Vacation rentals in Middletown

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Top-rated vacation rentals in Middletown

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Top guest favourite
The exterior of a rustic retreat is displayed, featuring a two-story structure with a stone lower level and wooden upper sections. A spacious front porch is adorned with hanging plants, providing a welcoming entryway. Lush green grass surrounds the building.
Home in Elizabethtown
4.97 out of 5 average rating, 207 reviews

The Springhouse at Sunnyburn Farm

While away balmy evenings with barbecues on the deck at this rustic retreat with wooden beams, exposed stone walls, and elegant sash windows. Decompress with leisurely morning chats on the porch swing, then whip up a snack in the chic gray kitchen. This home has 3 bedrooms with en suite bathrooms in each bedroom plus a common area with a daybed and mattress underneath. Note:there are no bathtubs, just showers. Our other properties : airbnb.com/h/windmillmanoratsunnyburnfarm airbnb.com/h/1893suiteatsunnyburnfarm PET POLICY IS FIRM. Please do not ask to bring them. Thank you. Beautiful furnishings, new hvac,plumbing. Totally renovated. Guests have access to the whole house on acres of farmland. There is a large deck with a grill and front porch with a swing. There is a swing in the backyard for the children. Phone or text me at 717-572-9876. My email is cindi@crowetransportation.com. Please let me know of any issues or questions you may have. The property is located in the country on acres of farmland. Explore the middle of Amish country, near Hersheypark, Lititz, Mount Gretna, Nook Sports and many other Lancaster County tourist areas. Harrisburg International Airport -- 17 miles Rails to Trail -- 2 miles Lititz -- 18 miles Hershey and Hersheypark-11 miles Lancaster -- 20 miles Mt Gretna -- 6 miles Spooky Nook Sports Complex -- 11 miles Star Barn/Ironstone Ranch -- 7 miles Renaissance Faire - 5 miles Lebanon Valley College -- 11 miles Harvest View Barn -- 1.5 miles Weddings on Memory Lane -- 4 miles Elizabethtown College -- 7 miles PET POLICY IS FIRM. Please do not ask to bring them. Thank you. Our other listing We are in the country and even though we have wifi, it can be spotty at times. Hershey and Hersheypark-11 miles Harrisburg International Airport -- 17 miles Rails to Trail -- 2 miles Lititz -- 18 miles Lancaster -- 20 miles Mt Gretna -- 6 miles Spooky Nook Sports Complex -- 11 miles Star Barn/Ironstone Ranch -- 7 miles Renaissance Faire - 5 miles Lebanon Valley College -- 11 miles Harvest View Barn -- 1.5 miles Weddings on Memory Lane -- 4 miles Elizabethtown College -- 7 miles

Top guest favourite
An open living area is highlighted by a large, comfortable sectional sofa positioned on a patterned rug. Exposed wooden beams adorn the ceiling, adding warmth. A stone fireplace and large windows provide natural light, while views of the outdoor deck and wooded surroundings can be seen.
Home in Harrisburg
4.88 out of 5 average rating, 328 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

Top guest favourite
The cabin is framed by lush greenery, featuring a large wraparound porch and tall windows that allow natural light to fill the interior. It showcases a striking modern wooden design with a sloped roof, nestled within a serene forest setting.
Cabin in Jonestown
4.98 out of 5 average rating, 121 reviews

Tobias Cabin

This peaceful and centrally located cabin provides tranquility and relaxation in the Blue Mountains. The large wraparound porch surrounded by the lush landscape and natural beauty of the cold spring, creates an environment that you don’t want to miss. Spend your evening looking up at the stars in the hot tub or making s’mores over a fire creating lasting memories. If you choose to be adventurous there is hiking trails, biking, fishing, kayaking and several state parks with lakes nearby. Enjoy!

Top guest favourite
A modern kitchen and dining area are presented with a large island and a dining table surrounded by six chairs. Natural light fills the space through large windows, complementing the neutral color palette. Fresh flowers are arranged in a vase on the countertop.
Home in York
4.94 out of 5 average rating, 384 reviews

The Inn- Newly Renovated Designer Furnished

Newly renovated home features all of the modern amenities families enjoy. A large island for entertaining, a dining table seating 8, large living room, a bright sunroom with plenty of seating, as well as a sun porch with a bistro table & chairs, outdoor seating, & 3 spacious bedrooms upstairs each has a queen size bed. The home is a minute's walk from our popular home decor boutique, Gray Apple Market. A 10 minute drive to downtown York & other popular destinations such as the York Fairgrounds.

Top guest favourite
The exterior of a spacious house is visible, featuring a stone façade and a large garage. A well-maintained yard includes colorful flowering bushes and green grass, with a concrete walkway leading to the front entrance. Window details highlight the welcoming atmosphere.
Guest suite in Harrisburg
4.88 out of 5 average rating, 635 reviews

Hill View Home

This is a spacious downstairs apartment in a beautiful newer house in a quiet neighborhood. The apartment has private entrance and a yard. There are two bedrooms. If your party has more than two people, or if you need two separate beds, there is an additional $20 charge for the second bedroom per night. The house is located close to I-81 and highway 322 less than 10 minutes drive from the state capitol and the beautiful Susquehanna river and 25 minutes from Harrisburg International Airport.

Guest favourite
The historic 'Carpets and Draperies' building, originally built in 1922, features a modern exterior with large windows and a welcoming entrance. The iconic marquee sign is illuminated, highlighting the building's architectural details.
Apartment in Midtown
4.93 out of 5 average rating, 128 reviews

Updated Apt in Historic Building—Free Parking!

Modern Midtown Retreat: Discover our cozy 1-bed apartment, the perfect home base for exploring Hershey and Harrisburg. Located in Midtown, Harrisburg’s coolest neighborhood, you’re within walking distance of Downtown, the State Capitol, breweries, and more. Situated in the historic “Carpets and Draperies” building, originally Gerber’s Department Store (1922), this fully restored unit offers modern comforts, including free off-street parking, a fully stocked kitchen, and in-unit laundry.

Top guest favourite
A bright living area features two large sofas and an armchair, arranged around a simple coffee table. A television is mounted above a white-brick fireplace. Natural light fills the room through large windows dressed with soft curtains, enhancing the cozy cottage atmosphere.
Home in Elizabethtown
4.98 out of 5 average rating, 125 reviews

Countryside Cottage

Come and enjoy this cozy home away from home! You will find this renovated home to have just what your family needs while being closely located to many popular attractions! We are located just minutes off of rt 283. Being very centrally located to the following: Hershey-10 min Harrisburg-20 min Lancaster-20 min We are very close to Hershey park, Spooky Nook sports, and many wedding venues in the area. With a cozy cottage feel you will find plenty of relaxation here in the country!

Guest favourite
A bright living area features a modern arrangement with a blue sofa and loveseat, accompanied by a round coffee table. A ceiling fan provides airflow, while natural light floods through the large bay windows. Decorative plants add a touch of greenery to the space.
Apartment in Harrisburg
4.95 out of 5 average rating, 168 reviews

The Belvedere: Historic Charm Meets Modern Comfort

Welcome to the fully renovated Belvedere apartment! Located within walking distance of downtown Harrisburg's favorite restaurants, this historic building in Harrisburg, Pennsylvania, maintains its charm while offering a large and spacious living space. With a mix of modern amenities and old-world charm, this apartment is the perfect retreat for history buffs and modern travelers alike. Experience the best of both worlds with the Belvedere apartment.

Top guest favourite
The charming stone house is bathed in warm light, highlighting its inviting windows. Lush landscaping features a gravel pathway and seating areas, with a fire pit surrounded by chairs. Soft lighting strung between trees creates a cozy ambiance in the outdoor space.
Cottage in Stevens
5 out of 5 average rating, 111 reviews

Cozy Cottage •HOT TUB • FIRE PIT• Peaceful Getaway

🌾 Welcome to Your Cozy Farm Retreat A peaceful, private guest cottage located on our small, quiet farm — complete with your own private hot tub, fire pit, and beautiful views. This is the perfect escape to relax, recharge, and enjoy the countryside. Sip coffee overlooking the fields, unwind in the hot tub under the stars, or explore the local farms, breweries, and trails nearby. Perfect for couples or solo travelers seeking a quiet getaway.

Top guest favourite
The living area features a mix of seating with a gray sofa and a brown leather chair, arranged around a round coffee table. A large television is positioned on a shelf unit, while soft light enters through a window adorned with sheer curtains.
Home in Midtown
4.97 out of 5 average rating, 651 reviews

Walk to Midtown From Contemporary Uptown Harrisburg Home

Beautifully remodeled, single family, brick rowhome in the "Olde Uptown" neighborhood of Harrisburg. Take advantage of the extra care and personal touches in this property such as complimentary beverages and snacks, continental breakfast items, professionally designed interior, and incredibly comfortable king sized bed. You can walk to the fantastic Broad Street Market, local coffee shop and cafe, and the beautiful riverfront trail.

Guest favourite
A stylish tiny home is nestled in a scenic environment, featuring a wooden deck and a seating area. The exterior combines white siding with wood accents, and large windows provide ample natural light. A parasol offers shade over the outdoor dining space.
Tiny homes in Wellsville
4.96 out of 5 average rating, 763 reviews

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 😊

Top guest favourite
The guesthouse features a charming exterior with a combination of brick and siding. A covered porch is highlighted by rocking chairs, surrounded by landscaped gardens and stone pathways. Lush greenery and a white fence create a serene countryside setting in the background.
Guesthouse in Middletown
4.98 out of 5 average rating, 147 reviews

Historic 1 bedroom guesthouse with parking.

Beautiful 1840's pre-Civil War country summer kitchen guesthouse situated on a private farm. Completely remodeled from floor to ceiling! Private off road parking. Within 15 minutes of all Hershey attractions and medical center. Conveniently located 3 miles from Harrisburg International Airport and short travel to various other destinations such as Spooky Nook Sports, Elizabethtown, Harrisburg, Hershey and Lancaster areas.

Popular amenities for Middletown vacation rentals