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.

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Top Guest favourite
Home in Harrisburg

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
Guest favourite
The cottage exterior is illuminated by soft string lights, creating a welcoming entry. A white door with an oval window leads inside, flanked by two large windows. Two adirondack chairs are positioned nearby, with potted plants adding natural touches to the entrance.
Guesthouse in Goldsboro

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
Top Guest favourite
The farmhouse is nestled among greenery, featuring a white exterior with dark shutters and a central chimney. A gravel path leads to the entrance, while a wooden fence frames the property. A vibrant sunset paints the sky in shades of pink and orange.
Home in Palmyra

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
Top Guest favourite
The exterior of a spacious house is visible, featuring a stone façade and a large garage. A well-maintained yard includes colorful flowering bushes and green grass, with a concrete walkway leading to the front entrance. Window details highlight the welcoming atmosphere.
Guest suite in Harrisburg

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
Top Guest favourite
A bright living area features two large sofas and an armchair, arranged around a simple coffee table. A television is mounted above a white-brick fireplace. Natural light fills the room through large windows dressed with soft curtains, enhancing the cozy cottage atmosphere.
Home in Elizabethtown

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
Top Guest favourite
A charming blue exterior of the home is highlighted by well-maintained gardens, featuring colorful flowers and lush greenery. A set of stone steps leads to the front door, framed by large windows that allow ample natural light into the space.
Home in Elizabethtown

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
Guest favourite
A modern living area is furnished with a light-colored sectional sofa and stylish accent chairs. A round coffee table sits at the center, complemented by a textured area rug. The space features a mix of warm wood and neutral tones, with artistic wall decor enhancing the setting.
Home in Harrisburg

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
Guest favourite
Home in Hershey

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
Guest favourite
Home in Harrisburg

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
Top Guest favourite
The guesthouse features a charming exterior with a combination of brick and siding. A covered porch is highlighted by rocking chairs, surrounded by landscaped gardens and stone pathways. Lush greenery and a white fence create a serene countryside setting in the background.
Guesthouse in Middletown

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
Guest favourite
Apartment in Middletown

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
Guest favourite
An open living area features a maroon leather sofa and matching armchair, complemented by a wooden dining table with metal chairs. Natural light fills the space, highlighting the hardwood floors and artwork on the walls. A floor lamp adds ambient illumination.
Home in Hummelstown

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 reviews

Popular amenities for Middletown holiday rentals

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.