
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.
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Farm Escape at Deputy Farms
Luxury 2 bedroom apartment in the renovated lower level of a barn. Reconnect with nature at this peaceful,unforgettable escape. Our farmette is nestled away in beautiful countryside, plenty of mountains, with creeks for fishing less than 1 mile away. The famous Appalachian trail entrance is about 1.5 miles away. Stroll our cut flower gardens ( in season) and beautiful property grounds with unparalleled views. Our desire is for folks to unwind, rest, restore, and rediscover the beauty of nature.
FamilyKitchenLong stay

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.
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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)
Indoor spacesFamilySolo travel

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
FamilyKitchenAccess

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.
KitchenIndoor spacesQuiet

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.
Indoor spacesFamilyWifi

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.
FamilyIndoor spacesCleanliness

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.
Indoor spacesKitchenSleep quality

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.
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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.
FamilyIndoor spacesDecor

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.
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Popular amenities for Cumberland County family-friendly rentals
Family-friendly home rentals with a hot tub

Market Street Manor - Victorian Getaway + Hot Tub
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Copper Flat Cottage
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Uncharted Pines | Pickleball Court + Hot Tub
FamilyIndoor spacesTV

Mountainside Hideaway - Hot Tub - Secluded
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The Carlisle House - Ewing Room
KitchenIndoor spacesBathroom

Watt's Retreat at Tom's Cabin
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Wellness Cabin near Gettysburg w/Hot Tub and Sauna
KitchenIndoor spacesNearby

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

Harvest Moon Suite @ Walnut Place
Indoor spacesFamilyDecor

Whole Home, Wooded Serenity, Urban Proximity
KitchenIndoor spacesValue

Modern 2-Bedroom Home with Courtyard
Indoor spacesFamilyParking

Private Cottage on Horse Farm with covered porch
FamilyKitchenSkiing

Modern, Fashionable Uptown Harrisburg home
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Secluded Retreat on Large Wooded Lot
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Midtown's Coolest Penthouse Apt—Free Parking!
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Modern Country Cozy House
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Family-friendly home rentals with a pool

The Wright Retreat
Indoor spacesFamilyView

Songbird Hollow
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The Old House 4Bed/3Bath (Whole House)
FamilyIndoor spacesHospitality

Quaker Valley Guest House
KitchenFamilyCleanliness

Grand Point Crossing- Residential close to 81
KitchenFamilyLocation

Grove Retreat - Prime Spot,Pool,Deck,Pond,Firepit
FamilyIndoor spacesOutdoor spaces

The Mallard
FamilyIndoor spacesCondition

Molly Pitcher Milk House
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Destinations to explore
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- 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
- Whitetail Resort
- Caledonia State Park
- Hersheypark Stadium
- 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





