Holiday rentals in Shippensburg

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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!

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, 132 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
Place to stay in Shippensburg
5 out of 5 average rating, 471 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
Guest house in Shippensburg
5 out of 5 average rating, 24 reviews

Serenity Spaces Guest House

Step into a stunning one-bedroom suite nestled in the heart of Shippensburg, where tranquility meets luxury. Unwind beneath vaulted ceilings, warm floors beneath your feet, and the gentle embrace of a jetted tub. Outside, in the Spring/Summer/Fall, find a peaceful backyard perfect for cookouts, fires, picnics, or a walk with the dog. Traveling does not need to be uncomfortable — experience the serenity you deserve when away from home — book your stay with Serenity Spaces.

Top guest favourite
A scenic view showcases a rainbow arching over a quaint barn surrounded by lush greenery and rolling hills. The structure features classic barn designs, with a green roof and large windows, creating a peaceful rural atmosphere.
Cottage in Spring Run
4.95 out of 5 average rating, 255 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.

Top guest favourite
A stylish living area features a cozy sofa facing a modern coffee table. Black walls provide a dramatic backdrop to the space, complemented by golden curtains framing large windows. A sleek bookshelf and a decorative fireplace enhance the room's character, while a circular rug adds warmth.
Flat in Chambersburg
4.93 out of 5 average rating, 159 reviews

The Study on Main Located on the Square!

Stylish apartment at this centrally-located Study on Main St! With painted exposed bricked, original hardwood floors, a full kitchen with quartz countertops, heating and AC. You will love this stylish yet comfortable space located in the heart of downtown Chambersburg, close to coffee shops, restaurants and shopping, the courthouse and our public library! *We ask that all guests sign a renters agreement and hold a $100 security deposit upon booking in case of damages*

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
4.92 out of 5 average rating, 165 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, 237 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, 144 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
The exterior of the cabin is shown, featuring a raised deck with a black railing. Large windows allow light to enter the interior. Green plantings and landscaping are present at the base, complementing the natural surroundings.
Cabin in Biglerville
4.98 out of 5 average rating, 199 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, 125 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 charming exterior view of the cottage showcases a stone patio with seating and a grill. Steps lead up to the entrance, framed by neatly trimmed hedges. String lights hang above, adding a touch of warmth to the outdoor space.
Home in Shippensburg
5 out of 5 average rating, 58 reviews

Select View Cottage

About the cottage: This home is located on a farm raising black angus cattle. There is a large, well-stocked kitchen where you can cook delicious meals, when you're not visiting the local Amish and Mennonite cafes and bakeries. Take your cooking and dining outside on nice days to our lovely patio dining area and grill! There is also a large backyard with gorgeous sunset views.

Guest favourite
Home in Shippensburg
4.86 out of 5 average rating, 118 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