Vacation rentals in Middletown

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Top-rated vacation rentals in Middletown

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A charming two-story brick cottage features a yellow front door and white window shutters. Lush green grass frames the home, while blooming pink flowers enhance the inviting exterior. Trees provide shade, and a paved path leads to the entrance, contributing to a welcoming ambiance.
Cottage in Harrisburg
4.99 out of 5 average rating, 101 reviews

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.

Guest favorite
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
4.95 out of 5 average rating, 123 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.

Top guest favorite
An expansive outdoor pool is set against a backdrop of lush greenery and trees. Warm lighting from the stone cottage bathes the area in a soft glow, creating a tranquil ambiance in the early evening. The pool's water reflects blue hues, inviting a sense of relaxation.
Cottage in Wrightsville
4.96 out of 5 average rating, 181 reviews

-The Pool Cottage at The Roundtop Estate-

Experience the ultimate private, romantic retreat tucked away from the hustle and bustle. Our unique hideaway offers over a mile of seclusion from the nearest road, immersing you in nature’s quiet beauty. Relax in the Brand-new Saltwater pool and hear the gentle hums of a train rolling along on the other side of the river. Indulge in the luxurious amenities our property has to offer. Rejuvenate in the hot tub, or warm up by the Breeo Firepit with a Latte from the Breville Espresso Machine.

Guest favorite
The exterior of a historic brick building displays a classic architectural design. A covered porch with decorative columns leads to the entrance. Sunlight filters through the surrounding trees, casting shadows on the patterned brick walkway. Windows on either side feature traditional paneling.
Apartment in Downtown Harrisburg
4.95 out of 5 average rating, 165 reviews

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!

Top guest favorite
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
4.98 out of 5 average rating, 130 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!

Top guest favorite
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 Midtown
4.98 out of 5 average rating, 597 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.

Top guest favorite
The exterior view of the log cabin is set amidst a lush, wooded landscape. A stone path leads to the cabin, which features a spacious outdoor deck adorned with plants and seating. The serene ambiance of the surrounding nature invites relaxation.
Place to stay in Airville
4.98 out of 5 average rating, 256 reviews

Waterfront Log Cabin with Hot Tub

Situated on the water's edge of Muddy Creek, this newly renovated log cabin offers a unique, luxury getaway for those seeking a stay immersed in all that nature has to offer. While relaxing on the spacious outdoor deck, you will be treated with a panoramic view of Muddy Creek complete with an occasional sighting of the neighborhood eagle. Perfectly set up for a romantic getaway for two, The Log Cabin on Muddy Creek was created to provide a space for couples to rest and reconnect.

Guest favorite
A polycarbonate dome is nestled among trees, illuminated in soft green light. The spacious deck includes a seating area and a small table. A colorful sunset is visible in the background, casting a warm glow over the Appalachian landscape.
Dome in Shippensburg
4.91 out of 5 average rating, 152 reviews

Spectacular views, intimate dome

Come experience a truly one of a kind polycarbonate dome tucked away in the Appalachian mountains! Situated on the mountainside overlooking the scenic Cumberland valley. Complete privacy, stunning sunsets, and amazing amenities! The dome is climate controlled. The spacious deck is equipped with a meticulously maintained hot tub, and a blackstone griddle. This offers the unique opportunity to be immersed in nature, yet enjoy numerous amenities and comfort.

Top guest favorite
The charming stone house is bathed in warm light, highlighting its inviting windows. Lush landscaping features a gravel pathway and seating areas, with a fire pit surrounded by chairs. Soft lighting strung between trees creates a cozy ambiance in the outdoor space.
Cottage in Stevens
5 out of 5 average rating, 123 reviews

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.

Guest favorite
Home in Midtown
4.97 out of 5 average rating, 658 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.

Top guest favorite
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
4.98 out of 5 average rating, 152 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.

Guest favorite
A modern living space features a neutral gray sofa adorned with a white throw blanket and dark pillows. A large potted plant is positioned beside the sofa, and warm-toned curtains frame the window, allowing soft light to filter in.
Apartment in Middletown
4.93 out of 5 average rating, 104 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.

Popular amenities for Middletown vacation 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 apartment rentals in Middletown?

    Experience the best of Middletown with our apartment 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 apartment rentals in Middletown have a kitchen?

    Absolutely! We offer over 10 apartment 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 House Rentals in Middletown?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with wifi, over 10 homes with air conditioning, 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 G$6,276 GYD 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!