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

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."

The Emerald Dragonfly- Kid Friendly, Sleeps 8
Conveniently located 1 mile from Messiah University, 25 minutes from the town of Hershey, and 15 minutes from Ski Roundtop Resort and the city of Harrisburg, The Emerald Dragonfly is a family-friendly, modern, spacious getaway that is home away from home. Enjoy this beautiful 4 bedroom, 2.5 bath townhome that is suited to meet your needs. Local hosts that can provide recommendations, enjoy all Central PA has to offer with the Emerald Dragonfly. Additional unit next door for larger parties.

School Of Law - Whole House Full of Amenities
Enjoy your stay at The Law office Retreat. Just a few short blocks from the campus of Dickinson College and a quick stroll to historic downtown Carlisle restaurants and shopping. Visit one of the many car shows at Carlisle Fairgrounds, or tour the Army Heritage Center. A short drive to historic Gettysburg, the orchards of Adams County, and the capital city Harrisburg, and more! The LawOffice Retreat offers all the amenities of home, and ideal location to spend a couple nights close to it all!

Country retreat, dogs ok, 15 min 81/76, Carlisle
Make yourself at home at the Country Retreat! Close to many area attractions for visitors & highways for through travelers. Plus, a huge fenced in yard & fire pit! Arriving late? The house is fully equipped with all kitchen necessities, Keurig coffee maker, microwave, coffee, tea, snacks, frozen pizzas, & canned soups. Out all day? Return & enjoy dinner under the covered pergola & a drink by the fire. Enjoy some yard games available in the shed. No cleaning/pet fee. $35/person/night over 2.

Central Historic 3BR, Reserved Parking Included!
Enjoy easy access to everything in our walkable neighborhood from this centrally-located historic home in Midtown with an off-street parking space included! Next to the gorgeous Susquehanna River, our charming & spacious 3-story home accomodates up to 8 people comfortably.. There is ample room to spread out. Dine in our full kitchen or walk to one of many nearby restaurants. Our fenced in backyard and seating area is a major plus. Drive 20 min to Hershey or 5 min to the Farm Show Complex.

Claire House on the Creek
Claire House is a renovated home on the banks of Middle Spring Creek. Its restored open porch and balcony over look the cool spring waters as they meander past the property and under the wooden foot bridge. An old pavilion with a rustic table and benches, along with a fire pit, sit close by. In the spring, the creek is stocked with trout for the fishing enthusiasts. Shippensburg University and the Luhrs Center are less than 2 miles away as are numerous eateries and shopping experiences.

Modern, Fashionable Uptown Harrisburg home
Modern and fabulously decorated single family, brick row home in the "Olde Uptown" neighborhood of Harrisburg. Personal touches are found throughout with complimentary snacks and beverages, continental breakfast, incredibly comfortable beds, and professionally designed interior decor. You can walk to the fantastic Broad Street Market, local cafes and coffee, and the beautiful riverfront trail. One dedicated off-street parking spot is assigned to the home so parking is a breeze.

Cute Carlisle Cottage-studio home
Welcome to the Carlisle Cottage. Small, cute & clean. 1 Q bed & addtl. Q air bed avx upon request. Sleeps 2 adults & up to 2 children. Centrally located to shops, restaurants, US Army War College, Dickinson College, Keystone Aquatics & Fairgrounds but not walkable to these locations. Easy I81 on/off access. Minutes to the PA Turnpike. Smoking not allowed indoors but ok on the porch. Receptacle provided. Outdoor cameras for security. Host lives on property in house next door.

"The Carriage House"
This quaint 1,500 square feet carriage house is on the back of a property that is home to a 19th century Victorian know as "Glass Gable". In 2000 Walt and Diana Brown purchased this property and began restoration and remodeling. The woodwork and other accommodations throughout have all been carefully selected to provide the atmosphere of an European Chalet. The Carriage House is within walking distance to downtown Carlisle and its many historic attractions.

Modern 2-Bedroom Home with Courtyard
Enjoy the luxuries of home in this fully renovated downtown retreat. Within close proximity of popular downtown Carlisle restaurants, bars, Carlisle Fairgrounds, pickleball courts, and Dickinson College, this 2 BR, 1 bath home with ample street parking is the ideal location to stay a few nights or longer. This Modern Parkside Retreat is close enough to town for convenience, but sits right next to Letort Park, giving you just enough peace and quiet.

Walk to Midtown From Contemporary Uptown Harrisburg Home
Beautifully remodeled, single family, brick rowhome in the "Olde Uptown" neighborhood of Harrisburg. Take advantage of the extra care and personal touches in this property such as complimentary beverages and snacks, continental breakfast items, professionally designed interior, and incredibly comfortable king sized bed. You can walk to the fantastic Broad Street Market, local coffee shop and cafe, and the beautiful riverfront trail.

The Wrens Nest
This cozy home with covered front porch and open back deck is a great place to enjoy country sunrises or relaxed afternoons! An affordable & comfy place to spend the weekend or while enjoying the area attractions. With high-speed Internet it has made a great place to stay for business people & traveling nurses. It’s a place you can feel perfectly “at home” in. 🙂
Popular amenities for Cumberland County house rentals
House rentals with a pool

Quaint Family Home-pet friendly

The Wright Retreat

Songbird Hollow

Dixon Mansion at Allenberry Resort

The Old House 4Bed/3Bath (Whole House)

Grove Retreat - Prime Spot,Pool,Deck,Pond,Firepit

Molly Pitcher Milk House

POOL & Lrg Private Yard, Gazebo, Outdoor Kit/Bath!
Weekly house rentals

Rolling Hills Symphony

Charming 2BR Near Fairgrounds and War College!

Castle by the creek

1789 Historic Gem | Modern for 9 (winter rates)

Wellness Cabin near Gettysburg w/Hot Tub and Sauna

Cozy 2 bedroom home, w/driveway & fenced yard

Private•crkside•fireplc•KINGbd•WIFI•pool table•BBQ

Charming Family-Friendly Small Town Oasis
Private house rentals

~ Riverfront Serenity ~

Chestnut Comfort!

Cozy Getaway Lodge & Retreat

Quaint Historic Stone House

Heart of Midtown Home on Penn St - Pet Friendly!

Hunters Den. Golf course and mountain views.

The Falcon’s Nest

Uncharted Pines | Pickleball Court + Hot Tub
Destinations to explore
- Rentals with a washing machine and dryer Cumberland County
- Fitness-friendly rentals Cumberland County
- Bed and breakfasts Cumberland County
- Townhouse rentals Cumberland County
- Family-friendly rentals Cumberland County
- Cabin rentals Cumberland County
- Private suite rentals Cumberland County
- Rentals with outdoor seating Cumberland County
- Apartment rentals Cumberland County
- Rentals with a kayak Cumberland County
- Waterfront rentals Cumberland County
- Rentals with a patio Cumberland County
- Hotel rooms Cumberland County
- Rentals with a fire pit Cumberland County
- Pet-friendly rentals Cumberland County
- Rentals with an EV charger Cumberland County
- Rentals with a fireplace Cumberland County
- Rentals with breakfast Cumberland County
- Rentals with a hot tub Cumberland County
- Rentals with pools Cumberland County
- House rentals Pennsylvania
- House rentals United States
- Hersheypark
- Liberty Mountain Resort
- Whitetail Resort
- Cunningham Falls State Park
- Codorus State Park
- Roundtop Mountain Resort
- Cowans Gap State Park
- Caledonia State Park
- Hershey's Chocolate World
- Broad Street Market
- Gambrill State Park
- South Mountain State Park
- Franklin & Marshall College
- Spooky Nook Sports
- Pennsylvania Farm Show Complex & Expo Center
- Lancaster County Convention Center
- Giant Center
- Poe Valley State Park
- Messiah University
- Greenbrier State Park
- Catoctin Mountain Park
- Long Park
- Central Market Art Co
- Fulton Theatre




