
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.

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.

The Dome Home
We are nestled in the heart of apple country surrounded by orchards and only 10 minutes from Pine Grove Furnace State Park and 25 minutes from Gettysburg. Our Dome Home is unique and cozy with all the comforts of home. Enjoy the sounds of nature as you disconnect from the busyness of the world relaxing on the back deck. Our recently remodeled home has plenty of kitchen space and utensils to cook most any meal and is fully furnished. Two full baths with towels provided and WIFI is available.

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)

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.

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.

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.

Pup Friendly Private Space
Welcome, I am Debbie a busy Mama/Grandma with a bunch of millennial children (plus five grandchildren and 5 granddogs). I am excited to be able to offer my beautifully designed space close to Dickinson, the War College, Carlisle Fairgrounds, Appalachian Trail, Harrisburg and Gettysburg. You have your own off-street parking, private entrance and a large bedroom/sitting room with full private bathroom and a microwave/ mini-refrigerator for your convenience.

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.

Walk to Midtown From Contemporary Uptown Harrisburg Home
Beautifully remodeled, single family, brick rowhome in the "Olde Uptown" neighborhood of Harrisburg. Take advantage of the extra care and personal touches in this property such as complimentary beverages and snacks, continental breakfast items, professionally designed interior, and incredibly comfortable king sized bed. You can walk to the fantastic Broad Street Market, local coffee shop and cafe, and the beautiful riverfront trail.
Popular amenities for Cumberland County family-friendly rentals
Family-friendly home rentals with a hot tub

The Glowing Logs Cabin

Relax, Create, Studio and Stay.

Copper Flat Cottage

Hot Tub, Fireplace, Ping Pong, State Game Lands

Mountainside Hideaway - Hot Tub - Secluded

Watt's Retreat at Tom's Cabin

The Carlisle House - Ewing Room

Wellness Cabin near Gettysburg w/Hot Tub and Sauna
Family- and pet-friendly home rentals

Dickinson Hideaway

Central Historic 3BR, Reserved Parking Included!

Entire 2-Story Midtown Home - Private & Peaceful

Newly Remodeled Midtown Apartment

Modern, Fashionable Uptown Harrisburg home

Chapter and Charm

Charming State St 1 Bedroom w/ Free Parking! 1R

Midtown's Coolest Penthouse Apt—Free Parking!
Family-friendly home rentals with a pool

Quaint Family Home-pet friendly

The Wright Retreat

Songbird Hollow

Quaker Valley Guest House

Grand Point Crossing- Residential close to 81

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

The Mallard

POOL & Lrg Private Yard, Gazebo, Outdoor Kit/Bath!
Destinations to explore
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- Family-friendly rentals Pennsylvania
- Family-friendly rentals United States
- Hersheypark
- Liberty Mountain Resort
- Whitetail Resort
- Roundtop Mountain Resort
- Cunningham Falls State Park
- Codorus State Park
- Cowans Gap State Park
- Caledonia State Park
- Hershey's Chocolate World
- South Mountain State Park
- Spooky Nook Sports
- Pennsylvania Farm Show Complex & Expo Center
- Poe Valley State Park
- Messiah University
- Lancaster County Convention Center
- Franklin & Marshall College
- Lititz Springs Park
- Broad Street Market
- Giant Center
- National Civil War Museum
- Fulton Theatre
- Central Market Art Co
- Greenbrier State Park
- Catoctin Mountain Park




