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.

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Top Guest favourite

A single-story brick home is surrounded by lush greenery and well-maintained landscaping. Colorful flowering bushes are arranged in front of the house, while a neatly mowed lawn extends across the foreground. The driveway leads to a garage with decorative windows.

Home in Shippensburg

4.99 out of 5 average rating, 132 reviews

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."

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Guest favourite

A modern living area is presented with a large flat-screen television on a wooden console, complemented by decorative wall art above. A coffee table with a decorative arrangement sits at the center. A staircase leads to the upper level, and a workspace with a chair is visible in the background.

Townhouse in Carlisle

4.84 out of 5 average rating, 353 reviews

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.

Indoor spacesFamilyHeating

Top Guest favourite

The entrance features a set of double black doors framed by wooden paneling, inviting guests inside. Lanterns are positioned on either side, and seasonal wreaths adorn the doors, contributing to a warm welcome. The surrounding walls showcase a rustic white barn aesthetic.

Barn in Mechanicsburg

4.98 out of 5 average rating, 471 reviews

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.

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Top Guest favourite

A single-story house is surrounded by lush green grass and a well-maintained landscape. A variety of trees and shrubs can be seen, along with a fenced yard in the background. Bright blue skies and scattered clouds create a serene setting.

Home in Shermans Dale

4.97 out of 5 average rating, 271 reviews

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.

Indoor spacesFamilyCondition

Top Guest favourite

Place to stay in Shippensburg

5 out of 5 average rating, 481 reviews

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

KitchenIndoor spacesHospitality

Top Guest favourite

A bedroom showcases a wooden bed frame with a patterned white bedspread, accompanied by decorative pillows. Soft lighting is provided by wall sconces on either side. A sleek plant and small bedside table add a touch of greenery, while a natural area rug complements the wooden floor.

Apartment in Carlisle

4.93 out of 5 average rating, 454 reviews

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 spacesDecor

Top Guest favourite

A spacious bedroom features two queen beds with soft blue bedding. A cozy armchair with a floral pattern is positioned beside a wooden bench. Natural light is provided by a window, and a decorative area rug adds a colorful touch to the floor.

Apartment in Carlisle

4.95 out of 5 average rating, 128 reviews

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.

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Guest favourite

A polycarbonate dome is nestled among trees, illuminated in soft green light. The spacious deck includes a seating area and a small table. A colorful sunset is visible in the background, casting a warm glow over the Appalachian landscape.

Dome in Shippensburg

4.91 out of 5 average rating, 175 reviews

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.

KitchenIndoor spacesBarbecue

Top Guest favourite

Cabin in Landisburg

4.96 out of 5 average rating, 170 reviews

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.

KitchenIndoor spacesDecor

Top Guest favourite

A well-equipped kitchen features wooden cabinets and granite countertops, with modern appliances including a refrigerator, stove, and microwave. A rustic dining table with four chairs is positioned in the center, illuminated by overhead lighting. Natural light streams through the windows, highlighting the wood-paneled walls.

Cabin in Newville

4.99 out of 5 average rating, 181 reviews

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.

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Top Guest favourite

The cabin's exterior features warm wooden accents and a welcoming porch, illuminated by soft lights. Steps lead up to the porch, which is adorned with a sturdy railing, surrounded by lush greenery and trees, providing a serene and natural setting.

Cabin in Newville

5 out of 5 average rating, 150 reviews

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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Top Guest favourite

The exterior of the cabin is shown, featuring a raised deck with a black railing. Large windows allow light to enter the interior. Green plantings and landscaping are present at the base, complementing the natural surroundings.

Cabin in Biglerville

4.99 out of 5 average rating, 206 reviews

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.

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