Holiday houses in Cumberland Township

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Top-rated holiday rentals in Cumberland Township

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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, 127 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 image captures a charming Federal-style brick home with a series of large windows framed by black shutters. A small set of stairs leads to the entrance, while decorative elements evoke a sense of historical significance. Nearby buildings reflect the same architectural style, enhancing the neighborhood's character.
Home in Gettysburg
4.97 out of 5 average rating, 230 reviews

Old Orchard House in Historic Gettysburg

Welcome to the Old Orchard House in Historic Gettysburg. This lovely Federal-style home was built in 1866 and maintains the charm of that era while offering modern conveniences to guests. With 3 bedrooms, a fully-equipped kitchen, and a backyard garden, this location is the perfect place to vacation with family or friends. Walk to the civil war battlefields, Gettysburg College, museums, shops, and restaurants. Take a short drive through the countryside to visit local wineries or Ski Liberty.

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, 186 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, 233 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
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
4.99 out of 5 average rating, 388 reviews

Cozy Creekside 3BR Cottage by Battlefield Chiminea

Voted #1 rental in ‘21, ‘22, ‘23, ‘24, and 2025. Blue Coat Cottage is nestled among the fields of historic Gettysburg and sits between 2 picturesque farms directly across from Marsh Creek. We offer the perfect blend of proximity to the famous battlefield and peaceful country living. Being just 8 miles from Ski Liberty makes the cottage a great winter getaway. This charming home sleeps 6 making it perfect for families & friends. We have everything you need for a comfortable & memorable stay!

Top Guest favourite
The exterior of a two-story house is surrounded by trees, with warm lights framing the balconies. Large glass windows provide visibility into the interior. A deck with a railing is seen above, and decorative elements are positioned outside the entrance.
Guest suite in Smithsburg
4.98 out of 5 average rating, 313 reviews

Creekside Retreat at the Jewel Vinsota

Relax in a quiet, curated, pet-friendly art exhibit. Live with paintings & sculptures that are for sale. This garden apartment is tucked into a hillside above a creek, along the Jewel Vinsota Sculpture Trail. Your host/gallery curators live upstairs. The “Artist’s Guesthouse” is next door. The private entrance is down a stone-stepped path. Perfect for 2 w/ the queen bed but room for 3 w/ the living room futon. Fully equipped kitchen. Private charcoal grill and fire pit next to the creek.

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
4.97 out of 5 average rating, 106 reviews

Apartment in Heart of Gettysburg

Heart of Gettysburg, walking distance to shops, museums, and restaurants. Less than 20 min. drive to Ski Liberty. Parking for one vehicle on site. If more than two guests and additional vehicle, please let us know so we can make accommodations. Amenities include: - King Bed - High Speed Wi-Fi - Off street parking for guests - Netflix - TV lots of channels - Shampoo and Conditioner - Body Wash - Keurig and Coffee Pods - Washer and Dryer - Board Games - Refrigerator - Dishwasher

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.
Apartment in Gettysburg
4.99 out of 5 average rating, 170 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 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, 186 reviews

Historic Downtown Home. Haunted, Maybe?

Newly renovated, home located in the historic downtown area of Gettysburg. Short walking distance to restaurants, trendy shops, Lincoln Square, Gettysburg College, numerous tourist attractions and museums. Near the National Military Museum, Cemetery, battlefields Liberty Ski Resort. Guests will enjoy plenty of space and privacy inside my home and private, fenced backyard. Free off street parking for two vehicles. Fast Internet. 55" Roku TV, HULU, Disney+, HBO Max, Peacock.

Top Guest favourite
A living area is presented with a soft blue couch and a dark coffee table resting on a patterned area rug. Natural light enters through multiple windows, and a pair of neutral curtains frame them. Additional doors lead to other spaces within the home.
Home in Gettysburg
4.9 out of 5 average rating, 111 reviews

Gettysburg 2 Easy Times

Take a break and unwind at this peaceful oasis. In Rural Gettysburg but just 6 miles from the Gettysburg Square. Sit outside and enjoy one of the most Gorgeous Sunsets. 2 Small Bedrooms and open living room, dining room and kitchen area. Everything has been renovated. Very clean. Laundry room in breezeway. Front porch and adequate parking. Single family home on over .5 acre lot. Central to Hanover and Gettysburg and only 20 miles from York PA also

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 out of 5 average rating, 219 reviews

"The Historic Rowe House" Circa 1819 -Winter rates

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.

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, 239 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 Township holiday rentals