Holiday rentals 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

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."

4.99 out of 5 average rating, 136 reviews
Top guest favourite
Place to stay in Shippensburg

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

5.0 out of 5 average rating, 489 reviews
Guest favourite
Flat in Shippensburg

Valley View Retreat | Close to Downtown| Sleeps 7

Welcome to Valley View Retreat, a three-bedroom residence located just outside of Shippensburg and only 20 minutes from Chambersburg, this beautiful retreat is the perfect spot for your visit to the area! Recently renovated and improved, this family-friendly property is both stylish and convenient, with a full-size, well-stocked kitchen, two full bathrooms, including one ensuite to a bedroom, a private deck, fast Wi-Fi, a 50" smart TV, hotel-style linens, and parking for up to 3 vehicles!

4.89 out of 5 average rating, 9 reviews
Top guest favourite
Home in Shippensburg

Prince Street Suite

Freshly renovated in 2025, this suite is right in the heart of downtown Shippensburg, in a relaxed setting. It has a nice private yard bordered by greenery. It is located 1/2 mi. from Shippensburg University, and less than 40 minutes from Gettysburg. The suite is part of a larger Victorian style home that was built in 1893. It has tons of charm and a lot of nice natural lighting. There are no TV screens but we do have fast WIFI. There is 1 queen and 1 double bed in the suite.

4.96 out of 5 average rating, 46 reviews
Top guest favourite
Guest house in Shippensburg

Serenity Spaces Guest House

A pet‑friendly luxury retreat designed for serenity. NO host & cleaning fees & Flat Pet fee. 🌿Enjoy a private outdoor space for relaxing or letting your pet explore. 🍓Inside, you’ll find fresh fruit, muffins, flowers, and quality disposable kitchenware. 🛁 The bathroom is stocked with lotions, bath bombs, bubble bath, soaps, and plush robes; as well as peronal items (i.e. toothpaste). 🐾 If you’re traveling with a furry friend, know that they’re genuinely welcome.

5.0 out of 5 average rating, 32 reviews
Top guest favourite
A spacious living area features a green velvet couch and two bright yellow armchairs, inviting relaxation. A decorative rug lies on polished wooden floors, with a coffee table displaying magazines. Elegant light fixtures and built-in shelves create an atmosphere of historic charm.
Home in Shippensburg

1789 Historic Gem | Modern for 9

The Historic Doctor’s House | 1789 Retreat Step into this tastefully restored 1789 home in downtown Shippensburg! Perfect for up to 9 guests, it’s a spacious getaway for history lovers, nature explorers, and road trippers. 5 Beds | 4 Bedrooms | 3 Baths Pet-Friendly | Full Kitchen | Walk to Cafés & Shops | Movie Room w/ Projector Explore Gettysburg, Cumberland Valley, Shippensburg University, or simply unwind in this charming, historic home. Book your stay today!

4.98 out of 5 average rating, 43 reviews
Guest favourite
Home in Shippensburg

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

Well cared for, recently updated 3-bedroom, 2-bathroom home in private, rural setting with many nearby attractions and amenities including downtown Shippensburg and Shippensburg University; Michaux State Park and Pine Grove Furnace; and Amish and Mennonite culture, food, and shopping. Set up with fully equipped kitchen, two desk/spaces, ample parking (including garage), two smart TV/living areas, laundry facilities, and a screened in patio and plenty of yard space.

5.0 out of 5 average rating, 17 reviews
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

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.

4.92 out of 5 average rating, 182 reviews
Guest favourite
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

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.

4.88 out of 5 average rating, 248 reviews
Top guest favourite
Home in Shippensburg

The Quaint Queen

Welcome to the quaint queen! A cozy home built in 1900 with a modern esthetic. Located in the heart of Shippensburg, this home is close to Shippensburg University, Luhrs center, and Shippensburg fairgrounds. It is also 30-45 minutes from Carlisle, Gettysburg, Chambersburg, and many state parks including Caledonia and Pine Grove Furnace State Park. The quaint queen is perfect for a business trip, long visit, or short weekend.

4.97 out of 5 average rating, 37 reviews
Top guest favourite
A sunlit sunroom features a comfortable seating arrangement with two armchairs and a sofa, all set around a low coffee table. Light filters through large windows, illuminating a neutral color palette and a textured area rug that adds warmth to the space.
Home in Shippensburg

The Kirby House

Welcome to The Kirby House! Our updated and comfortable accommodations come with all the amenities you need for a relaxing and convenient stay. Whether you're here for business, a long-term visit, or just a quick getaway, we offer the perfect space to unwind. Enjoy modern comforts, a cozy atmosphere, and everything you need to feel at home. Ideal for extended stays, business trips, or any other occasion.

5.0 out of 5 average rating, 36 reviews
Guest favourite
The exterior of a rustic stone house is shown, featuring a covered front porch with white columns. Three windows adorn the upper level, while the entrance is framed by simple decor. Surrounding elements include telephone poles, electrical wires, and a fire hydrant on a wet street.
Home in Shippensburg

Quaint Historic Stone House

Conveniently located in downtown Shippensburg and in walking distance to pubs, restaurants and stores, this older rustic home offers modern touches that makes it cozy and comfortable. 45 minutes to popular tourist attractions in Gettysburg, the house is only 5 mins away from Interstate 81. Large fully fenced backyard and personal paved 3 car parking lot behind shed. Only well behaved pets are allowed.

4.86 out of 5 average rating, 85 reviews

Popular amenities for Shippensburg Township holiday rentals