
Family-friendly holiday rentals in Cumberland
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Cumberland
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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!

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

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.

Cozy West Virginia Treehouse
Thanks for checking out our treehouse! It’s 4 minutes from downtown Shepherdstown and 15 minutes from downtown Harpers Ferry. We are excited to share it with other fun-loving folks! The treehouse has heat and AC, a tiny kitchen with a mini fridge, stove top, toaster oven, gravity-fed sink and kitchenware. There’s a bathhouse built on the back of the host’s home with a conventional toilet and shower. There’s also an outhouse with a light and essentials. We provide wood for the fire pit also.

Heart of Gettysburg Walk to Everything!
Walking distance to shops, museums, restaurants, and the battlefield. Situated where federal troops were positioned on July 2-3, 1863 and steps from the site where Lincoln gave his immortal Gettysburg address. Parking for two vehicles on site. Amenities include: - King Bed - Wi-Fi - Off street parking for guests - Netflix - TV lots of channels - Shampoo and Conditioner - Body Wash - Keurig and Coffee Pods - Washer and Dryer - Pinball Machine (Fun!) - Refrigerator - Dishwasher

Spacious 4 BR Townhome near downtown Gettysburg
It's a battle out there! Relax & retreat to this stunning 4BR/2.5BA townhome located just outside downtown Gettysburg. Experience the comfort and convenience this home offers while you enjoy the battlefields, Gettysburg College, Liberty Ski Resort and numerous other local attractions. We aimed to create a space where modern meets history by highlighting several local pieces of art found in Gettysburg. This property is professionally owned and managed by Burkentine Property Management.

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

Summer Kitchen
This renovated ‘summer kitchen’ is close to Gettysburg battle field and Gettysburg university. There are a set of fairly steep steps that lead to the bedroom, so please ensure that you are able to climb these (see pics). There is a small sitting room, bathroom and kitchenette on the first floor, and the bedroom is the only thing on the 2nd floor. There is plenty to do in historic Gettysburg, or if you like to ski or snowboard, Ski Liberty is only about 20 mins away!

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

Stoney Spring Overlook

StayAround Dome ~ Unique & Tranquil Gem ~ Sauna

The Glowing Logs Cabin

Apple Blossom Cottage HT is extra$

Oasis on the Avenue

10Mi. To Gettysburg Clean-HotTub Lakefront-Kayaks

Hot Tub, Fireplace, Ping Pong, State Game Lands

Mom's Cottage
Family- and pet-friendly home rentals

The General's Hideaway 8m West of Gettysburg

Unique Gem: Cozy A frame cabin in the woods

*Fully Fenced* Minutes to Gettysburg & Liberty Mtn

Cottage on our horse farm

Spruce Run Cottage, Farm stay on Catoctin Mountain

Lovely 2-bedroom apartment near McDaniel College

Home Away from Home - 2 bed, 2 full bath, office

Private Apartment Minutes from Gettysburg!
Family-friendly home rentals with a pool

Cherry Run Chalet

Harmony Lodge nestled in wooded tranquility!

-The Pool Cottage at The Roundtop Estate-

Cozy Secluded A-Frame Cabin Retreat

Splash by Hershey

Rollingside: Two-Room Guest Suite

All Seasons Retreat - Screened Porch - Fire Pit

Modern Cabin: Hot Tub, Arcade, FirePit, Pets+Pool
Destinations to explore
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- Family-friendly rentals Adams County
- Family-friendly rentals Pennsylvania
- Family-friendly rentals United States
- M&T Bank Stadium
- Hersheypark
- Baltimore Convention Center
- Liberty Mountain Resort
- Oriole Park at Camden Yards
- Roundtop Mountain Resort
- Cunningham Falls State Park
- Codorus State Park
- Johns Hopkins University
- Cowans Gap State Park
- Hershey's Chocolate World
- CFG Bank Arena
- Caledonia State Park
- Whitetail Resort
- National Aquarium
- Spooky Nook Sports
- South Mountain State Park
- Baltimore Museum of Art
- Loyola University Maryland
- Harpers Ferry National Historical Park
- Big Cork Vineyards
- Pennsylvania Farm Show Complex & Expo Center
- Merriweather Post Pavilion
- The Walters Art Museum




