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.

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Top Guest favourite
A single-story cottage features a red metal roof and a welcoming porch with seating. Lush greenery surrounds the property, and an American flag is displayed near the entrance. A gravel driveway leads up to the house, adding to the tranquil rural setting.
Cottage in Gettysburg

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.

4.98 out of 5 average rating, 158 reviews
Top Guest favourite
A cottage exterior is presented, featuring blue siding and white trim. Decorative window boxes hold greenery beneath two gabled windows. A welcoming front porch is adorned with American flags. Lush grass and shrubs surround the home, contributing to its inviting appearance.
Cottage in Gettysburg

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.

5.0 out of 5 average rating, 419 reviews
Top Guest favourite
A shaded seating area features a round table surrounded by four chairs beneath a large tree. Nearby, a picnic table provides additional seating, with an open grassy space visible in the background. A barn and fenced area are partially seen in the distance.
Home in Gettysburg

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!!

4.94 out of 5 average rating, 536 reviews
Top Guest favourite
The front facade of a historic brick home features a central door adorned with a decorative wreath. Flanking windows, accented by dark frames, showcase decorative panes. Colorful flower pots are placed on either side of the entrance, adding a touch of vibrancy to the exterior.
Home in Gettysburg

*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!

5.0 out of 5 average rating, 222 reviews
Top Guest favourite
A spacious living room features a decorative area rug with vibrant patterns, providing a cozy atmosphere. Comfortable seating includes a reclining chair and a modern sectional sofa, complemented by elegant lighting from a chandelier. A wall-mounted television and artwork accentuate the room's charm.
Home in Gettysburg

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!)

4.97 out of 5 average rating, 184 reviews
Top Guest favourite
A historic stone farmhouse from 1861 is set on a well-maintained lawn, surrounded by green shrubbery and trees. The two-story structure features red shutters on the windows and a welcoming front porch that invites relaxation.
Home in Gettysburg

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.

5.0 out of 5 average rating, 320 reviews
Top Guest favourite
A charming guesthouse is set within a lush garden, featuring colorful flowers, greenery, and a variety of plants. A large evergreen tree provides shade in front of the house, which includes a covered porch and picnic table, inviting relaxation among the natural surroundings.
Guesthouse in Gettysburg

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

4.99 out of 5 average rating, 494 reviews
Guest favourite
A comfortable living area is presented, featuring a light-colored sofa with a decorative pillow. Two dark armchairs flank a rustic wooden coffee table, and a vintage rug adds warmth to the wood flooring. A framed photo and a door provide additional detail.
Apartment in Gettysburg

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!

4.93 out of 5 average rating, 166 reviews
Top Guest favourite
A charming two-story brick house stands with a red metal roof and black shutters. The front entrance features a multi-paned door, flanked by symmetrical windows. A small stone porch leads to the entrance, with neatly arranged landscaping and a partially visible carport on the left.
Home in Gettysburg

"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.

5.0 out of 5 average rating, 255 reviews
Top Guest favourite
The exterior of the Ertter House is displayed, featuring a white facade with six evenly spaced windows. A sturdy railing lines the entrance, highlighted by two front doors. The roof is topped with light-colored shingles, and power lines run along the street in front.
Townhouse in Gettysburg

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

4.9 out of 5 average rating, 242 reviews
Guest favourite
A cozy living area features weathered wood beams and a stone fireplace as its focal point. Natural light enters through multiple windows, illuminating a comfortable sofa and an upholstered ottoman. Antique decor adds character to the warm, inviting space on original hardwood flooring.
Home in Biglerville

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!

4.93 out of 5 average rating, 316 reviews
Top Guest favourite
The exterior of a private home is showcased, featuring a single-story structure set back from a paved driveway. Lush greenery surrounds the property, complemented by large trees flanking the entrance. A porch with railings is visible, adding to the welcoming appearance of the home.
Home in Gettysburg

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!

4.98 out of 5 average rating, 276 reviews

Popular amenities for Cumberland family-friendly rentals