
Holiday rentals in Shippensburg
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Top-rated holiday rentals in Shippensburg
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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."

The Study on Main Located on the Square!
Enjoy this stylish apartment at this centrally-located Study on Main St! With hints of painted exposed bricked, original hardwood floors, a full kitchen with new quartz countertops, heating and AC, we know you will love this stylish yet comfortable space we have put together for you! You will be in the heart of downtown Chambersburg, steps away from coffee shops, local favorites for food and shopping, art galleries, the courthouse and our public library! *We ask that all guests sign a renters a

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.

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

Claire House on the Creek
Claire House is a renovated home on the banks of Middle Spring Creek. Its restored open porch and balcony over look the cool spring waters as they meander past the property and under the wooden foot bridge. An old pavilion with a rustic table and benches, along with a fire pit, sit close by. In the spring, the creek is stocked with trout for the fishing enthusiasts. Shippensburg University and the Luhrs Center are less than 2 miles away as are numerous eateries and shopping experiences.

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.

The Little White House
Relax on the farm with a peaceful view and rural atmosphere, with the convenience of being close to local attractions. Located close to I81, it’s a favorable location but private setting. Within 10-20 minutes of Chambersburg restaurants, shopping, hospital and activities. Also about a 30 minute drive to historic Gettysburg, PA! The farm is active with 2 cows and 3 (way too friendly) cats. We are a small family wanting to share out beautiful piece of land with all who visit!

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.

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.

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.

One-bedroom apartment with separate entrance.
Adorable one-bedroom apartment with separate entrance. Located 10 minutes from downtown Chambersburg. Whether its historical sight-seeing, culturally diverse restaurants, or local craft beer, there is plenty to see and do in this area. Built in 2021, this apartment is on the lower level of our custom built home. It also has a fully equipped gym. Pet friendly, No smoking, No parties.

Cute Place Just Out Of Town With A Country Feel
Looking for an affordable place to stay the night or a few days? You may have just found the perfect place. This cute efficiency unit may just cover all the bases you need for a short stay. What once was a office for a shop, is no longer needed as an office and so it was converted to supply a place to sleep for tired travelers or for people looking to get away for a few days.
Popular amenities for Shippensburg holiday rentals
Other great holiday rentals in Shippensburg

Thompson Creek Lodge

Welcome to Creekside Anglers

Private 3-bedroom, 2-bath House with Large Yard

Windy Ridge Farm Guest Cottage

The Quaint Queen

Furnished Loft -Washer, dryer, parking, fast Wi-Fi

1789 Historic Gem | Modern for 9

Townhouse on King
Quick stats about holiday rentals in Shippensburg

Nightly prices starting at
Shippensburg holiday rentals start at $89 SGD per night before taxes and fees

Verified guest reviews
Over 150 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!
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- Hersheypark
- Liberty Mountain Resort
- Whitetail Resort
- Roundtop Mountain Resort
- Cunningham Falls State Park
- Codorus State Park
- Cowans Gap State Park
- Caledonia State Park
- Hershey's Chocolate World
- Berkeley Springs State Park
- Gambrill State Park
- South Mountain State Park
- Pennsylvania Farm Show Complex & Expo Center
- Big Cork Vineyards
- Antietam National Battlefield
- Messiah University
- National Civil War Museum
- Broad Street Market
- Giant Center
- Raystown Lake Recreation Area
- Greenbrier State Park
- Catoctin Mountain Park
- Winters Heritage House Museum
- Weinberg Center for the Arts




