
Family-friendly holiday 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.

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."
KitchenIndoor spacesBathroom

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.
FamilyKitchenParking

Private Cottage on Horse Farm with covered porch
Now using UV technology to clean which uses extra time to sanitize and ventilate see new check in/out. Lovely cottage enjoy amazing sunsets from the back porch with first floor eat in kitchen- full refrigerator, microwave, stove, coffee bar and grill. The living room features a comfy sofa and chair for reading with queen sofa bed and tv, 1st floor full bath walk in shower. 2nd floor has a lofted ceiling with a queen bed, vanity, tv, desk and chair. Lockbox entry. Pets allowed - extra fee.
FamilyKitchenSleep quality

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.
KitchenFamilyLaundry

Rare Fantasy Acotar Themed Cabin Romantic 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.
KitchenIndoor spacesParking

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
FamilyKitchenBathroom

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.
Indoor spacesKitchenHiking

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.
FamilyKitchenNearby

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.
KitchenFamilySleep quality

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.
FamilyKitchenValue

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.
KitchenFamilyParks

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

Copper Flat Cottage
KitchenFamilyBarbecue

Hot Tub, Fireplace, Ping Pong, State Game Lands
FamilyKitchenBarbecue

Uncharted Pines | Pickleball Court + Hot Tub
FamilyKitchenDecor

Mountainside Hideaway - Hot Tub - Secluded
KitchenFamilyNearby

Watt's Retreat at Tom's Cabin
KitchenFamilyCleanliness

Wellness Cabin near Gettysburg w/Hot Tub and Sauna
FamilyIndoor spacesBathroom

The Carlisle House - English Library
Indoor spacesBreakfastHot tub

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

Harvest Moon Suite @ Walnut Place
Indoor spacesFamilyHot tub

Whole Home, Wooded Serenity, Urban Proximity
KitchenFamilyLocation

Modern 2-Bedroom Home with Courtyard
KitchenFamilyHospitality

Modern, Fashionable Uptown Harrisburg home
Indoor spacesKitchenWi-Fi

Secluded Retreat on Large Wooded Lot
KitchenIndoor spacesBackyard

Midtown's Coolest Penthouse Apt—Free Parking!
FamilyKitchenCheck-in

Modern Country Cozy House
FamilyKitchenCleanliness

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

The Wright Retreat
FamilyIndoor spacesPool

Songbird Hollow
Indoor spacesFamilyQuiet

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

Quaker Valley Guest House
FamilyIndoor spacesGetting around

Grand Point Crossing- Residential close to 81
Indoor spacesFamilySkiing

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

The Mallard
FamilyIndoor spacesAmenities

Molly Pitcher Milk House
KitchenIndoor spacesSkiing
Destinations to explore
- House rentals Cumberland County
- Rentals with a kayak Cumberland County
- Hotel rooms Cumberland County
- Bed and breakfasts Cumberland County
- Townhouse rentals Cumberland County
- Cabin rentals Cumberland County
- Waterfront rentals Cumberland County
- Rentals with lake access 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
- 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





