Holiday rentals in Cumberland County

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 Dome Home

We are nestled in the heart of apple country surrounded by orchards and only 10 minutes from Pine Grove Furnace State Park and 25 minutes from Gettysburg. Our Dome Home is unique and cozy with all the comforts of home. Enjoy the sounds of nature as you disconnect from the busyness of the world relaxing on the back deck. Our recently remodeled home has plenty of kitchen space and utensils to cook most any meal and is fully furnished. Two full baths with towels provided and WIFI is available.

Country Cottage by the Redwoods.

This quaint country cottage is nestled in the Redwoods on our Dillsburg property away from the hustle and bustle of a busy life. Relaxing, quiet, not visible from the road but close to: ~ Round Top Mountain Resort ~Paulus Mt Airy Orchards ~Yellow Breeches Creek ~Messiah University. (all within 3 miles) We are central to Gettysburg and Hershey (30 miles), Harrisburg,Carlisle, Boiling Springs, Allen Berry Play house, the Appalachian Trail, and LeTort Spring Run! (all within15 miles)

Themed Cabin Booktok Dream Fairy Fae River Kayaks

One of a kind fantasy cabin inspired by ACOTAR, that whispers of Prythian & the cauldrons magic. 2 cozy themed bedrooms await w/queen beds, plus a third sleeping loft reached by ladder, crowned with a king-size bed & couch/Futon in living room for lingering dreams in moonlight. Surrounded by nature yet moments from revelry & nite life. Fire pit & grill under the stars + massage table. Kayaks to glide our nearby creek. For couples, magical gatherings, families with older kids & solo retreats.

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

Downtown Retreat - whole house full of amenities

Welcome to The Downtown 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 Downtown Retreat offers all the amenities of home, and the ideal location to spend a couple nights close to it all!

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.

Midtown's Coolest Penthouse Apt—Free Parking!

Historic Midtown Retreat: Discover the perfect blend of history and modern comfort in our spacious 2-bedroom, 2-bath apartment, located on the top floor of an old department store. Ideal for lively gatherings or cozy escapes, this unique space in Harrisburg’s trendy Midtown offers easy access to Downtown, the State Capitol, and local breweries. Enjoy free off-street parking, a fully stocked kitchen, and in-unit laundry. Explore Hershey and Harrisburg from this unique spot!

Arch Street Lodge

**More comfortable sofa/futon added for 2026** Enjoy your stay at the cozy Arch St Lodge featuring Quartz countertops, Gas range, Stainless steel appliances, and laundry center. This Furnished 1br, 1ba studio unit includes 1 queen bed, 1 futon sofa. It's conveniently located on a quiet street within walking distance to the Law School, College, YMCA, and downtown Carlisle with Off-street parking directly beside the unit. YoutubeTV package & Fast WIFI included.

Creekside Cabin - Pet Friendly

Pet friendly Creekside Cabin in Landisburg, PA. 3 bedrooms, 1 full bathroom. Down a lane along the creek in the peaceful mountains. Nice getaway with lots of nearby outdoor activities! Hiking nearby at Colonel Denning State Park, Audubon Hawk Watch, Opossum Lake and Little Buffalo State Park. Outdoor fire pit next to the creek and propane fire pit on the back porch for rainy days. PLEASE NOTE - the cabin is in the woods, you will encounter bugs and animals.

Pup Friendly Private Space

Welcome, I am Debbie a busy Mama/Grandma with a bunch of millennial children (plus five grandchildren and 5 granddogs). I am excited to be able to offer my beautifully designed space close to Dickinson, the War College, Carlisle Fairgrounds, Appalachian Trail, Harrisburg and Gettysburg. You have your own off-street parking, private entrance and a large bedroom/sitting room with full private bathroom and a microwave/ mini-refrigerator for your convenience.

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.