
Family-friendly vacation 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.

Gettysburg-Ski-Golf-AT Hikes-RoseSniffers LOFT
Calling all RoseSniffers!! Stop and Smell the Roses in this stylish boutique studio with private entrance and free parking. Although you will wake up to a bird's eye view of mountains and farms, you will be close to four-season adventures: Skiing, Antiquing, Vineyards, History, Gettysburg Military Park, 5-Star Golfing, Performing Arts, and Dining are all minutes away! 4 mi to GBurg Battlefield 2 mi to Liberty Mtn 8 miles to 5+ AT access points Across street to GBurg National Golf Course

Cozy Cottage Near Battlefield & Ski Liberty 3BR
Voted #1 rental in ‘21, ‘22, ‘23, ‘24, and 2025. Blue Coat Cottage is nestled among the fields of historic Gettysburg and sits between 2 picturesque farms directly across from Marsh Creek. We offer the perfect blend of proximity to the famous battlefield and peaceful country living. Being just 8 miles from Ski Liberty makes the cottage a great winter getaway. This charming home sleeps 6 making it perfect for families & friends. We have everything you need for a comfortable & memorable stay!

Quiet Country Setting
The apartment is approximately 3 miles from downtown Gettysburg and Gettysburg College and about 12 minutes from the Gettysburg National Military Park Museum & Visitors Center on Baltimore Street. It is only 5 minutes from the reenactment site on Pumping Station Rd and also about 12 minutes from Liberty Mountain Resort. Other popular wedding venues nearby: Hauser Estate Winery, Adams County Winery, Lodges, Rock Creek Farm, Links. The apartment is close to everything yet in a quiet setting.

Creekside Retreat at the Jewel Vinsota
Relax in a quiet, curated, pet-friendly art exhibit. Live with paintings & sculptures that are for sale. This garden apartment is tucked into a hillside above a creek, along the Jewel Vinsota Sculpture Trail. Your host/gallery curators live upstairs. The “Artist’s Guesthouse” is next door. The private entrance is down a stone-stepped path. Perfect for 2 w/ the queen bed but room for 3 w/ the living room futon. Fully equipped kitchen. Private charcoal grill and fire pit next to the creek.

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

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.

Gettysburg Easy Times
Keep it simple at this peaceful and centrally-located home away from home. 2 Bedroom, 1 bathroom home available less than 5 miles from historic Gettysburg Square and only 20 miles from York, PA. Home sits 1 block off PA Route 30 and close to stores, wineries, breweries, multple hospitals and the history that Gettysburg offers! Weekly discounts and monthly discounts available. traveling nurses welcome.

Top O' The Stairs
This charming and cozy second floor one bedroom apartment, which accommodates up to 3, is located in downtown Gettysburg within a five minute walk of major attractions, restaurants and the battlefield. We are located on a quiet residential street. Yet, within 5 minutes walk, you can be at the square where the action is or Baltimore St. where you can find ghost tours, carriage rides, and more....

One-bedroom apartment with separate entrance.
Adorable one-bedroom apartment with separate entrance. Located 10 minutes from downtown Chambersburg. Whether its historical sight-seeing, culturally diverse restaurants, or local craft beer, there is plenty to see and do in this area. Built in 2021, this apartment is on the lower level of our custom built home. It also has a fully equipped gym. Pet friendly, No smoking, No parties.

Cute Place Just Out Of Town With A Country Feel
Looking for an affordable place to stay the night or a few days? You may have just found the perfect place. This cute efficiency unit may just cover all the bases you need for a short stay. What once was a office for a shop, is no longer needed as an office and so it was converted to supply a place to sleep for tired travelers or for people looking to get away for a few days.
Popular amenities for Cumberland family-friendly rentals
Family-friendly home rentals with a hot tub

StayAround Dome ~ Unique & Tranquil Gem ~ Sauna

Oasis on the Avenue

Walkersville Cabin

Hot Tub Time Machine-happy, charming, tidy, yard

Copper Flat Cottage

The Frame ~ Charming Nature Escape ~ Hot Tub ~ BBQ

Mom's Cottage

Brent Road Retreat
Family- and pet-friendly home rentals

Edward Menchey House

Cozy 1 bedroom apartment with amazing view

Sweet Gettysburg Area Cottage Close to Outdoor Fun

Cottage on our horse farm

Historic Home in Downtown Carlisle - Free Parking!

Pearl's Place

Private Apartment Minutes from Gettysburg!

Beautiful private home in the country
Family-friendly home rentals with a pool

Stoney Spring Overlook

Harmony Lodge nestled in wooded tranquility!

Cozy, Cute and Clean rowhouse w/ 2 Masters!

Cozy A-Frame Cabin In The Woods

Splash by Hershey

Civil War Farm House w/Heated (seasonal) Pool

Rollingside: Two-Room Guest Suite

Five Oaks Cabin at The Woods Resort
Destinations to explore
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- Rentals with a fireplace Cumberland
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- Family-friendly rentals Adams County
- Family-friendly rentals Pennsylvania
- Family-friendly rentals United States
- M&T Bank Stadium
- Hersheypark
- Oriole Park at Camden Yards
- Hampden
- Liberty Mountain Resort
- Whitetail Resort
- Cunningham Falls State Park
- Caves Valley Golf Club
- Codorus State Park
- Cowans Gap State Park
- Caledonia State Park
- Hershey's Chocolate World
- The Links at Gettysburg
- Gambrill State Park
- Roundtop Mountain Resort
- Gifford Pinchot State Park
- Baltimore Museum of Art
- South Mountain State Park
- Field of Screams Maryland
- River Creek Club
- Pine Grove Furnace State Park
- Notaviva Vineyards
- The Adventure Park at Sandy Spring
- SpringGate Vineyard




