Cumberland County Vacation Rentals, Pennsylvania: house rentals & more

Discover a selection of 38 homes, 17 apartments, and other vacation rentals in Cumberland County that are perfect for your trip. Vacation homes provide the amenities you need and want for your stay with friends, family, or just your pet, like WiFi and a washer and dryer. At the end of the day, you'll be able to choose a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Popular Cumberland County destinations on Vrbo

Beautiful climb to the overlook on a summer day.

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Find the best place to stay - Cumberland County

Indoor getaway in town!

9 bedrooms · 2+ bathrooms

Top rated rentals - Cumberland County

Image of Old Homestead...Rest, relax and renew at this quaint getaway.

Feels Like Home

My husband and I felt at home the moment we walked through the door. The house was clean, comfortable and beautifully decorated. Saundra I was a conscientious and courteous host. She responded to all of our questions quickly, and provided a lovely gift basket upon arrival. Saundra also provided all the amenities you could possibly need. She even had a variety of K-cups for the Keurig. There were lots of linens, and the mattress in the master bedroom was so comfortable that my husband and I are looking for one like it. The house is located in a rural area and it’s simply gorgeous. It’s just a short drive to historical sites, parks, museums and lots of restaurants. If we return to the area, we would definitely stay here again, and if we could give this home more than five stars, we would.

Jody B.

Stayed Sep 2023

Delightful

This place is in the quiet of rural Pennsylvania. The property sits on top of a market and deli. The owner and property manager is spunky and delightful. It's a happy central place, away from crowds, freeways, and stress. You can star gaze from the front porch. The crickets sing you to sleep every night. Definitely pop down to the deli and try the philly cheese steak wraps. Delicious. If you want to bask in de-stress bliss, this is the place.

Carrie T.

Stayed Sep 2023

So Peaceful

We booked this home as a place to stay while attending the Uprise Festival about 15 min away in Shippensburg. The house was spacious, clean, and very comfortable. If it is available next year during the festival, I would love to book it again!

Shanna M.

Stayed Sep 2023

Lovely home, wonderful stay

Family and friends stayed for our family reunion in Newburg. The home was comfortable, clean and well stocked. The host was amazing and was quick to respond to any questions.

Georgianna S.

Stayed Sep 2023

Wonderful property in quiet neighborhood

All points were great: communication, check-in, quality and cleanliness were all superior. Thank you!

Christopher C.

Stayed Sep 2023

Hard to imagine ...

... a nicer stay or place. Clean and comfortable, a 200 year old (or more) manor house steeped in history and place. The general area is rolling forested hills and country roads, heavily corn-planted and heavily Amish. Though we might never have left the property and been content, we did get out see a few sights during our three day stay: Tiny Newville, 6 or 7 minutes away (Theo's Diner for breakfast), Carlisle, where we ate at Cafe Bruge and watched the annual corvette parade (hundreds, old and new), a 20 minute drive from Fontinalis, and South Mountain (at the suggestion of Dan and Cecilia), with its beautiful lakes (a great sandy beach on one of them) and nature paths, a very restful and attractive destination not more than 15 minutes away. The simplist pleasure was simply walk down the hill from Fontinalis to a renown trout stream, where we waded in freezing cold water in proximity to several Amish families doing the same (a tractor pulling a half a dozen multi-colored plastic wagons was busy taking them to and from the stream). At one point an old Mennonite couple in a car that had seen better days came puttering along and stopped in the middle of the road to greet our three year olds. I will say that three days is NOT enough time to enjoy Fontinalis itself, the immediate surrounds or the Cumberland Valley. And remember, ... Gettysburg is just a 30 minute drive south. And the house a nice little sound system and ... a Roberta Flack CD! Thanks D and C.

Peter K.

Stayed Aug 2023

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Find the perfect vacation rental for your Cumberland County getaway

Learn about the unique charm of Cumberland County with a stay in a private vacation home. You'll find plenty to explore during your stay in the area. If you're looking for accommodations with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in Cumberland County

Do you want to discover things to do in the area? Venture out of your vacation home and experience everything that makes Cumberland County a fun spot to vacation. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

Hersheypark (28.8 mi / 46.4 km)
Ski Roundtop (15.4 mi / 24.7 km)
Spring Gate Vineyard (22.3 mi / 35.9 km)
Lake Tobias Wildlife Park (26 mi / 41.8 km)
Hershey's Chocolate World (28.5 mi / 45.8 km)
ZooAmerica (29 mi / 46.7 km)

Exploring the natural landscape of Cumberland County

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Cumberland County is a great place to spend some time outside. These are some of the area's most enchanting features, all within 30 miles (48.2 km) of the city center: