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.

Oct 23 – 30

G$24,806 GYD per night

Guest favorite

Cottage in Dillsburg

4.95 out of 5 average rating, 174 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)

Jul 2 – 9

G$23,976 GYD per night

Guest favorite

Apartment in Palmyra

4.96 out of 5 average rating, 189 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.

Oct 16 – 23

G$16,305 GYD per night

Guest favorite

Apartment in Dillsburg

4.96 out of 5 average rating, 131 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.

Jan 9 – 16

G$18,969 GYD per night

Guest favorite

Home in Harrisburg

4.95 out of 5 average rating, 148 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!

Nov 16 – 23

G$26,745 GYD per night

Guest favorite

Apartment in Elizabethtown

4.95 out of 5 average rating, 107 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.

Jul 19 – 26

G$20,665 GYD per night

Guest favorite

Townhouse in Harrisburg

4.97 out of 5 average rating, 106 reviews

Entire 2-Story Midtown Home - Private & Peaceful

Clean, quiet, private house in historic midtown. Newly renovated & close to coffee shops, restaurants, cinema, bookstores, market, breweries, river trails & more. Private backyard with space for dining. Screened in balcony on 2nd floor. Even though 3rd story temporarily closed, house is entirely yours (1st and 2nd floors). One private bedroom with a queen bed. 2nd bedroom (queen) sectioned w/room dividing curtains. Huge bathroom. Full kitchen. Free street parking. Quiet street.

Aug 14 – 21

G$25,343 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!

Jan 6 – 13

G$89,378 GYD per night

Guest favorite

Apartment in Harrisburg

4.99 out of 5 average rating, 158 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 20 – 27

G$17,711 GYD per night

Guest favorite

Tiny home in Wellsville

4.97 out of 5 average rating, 599 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 3 – 10

G$30,997 GYD per night

Guest favorite

Guest suite in Manheim

4.99 out of 5 average rating, 148 reviews

Picturesque Lancaster Country Apartment

Private apartment in picturesque Manheim, Lancaster County, PA. This is a countryside retreat! Separate entrance with keypad entry. All at ground level, this private apartment includes a full kitchen, 3 piece bath and laundry closet. Combination sleeping/sitting area with 50” TV, gas fireplace and queen bed. The cell reception and Wi-Fi are reliable. Remarkable views of the surrounding countryside!

Aug 21 – 28

G$20,601 GYD per night

Guest favorite

Cabin in York Haven

4.95 out of 5 average rating, 495 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.

Feb 5 – 12

G$25,481 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

Guest suite in Marietta

4.99 out of 5 average rating, 169 reviews

Private suite - The Cassel House of Marietta

Jul 21 – 28

G$23,790 GYD per night

Superhost

Guesthouse in Harrisburg

4.84 out of 5 average rating, 161 reviews

The Treehouse at Fort Hunter Park

Sep 17 – 24

G$26,774 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

Aug 23 – 30

G$22,174 GYD per night

Guest favorite

Apartment in Harrisburg

4.92 out of 5 average rating, 279 reviews

Stargaze Suite @ Walnut Place

Jul 3 – 10

G$22,146 GYD per night

Guest favorite

Home in Harrisburg

4.87 out of 5 average rating, 252 reviews

Home away from home

Sep 5 – 12

G$33,319 GYD per night

Guest favorite

Apartment in Palmyra

4.95 out of 5 average rating, 256 reviews

Hershey is minutes away! 1 bedroom apartment.

Jul 14 – 21

G$21,979 GYD per night

Superhost

Apartment in Middletown

5.0 out of 5 average rating, 4 reviews

Serenity Apartment in Middletown

Sep 29 – Oct 6

G$16,987 GYD per night

Guest favorite

Guesthouse in Middletown

4.96 out of 5 average rating, 57 reviews

Historic 1 bedroom guesthouse with parking.

Jan 29 – Feb 5

G$31,691 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 a kitchen, over 10 homes with free parking, over 10 homes with air conditioning, over 10 homes with wifi, 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 Palmyra

Apartment in Dillsburg

Home in Harrisburg

Apartment in Elizabethtown

Townhouse in Harrisburg

Cottage in Middletown

Apartment in Harrisburg

Tiny home in Wellsville

Guest suite in Manheim

Cabin in York Haven

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

Guest suite in Marietta

Guesthouse in Harrisburg

Apartment in Goldsboro

Apartment in Harrisburg

Home in Harrisburg

Apartment in Palmyra

Apartment in Middletown

Guesthouse in Middletown

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