
Family-friendly holiday rentals in Cumberland
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Cumberland
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

A Hub for History Buffs!
A very private, brand new apartment all for you! New furnishings make it comfortable, antique pieces make it quaint! Both will make your stay with us enjoyable and peaceful. A kid and adult friendly space. Enjoy the deck in the morning and the electric fireplace in the evening. A quiet home-base for your visit to historic Gettysburg! We are a HUB for HISTORY BUFFS and more! Entrance is no longer through the garage! PS: In the winter, we are 15 min from Ski Liberty and have garage storage!

Cozy Gettysburg Cottage in Quiet Country Setting
Voted #1 rental 2021–2025, & in the top 1% of AirBnb’s, Blue Coat Cottage is a charming retreat in historic Gettysburg. Nestled between 2 picturesque farms directly across from Marsh Creek, it perfectly blends battlefield access with peaceful country living. This home away from home is ideal for families & friends. Enjoy a fully equipped home with cozy spaces, hidden kids’ nook, scenic views, hammock, chiminea, front porch overlooking the creek, and a private backyard for relaxing & unwinding.

Country Cottage Nestled on a 20 acre Horse Farm
Relax with the whole family at this peaceful cottage nestled on a horse farm. Enjoy roasting marshmallows in the outdoor firepit or sit back on the porch to watch the wildlife. We are located only minutes from the battlefields and town center. Enjoy local restaurants, breweries, specialty shops, & wineries. Liberty Mountain Ski Resort is only a 20 minute drive. Take advantage of nearby golfing, scenic views, historical sites, ghost tours, museums, or take a guided bus tour of the battlefields.

*Pre-Civil War & Downtown~The Garlach House~c.1830
At this pre-Civil War home, you will find yourself within walking distance of restaurants, ice cream parlors, shops, museums & battlefields. Feel comfort in our home as you will be able to step back in time, but with modern day amenities. Enjoy our private fenced in backyard with a cup of coffee in the morning & a glass of wine in the evening as it is dimly lit, you can still see the stars! Take a short drive to local wineries, golf courses & Ski Liberty to enjoy skiing/snowboarding/tubing!

Civil War Farm House w/Heated (seasonal) Pool
Welcome to this historical Civil War Farm House. This stone home built in 1861 by Christian Shriver and was actively used as a field hospital during the war. Mrs Shriver prepared General Reynolds his breakfast on the first day of the battle (which he was killed). The Durboraw's moved here in the early 1890's and have remained here on the farm ever since. Please note, pool is open seasonally mid-May through mid- Sept. Please inquire to its opening/closing if booking around these times.

Milkhouse Loft peaceful farm stay by Ski Liberty.
This clean and cozy second-floor loft sits above the farm’s former dairy and milking parlor. After a day of adventuring at Ski Liberty (5 m. away) or Historic Gettysburg, relax in the spacious living room and watch your favorite Netflix show, read a book, or play a boardgame. Sit on the back porch with a fresh-brewed cup of coffee, breathe in the country air, and watch the sun set over our 40 acres of farmland. Whatever brings you to our farm retreat, we hope you’ll leave feeling refreshed!

Liberty Valley View - near ski slopes and golf
Relax in this completely renovated 3 bedroom home. Enjoy the peaceful quiet country scenery. Sleeps 6 people. Perfect for families or 3 couples. Enjoy the spectacular mountain and valley views from within the home and covered deck. Less than 2 miles from Liberty Mountain Resort with views of the back ski slopes. Multiple golf courses within a 15 minute drive. Approximately 8 miles from the Gettysburg National Park. Roku TV's in all bedrooms and family room ready for your apps.

Rebel Hollow
Come stay with us for the ultimate battlefield experience! The 1920s Farmhouse on 10 wooded acres on Willoughby Run directly across the street from the Herbst Woods where the first day's infantry battle occurred on July 1st, 1863. It is hard to get much closer, with less than a 2 minute drive to the battlefield and a 4 minute drive to historic downtown Gettysburg. On our property you will encounter our ducks, geese, chickens, Friday the cat, 2 goats and 2 friendly farm dogs

The Ertter House
The Ertter House was built in 1843 by John and Mary Ertter." Mrs Shriver looked out her kitchen window in direction of the house and saw hundreds of Calvary riding by." Located one block off Baltimore Street within a 5 minute walk to restaurants, shopping, museums and a grocery store. Free Wifi -Roku TV to use for streaming. Within driving distance to Lancaster/ Amish country 1hr 30 mins Washington DC 1 hr 45 mins Antietam Battlefield 55 mins

Beautiful private home in the country
Beautiful private home in the country yet only 7 minutes to Gettysburg center square. Enjoy the privacy of this 4 bedroom 2 full bath home with a full kitchen, laundry, bbq grill, and fire pit in the 2 acre back yard! 3 queen beds and 1 single bed plus a twin pull out couch are available and every room has its own heating and air conditioning for everyone’s comfort! This home is pet friendly so feel free to bring your whole family!

Home Away From Home - Apt in Historic Gettysburg
Come & explore Gettysburg while staying in a charming 1 bedroom, 1 bath apartment in the heart of downtown Gettysburg within walking distance of stores, restaurants & attractions. You'll have free private parking & private entrances (accessible by key), & a private back deck to relax and enjoy a view of the battlefield. During your stay, I'll only be a phone call or text away to help make your stay as comfortable as possible!

Colonial Era Spring House
A unique and private mountain top colonial era spring house, with two springs flowing thru the basement. Originally the site of a tannery in the 1700s. Here you can relax, recharge, and rejuvenate. We celebrate all four seasons where you can enjoy Mother Nature's ever changing scenery at 1300' above sea level with fresh mountain air. Our area offers many things to do, or you may choose to stay in and do nothing at all.
Popular amenities for Cumberland family-friendly rentals
Family-friendly home rentals with a hot tub

Stoney Spring Overlook

-The Pool Cottage at The Roundtop Estate-

Oasis on the Avenue

The Frame ~ Charming Nature Escape ~ Hot Tub ~ BBQ

Mom's Cottage

Brent Road Retreat

Spectacular views, intimate dome

Beautiful, rustic/unique home near Gettysburg!
Family- and pet-friendly home rentals

Romantic Secluded Treehouse Stay in the Sky

Sweet Gettysburg Area Cottage Close to Outdoor Fun

Cottage on our horse farm

Spruce Run Cottage, Farm stay on Catoctin Mountain

Steps to Winery and Battlefield – 1 Acre Retreat

Jewel Vinsota Artist's Guesthouse

Conewago Cabin #3

One-bedroom apartment with separate entrance.
Family-friendly home rentals with a pool

Harmony Lodge nestled in wooded tranquility!

Bear Pines Retreat ~ Game Room ~ Screened Porch

Cozy Secluded A-Frame Cabin Retreat

Splash by Hershey

Rollingside: Two-Room Guest Suite

Wizard's Escape | Sleep15+ | 2 Escape Rooms &Pool

Modern Cabin: Hot Tub, Arcade, FirePit, Pets+Pool

Gunpowder Retreat
Destinations to explore
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- Rentals with outdoor seating Cumberland
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- Rentals with a patio Cumberland
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- Family-friendly rentals Adams County
- Family-friendly rentals Pennsylvania
- Family-friendly rentals United States
- M&T Bank Stadium
- Hersheypark
- Liberty Mountain Resort
- Baltimore Convention Center
- Whitetail Resort
- Oriole Park at Camden Yards
- Roundtop Mountain Resort
- Cunningham Falls State Park
- Codorus State Park
- Johns Hopkins University
- Cowans Gap State Park
- Caledonia State Park
- Hershey's Chocolate World
- Gambrill State Park
- CFG Bank Arena
- Baltimore Museum of Art
- South Mountain State Park
- Spooky Nook Sports
- National Aquarium
- Loyola University Maryland
- Harpers Ferry National Historical Park
- Merriweather Post Pavilion
- Big Cork Vineyards
- The Walters Art Museum




