife Management Area
- National Civil War Museum
- Messiah University
- Lancaster County Convention Center
- Fulton Theatre
- Bird in Hand Farmers Market
- Hersheypark Stadium





