
Vacation rentals in Middletown
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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 G$6,263 GYD per night before taxes and fees

Verified guest reviews
Over 420 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!
Top-rated vacation rentals in Middletown
Guests agree: these stays are highly rated for location, cleanliness, and more.

Spacious Private Family Home
Convenient private location nestled in the Allendale Community. Close to I-83/81, PA Turnpike & Rts 15. Centrally located to Hershey, Lancaster, Harrisburg, York & all spots in between! Convenience stores, quick food, pizza, frozen yogurt & Starbucks are a quick drive away. This space home hosts 4 bedrooms with a king, two queens and a twin daybed with trundle. 3.5 baths will make getting ready a breeze. Laundry room w/ washer & Dryer for your convenience. Perfect spot for your family vacation!
ValueFamilyComfort

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.
LocationFamilyWalkability

Historical home w/ Hot tub Downtown Hummelstown
One of Hummelstown's Oldest Homes, original portion is over 250 years old. Modern but with the past preserved. George Washington is rumored to have Dined here on his way to the Whiskey Rebellion. This beautiful Historical Home is in downtown Hummelstown. Walking distance to all the shops and restaurants Hummelstown has to offer! This home has everything for a comfortable, enjoyable stay to explore Hershey and Harrisburg. It would be nice to relax in the brand new hot tub after a long day!!!
ValueFamilyHeating

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.
LocationFamilyCheckout

Cozy Cape Cod
Our Cozy Cape Cod is located in a quiet neighborhood near many local attractions. Hershey Park & Entertainment is only a 15 min drive! Explore the caves at Indian Echo Caverns and learn about the areas rich history. Several Museums & natural trails are just a short drive away. Near several forms of public transportation as well. Harrisburg International Airport & Amtrak. *Please note: A picture of a valid drivers license/ photo ID may be requested to approve and confirm your booking request.
LocationFamilyKitchen

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.
ValueLocationBackyard

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!
ValueFamilyTV

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!
LocationValueAir conditioning

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.
LocationValueParking

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!
FamilyLocationBackyard

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.
ValueLocationAccuracy

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.
FamilyLocationHospitality
Popular amenities for Middletown vacation rentals
Other great vacation rentals in Middletown

The Farmhouse
LocationValueDecor

Quiet 1 acre home, 4 miles from Hershey Park
LocationFamilySleep quality

The Cottage on 80th close to Hershey
FamilyLocationParks

Near Hershey & Harrisburg w/ Fire Pit & Game Room
LocationValueBathroom

Charming 3BR Cottage | Sleeps 8 | 1.5 Mi to MDT
LocationFamilyCleanliness

The Jolly Rancher
FamilyLocationKitchen

Family home in the country
LocationValueQuiet

Wild Retreat: Mins to Hershey Park,firepit,games
LocationFamilyParks
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.
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.
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- 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





