
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

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.

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.

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

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

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

A-Frame W/ HOTTub, MountainView,Pickleball/tennis

Stoney Spring Overlook

The Glowing Logs Cabin

-The Pool Cottage at The Roundtop Estate-

Apple Blossom Cottage HT is extra$

Oasis on the Avenue

Hot Tub, Fireplace, Ping Pong, State Game Lands

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

Creekside Retreat at the Jewel Vinsota

Unique Gem: Cozy A frame cabin in the woods

The Little White House

Sweet Gettysburg Area Cottage Close to Outdoor Fun

Spruce Run Cottage, Farm stay on Catoctin Mountain

Gettysburg 2 Easy Times

Hummingbirds Hideaway Treehouse

Beautiful private home in the country
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

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

*Cottage @ Firefly Cellars* VA Wine Country escape

Sweet Retreat

Hot Tub, Firepit & Arcade Table Near Hershey

Modern Cabin: Hot Tub, Arcade, FirePit, Pets+Pool
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pet-friendly rentals Cumberland
- Rentals with breakfast Cumberland
- Rentals with outdoor seating Cumberland
- Rentals with a washing machine and dryer Cumberland
- Bed and breakfasts Cumberland
- Rentals with a fireplace Cumberland
- House rentals Cumberland
- Rentals with a patio Cumberland
- Flat rentals Cumberland
- 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
- Johns Hopkins University
- Codorus State Park
- CFG Bank Arena
- Cowans Gap State Park
- Hershey's Chocolate World
- 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
- Merriweather Post Pavilion
- Pennsylvania Farm Show Complex & Expo Center
- The Walters Art Museum




