
Family-friendly holiday rentals in Cumberland County
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Top-rated family-friendly rentals in Cumberland County
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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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School Of Law - Whole House Full of Amenities
Enjoy your stay at The Law office Retreat. Just a few short blocks from the campus of Dickinson College and a quick 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 LawOffice Retreat offers all the amenities of home, and ideal location to spend a couple nights close to it all!
Indoor spacesFamilyTV

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)
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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
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POOL & Lrg Private Yard, Gazebo, Outdoor Kit/Bath!
Hershey, Gettysburg, and the Dutch Country are at your fingertips, yet you'll enter your own private retreat in this comfortable home on a large corner lot with mature trees in a peaceful neighborhood. Newly remodeled kitchen! Conveniently located to all the attractions of Central PA, with Hershey 30 minutes to the east, Gettysburg 30 minutes west, and the Amish Country 45 minutes South. Ski Roundtop is only 9 miles from the house! Easy access to PA Interstates and the PA Turnpike!
KitchenFamilyLong stay

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.
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Creekview Cottage
Escape to a charming WATERFRONT cottage 🐟🦆 hardwood floors, lots of windows with views for days! Tons of wildlife, geese, ducks, cozy fire pit, pond, and direct creek access! Enjoy swimming, fishing, and relaxing on the large deck. Sleeping: comfortable queen bed (private room) and full daybed in sunroom( no door) Book your stay and create lasting memories! 20 steps to access. Nearby: Messiah Univ. , Dickinson College, Farm Show Complex, Carlisle Fairgrounds, Hershey Park
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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.
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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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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.
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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.
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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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Popular amenities for Cumberland County family-friendly rentals
Family-friendly home rentals with a hot tub

Hot Tub, Fireplace, Ping Pong, State Game Lands
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Copper Flat Cottage
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Marvel vs DC Historic Townhome w/Hot Tub!
KitchenIndoor spacesRiver

The Swallow House - *HOT TUB*, Midtown HBG
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Mountainside Hideaway - Hot Tub - Secluded
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Wellness Cabin near Gettysburg w/Hot Tub and Sauna
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Uncharted Pines | Pickleball Court + Hot Tub
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Cozy Family-Friendly Getaway Near Ski Roundtop!
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Family- and pet-friendly home rentals

Golf course home with patio, sauna and fenced area
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Pup Friendly Private Space
FamilyKitchenComfort

A Place to make Memories
FamilyKitchenValue

Lodge-like "home base" for Central PA Exploring
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Modern Country Cozy House
KitchenIndoor spacesBackyard

Modern 2-Bedroom Home with Courtyard
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Secluded Retreat on Large Wooded Lot
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Whole Home, Wooded Serenity, Urban Proximity
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Family-friendly home rentals with a pool

Quaker Valley Guest House
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The Mallard
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Grand Point Crossing- Residential close to 81
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Blue Mountain Retreat
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Songbird Hollow
Indoor spacesKitchenAir conditioning

Deer Run Lodge - hike, swim, relax, explore!
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The Old House 4Bed/3Bath (Whole House)
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Molly Pitcher Milk House
FamilyIndoor spacesBarbecue
Destinations to explore
- Cabin rentals Cumberland County
- Rentals with a kayak Cumberland County
- House rentals Cumberland County
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- Townhouse rentals Cumberland County
- Hotel rooms 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
- Cowans Gap State Park
- Cunningham Falls State Park
- South Mountain State Park
- Caledonia State Park
- Franklin & Marshall College
- Pennsylvania Farm Show Complex & Expo Center
- Greenbrier State Park
- Hersheypark Stadium
- Poe Valley State Park
- Giant Center
- Lancaster County Convention Center
- Broad Street Market
- National Civil War Museum
- Messiah University
- Lititz Springs Park
- Gambrill State Park
- Whitetail Resort
- Catoctin Mountain Park
- Turkey Hill Experience





