Vacation rentals in Middletown

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Top-rated vacation rentals in Middletown

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Guest favourite

Home in Harrisburg

4.87 out of 5 average rating, 251 reviews

Home away from home

Open floor plan on a wooded lot. 3 bedrooms, two bathrooms, kitchen, great room. Large deck over looks the yard and into the woods where the deer like to play. Close to Hershey, Lancaster and Gettysburg. Great places to eat within minutes. Queit neighborhood with some great views if your in the mood for a walk. Apartment on the bottom floor is occupied by my son and his cat while he attends PennState. He has separate parking and entrance. The only interaction with keegan would be if asked

Oct. 1 – 8

$245 CAD per night

Guest favourite

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.

Nov. 12 – 19

$184 CAD per night

Guest favourite

Cottage in Dillsburg

4.95 out of 5 average rating, 173 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)

Dec. 22 – 29

$193 CAD 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.

Dec. 5 – 12

$86 CAD per night

Guest favourite

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!

Sep. 18 – 25

$216 CAD per night

Guest favourite

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.

Aug. 1 – 8

$164 CAD per night

Guest favourite

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. 18 – 25

$700 CAD per night

Guest favourite

Apartment in Harrisburg

4.99 out of 5 average rating, 156 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. 21 – 28

$148 CAD per night

Guest favourite

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. 28 – Oct. 5

$173 CAD per night

Guest favourite

Tiny homes in Wellsville

4.97 out of 5 average rating, 598 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 😊

Sep. 30 – Oct. 7

$226 CAD per night

Guest favourite

Cabin in York Haven

4.95 out of 5 average rating, 494 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.

Dec. 10 – 17

$186 CAD per night

Guest favourite

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.

Apr. 24 – May 1

$164 CAD per night