Vacation rentals in Middletown

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Top-rated vacation rentals in Middletown

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Guest favorite

Guest suite in Palmyra

4.98 out of 5 average rating, 155 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.

Jan 6 – 13

G$24,866 GYD per night

Guest favorite

Cottage in Dillsburg

4.95 out of 5 average rating, 172 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)

Nov 5 – 12

G$27,886 GYD per night

Superhost

Apartment in Marietta

4.85 out of 5 average rating, 332 reviews

Efficiency apartment in Historic Marietta

This efficiency apartment is part of a 19th century home in historic Marietta, PA. The apartment has it's own private entrance so it is completely separate from our actual house. We are right in the heart of historic Marietta, PA. Enjoy the historic architecture of an old train town and unique and vibrant bars/restaurants that Marietta has to offer. Marietta is located on the Susquehanna river in Lancaster county and is a convenient central location to Lancaster, York and Harrisburg.

Jun 14 – 21

G$11,591 GYD per night

Guest favorite

Home in Harrisburg

4.95 out of 5 average rating, 147 reviews

Come Relax at our Cozy Willow Retreat!

Welcome to our Cozy Willow Retreat ~ Relax in our one bedroom cottage located directly in between Hershey and Harrisburg. Close to all things - Hershey, Giant Center, Medical Center, Hollywood Casino, Harrisburg and lots of restaurants. Large yard leading up to beautiful creek. Features cozy decor aimed at convenience and comfort for your stay. Fully stocked kitchen to whip up your favorite treats. Comfortable Desk and Free Verizon GIG wifi free for students and remote workers!

Oct 18 – 25

G$27,607 GYD per night

Guest favorite

Apartment in Elizabethtown

4.95 out of 5 average rating, 106 reviews

Cedar and Spruce

Open, spacious, lots of natural light, 2nd floor apartment. On a quiet shaded street. Outdoor private entrance. Owners live on lower level if anything is needed but you will have all the privacy you want. Shared deck is available for use. 4 blocks from a park. 3 blocks to Elizabethtown College's beautiful campus. 5-6 blocks to downtown Elizabethtown where there are cute shops, restaurants, cafes and the public library. Elizabethtown is between Harrisburg, Lancaster and Hershey.

Nov 25 – Dec 2

G$20,685 GYD per night

Guest favorite

Cottage in Middletown

4.97 out of 5 average rating, 190 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!

Dec 25 – Jan 1

G$108,059 GYD per night

Guest favorite

Apartment in Harrisburg

4.92 out of 5 average rating, 278 reviews

Stargaze Suite @ Walnut Place

Renovated loft-style apartment nestled in the heart of Downtown Harrisburg. When you walk into this suite, the first thing you feel is an overwhelming feeling of calm. Located on the top floor, with an avast view overlooking Capitol Park and trees from the private courtyard in the back of the property. **Strictly non-smoking inside the building. A $500 fee will be applied for any violations.** Detailed parking information can be found in the photos.

Jul 4 – 11

G$21,484 GYD per night

Guest favorite

Apartment in Harrisburg

4.99 out of 5 average rating, 153 reviews

Unique Private Balcony and Fireplace in Midtown

Newly renovated and fully stocked! Enjoy a "city" sunset from the 1920's gazebo-style balcony. Relax in front of the fireplace while enjoying comfortable modern amenities. ✔ Off-street parking ✔ Under 30 minutes to Hershey and Carlisle ✔ Walking distance to riverfront, shops, restaurants and bars ✔ Minutes to the Farm Show Complex, downtown and the Capitol ✔ Under 1 hour to Lancaster and Gettysburg ✔ Premium cable, Netflix, HBO Max & Disney Plus

Jan 13 – 20

G$23,994 GYD per night

Guest favorite

Apartment in Goldsboro

4.81 out of 5 average rating, 220 reviews

Spacious Farmhouse Style Apt Near Hbg/York/Hershey

Convenience, privacy, and personal touches will make you feel at home in this fully furnished apartment. Located on a pleasant 1.5 acre setting only 10 mins from Harrisburg and 20 mins to Messiah College, York, and Hersheypark. Enjoy a private entrance with plenty of space to make memories. Three bedrooms, spacious living room, well stocked kitchen. Central AC, fresh linens, free WiFi & Roku, and parking provided. Pet/smoke-free.

Sep 6 – 13

G$22,227 GYD per night

Guest favorite

Tiny home in Wellsville

4.97 out of 5 average rating, 597 reviews

Cutest Tiny Home Getaway w/kayaks next to lake

Perched on an outcrop overlooking the Conewago mountains, this sweet tiny home for 2 offers a stylish, relaxing getaway where you can slow down for a few days with your favorite human. Cozy up on the hammock with a good book, spend the day on the lake with our two complimentary kayaks, roast marshmallows over the fire, sip wine to a spectacle of fireflies, settle into rocking chairs for some stargazing, and wake up happy 😊

Oct 1 – 8

G$31,072 GYD per night

Guest favorite

Apartment in Elizabethtown

4.95 out of 5 average rating, 113 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.

Oct 6 – 13

G$22,137 GYD per night

Guest favorite

Guesthouse in Marietta

4.89 out of 5 average rating, 255 reviews

The Bank House

Come stay in the Old Maytown Bank. This half house, half bank was built in 1910. The bank side has been used as a residence since 1972 in one aspect or another. Recently remodeled for romantic get aways in this historic town. Enjoy outdoor activities, local music, the culinary experiences of this area, or relax inside with games and movies.

Nov 10 – 17

G$23,060 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Middletown vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Middletown's top sights

Brownstone Cafe8 locals recommend

GIANT Food Stores28 locals recommend

Hardee's5 locals recommend

Tattered Flag Brewery & Still Works8 locals recommend

Karns Foods3 locals recommend

Hoffer Park3 locals recommend

Other great vacation rentals in Middletown

Guest favorite

Home in Harrisburg

4.87 out of 5 average rating, 251 reviews

Home away from home

Aug 23 – 30

G$33,399 GYD per night

Guest favorite

Guest suite in Manheim

4.99 out of 5 average rating, 148 reviews

Picturesque Lancaster Country Apartment

Aug 14 – 21

G$20,651 GYD per night

Guest favorite

Apartment in Palmyra

4.96 out of 5 average rating, 188 reviews

Hershey Nook-Small Apt Near Hershey.

Oct 24 – 31

G$16,344 GYD per night

Superhost

Apartment in Middletown

5.0 out of 5 average rating, 4 reviews

Serenity Apartment in Middletown

May 29 – Jun 5

G$16,585 GYD per night

Guest favorite

Guesthouse in Middletown

4.96 out of 5 average rating, 57 reviews

Historic 1 bedroom guesthouse with parking.

Nov 15 – 22

G$31,767 GYD per night

Guest favorite

Guest suite in Elizabethtown

5.0 out of 5 average rating, 51 reviews

The Laurel

Aug 19 – 26

G$27,209 GYD per night

Guest favorite

Home in Middletown

4.9 out of 5 average rating, 20 reviews

Inground Pool and Hot tub 10 min to Hershey, Pa

Mar 25 – Apr 1

G$86,486 GYD per night

Guest favorite

Cabin in York

4.98 out of 5 average rating, 87 reviews

Private Home on Rustic Farm

Sep 6 – 13

G$17,715 GYD per night

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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 free parking, over 10 homes with wifi, over 10 homes with a kitchen, 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.

Vacation rentals in Middletown

Top-rated vacation rentals in Middletown

Guest suite in Palmyra

Cottage in Dillsburg

Apartment in Marietta

Home in Harrisburg

Apartment in Elizabethtown

Cottage in Middletown

Apartment in Harrisburg

Apartment in Harrisburg

Apartment in Goldsboro

Tiny home in Wellsville

Apartment in Elizabethtown

Guesthouse in Marietta

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Middletown vacation rentals

Stay near Middletown's top sights

Other great vacation rentals in Middletown

Home in Harrisburg

Guest suite in Manheim

Apartment in Palmyra

Apartment in Middletown

Guesthouse in Middletown

Guest suite in Elizabethtown

Home in Middletown

Cabin in York

Frequently Asked Questions

Do apartment rentals in Middletown have air conditioning?

Do apartment rentals in Middletown have wifi?

How much does it cost to stay in apartment rentals in Middletown?

Do apartment rentals in Middletown have a kitchen?

What are the most popular amenities for Apartment Rentals in Middletown?

Do apartment rentals in Middletown have free parking?

Destinations to explore