Family-friendly holiday rentals in Cumberland

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Top-rated family-friendly rentals in Cumberland

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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.
Flat in Gettysburg
4.95 out of 5 average rating, 153 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 and have garage storage!

Top guest favourite
Cottage in Gettysburg
4.99 out of 5 average rating, 398 reviews

Cozy Cottage Near Battlefield & Ski Liberty Creek

Voted #1 rental 2021–2025, Blue Coat Cottage is a charming retreat in historic Gettysburg. Nestled between 2 picturesque farms directly across from Marsh Creek, it perfectly blends battlefield access with peaceful country living. Just 10 minutes from Ski Liberty, it sleeps 6, making it ideal for families & friends. Enjoy a fully equipped home with cozy spaces, scenic views, hammock, chiminea, front porch overlooking the creek, and a private backyard for relaxing and unwinding. Read our reviews.

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, 130 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.

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
4.99 out of 5 average rating, 191 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!

Guest favourite
A decorative wreath is displayed on a door, featuring an assortment of flowers and foliage in warm hues. The background consists of a textured glass door, allowing soft light to filter through, and the words 'WELCOME to The LOFT' are prominently featured.
Guest suite in Fairfield
4.88 out of 5 average rating, 247 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

Top guest favourite
The exterior of a spacious brick and stone house is shown, featuring multiple gabled windows and a prominent American flag. A circular driveway leads to a landscaped front yard, surrounded by lush green grass and mature trees.
Flat in Gettysburg
4.98 out of 5 average rating, 415 reviews

Quiet Country Setting

The apartment is approximately 3 miles from downtown Gettysburg and Gettysburg College and about 12 minutes from the Gettysburg National Military Park Museum & Visitors Center on Baltimore Street. It is only 5 minutes from the reenactment site on Pumping Station Rd and also about 12 minutes from Liberty Mountain Resort. Other popular wedding venues nearby: Hauser Estate Winery, Adams County Winery, Lodges, Rock Creek Farm, Links. The apartment is close to everything yet in a quiet setting.

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 out of 5 average rating, 291 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.

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.
Flat in Gettysburg
4.97 out of 5 average rating, 113 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

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
4.87 out of 5 average rating, 163 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 and living room areas are available as well. Relax on the back deck with a cocktail and grill or enjoy the garage complete with TV setup and workout equipment (Not in the Winter months). You can enjoy all Gettysburg has to offer with this perfectly located home.

Top guest favourite
A winding gravel driveway leads towards a wooden gate, framed by lush greenery and tall trees. The driveway is flanked by a wooden fence, providing a sense of privacy and seclusion. Soft natural light filters through the leaves overhead.
Flat in Gettysburg
4.99 out of 5 average rating, 183 reviews

Rebel Hollow

Come stay with us for the ultimate battlefield experience! The 1920s Farmhouse on 10 wooded acres on Willoughby Run directly across the street from the Herbst Woods where the first day's infantry battle occurred on July 1st, 1863. It is hard to get much closer, with less than a 2 minute drive to the battlefield and a 4 minute drive to historic downtown Gettysburg. On our property you will encounter our ducks, geese, chickens, Friday the cat, 2 goats and 2 friendly farm dogs

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
4.91 out of 5 average rating, 223 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

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
4.98 out of 5 average rating, 245 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!

Popular amenities for Cumberland family-friendly rentals