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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
The entrance features a welcoming door painted in a warm tone, adorned with a seasonal wreath of greenery and colorful accents. A lantern is mounted on the side, providing soft illumination. The structure is framed by natural wood beams and gray siding.
Apartment in Hummelstown
5 out of 5 average rating, 135 reviews

Large roomy Apt for four, 3 miles from Hersheypark

Our farmette's peaceful setting will surround you with green! This stylish, modern farm house apt. offers a full kitchen, dining area, and 65" flat screen tv. The bedroom has a queen size bed with sheets sun bleached white and smelling of fresh outdoor air. A nearby family room's leather sofa is ready to convert into a queen size bed. A generous bathroom is equipped with a tub/ shower.The private outdoor space is attached to a 1875 barn housing a small flock of chickens our guests seem to enjoy.

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, 110 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
A spacious living area features a large, sectional sofa and a comfortable armchair positioned near a decorative fireplace. A soft area rug lies beneath, and a television is situated to the side. Natural light fills the room through a window adorned with light curtains.
Guest suite in New Cumberland
4.96 out of 5 average rating, 136 reviews

LR Fireplace, King Bed, Private Entrance, Wi-Fi

Discover this charming 2-bedroom gem centrally-located to Hershey, Lancaster and Gettysburg, PA. This newly remodeled house features a cozy atmosphere that will make guests feel right at home. 15 min to Pinchot. 15 min to Harrisburg and City Island. 20 min to Roundtop Ski Resort. 20 min to Fort Hunter and Wildwood Park. 25 min to Hershey Park. 45 min to Lancaster and Gettysburg. Smart TV, Wifi, laundry, fridge, stove, toaster oven, microwave, outdoor gas grill, Keurig & assorted coffee pods.

Top guest favorite
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
4.89 out of 5 average rating, 608 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.

Superhost
A modern kitchen features white cabinetry and granite countertops. Stainless steel appliances are present, including a refrigerator and oven. A large island with bar seating offers additional workspace. Soft lighting from pendant fixtures complements natural light entering through the windows.
Apartment in Shipoke
4.84 out of 5 average rating, 221 reviews

Riverview Front 1 parking spot

River views and easy access to everything from this perfectly located home base. The spacious unit offers guests a cozy yet expansive space in the heart of the city. The living area features ample seating facing a TV, ideal for relaxation. The kitchen is fully equipped for meal prep, and the bedroom offers a comfortable king size bed and 65" TV. One dedicated parking space is available for added convenience. Experience historic charm with modern amenities for a memorable stay in Harrisburg.

Guest favorite
A bright office space features a modern desk and a comfortable chair. A large black and white photograph adorns the wall, while a red decorative pillow adds a pop of color to the chair. A decorative rug and potted plant enhance the inviting atmosphere.
Apartment in Midtown
4.81 out of 5 average rating, 122 reviews

Newly Remodeled Midtown Apartment

Newly renovated Boho style apartment in the heart of Midtown. This cute and comfy apartment finds itself within walking distance to all Harrisburg has to offer. Including Midtown Cinema, Front Street’s walking path with a river view, City Island ball field and recreation, PA State Museum, the Capital, the new Federal Courthouse, Midtown Market, and unique places to eat, drink, and socialize. This special place is a short drive to Hershey, Gettysburg and other tourist attractions.

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, 586 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.

Guest favorite
A cozy room features exposed brick walls, adding character to the space. A large television is mounted above an ornate fireplace, while a small desk and a chair provide a workspace. Natural light enters through the large windows, dressed with elegant shades.
Apartment in Downtown Harrisburg
4.92 out of 5 average rating, 433 reviews

Harvest Moon Suite @ Walnut Place

Entire apartment in the heart of Downtown Harrisburg central business district. The unit overlooks capitol park. Access to a shared private courtyard. Neighboring buildings include Strawberry Square/Hilton, Gamut Theatre, Harrisburg University, Temple University PA Chamber of Business, Rachel Carson building. Very safe location. **Strictly non-smoking inside the building. A $500 fee will be applied for any violations.** Detailed parking information can be found in the photos.

Top guest favorite
A spacious open-concept living area features modern cabinetry and a large kitchen island with seating. Warm string lights illuminate the space, highlighting the comfortable seating area and expansive windows that offer natural light. Hardwood floors add a welcoming touch.
Apartment in Midtown
4.96 out of 5 average rating, 122 reviews

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!

Top guest favorite
Apartment in Elizabethtown
5 out of 5 average rating, 162 reviews

Luxe Stay for Two w/ Private Hot Tub & Patio

Welcome to your next getaway! This newly renovated apartment is a beautiful oasis designed for two people. The charming apartment is located just a short 10-minute drive from both Hershey and Elizabethtown, and within 30 minutes of Lancaster and Harrisburg, ensuring you're close to the area's best local attractions. Whether you're visiting for Hersheypark, chocolate factories, or exploring the scenic beauty of our local area, there's no shortage of activities to enjoy!

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, 140 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 spacious porch area is visible, featuring a swing chair and a small table. The view displays the tranquil Conewago Creek, bordered by lush greenery and trees, creating a serene environment for relaxation.
Cabin in York Haven
4.94 out of 5 average rating, 586 reviews

Conewago Cabin #3 (No Cleaning Fee!)

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

When is the best time to visit Middletown?

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Avg. priceﺩ.ﺇ320ﺩ.ﺇ320ﺩ.ﺇ320ﺩ.ﺇ294ﺩ.ﺇ320ﺩ.ﺇ320ﺩ.ﺇ349ﺩ.ﺇ364ﺩ.ﺇ312ﺩ.ﺇ301ﺩ.ﺇ294ﺩ.ﺇ320
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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.

  • 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.

  • 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 130 vacation rentals in Middletown, and over 70 vacation rentals in Royalton.

  • 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.

  • 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.

  • 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.

  • 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 free parking, over 10 homes with wifi, over 10 homes with air conditioning, 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 ﺩ.ﺇ110 per night before taxes and fees

  • Verified guest reviews

    Over 390 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!