
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.
FamilyKitchenComfort
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.
Indoor spacesFamilyCheckout
5.0 out of 5 average rating, 419 reviews
A "Suite" Place to Crash
NO CLEANING FEE. LG/SM FAMILIES, SCOUTS, REUNIONS, YTH GRPS. 1st bedrm-queen. 2nd bedrm-4 single beds and crib. If grp is larger, there are 4 queen hotel-quality sofabeds in the lg room, 1 rollaway and 1 mattress. Room on the floor for kids who bring their own sleeping bags. 2 bathrms/showers. Kitchen-340 sf attached to the suite seating 16+. You may also tent outside. 50 inch Smart TV. 2nd TV for DVD’s. Ping pong and fooseball inside. Strict $8/person/night over 5 people. NO DRUNKEN PARTIES!!
KitchenIndoor spacesNearby
4.94 out of 5 average rating, 536 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!
Indoor spacesKitchenLocation
5.0 out of 5 average rating, 222 reviews
4BR Historic Home-Walk to Square & Culp's Hill
Superior location in downtown Gettysburg historic district. Located on a quiet street two blocks from Lincoln Square, you can watch the sunset over the battlefield from the spacious backyard of this historic property. You will find comfort for your family with four bedrooms and two full bathrooms. We offer private off-street parking for up to three cars. (Special Winter Note: We are a easy and quick drive to Ski Liberty. Come stay with us and experience all that Ski Liberty has to offer!)
KitchenIndoor spacesBackyard
4.97 out of 5 average rating, 184 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.
Indoor spacesFamilySleep quality
5.0 out of 5 average rating, 320 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
Indoor spacesFamilyHospitality
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!
Indoor spacesFamilyHospitality
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 spacesKitchenCleanliness
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
Indoor spacesFamilyOutdoor spaces
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!
Indoor spacesKitchenValue
4.93 out of 5 average rating, 316 reviews
Beautiful private home in the country
Beautiful private home in the country yet only 7 minutes to Gettysburg center square. Enjoy the privacy of this 4 bedroom 2 full bath home with a full kitchen, laundry, bbq grill, and fire pit in the 2 acre back yard! 3 queen beds and 1 single bed plus a twin pull out couch are available and every room has its own heating and air conditioning for everyone’s comfort! This home is pet friendly so feel free to bring your whole family!
Indoor spacesKitchenParking
4.98 out of 5 average rating, 276 reviewsPopular amenities for Cumberland family-friendly rentals
Family-friendly home rentals with a hot tub

Relax near Gettysburg ski/wineries/fire pit!
Indoor spacesFamilyValue
4.92 out of 5 average rating, 150 reviews
Brent Road Retreat
KitchenIndoor spacesCheck-in
4.93 out of 5 average rating, 272 reviews
The Frame ~ Charming Nature Escape ~ Hot Tub ~ BBQ
Indoor spacesFamilyBiking
5.0 out of 5 average rating, 488 reviews
Stoney Spring Overlook
KitchenIndoor spacesHeating
4.95 out of 5 average rating, 156 reviews
Mom's Cottage
FamilyKitchenAccuracy
4.98 out of 5 average rating, 160 reviews
Beautiful 5 star Mansion, Pool, Home Theater
FamilyIndoor spacesWalkability
4.85 out of 5 average rating, 193 reviews
10 Mi. To Gettysburg Clean-HotTub Lakefront-Kayaks
Indoor spacesKitchenValue
5.0 out of 5 average rating, 134 reviews
StayAround Dome ~ Unique & Tranquil Gem ~ Sauna
FamilyIndoor spacesBarbecue
4.99 out of 5 average rating, 260 reviewsFamily- and pet-friendly home rentals

Gettysburg-Ski-Golf-AT Hikes-RoseSniffers LOFT
FamilyIndoor spacesHospitality
4.87 out of 5 average rating, 278 reviews
Liberty Valley View - near ski slopes and golf
FamilyIndoor spacesValue
4.99 out of 5 average rating, 177 reviews
Cabin in the Woods - Weekday Specials!
Indoor spacesKitchenShared spaces
4.87 out of 5 average rating, 638 reviews
*Fully Fenced* Minutes to Gettysburg & Liberty Mtn
KitchenFamilyAir conditioning
5.0 out of 5 average rating, 134 reviews
Rebel Hollow
KitchenFamilyHospitality
4.98 out of 5 average rating, 244 reviews
Sweet Gettysburg Area Cottage Close to Outdoor Fun
KitchenFamilyView
4.9 out of 5 average rating, 164 reviews
Jewel Vinsota Artist's Guesthouse
KitchenIndoor spacesTV
4.97 out of 5 average rating, 865 reviews
Lancaster County Horse Ranch Apartment
Indoor spacesKitchenBackyard
4.99 out of 5 average rating, 583 reviewsFamily-friendly home rentals with a pool

Historic Peace and Plenty Farm: Pool House
FamilyKitchenBarbecue
4.92 out of 5 average rating, 164 reviews
The Master's Suite · King Suite, Hunt Valley
FamilyIndoor spacesCheck-in
4.95 out of 5 average rating, 146 reviews
The Stone Cottage w-hot tub, a romantic escape
Indoor spacesFamilyGetting around
4.96 out of 5 average rating, 207 reviews
5 Minutes from Hershey Park/ Hershey Giant Center!
FamilyIndoor spacesNearby
4.91 out of 5 average rating, 127 reviews
Star Gazer Luxury A-Frame Wood Cabin. Near Harrisb
KitchenFamilyCleanliness
5.0 out of 5 average rating, 108 reviews
Quiet Antietam Cabin
KitchenFamilyNearby
4.82 out of 5 average rating, 129 reviews
Harmony Lodge nestled in wooded tranquility!
FamilyKitchenCondition
4.92 out of 5 average rating, 344 reviews
Romantic Getaway-Heated Spa - Seasonal Pool!
KitchenIndoor spacesWi-Fi
4.98 out of 5 average rating, 206 reviewsDestinations to explore
- New York Holiday rentals
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- Washington Holiday rentals
- Ocean City Holiday rentals
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- Niagara Falls Holiday rentals
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- Jersey City Holiday rentals
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- Hersheypark
- M&T Bank Stadium
- Liberty Mountain Resort
- Johns Hopkins University
- Federal Hill Park
- Oriole Park at Camden Yards
- 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





