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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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Home in Lewisberry

4.98 out of 5 average rating, 122 reviews

Home Away from Home - 2 bed, 2 full bath, office

Forget your worries in this spacious and serene space. Centrally located close to Harrisburg, Hershey and York. 1/2 mile from Route 83 near PA turnpike. 8 miles from Roundtop Mountain Resort. Full house with fully supplied kitchen, Wi-fi, loft as an office and day bed/trundle for more guests. Full private laundry so you can travel with less. Optimal for families or business travelers alike. Convenient to the mountain for skiing -come back and relax for the evening. Fenced in outdoor space

Guest suite in Palmyra

4.99 out of 5 average rating, 206 reviews

Bee Suite-adorable one bedroom with outdoor space

Peaceful quiet location 6 miles from Hershey Park. Relax in the welcoming outdoor space after an active day enjoying the local activities. The outdoor space boasts a koi pond, fire pit as well as a gazebo. Chances are you will see local wildlife including deer, wild turkey, and a wide variety of birds and honey bees! We do provide a kitchenette with the opportunity to prepare meals using the grill, griddle, and crockpot provided. Let us know if you need anything additional to enjoy your stay.

Cottage in Dillsburg

4.96 out of 5 average rating, 226 reviews

Country Cottage by the Redwoods.

This quaint country cottage is nestled in the Redwoods on our Dillsburg property away from the hustle and bustle of a busy life. Relaxing, quiet, not visible from the road but close to: ~ Round Top Mountain Resort ~Paulus Mt Airy Orchards ~Yellow Breeches Creek ~Messiah University. (all within 3 miles) We are central to Gettysburg and Hershey (30 miles), Harrisburg,Carlisle, Boiling Springs, Allen Berry Play house, the Appalachian Trail, and LeTort Spring Run! (all within15 miles)

Guest suite in Marietta

5 out of 5 average rating, 206 reviews

Private suite - The Cassel House of Marietta

Welcome to The Cassel House of Marietta, where historical charm meets modern luxury! Guests enjoy a private suite which includes a bedroom, bath, kitchenette, large living room, and a spacious patio. Reliable Wi-Fi, Cable TV, plush towels, and outdoor games are also included. The Cassel House is conveniently located between Lancaster, Hershey, York and Harrisburg. Experience the charm of a historic home built in 1885 with the proximity to major destinations that tourists and locals enjoy!

Rental unit in Harrisburg

4.87 out of 5 average rating, 112 reviews

Riverview Front

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.

Rental unit in Palmyra

4.96 out of 5 average rating, 259 reviews

Hershey Nook-Small Apt Near Hershey.

Hershey Nook-enjoy a convenient 1st floor layout, minutes from Hershey attractions. WIFI, central air/heat, everything you need for a short or extended stay. The space Hershey Nook is a comfortable, light, and airy space. We offer many amenities to make your stay feel like home. Two TVs-a large smart tv in living room and smaller Roku tv in the bedroom. WIFI, even games and playing cards! The kitchen offers plenty of dishes and cookware to make even an extended stay very comfortable.

Rental unit in Dillsburg

4.96 out of 5 average rating, 145 reviews

Lovely 2BR apt between Hershey, Gettysburg

This in-law apartment is connected to the host's home, but with private entrance, and has everything you need to feel at home away from home. Beautiful quiet country setting but only 5 miles from turnpike and other major routes, as well as grocery stores, gas stations, restaurants and shopping. Midway between Gettysburg, Hershey, Harrisburg & Lancaster Amish country . Near Ski Roundtop, Messiah College, Naval Depot. Sightings of turkeys, deer and more in the back yard are not unusual.

Cottage in Middletown

4.97 out of 5 average rating, 212 reviews

Peaceful waterfront retreat near Hershey sleeps 10

Welcome to the Creekhouse. This tranquil retreat features a large covered deck overlooking the Conewago creek, an open floor plan with a modern kitchen, and sleeping for ten guests. Enjoy evenings around the fire pit, relax in the hammock or porch swing, play a game of corn hole, while enjoying the canopy of mature shade and the sounds of the creek. Pool, ping pong, air hockey and darts await in the lower level game room. Come away and rest for awhile!

Rental unit in Harrisburg

4.95 out of 5 average rating, 117 reviews

Vesta View - Modern, no cleaning fee, by Hershey!

Discover tranquility and modern comfort in this trendy, serene setting in Linglestown, PA. Enjoy convenience with a central location - only 25 minutes from the airport, 15 minutes from Hershey Park, and walking distance to local coffee shops, restaurants, and boutiques. Explore further with a quick 20-minute Uber ride to downtown Harrisburg. Experience the beauty and convenience of central Pennsylvania at this idyllic retreat.

Home in York

4.9 out of 5 average rating, 263 reviews

Fine Art House - Hershey, Gettysburg, Lancaster

PEACEFUL SECLUSION, YET ONLY 5 MINUTES FROM INTERSTATE 83! Lots of amenities come with this beautiful 3 bedroom home situated on 10 acres! Amenities such as a game room, sun room, central air, outdoor deck with Weber grill, and a fire pit with firewood. Centrally located to York, Gettysburg, Lancaster, Hershey and Harrisburg! Seclusion in the middle of civilization!

Cabin in York Haven

4.94 out of 5 average rating, 525 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 and agree to a $20 pet fee.

Rental unit in Elizabethtown

4.94 out of 5 average rating, 140 reviews

Splash by Hershey

Come and relax by the pool just on the outskirts of Hershey. Enjoy this newly remodeled studio appartment with private entry that is also handicapped accessable. Large private bath, queen sized bed, and small kitchenette. You can look out the large picture window which overlooks the wooded area behind, watch birds, deer, and other wild life.

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Middletown vacation rentals

Free parking on premises

Air conditioning

Stay near Middletown's top sights

GIANT Food Stores28 locals recommend

Tattered Flag Brewery & Still Works8 locals recommend

Brownstone Cafe8 locals recommend

Hardee's5 locals recommend

Alfred's Victorian5 locals recommend

Karns Foods3 locals recommend

Other great vacation rentals in Middletown

Guesthouse in Middletown

4.98 out of 5 average rating, 87 reviews

Historic 1 bedroom guesthouse with parking.

Farm stay in Lancaster County, Columbia

4.99 out of 5 average rating, 446 reviews

Lancaster County Horse Ranch Apartment

Home in Bainbridge

5 out of 5 average rating, 34 reviews

The Barn on Apple

Rental unit in Harrisburg

4.94 out of 5 average rating, 34 reviews

Ike Suite

Farm stay in Middletown

5 out of 5 average rating, 28 reviews

The Farmhouse

Rental unit in Middletown

4.9 out of 5 average rating, 21 reviews

Serenity Apartment in Middletown

Guest suite in Elizabethtown

5 out of 5 average rating, 84 reviews

The Laurel

Cottage in Palmyra

4.93 out of 5 average rating, 226 reviews

Get Hersheypark Happy and unwind with our Cottage

Quick stats about vacation rentals in Middletown

Total rentals
10 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
260 reviews
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Local attractions
GIANT Food Stores, Brownstone Cafe, and Hardee's

Frequently Asked Questions

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 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 air conditioning, over 10 homes with a kitchen, over 10 homes with wifi, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do apartment rentals in Middletown have free parking?
Absolutely! We offer over 10 apartment rentals with free parking in Middletown. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore