Holiday houses in Middletown

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Top-rated holiday rentals in Middletown

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Guest favourite

Home in Harrisburg

4.87 out of 5 average rating, 252 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

23–30 Sep

$299 NZD per night

Guest favourite

Guest suite in Palmyra

4.98 out of 5 average rating, 156 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.

29 Nov – 6 Dec

$224 NZD per night

Guest favourite

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)

10–17 Mar

$232 NZD per night

Guest favourite

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.

11–18 Feb

$153 NZD per night

Guest favourite

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.

31 Dec – 7 Jan

$176 NZD per night

Guest favourite

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!

7–14 Nov

$265 NZD per night

Guest favourite

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.

21–28 Nov

$196 NZD 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!

3–10 Jan

$846 NZD per night

Guest favourite

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

28 Jan – 4 Feb

$223 NZD per night

Guest favourite

Tiny home in Wellsville

4.97 out of 5 average rating, 600 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 😊

15–22 Oct

$275 NZD per night

Guest favourite

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!

9–16 May

$191 NZD per night

Guest favourite

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.

28 Feb – 7 Mar

$226 NZD per night