
Holiday houses in Middletown
Find and book unique accommodation on Airbnb
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 420 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!
Top-rated holiday rentals in Middletown
Guests agree: these stays are highly rated for location, cleanliness and more.

2-Suite Riverfront Gem Near Hershey + Parking!
Welcome to The Senate! Experience luxury at our newly renovated riverfront property in Harrisburg,PA! This spacious home sleeps 8/10 with 2 king beds and smart TVs in all bedrooms. Enjoy modern amenities, stainless steel appliances and free parking. Perfect for families or groups, our home offers stunning river views and easy access to city attractions. Book now for a comfortable and unforgettable stay! Attractions: *Hershey Park 12 mi *Lancaster/Spooky Nook Sports 38 mi *Gettysburg Tours 39 mi
4.95 out of 5 average rating, 137 reviews
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.
4.95 out of 5 average rating, 142 reviews
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.
4.97 out of 5 average rating, 173 reviews
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.
4.89 out of 5 average rating, 682 reviews
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!
4.98 out of 5 average rating, 151 reviews
Sunny Blue l Cheerful 4BR Home in Elizabethtown
Relax with the whole family in this quiet setting! This 4-bedroom home is perfect for intimate stays or family get-togethers. Its fully equipped kitchen and large backyard make it ideal for relaxing and refreshment. Enjoy the gardens and outdoor living spaces built to offer relaxation and rest. Close to restaurants, shops, and the lovely Elizabethtown College campus. No matter what brings you to Elizabethtown, you will find a calm retreat in our peaceful home. Welcome to Sunny Blue!
4.99 out of 5 average rating, 139 reviews
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.
4.98 out of 5 average rating, 627 reviews
The Sweet Escape Large Family House
Welcome to Hershey! Enjoy your stay at The Sweetest Escape. Just a few min from downtown Hershey and the local attractions like Hershey Park and the Giant Center. The Sweetest Escape recently remodeled offers all the amenities of home plus more & the ideal location to spend a couple nights close to it all! Within walking distance to down town. Close to local restaurants, bars and shops! This is the place to stay! Come stay here with family and friends!
4.9 out of 5 average rating, 321 reviews
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.
4.97 out of 5 average rating, 695 reviews
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.
4.98 out of 5 average rating, 182 reviews
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.
4.92 out of 5 average rating, 138 reviews
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.
4.94 out of 5 average rating, 464 reviewsPopular amenities for Middletown holiday rentals
Other great holiday rentals in Middletown

School Village
4.96 out of 5 average rating, 117 reviews
King Bed + Fenced Yard | Near Hershey & Harrisburg
4.93 out of 5 average rating, 192 reviews
Cozy Cape Cod
4.98 out of 5 average rating, 41 reviews
The Farmhouse
4.93 out of 5 average rating, 69 reviews
Near Hershey & Harrisburg w/ Fire Pit & Game Room
4.86 out of 5 average rating, 69 reviews
The Cottage on 80th close to Hershey
5.0 out of 5 average rating, 41 reviews
Quiet 1 acre home, 4 miles from Hershey Park
4.83 out of 5 average rating, 23 reviews
Charming 3BR Cottage | Sleeps 8 | 1.5 Mi to MDT
5.0 out of 5 average rating, 11 reviewsFrequently 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.
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 apartment rentals in Middletown have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Middletown. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Middletown have free parking?
Absolutely! We offer over 10 house rentals with free parking 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.
Destinations to explore
- New York Holiday rentals
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- Ocean City Holiday rentals
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- Niagara Falls Holiday rentals
- Jersey City Holiday rentals
- Mississauga Holiday rentals
- Newark Holiday rentals
- Baltimore Holiday rentals
- Hersheypark
- Liberty Mountain Resort
- Dutch Wonderland
- Hershey's Chocolate World
- Amish Village
- French Creek State Park
- Spooky Nook Sports
- Roundtop Mountain Resort
- Sight & Sound Theatres
- Caledonia State Park
- Franklin & Marshall College
- Pennsylvania Farm Show Complex & Expo Center
- Hersheypark Stadium
- Maple Grove Raceway
- Giant Center
- Lancaster County Convention Center
- Broad Street Market
- Middle Creek Wildlife Management Area
- National Civil War Museum
- Messiah University
- Hawk Mountain Sanctuary
- Lititz Springs Park
- Rausch Creek Off-Road Park
- Bird in Hand Farmers Market





