
Vacation rentals in Cumberland County
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Top-rated vacation rentals in Cumberland County
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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."

Golf course home with patio, sauna and fenced area
Private house on the Range End golf course w/ sauna and fenced pet area along with amazing sunsets. Right off RT15 in Dillsburg w/access to restaurants and nature. Close to Gettysburg battlefields and visitors center. Easy access to turnpike, Hershey, Lancaster, York and Carlisle. Minutes to Yellow breeches best trout stream in PA Messiah/Dickinson College close w/easy access to Carlisle for car show -garage available for extra fee. Sauna available for extra fee. Pets welcome for fee

School Of Law - Whole House Full of Amenities
Enjoy your stay at The Law office Retreat. Just a few short blocks from the campus of Dickinson College and a quick stroll to historic downtown Carlisle restaurants and shopping. Visit one of the many car shows at Carlisle Fairgrounds, or tour the Army Heritage Center. A short drive to historic Gettysburg, the orchards of Adams County, and the capital city Harrisburg, and more! The LawOffice Retreat offers all the amenities of home, and ideal location to spend a couple nights close to it all!

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

Yellow Breeches Creekfront | Kayaks & Fishing
Creekfront on the Yellow Breeches. The first thing you notice is the water. This home sits on the bank of the Yellow Breeches, a renowned central-PA trout stream, with four kayaks at the water's edge, a firepit, and room for eight. Mornings move slowly: coffee on the porch, mist off the creek, a heron on the bank. Paddle or cast a line by day, then gather around the fire after dark. Minutes from Boiling Springs and Allenberry Resort. Come to fish, unplug, or bring everyone together.

Walkable Carlisle Getaway 3BR College & Downtown
Charming 1890s house directly across from Dickinson Science Center—the closest AirBNB to campus. Three bedrooms, 1.5 baths, chic farmhouse style, full kitchen, walkable to Dickinson College, Law School, Army War College, and downtown Carlisle. Quick drive to Carlisle car shows. Cozy, stylish, and perfectly located for campus visits or exploring town. Free street parking, smart lock entry. Historic charm meets unbeatable convenience. We can’t wait to host you in this beautiful space!

Creekview Cottage
Escape to a charming WATERFRONT cottage 🐟🦆 hardwood floors, lots of windows with views for days! Tons of wildlife, geese, ducks, cozy fire pit, pond, and direct creek access! Enjoy swimming, fishing, and relaxing on the large deck. Sleeping: comfortable queen bed (private room) and full daybed in sunroom( no door) Book your stay and create lasting memories! 20 steps to access. Nearby: Messiah Univ. , Dickinson College, Farm Show Complex, Carlisle Fairgrounds, Hershey Park

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.

Historic Home in Downtown Carlisle - Free Parking!
Enjoy this 2 bedroom historic home in Downtown Carlisle, PA. This home is recently renovated, has free on street parking, and is within walking distance to downtown Carlisle. This rental is located UP a flight of steep steps! This rental is a townhouse, there are neighbors on both sides and below! This space is IN TOWN, please expect to hear the noises associated with living in town. Please do not book if you are not used to townhouse, in town, noise level! Space is SMALL.

The Teal Door
The whole group will enjoy easy access to everything from this centrally located place. Just five minutes from the Carlisle Fairgrounds, one block from a park with disc golf, playground, and a walking path alongside a peaceful creek. The historic district of Carlisle is only a fifteen minute drive. Large bedroom comfortably sleeps four with two queen beds. Kitchen includes refrigerator, microwave, toaster and coffee maker. Includes a private entrance and parking.

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.

A charming cottage Victorian-style house.
Conveniently situated in walking distance to the Army War College, to gate number 1 of the Fairgrounds, and downtown restaurants and shops. This 2nd floor cozy apartment is part of a charming Victorian-style house built, in 1870. There is a eat-in kitchen with full-size appliances, the 2 bedrooms share a private bathroom and the comfortable living room provides a great place for relaxing. Apartment comes with off-street parking for 2 cars.
Popular amenities for Cumberland County vacation rentals
Other great vacation rentals in Cumberland County

Castle by the creek

Spacious Family Home (Sleeps 10)

Spacious Carlisle apartment, quiet rural setting

The Cottage Overlooking the Conodoguinet

The Alpine Brisa | Sleeps 10 | Close to lake

Wellness Cabin near Gettysburg w/Hot Tub and Sauna

Carlisle Corner Cottage

The Quaint Queen
Destinations to explore
- Cabin rentals Cumberland County
- Rentals with a kayak Cumberland County
- House rentals Cumberland County
- Bed and breakfasts Cumberland County
- Townhouse rentals Cumberland County
- Hotel rooms Cumberland County
- Waterfront rentals Cumberland County
- Rentals with lake access Cumberland County
- Family-friendly rentals Cumberland County
- Private suite rentals Cumberland County
- Apartment rentals Cumberland County
- Rentals with a hot tub Cumberland County
- Rentals with pools Cumberland County
- Rentals with breakfast Cumberland County
- Pet-friendly rentals Cumberland County
- Hersheypark
- Liberty Mountain Resort
- Hershey's Chocolate World
- Spooky Nook Sports
- Roundtop Mountain Resort
- Cowans Gap State Park
- Cunningham Falls State Park
- South Mountain State Park
- Caledonia State Park
- Franklin & Marshall College
- Pennsylvania Farm Show Complex & Expo Center
- Greenbrier State Park
- Hersheypark Stadium
- Poe Valley State Park
- Giant Center
- Lancaster County Convention Center
- Broad Street Market
- National Civil War Museum
- Messiah University
- Lititz Springs Park
- Gambrill State Park
- Whitetail Resort
- Catoctin Mountain Park
- Turkey Hill Experience





