
Family-friendly holiday 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.

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.
KitchenFamilyWi-Fi
4.98 out of 5 average rating, 158 reviews
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.
KitchenFamilyCleanliness
5.0 out of 5 average rating, 419 reviews
*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!
KitchenIndoor spacesLaundry
5.0 out of 5 average rating, 222 reviews
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
FamilyIndoor spacesLong stay
4.88 out of 5 average rating, 280 reviews
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.
FamilyKitchenGetting around
5.0 out of 5 average rating, 320 reviews
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!
FamilyIndoor spacesView
4.93 out of 5 average rating, 120 reviews
Liberty Valley View - near ski slopes and golf
Relax in this completely renovated 3 bedroom home. Enjoy the peaceful quiet country scenery. Sleeps 6 people. Perfect for families or 3 couples. Enjoy the spectacular mountain and valley views from within the home and covered deck. Less than 2 miles from Liberty Mountain Resort with views of the back ski slopes. Multiple golf courses within a 15 minute drive. Approximately 8 miles from the Gettysburg National Park. Roku TV's in all bedrooms and family room ready for your apps.
FamilyKitchenCleanliness
4.99 out of 5 average rating, 177 reviews
The Cock and Feather Guesthouse
AS OF 09/14/26 OUR DAILY RATE WILL INCREASE TO $11O. THIS INCREASE IS THE RESULT OF A 15.5% AIRBNB GUEST/HOST SERVICE CHARGE WHICH WILL NOW BE PAID ENTIRELY BY THE HOST. GUESTS WILL NO LONGER PAY AN AIRBNB SERVICE CHARGE. THE TOTAL PAYMENT FOR OUR GUESTS WILL REMAIN BASICALLY THE SAME AS IT HAS BEEN IN THE PAST. OUR CALENDAR IS OPEN THROUGH DECEMBER 19, AFTER WHICH WE WILL BE CLOSED UNTIL APRIL 1, 2027. PLEASE READ ALL OF THE HOUSE RULES BEFORE BOOKING YOUR RESERVATION
FamilyKitchenWi-Fi
4.99 out of 5 average rating, 494 reviews
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!
FamilyIndoor spacesHospitality
4.93 out of 5 average rating, 166 reviews
"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.
Indoor spacesFamilyLocation
5.0 out of 5 average rating, 255 reviews
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
KitchenFamilyParking
4.9 out of 5 average rating, 242 reviews
The Enchanting Lavender House
The Lavender House is an enchanting pre-Civil War farmhouse nestled in the middle of a working 600 acre farm. It was remodeled with love 18 years ago and became a cozy family home, where children grew and memories were created. Full of charm, The Lavender House boasts hand chosen antiques, beautiful wood beams, original hard wood flooring and a wood burning fireplace to warm your winter nights. We hope you enjoy your stay at The Lavender House!
KitchenIndoor spacesLayout
4.93 out of 5 average rating, 317 reviewsPopular amenities for Cumberland family-friendly rentals
Family-friendly home rentals with a hot tub

Brent Road Retreat
Indoor spacesKitchenHot tub
4.93 out of 5 average rating, 272 reviews
Relax near Gettysburg ski/wineries/fire pit!
Indoor spacesKitchenLong stay
4.92 out of 5 average rating, 150 reviews
The Frame ~ Charming Nature Escape ~ Hot Tub ~ BBQ
FamilyKitchenBarbecue
5.0 out of 5 average rating, 489 reviews
Mom's Cottage
KitchenFamilyOutdoor spaces
4.98 out of 5 average rating, 161 reviews
Stoney Spring Overlook
Indoor spacesKitchenDecor
4.95 out of 5 average rating, 156 reviews
Beautiful 5 star Mansion, Pool, Home Theater
KitchenIndoor spacesDecor
4.85 out of 5 average rating, 193 reviews
10 Mi. To Gettysburg Clean-HotTub Lakefront-Kayaks
FamilyKitchenCheck-in
5.0 out of 5 average rating, 134 reviews
StayAround Dome ~ Unique & Tranquil Gem ~ Sauna
FamilyKitchenWalkability
4.99 out of 5 average rating, 261 reviewsFamily- and pet-friendly home rentals

Cabin in the Woods - Weekday Specials!
Indoor spacesKitchenHot tub
4.87 out of 5 average rating, 638 reviews
*Fully Fenced* Minutes to Gettysburg & Liberty Mtn
KitchenFamilyAccess
5.0 out of 5 average rating, 134 reviews
Rebel Hollow
KitchenIndoor spacesGetting around
4.98 out of 5 average rating, 245 reviews
Sweet Gettysburg Area Cottage Close to Outdoor Fun
KitchenIndoor spacesDecor
4.9 out of 5 average rating, 164 reviews
Gettysburg 2 Easy Times
Indoor spacesKitchenAmenities
4.92 out of 5 average rating, 147 reviews
A Place to make Memories
KitchenFamilyOutdoor spaces
4.98 out of 5 average rating, 122 reviews
Lancaster County Horse Ranch Apartment
KitchenIndoor spacesAmenities
4.99 out of 5 average rating, 583 reviews
Jewel Vinsota Artist's Guesthouse
Indoor spacesKitchenGetting around
4.97 out of 5 average rating, 865 reviewsFamily-friendly home rentals with a pool

Historic Peace and Plenty Farm: Pool House
FamilyKitchenBathroom
4.92 out of 5 average rating, 164 reviews
Rest and Recharge Retreat
FamilyKitchenComfort
4.96 out of 5 average rating, 114 reviews
The Master's Suite · King Suite, Hunt Valley
Indoor spacesKitchenWalkability
4.95 out of 5 average rating, 146 reviews
The Stone Cottage w-hot tub, a romantic escape
Indoor spacesKitchenNearby
4.96 out of 5 average rating, 207 reviews
5 Minutes from Hershey Park/ Hershey Giant Center!
KitchenIndoor spacesSleep quality
4.91 out of 5 average rating, 127 reviews
Star Gazer Luxury A-Frame Wood Cabin. Near Harrisb
Indoor spacesFamilyLaundry
5.0 out of 5 average rating, 108 reviews
Quiet Antietam Cabin
KitchenIndoor spacesView
4.82 out of 5 average rating, 129 reviews
Historic Farmhouse | Heated Plunge Pool, Billiards
FamilyKitchenParks
4.96 out of 5 average rating, 220 reviewsDestinations to explore
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- Hersheypark
- M&T Bank Stadium
- Liberty Mountain Resort
- Johns Hopkins University
- Oriole Park at Camden Yards
- Federal Hill Park
- Hershey's Chocolate World
- CFG Bank Arena
- Baltimore Convention Center
- Harpers Ferry National Historical Park
- Spooky Nook Sports
- Roundtop Mountain Resort
- National Aquarium
- Cowans Gap State Park
- Cunningham Falls State Park
- Harbor East
- South Mountain State Park
- Caledonia State Park
- Baltimore Museum of Art
- Pennsylvania Farm Show Complex & Expo Center
- Greenbrier State Park
- Hersheypark Stadium
- Giant Center
- Broad Street Market





