
Family-friendly holiday rentals in Cumberland
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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!

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.

Rebel Hollow
Come stay with us at our beautiful Gettysburg battlefield farm. Our secluded apartment is attached to a charming 1920s farmhouse and features a private entrance, porch, and windows overlooking historic Willoughby Run. Set on 10 peaceful acres , the property offers a true countryside escape. Guests are welcome to enjoy our 2-acre pond with fishing access, walking trail around the property as well as our friendly hobby farm home to ducks, chickens, goats, emus, and welcoming farm dogs and cats.

Serene 3BR Cottage with Creekside View Gettysburg
Voted #1 rental 2021–2025, & in the top 1% of AirBnb’s, Blue Coat Cottage is nestled between 2 picturesque farms directly across from Marsh Creek in historic Gettysburg. 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 thoughtfully designed spaces, hidden kids’ nook, scenic views, a hammock, chiminea, front porch overlooking the creek, and a private backyard for relaxing & unwinding.

*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.

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!

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

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

Stoney Spring Overlook

The Glowing Logs Cabin

10Mi. To Gettysburg Clean-HotTub Lakefront-Kayaks

Mom's Cottage

Brent Road Retreat

COZY+SEXY Private Country Escape! HOT TUB & Views~

The Great Escape Lodge ~ Exquisite Mountain Views

Charming log cabin by Berkeley Springs (+ hot tub)
Family- and pet-friendly home rentals

Creekside Cabin - Pet Friendly

Creekside Retreat at the Jewel Vinsota

*Fully Fenced* Minutes to Gettysburg & Liberty Mtn

Sweet Gettysburg Area Cottage Close to Outdoor Fun

Cottage on our horse farm

Gettysburg 2 Easy Times

Hummingbirds Hideaway Treehouse

Liberty Valley View - near ski slopes and golf
Family-friendly home rentals with a pool

Harmony Lodge nestled in wooded tranquility!

4BR, 4BA, Amazing Indoor Pool, EV charger, ~10 acr

Cozy Secluded A-Frame Cabin Retreat

Bear Pines Retreat ~ Game Room ~ Screened Porch

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

*Cottage @ Firefly Cellars* VA Wine Country escape

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

Master's Suite · 1920s Tudor Estate, Hunt Valley
Destinations to explore
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- Rentals with a patio Cumberland
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- Family-friendly rentals Adams County
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- Family-friendly rentals United States
- M&T Bank Stadium
- Hersheypark
- Baltimore Convention Center
- Oriole Park at Camden Yards
- Federal Hill Park
- Liberty Mountain Resort
- Johns Hopkins University
- Roundtop Mountain Resort
- Hershey's Chocolate World
- CFG Bank Arena
- Cunningham Falls State Park
- Cowans Gap State Park
- National Aquarium
- Spooky Nook Sports
- Caledonia State Park
- South Mountain State Park
- Merriweather Post Pavilion
- Harpers Ferry National Historical Park
- Baltimore Museum of Art
- Loyola University Maryland
- Gambrill State Park
- Whitetail Resort
- Giant Center
- Hollywood Casino At Charles Town Races





