
House vacation 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."

Spacious Private Family Home
Convenient private location nestled in the Allendale Community. Close to I-83/81, PA Turnpike & Rts 15. Centrally located to Hershey, Lancaster, Harrisburg, York & all spots in between! Convenience stores, quick food, pizza, frozen yogurt & Starbucks are a quick drive away. This space home hosts 4 bedrooms with a king, two queens and a twin daybed with trundle. 3.5 baths will make getting ready a breeze. Laundry room w/ washer & Dryer for your convenience. Perfect spot for your family vacation!

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.

Carlisle Luxury Townhouse
Located a stones throw from the Carlisle Fairgrounds, US Army War College, Dickinson College, and Downtown Carlisle’s Vibrant restaurants and night life. Enjoy a stylish experience at this centrally-located place. This home is newly built and decorated with modern brand new furniture with luxury mattresses and comfortable lines and towels. Enjoy a clean and comfortable stay while visiting the Carlisle area. Oversize 1- car garage, dedicated office space, and rear patio are extra amenities.

Legacy Bridge Farmhouse
This cozy farmhouse was built in the 1800's and has been completely remodeled. The house is completely furnished and the large kitchen is fully stocked for cooking. The house sits on a beautiful farm property. There is a stream that runs through the property and there is a beautiful view from the back porch. It is located 10 minutes from Shippensburg and Chambersburg. It is also about 30 minutes from Gettysburg Battlefield. Whitetail, Ski Liberty Resort, and Roundtop are all within an hour.

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.

Homestead, a serene organic farm minutes off I81.
Visit the Homestead, just a few miles off I-81 in Chambersburg. The serene landscape offers fresh air and open space. This historic home on 130 acres of farmland presents bed/bathrooms on the first and second levels and relaxing living space for all guests. Multiple work areas are equipped to offer you a desk and comfortable chair - boasting picturesque scenes. A large bright room, seating 35 attendees, is also available for hosting special events.

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.

A Place to make Memories
A premier luxury Homestay. A rustic & contemporary gem with wood ceilings & stone fireplace. Barn and outdoor area for events. Beautiful open kitchen designed like a European bistro with high-end appliances. Outdoor terrace and Firepit for entertaining or relaxing. Spacious, Mod, Cozy and Romantic all in one! Large grand room for gathering. 42 beautiful acres with woods, stream, and lots of wildlife. Perfect for dogs to roam.
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

The Falcon’s Nest

Peaceful Bear Mountain Retreat

Uncharted Pines | Pickleball Court + Hot Tub

Willow Mill

VincentVille

Hershey Park, Gettysburg, Carlisle, & Ski Roundtop

Prince Street Suite

Beautiful luxury getaway spot!
Private house rentals

4BR Historic Home · Riverfront · Near Hersheypark

Cozy Getaway Lodge & Retreat

Market Street Manor - Victorian Getaway + Hot Tub

Golf course home with patio, sauna and fenced area

Rolling Hills Symphony

Quaint Historic Stone House

2 Bedroom House - Bring the Pets!

Cozy renovated 1829 Farmhouse
Destinations to explore
- Rentals with a washer and dryer Cumberland County
- Rentals with a kayak Cumberland County
- Waterfront rentals Cumberland County
- Bed and breakfasts Cumberland County
- Townhouse rentals Cumberland County
- Private suite rentals Cumberland County
- Fitness-friendly rentals Cumberland County
- Rentals with a hot tub Cumberland County
- Rentals with pools Cumberland County
- Rentals with outdoor seating Cumberland County
- Pet-friendly rentals Cumberland County
- Rentals with an EV charger Cumberland County
- Cabin rentals Cumberland County
- Rentals with a patio Cumberland County
- Apartment rentals Cumberland County
- Rentals with breakfast Cumberland County
- Hotel rooms Cumberland County
- Family-friendly rentals Cumberland County
- Rentals with a fireplace Cumberland County
- Rentals with a fire pit Cumberland County
- House rentals Pennsylvania
- House rentals United States
- Hersheypark
- Liberty Mountain Resort
- Roundtop Mountain Resort
- Hershey's Chocolate World
- Cunningham Falls State Park
- Cowans Gap State Park
- Caledonia State Park
- Spooky Nook Sports
- South Mountain State Park
- Whitetail Resort
- Pennsylvania Farm Show Complex & Expo Center
- Franklin & Marshall College
- Giant Center
- Poe Valley State Park
- Broad Street Market
- Messiah University
- Lititz Springs Park
- Lancaster County Convention Center
- National Civil War Museum
- Catoctin Mountain Park
- Hersheypark Stadium
- Fulton Theatre
- Central Market Art Co
- Greenbrier State Park





