
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.

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.

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

Cozy 1 BR Apartment - Centrally Located
Centrally located in a peaceful neighborhood of Mechanicsburg this suite is packed with character. It is close in proximity to all that Central Pennsylvania has to offer such as local shopping and restaurants, easy access to Routes 15, 76, 81 and 83, PA Farm Show Complex & Expo Ctr., Messiah U, Hershey Park, Ski Roundtop, Harrisburg, Carlisle, Gettysburg, Lancaster and more. We do our best to provide all the comfort of home in order to make your stay as pleasant as possible!

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.

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.

Arch Street Lodge
**More comfortable sofa/futon added for 2026** Enjoy your stay at the cozy Arch St Lodge featuring Quartz countertops, Gas range, Stainless steel appliances, and laundry center. This Furnished 1br, 1ba studio unit includes 1 queen bed, 1 futon sofa. It's conveniently located on a quiet street within walking distance to the Law School, College, YMCA, and downtown Carlisle with Off-street parking directly beside the unit. YoutubeTV package & Fast WIFI included.

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.

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

Copper Flat Cottage

Hot Tub, Fireplace, Ping Pong, State Game Lands

Uncharted Pines | Pickleball Court + Hot Tub

Mountainside Hideaway - Hot Tub - Secluded

Watt's Retreat at Tom's Cabin

Wellness Cabin near Gettysburg w/Hot Tub and Sauna

The Carlisle House - English Library

Elegant 1 BR in Riverfront Mansion - Meigs Suite
Family- and pet-friendly home rentals

Whole Home, Wooded Serenity, Urban Proximity

Cottage on our horse farm

Carlisle Luxury Townhouse

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
Family-friendly home rentals with a pool

Quaint Family Home-pet friendly

The Wright Retreat

Songbird Hollow

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

Quaker Valley Guest House

Grand Point Crossing- Residential close to 81

The Mallard

Molly Pitcher Milk House
Destinations to explore
- Hotel rooms Cumberland County
- Bed and breakfasts Cumberland County
- Townhouse rentals Cumberland County
- Cabin rentals Cumberland County
- Waterfront rentals Cumberland County
- Rentals with a kayak Cumberland County
- Rentals with a washer and dryer Cumberland County
- House rentals Cumberland County
- Rentals with outdoor seating Cumberland County
- Rentals with a patio Cumberland County
- Rentals with a fireplace Cumberland County
- Private suite rentals Cumberland County
- Apartment rentals Cumberland County
- Fitness-friendly rentals Cumberland County
- Rentals with a hot tub Cumberland County
- Rentals with pools Cumberland County
- Rentals with a fire pit Cumberland County
- Rentals with breakfast Cumberland County
- Pet-friendly rentals Cumberland County
- Rentals with an EV charger Cumberland County
- Family-friendly rentals Pennsylvania
- Family-friendly rentals United States
- Hersheypark
- Liberty Mountain Resort
- Spooky Nook Sports
- Hershey's Chocolate World
- Roundtop Mountain Resort
- Cunningham Falls State Park
- Cowans Gap State Park
- Caledonia State Park
- South Mountain State Park
- Franklin & Marshall College
- Whitetail Resort
- Hersheypark Stadium
- Giant Center
- Pennsylvania Farm Show Complex & Expo Center
- Gambrill State Park
- Poe Valley State Park
- Broad Street Market
- Greenbrier State Park
- Lancaster County Convention Center
- National Civil War Museum
- Lititz Springs Park
- Messiah University
- Fulton Theatre
- Catoctin Mountain Park





