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

4.98 out of 5 average rating, 156 reviews

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.

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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

5.0 out of 5 average rating, 418 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 spacesFamilyView

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

4.94 out of 5 average rating, 534 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 spacesQuiet

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

5.0 out of 5 average rating, 220 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!

KitchenFamilyComfort

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

5.0 out of 5 average rating, 318 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.

FamilyKitchenLong stay

Top Guest favourite

A well-appointed king bedroom features a tufted beige headboard and soft white bedding. Flanking the bed, two bedside tables with lamps provide illumination. A rounded ottoman sits at the foot of the bed, complemented by a light-colored area rug with subtle patterns.

Apartment in Gettysburg

4.96 out of 5 average rating, 145 reviews

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

Indoor spacesKitchenQuiet

Guest favourite

A charming single-story house features a brick and siding exterior, accented by a red metal roof. A paved driveway leads to a two-car garage. Lush green grass surrounds the property, complemented by mature trees and shrubs, creating a welcoming entrance.

Home in Gettysburg

4.85 out of 5 average rating, 191 reviews

Beautiful 3-bedroom home near downtown Gettysburg

Relax with the whole family and enjoy all Gettysburg has to offer in this quaint three-bedroom house. Located about 1.7 miles from the center of Gettysburg, this home boasts three bedrooms and two full baths. Full kitchen, dining room, and living room available as well as a spacious deck for sitting and garage area for enjoying time as well. You can enjoy all Gettysburg has to offer with this perfectly located home. Older house with some modern charm that will suit all your needs.

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Top Guest favourite

The kitchen features modern appliances, including a stove and refrigerator, blended with original woodwork and exposed brick accents. Shelving displays kitchen essentials, while a wooden bar and warm lighting enhance the inviting space. Dark cabinetry contrasts with white tiles, creating a well-organized area.

Home in Gettysburg

4.99 out of 5 average rating, 216 reviews

Historic Downtown Home. Haunted, Maybe?

Consistently rated among the top Airbnb stays in Gettysburg with 190+ five-star reviews. Stay in the heart of historic downtown, walking distance to Lincoln Square, restaurants, shops, Gettysburg College, and museums. After a day exploring the battlefield, relax in this beautifully updated home that sleeps 8, featuring a first-floor king suite, spacious gathering areas, fast Wi-Fi, streaming TV capability, a private fenced backyard, and free off-street parking for two vehicles.

Indoor spacesFamilySkiing

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

4.94 out of 5 average rating, 165 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!

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Superhost

A cozy bedroom features a spacious bed complemented by a neutral-colored blanket. Wooden flooring and a rustic dresser add warmth, while an angled ceiling showcases natural wood panels. Soft light filters through the window, enhancing the tranquil atmosphere.

Apartment in Gettysburg

4.83 out of 5 average rating, 125 reviews

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!

FamilyIndoor spacesAmenities

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

5.0 out of 5 average rating, 253 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.

KitchenIndoor spacesWalkability

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

4.9 out of 5 average rating, 241 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 spacesFamilyParking