
House holiday rentals in Cumberland
Find and book unique houses on Airbnb
Top-rated house rentals in Cumberland
Guests agree: these houses are highly rated for location, cleanliness and more.

*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.

The Crooked Cottage: a Cozy, Curated Escape
You will instantly relax in this stylish, pet-friendly home only 8 mins from I-70, exit 42. Under a canopy of trees find a beautifully landscaped yard with decks and two fire pit areas. Enjoy the well-apportioned kitchen with organic, fair trade coffee. Relax with 2 Roku TVs, games and puzzles, bathe with soaking salts and Turkish towels. For outdoor enthusiasts, pitch your tents. Sit by the wood-stove in the winter, or lay in a hammock when it’s warm. Welcome to The Crooked Cottage!

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.

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.

Liberty Valley View - near ski slopes and golf
Relax in this completely renovated 3 bedroom home. Enjoy the peaceful quiet country scenery. Sleeps 6 people. Perfect for families or 3 couples. Enjoy the spectacular mountain and valley views from within the home and covered deck. Less than 2 miles from Liberty Mountain Resort with views of the back ski slopes. Multiple golf courses within a 15 minute drive. Approximately 8 miles from the Gettysburg National Park. Roku TV's in all bedrooms and family room ready for your apps.

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.

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)

4BR, 4BA, Amazing Indoor Pool, EV charger, ~10 acr

Historic Farmhouse | Heated Plunge Pool, Billiards

Cozy Cow Homestead with pool!

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

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

Gunpowder Retreat

The McCoy House at the Harpers Ferry KOA
Weekly house rentals

The Wolf Den

The Sunset House in Gettysburg

Private Chalet Golf/Relax Escape Near Gettysburg

10Mi. To Gettysburg Clean-HotTub Lakefront-Kayaks

Across from Gettysburg Battlefield • Walk Downtown

Guest House - Twisted Creek Farm

The Springhouse at Sunnyburn Farm

Brent Road Retreat
Private house rentals

Rancher in Mount Alto

Spacious Home on Historic Land w/ Fire Pit & Grill

A-Frame At Oak Hills: Creekside + Hot Tub + Sauna.

IDEAL location Families & groups! ADA approved

River House Retreat w/ King Bed

The Gathering Place at Gettysburg

Cozy Mountain Retreat - Remodeled Near Ski Resort

Tree Top Tranquility.
Destinations to explore
- Norfolk Holiday rentals
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- Bed and breakfasts Cumberland
- Rentals with a washing machine and dryer Cumberland
- Flat rentals Cumberland
- Rentals with outdoor seating Cumberland
- Rentals with breakfast Cumberland
- Family-friendly rentals Cumberland
- Rentals with a patio Cumberland
- Rentals with a fireplace Cumberland
- Pet-friendly rentals Cumberland
- House rentals Adams County
- House rentals Pennsylvania
- House rentals United States
- M&T Bank Stadium
- Hersheypark
- Baltimore Convention Center
- Liberty Mountain Resort
- Oriole Park at Camden Yards
- Roundtop Mountain Resort
- Cunningham Falls State Park
- Johns Hopkins University
- Codorus State Park
- CFG Bank Arena
- Cowans Gap State Park
- Hershey's Chocolate World
- Caledonia State Park
- National Aquarium
- Whitetail Resort
- Spooky Nook Sports
- South Mountain State Park
- Baltimore Museum of Art
- Loyola University Maryland
- Harpers Ferry National Historical Park
- Big Cork Vineyards
- Merriweather Post Pavilion
- Pennsylvania Farm Show Complex & Expo Center
- The Walters Art Museum




