
Family-friendly vacation rentals in Cumberland County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Cumberland County
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Blue Retreat in Carlisle
Welcome to Carlisle! Enjoy your stay at The Blue Retreat. Just a few short blocks for a 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 Blue Retreat offers all the amenities of home, and ideal location to spend a couple nights close to it all! Within Walking distance to a Park.

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)

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

Cute Carlisle Cottage-studio home
Welcome to the Carlisle Cottage. Small, cute & clean. 1 Q bed & addtl. Q air bed avx upon request. Sleeps 2 adults & up to 2 children. Centrally located to shops, restaurants, US Army War College, Dickinson College, Keystone Aquatics & Fairgrounds but not walkable to these locations. Easy I81 on/off access. Minutes to the PA Turnpike. Smoking not allowed indoors but ok on the porch. Receptacle provided. Outdoor cameras for security. Host lives on property in house next door.

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.

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.

Modern 2-Bedroom Home with Courtyard
Enjoy the luxuries of home in this fully renovated downtown retreat. Within close proximity of popular downtown Carlisle restaurants, bars, Carlisle Fairgrounds, pickleball courts, and Dickinson College, this 2 BR, 1 bath home with ample street parking is the ideal location to stay a few nights or longer. This Modern Parkside Retreat is close enough to town for convenience, but sits right next to Letort Park, giving you just enough peace and quiet.

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. Scan code (second photo) with mobile phone for an immersive 3D Tour of the property. NOTE: must be 25 or older to rent.

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.

Quiet, Cozy, Contemporary
Tucked away behind the main road, this “Fairgrounds Flat” studio apartment is centrally located in historic Carlisle Borough. Sparkling clean, contemporary stying, and filled with amenities, you will feel you are at a home-away-from-home. Enjoy a quiet evening on the beautifully arbored deck. An easy ten minute walk will bring you to the heart of downtown where everything is at your fingertips.
Popular amenities for Cumberland County family-friendly rentals
Family-friendly home rentals with a hot tub

Market Street Manor - Victorian Getaway + Hot Tub

Dearfield Retreat / Hot tub / Game Room / Campfire

Copper Flat Cottage

Uncharted Pines | Pickleball Court + Hot Tub

Watt's Retreat at Tom's Cabin

Wellness Cabin near Gettysburg w/Hot Tub and Sauna

The Carlisle House - English Library

Riverfront Studio w/ fireplace - Mellor Suite
Family- and pet-friendly home rentals

Whole Home, Wooded Serenity, Urban Proximity

Newly Remodeled Midtown Apartment

Historic Home in Downtown Carlisle - Free Parking!

Private Cottage on Horse Farm with covered porch

Modern, Fashionable Uptown Harrisburg home

Midtown's Coolest Penthouse Apt—Free Parking!

Modern Country Cozy House

Lodge-like "home base" for Central PA Exploring
Family-friendly home rentals with a pool

The Wright Retreat

Songbird Hollow

The Old House 4Bed/3Bath (Whole House)

Quaker Valley Guest House

Grand Point Crossing- Residential close to 81

Grove Retreat - Prime Spot,Pool,Deck,Pond,Firepit

The Mallard

Molly Pitcher Milk House
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- Pet-friendly rentals Cumberland County
- Family-friendly rentals Pennsylvania
- Family-friendly rentals United States
- Hersheypark
- Liberty Mountain Resort
- Hershey's Chocolate World
- Spooky Nook Sports
- Roundtop Mountain Resort
- Cunningham Falls State Park
- Cowans Gap State Park
- South Mountain State Park
- Caledonia State Park
- Hersheypark Stadium
- Whitetail Resort
- Franklin & Marshall College
- Pennsylvania Farm Show Complex & Expo Center
- Greenbrier State Park
- Giant Center
- Poe Valley State Park
- Lancaster County Convention Center
- Broad Street Market
- National Civil War Museum
- Messiah University
- Lititz Springs Park
- Gambrill State Park
- Fulton Theatre
- Catoctin Mountain Park





