
House holiday rentals in Cumberland
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Top-rated house rentals in Cumberland
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Old Homestead - Rest, Relax and Renew
Welcome to the "Old Homestead." If you are looking for a quaint and relaxing getaway, then the Old Homestead is the perfect spot. Located between Shippensburg/Carlisle areas, there is so much to see and do within driving distance. History enthusiast...you have so many places to choose from. Maybe wine is more to your liking...it's a matter of which winery do I choose first. Enjoy hiking...then nearby Michaux State Forest is the perfect place to go or the Cumberland Rails to Trails. Perhaps you prefer to just relax and enjoy dinner on the deck or sit around a firepit and enjoy the evening. Whatever your preference, be sure to enjoy your "home away from home."

*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!

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.

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.

Walkable Downtown Gettysburg Retreat| Sleeps 8
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.

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

Beautiful, rustic/unique home near Gettysburg!
Slow down and settle into this peaceful countryside retreat! A newly renovated spacious home that offers comfort and calmness. Whether you're gathering with loved ones or simply seeking a quiet place to rest, this space is designed to help unwind. We have everything that you need! Tucked near Liberty Mountain Resort and surrounded by wineries, breweries, and scenic trails. It's a gentle escape just 11 miles from the historic charm of downtown 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.

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!

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!

Stoney Spring Overlook
This beautiful mountain home offers breathtaking views of the surrounding Catoctin Mountains. The area is rich with outdoor adventures and attractions. Though it feels like a peaceful retreat tucked away in the mountains, it’s only 30 minutes from Frederick, MD, historic Gettysburg, PA, and about an hour from the Washington, D.C. area. Whether you’re seeking a quiet escape or hoping to explore more of the Frederick County.

Colonial Era Spring House
A unique and private mountain top colonial era spring house, with two springs flowing thru the basement. Originally the site of a tannery in the 1700s. Here you can relax, recharge, and rejuvenate. We celebrate all four seasons where you can enjoy Mother Nature's ever changing scenery at 1300' above sea level with fresh mountain air. Our area offers many things to do, or you may choose to stay in and do nothing at all.
Popular amenities for house rentals in Cumberland
House rentals with a pool

Gettysburg-Getaway (newly listed)

Historic Farmhouse | Heated Plunge Pool, Billiards

Gettysburg Farm Stay w/ Pool & Barnyard Animals

Wizard's Escape | Sleep15+ | 2 Escape Rooms &Pool

An Escape Bordering National Park land 1 mi to C&O

Chapelgate Refuge

The Blissful House

The McCoy House at the Harpers Ferry KOA
Weekly house rentals

The Wrens Nest

The Sunset House in Gettysburg

Homestead, a serene organic farm minutes off I81.

East Cavalry Red House

Oasis on the Avenue

The Inn- Newly Renovated Designer Furnished

Peaceful Spring Getaway • Fast WiFi • Farm Views

Brent Road Retreat
Private house rentals

Brand New Smart Townhome Close to Everything

Remodeld Retreat w/ Fire Pit & Outdoor Dining

Historic ADA Home | 2 Blocks to Square + Parking

The Wolf Den

Sycamore Hill

Guest Suite in Taneytown, MD

Private Chalet Wooded Escape Near Gettysburg

The Gathering Place at Gettysburg
Destinations to explore
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- Rentals with a patio Cumberland
- Family-friendly rentals Cumberland
- Rentals with a washing machine and dryer Cumberland
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- Flat rentals Cumberland
- Rentals with a fireplace Cumberland
- Rentals with breakfast Cumberland
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- House rentals Adams County
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- House rentals United States
- M&T Bank Stadium
- Hersheypark
- Baltimore Convention Center
- Oriole Park at Camden Yards
- Federal Hill Park
- Liberty Mountain Resort
- Johns Hopkins University
- Roundtop Mountain Resort
- Hershey's Chocolate World
- CFG Bank Arena
- Cunningham Falls State Park
- Cowans Gap State Park
- National Aquarium
- Spooky Nook Sports
- Caledonia State Park
- South Mountain State Park
- Merriweather Post Pavilion
- Harpers Ferry National Historical Park
- Baltimore Museum of Art
- Loyola University Maryland
- Gambrill State Park
- Whitetail Resort
- Giant Center
- Hollywood Casino At Charles Town Races





