
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."

Country retreat, dogs ok, 15 min 81/76, Carlisle
Make yourself at home at the Country Retreat! Close to many area attractions for visitors & highways for through travelers. Plus, a huge fenced in yard & fire pit! Arriving late? The house is fully equipped with all kitchen necessities, Keurig coffee maker, microwave, coffee, tea, snacks, frozen pizzas, & canned soups. Out all day? Return & enjoy dinner under the covered pergola & a drink by the fire. Enjoy some yard games available in the shed. No cleaning/pet fee. $35/person/night over 2.

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)

Fae Fantasy Themed Cabin Creek Kayaks DND Romantic
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 Forest House @ Lake Warren Estates
Luxury log home in spacious natural setting. Super clean. Fully prepped with linens and towels. A "just bring your toothbrush" place. 3 miles from the midway point of the Appalachian Trail. Adjacent to Michaux State Forest. Pine Grove Furnace State Park (3 miles away). Beach and swimming area. Internet and WiFi. No parties! No Events! Registered guests only. Scan code (second photo) with mobile phone for an immersive 3D Tour of the property. NOTE: must be 25 or older to rent.

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

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.

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.

Creekside Cabin - Pet Friendly
Pet friendly Creekside Cabin in Landisburg, PA. 3 bedrooms, 2 full bathrooms. 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.

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.

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.
Popular amenities for Cumberland County vacation rentals
Other great vacation rentals in Cumberland County

Modern Farmhouse - Private In-Laws Quarters

Select View Cottage

Dickinson Hideaway

Peaceful Bear Mountain Retreat

Windy Ridge Farm Guest Cottage

Castle by the creek

Cabin on the Conodoguinet

Wellness Cabin near Gettysburg w/Hot Tub and Sauna
Destinations to explore
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- Hersheypark
- Liberty Mountain Resort
- Hershey's Chocolate World
- Roundtop Mountain Resort
- Cunningham Falls State Park
- Cowans Gap State Park
- Caledonia State Park
- Spooky Nook Sports
- South Mountain State Park
- Gambrill State Park
- Franklin & Marshall College
- Giant Center
- Whitetail Resort
- Pennsylvania Farm Show Complex & Expo Center
- Broad Street Market
- Lititz Springs Park
- Poe Valley State Park
- Messiah University
- Lancaster County Convention Center
- National Civil War Museum
- Fulton Theatre
- Catoctin Mountain Park
- Greenbrier State Park
- Hersheypark Stadium





