
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.

Sleepy Hollow Log Cabin
Sleepy Hollow Log Cabin at Beechnut Springs is nestled in the majestic Blue Ridge Mountains. A short distance from Rt 70 as you travel down scenic route 17 following a bustling trout stream to Beechnut Springs entrance. After you arrive & settle into your secluded cabin, you will find many unique activities & quiet places in this serene setting amid the wonders of quiet waterfalls, easy walking paths, a wildlife haven, natural running streams & "The Bog Shack". Welcome to Sleepy Hollow Log Cabin
Indoor spacesFamilyHospitality

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.
Indoor spacesKitchenParking

Quiet Escape with Creek, Chiminea & Kids Nook
Voted #1 rental 2021–2026, & 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.
Indoor spacesFamilyBackyard

*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!
KitchenFamilyAccess

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
Indoor spacesKitchenBathroom

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.
KitchenFamilyView

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.
Indoor spacesKitchenAir conditioning

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
KitchenFamilyNearby

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
KitchenIndoor spacesLaundry

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!
KitchenFamilySkiing

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!
Indoor spacesKitchenSkiing

"The Historic Rowe House" Circa 1819
This charming, battle-scarred home sits in the heart of Gettysburg’s historic downtown, just a short walk from unique shops and the main square. Nearby, you’ll find popular spots like the Dobbin House, Garryowen, and Blue & Gray Grille, along with attractions such as the newly restored Lincoln Train Station, battlefield tours, museums, and more. Don’t miss the chance to stay in a witness house that stood right in the middle of the Confederate battle line.
KitchenFamilyValue
Popular amenities for Cumberland family-friendly rentals
Family-friendly home rentals with a hot tub

StayAround Dome ~ Unique & Tranquil Gem ~ Sauna
Indoor spacesKitchenHiking

The Glowing Logs Cabin
Indoor spacesKitchenBathroom

The Stone Cottage w-hot tub, a romantic escape
FamilyKitchenLong stay

Apple Blossom Cottage HT is extra$
FamilyKitchenAmenities

10 Mi. To Gettysburg Clean-HotTub Lakefront-Kayaks
Indoor spacesFamilyOutdoor spaces

Hot Tub, Fireplace, Ping Pong, State Game Lands
FamilyIndoor spacesGrill

Mom's Cottage
Indoor spacesFamilyGetting around

Brent Road Retreat
KitchenFamilyLaundry
Family- and pet-friendly home rentals

Creekside Retreat at the Jewel Vinsota
FamilyIndoor spacesAmenities

Creekside Cabin - Pet Friendly
Indoor spacesFamilyHiking

The Ivy Loft in Westminster
FamilyKitchenCondition

Sweet Gettysburg Area Cottage Close to Outdoor Fun
Indoor spacesKitchenAmenities

Gettysburg 2 Easy Times
FamilyIndoor spacesView

Liberty Valley View - near ski slopes and golf
Indoor spacesFamilyAccess

The Study on Main Located on the Square!
KitchenIndoor spacesWifi

Apartment on Peace Ridge Farm
KitchenIndoor spacesWalkability
Family-friendly home rentals with a pool

Stoney Spring Overlook
FamilyKitchenSleep quality

Rollingside: Two-Room Guest Suite
KitchenIndoor spacesDecor

POOL & Lrg Private Yard, Gazebo, Outdoor Kit/Bath!
Indoor spacesFamilyQuiet

Container Pool, Hot Tub, Games, Espresso Machine
KitchenIndoor spacesAccuracy

Quiet Antietam Cabin
KitchenIndoor spacesBiking

Hot Tub & Firepit- The Funky Dutchman Near Hershey
KitchenFamilyAccess

The Master's Suite · King Suite, Hunt Valley
KitchenFamilyLocation

Historic Peace and Plenty Farm: Pool House
KitchenFamilySleep quality
Destinations to explore
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- Hersheypark
- M&T Bank Stadium
- Johns Hopkins University
- Oriole Park at Camden Yards
- Liberty Mountain Resort
- Federal Hill Park
- Hershey's Chocolate World
- CFG Bank Arena
- Spooky Nook Sports
- Harpers Ferry National Historical Park
- Roundtop Mountain Resort
- Cunningham Falls State Park
- Cowans Gap State Park
- National Aquarium
- Harbor East
- South Mountain State Park
- Caledonia State Park
- Hersheypark Stadium
- Baltimore Museum of Art
- Pennsylvania Farm Show Complex & Expo Center
- Greenbrier State Park
- Giant Center
- Broad Street Market
- Antietam National Battlefield





