Holiday houses in Shippensburg Township

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Top-rated holiday rentals in Shippensburg Township

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."

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, 149 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
The treehouse is perched among tall trees, featuring a wooden deck that wraps around its structure. A gentle staircase leads to the entrance. In the foreground, purple flowers bloom beside a rock outcropping, enhancing the natural landscape under a bright blue sky.
Treehouse in Shepherdstown
4.97 out of 5 average rating, 413 reviews

Cozy West Virginia Treehouse

Thanks for checking out our treehouse! It’s 4 minutes from downtown Shepherdstown and 15 minutes from downtown Harpers Ferry. We are excited to share it with other fun-loving folks! The treehouse has heat and AC, a tiny kitchen with a mini fridge, stove top, toaster oven, gravity-fed sink and kitchenware. There’s a bathhouse built on the back of the host’s home with a conventional toilet and shower. There’s also an outhouse with a light and essentials. We provide wood for the fire pit also.

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
The bright living area features a comfortable gray sofa and a cozy accent chair, complemented by a vintage rug. A small dining table is visible, and a staircase leads to a lofted sleeping area. Natural light streams through the windows, highlighting the warm wooden accents.
Guesthouse in Boiling Springs
4.94 out of 5 average rating, 160 reviews

Cozy Farmhouse Cottage

This cottage was once the washhouse for the adjoining 1790's farmhouse and has been recently renovated into a cozy retreat, overlooking the quiet fields and rolling mountains of Boiling Springs. The queen bed in the loft and double bed in the back room offers flexibility for a quick getaway or long-term stays. Head to the private deck for a meal and view of the sunset in the evening. Carlisle is just up the road and Harrisburg is only a 25-minute drive. Come and be refreshed.

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, 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 hot tub is surrounded by a wooden deck and lush greenery. Two potted plants are positioned near the steps leading to the hot tub, which is set against a backdrop of tall trees and nature. Sunlight filters through the leaves, creating a serene setting.
Dome in Shippensburg
4.91 out of 5 average rating, 158 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.

Top Guest favourite
A modern cottage is nestled among trees, featuring a white exterior and contrasting dark roof. An outdoor patio with string lights provides a seating area, surrounded by natural stone landscaping and large rocks. The inviting structure exudes a serene charm, perfect for relaxation.
Home in Newport
4.99 out of 5 average rating, 447 reviews

Long Acre Farm Stay! Find seclusion on the back 40

Hi! Long Acre Hideaway is a secluded cottage dedicated to providing a quiet place for couples and/or small families to spend quality time with each other and with God. Come to the “back 40” of the farm to relax and rejuvenate! Experience some of the area’s best views on the walk around the perimeter of the farm on a 1.8 mile marked trail! Rest on the deck with a cup of coffee and watch for wildlife or soak in the private hot tub at night and watch the stars!

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
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, 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.

Top Guest favourite
Cabin in Newport
4.98 out of 5 average rating, 346 reviews

A-Frame W/ HOTTub, MountainView,Pickleball/tennis

Welcome to Hilltop Haven A-Frame. Perched on top of the ridge and surrounded by trees, this unique getaway offers breathtaking views, total privacy, and a true connection to nature. Designed for both relaxation and recreation, this home has something for everyone—whether you’re unwinding in the hot tub, gathering around the fireplace, or enjoying a friendly competition outdoors.

Top Guest favourite
A cabin exterior is surrounded by lush greenery, featuring a rustic wooden façade and a stoned chimney. A spacious front porch is lined with hanging plants and accessible steps, while a gravel pathway leads up to the welcoming entrance.
Cabin in McVeytown
4.96 out of 5 average rating, 150 reviews

Romantic getaway cabin in quiet setting w/ Jacuzzi

Forget your worries in this spacious and serene space. Our cabin quietly tucked away in a private setting, yet conveniently located near a coffee shop, several restaurant options, convenience stores, and the Juniata River. Relax on the front or back porch, unwind in the jacuzzi, or cozy up near the indoor fireplace! Our goal is for your stay to be one of rejuvanation and connection.

Popular amenities for Shippensburg Township holiday rentals