Holiday rentals in Shippensburg

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Top-rated holiday rentals in Shippensburg

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A single-story brick home is surrounded by lush greenery and well-maintained landscaping. Colorful flowering bushes are arranged in front of the house, while a neatly mowed lawn extends across the foreground. The driveway leads to a garage with decorative windows.
Home in Shippensburg
4.99 out of 5 average rating, 130 reviews

Old Homestead - Rest, Relax and Renew

Welcome to the "Old Homestead." If you are looking for a quaint and relaxing getaway, then the Old Homestead is the perfect spot. Located between Shippensburg/Carlisle areas, there is so much to see and do within driving distance. History enthusiast...you have so many places to choose from. Maybe wine is more to your liking...it's a matter of which winery do I choose first. Enjoy hiking...then nearby Michaux State Forest is the perfect place to go or the Cumberland Rails to Trails. Perhaps you prefer to just relax and enjoy dinner on the deck or sit around a firepit and enjoy the evening. Whatever your preference, be sure to enjoy your "home away from home."

Top guest favourite
A charming cabin is set beside a serene pond, featuring a colorful fountain that lights up the water. Soft string lights illuminate the outdoor space, creating a cozy atmosphere amidst the surrounding trees.
Cabin in Wrightsville
4.98 out of 5 average rating, 235 reviews

The Roundtop Chalet (romantic couples retreat)

Indulge in a getaway to our charming cabin, the perfect retreat for all your special celebrations - be it anniversaries, birthdays, or simply a much-needed escape from routine. Perfectly designed for romantic getaways, this cabin seamlessly blends rustic charm with modern comforts. Savour the warmth of a cozy fireplace, unwinding in a hot tub,and indulge with unlimited lattes, crafted by our Breville Touch Espresso Machine. Embrace serenity at its finest and make memories that will last forever

Guest favourite
The exterior of a remodeled farmhouse presents a welcoming entrance, characterized by a stone pathway leading to a spacious porch. Flanking the path are sturdy stone columns with lanterns, enhancing the inviting look of the property surrounded by lush greenery.
Home in Chambersburg
4.94 out of 5 average rating, 150 reviews

Legacy Bridge Farmhouse

This cozy farmhouse was built in the 1800's and has been completely remodeled. The house is completely furnished and the large kitchen is fully stocked for cooking. The house sits on a beautiful farm property. There is a stream that runs through the property and there is a beautiful view from the back porch. It is located 10 minutes from Shippensburg and Chambersburg. It is also about 30 minutes from Gettysburg Battlefield. Whitetail, Ski Liberty Resort, and Roundtop are all within an hour.

Top guest favourite
Place to stay in Shippensburg
5 out of 5 average rating, 463 reviews

The Frame ~ Charming Nature Escape ~ Hot Tub ~ BBQ

Escape to the charming 2BR 1Bath A-frame on a secluded wooded property just 10 mins away from Shippensburg, PA. Whether you're looking to savor nature‘s tranquility from the luxurious hot tub, share stories around the fire pit, or explore picturesque Cumberland Valley, this will be the ideal starting point for your adventures. *2 Comfortable BRs *Open Design Living *Full Kitchen *Smart TV *Backyard (Hot Tub, Sauna, Fire Pit, BBQ, Outdoor shower) *High-Speed Wi-Fi *Free Parking *EV charger

Top guest favourite
Flat in Chambersburg
4.99 out of 5 average rating, 217 reviews

REmix REtreat, curated and styled by REmix Design

Enjoy downtown Chambersburg in this biophilic, sustainable loft, central to local shops, restaurants, breweries, and coffee shops. The building that houses the loft was erected in the 1890s, giving the space charm unique to the era. Wander down Main St get a feel for our quaint downtown. There is a rail to trail within one block of the space for exercising and biking. Chambersburg is a thirty minute drive to Gettysburg, and less than two hours from Baltimore and Washington DC.

Top guest favourite
Cottage in Spring Run
4.95 out of 5 average rating, 252 reviews

Cozy country charm

My cottage has beautiful views from every side of the house and a relaxing front porch to sit and relax and enjoy a cup of coffee. It's a cozy cottage at the foot of the mountain with lots of privacy. There are no neighbors. There are horses here to enjoy watching them graze or feed them a snack. It's truly a nice getaway and still only a half hour from 3 local towns. For warmer weather there is a firepit, picnic table, grill and some nice shaded areas to relax.

Guest favourite
A polycarbonate dome is nestled among trees, illuminated in soft green light. The spacious deck includes a seating area and a small table. A colorful sunset is visible in the background, casting a warm glow over the Appalachian landscape.
Dome in Shippensburg
4.91 out of 5 average rating, 161 reviews

Spectacular views, intimate dome

Come experience a truly one of a kind polycarbonate dome tucked away in the Appalachian mountains! Situated on the mountainside overlooking the scenic Cumberland valley. Complete privacy, stunning sunsets, and amazing amenities! The dome is climate controlled. The spacious deck is equipped with a meticulously maintained hot tub, and a blackstone griddle. This offers the unique opportunity to be immersed in nature, yet enjoy numerous amenities and comfort.

Superhost
The historic farmhouse presents a two-story structure with a green metal roof and white exterior. A covered porch with a small potted plant is visible at the entrance. Lush green grass surrounds the home, and trees can be seen in the backdrop under a cloudy sky.
Home in Chambersburg
4.87 out of 5 average rating, 232 reviews

Homestead, a serene organic farm minutes off I81.

Visit the Homestead, just a few miles off I-81 in Chambersburg. The serene landscape offers fresh air and open space. This historic home on 130 acres of farmland presents bed/bathrooms on the first and second levels and relaxing living space for all guests. Multiple work areas are equipped to offer you a desk and comfortable chair - boasting picturesque scenes. A large bright room, seating 35 attendees, is also available for hosting special events.

Top guest favourite
The cabin's exterior features warm wooden accents and a welcoming porch, illuminated by soft lights. Steps lead up to the porch, which is adorned with a sturdy railing, surrounded by lush greenery and trees, providing a serene and natural setting.
Cabin in Newville
5 out of 5 average rating, 137 reviews

Edgewater Lodge

A perfect place to get away from the stresses of life to relax and unwind . You Can have a seat on the large porch overlooking the Conodoguinet creek and enjoy watching nature , watch your kids playing and splashing in the creek , make dinner with the BBQ grill on the back patio or be just plain lazy ! There is no tv at this place , our goal is to have our guests enjoy nature and in this way be refreshed and ready to go back to work.

Top guest favourite
An open concept kitchen with wooden cabinetry displays a granite countertop and a modern sink. A dining table with benches is positioned nearby, complemented by rustic pendant lighting. Natural wood paneling covers the walls, creating a warm and inviting space. A stone fireplace is visible in the background.
Cabin in Biglerville
4.98 out of 5 average rating, 193 reviews

Charlie’s Place-Beautiful, quiet 2-bedroom cabin.

Our cabin is located on a private stoned road. Very quiet and remote location. Keep this in mind when booking. 25 minute drive to downtown Gettysburg, 40 minutes to Carlisle Fairgrounds. Near Michaux State Forest, Pine Grove Furnace State Park and Caledonia State Park; many hiking, ATV and snow mobile trails. For those that enjoy skiing we are 30 minutes to Liberty Mountain in Fairfield and 50 minutes to Roundtop Mountain in Lewisberry.

Guest favourite
Cabin in Amberson
4.95 out of 5 average rating, 124 reviews

Hot Tub, Fireplace, Ping Pong, State Game Lands

-Quiet wooded property with log cabin -Hot tub and fire pit area -Peaceful surroundings, backed up to state game lands -Living room fireplace, wifi, Roku TV, ping pong table -Two car garage Bed / bath explanation: 6 beds total - 2 queen beds, 2 double beds in the loft overlooking the dining room and 1 sofa bed in the basement of the main cabin. 1 queen bed in the private cottage.

Top guest favourite
A covered porch features two wicker chairs adorned with colorful cushions. The natural surroundings include lush greenery and trees, enhancing the outdoor space's serene atmosphere. The porch is constructed with wooden flooring and has a railing that provides a sense of openness to the outdoors.
Home in Shippensburg
4.86 out of 5 average rating, 117 reviews

The Wrens Nest

This cozy home with covered front porch and open back deck is a great place to enjoy country sunrises or relaxed afternoons! An affordable & comfy place to spend the weekend or while enjoying the area attractions. With high-speed Internet it has made a great place to stay for business people & traveling nurses. It’s a place you can feel perfectly “at home” in. 🙂

Popular amenities for Shippensburg holiday rentals

Quick stats about holiday rentals in Shippensburg

  • Nightly prices starting at

    Shippensburg holiday rentals start at $90 SGD per night before taxes and fees

  • Verified guest reviews

    Over 170 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Shippensburg rentals

  • 4.9 Average rating

    Shippensburg stays are highly rated by guests – averaging 4.9 out of 5!