Owner Direct Vacation
Rentals in Cumberland County
The Best Owner Direct Vacation Rentals in Cumberland County. Explore thousands of vacation home rentals, large cabins, and villas near Cumberland County
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Explore the Best Cumberland County Vacation Homes
Looking for the perfect place to stay in Cumberland County? Discover a curated collection of vacation rentals offering comfort, convenience, and authentic Cumberland County character. Whether you want a beachfront condo, a cozy family home, or a pet-friendly stay close to downtown, Owner Direct makes it easy to compare verified options for your next trip.
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- luxury villas
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Why Travelers Love Using
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Find Cumberland County Vacation Rentals
What makes our vacation homes stand out?

Verified Properties
Every vacation home shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.

Value You Can Trust
Compare a range of properties and find fair, transparent pricing—no hidden fees.

Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
More Places to Stay Near Cumberland County
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Popular Neighborhoods for Cumberland County Vacation Rentals
Discover the top neighborhoods in Cumberland County and choose a place that suits your stay.
Wormleysburg
Wormleysburg VACATION RENTALSCamp Hill
Camp Hill VACATION RENTALSNewville
Newville VACATION RENTALSCarlisle
Carlisle VACATION RENTALSBoiling Springs
Boiling Springs VACATION RENTALSSouth Middleton Township
South Middleton Township VACATION RENTALSMechanicsburg
Mechanicsburg VACATION RENTALSUpper Allen Township
Upper Allen Township VACATION RENTALSHampden Township
Hampden Township VACATION RENTALSBowmansdale
Bowmansdale VACATION RENTALSShippensburg
Shippensburg VACATION RENTALSFriday Jun 19
Cumberland County, Pennsylvania







Common Vacation Rental Amenities Typical Vacation Rental Amenities
What sort of amenities will be available at your stay?
Our Cumberland County vacation rentals are designed for comfort and convenience, with everything you need for a relaxing stay.
Indoor Amenities
Fully equipped kitchens
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Vacation Rentals You May Like Near Cumberland County
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How to Reserve Your Cumberland County Vacation Rental
Booking Made Simple
Owner Direct helps travelers find verified vacation rentals from trusted sources. Once you select a property you love, you’ll be guided to our partner’s secure booking platform to complete your reservation.
SEARCH PROPERTIES
Use filters for location, amenities, and budget.
VIEW DETAILS
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BOOK SECURELY
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Cumberland County Vacation Rental FAQs
There are a lot of options in Cumberland County. If you plan on staying in the Cumberland County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Cumberland County:
- IN-GROUND POOL, Large Private Fenced Yard, Dining Gazebo, Outdoor Kitchen/Bath
- Cozy Cottage in the Woods
- Coziness at its best
- Cozy Family Sized Home, Nestled on the Creek
- Home in Mechanicsburg, PA close to Carlisle, Camp Hill, Enola, Harrisburg area
- Stuart Manor Bed and Breakfast
- friendly area, walking distance to town- great location !
- Fontinalis- Historic stone farm house (ca. 1700’s) on famous trout stream.
- Mooreland Garden Inn
- Old Homestead.Rest, relax and renew at this quaint getaway.
There are 19 vacation rentals with private pools near Cumberland County. Top-rated homes that have access to a swimming pool include:
If you are looking for a family-friendly vacation home in Cumberland County, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Cumberland County:
Currently, the total number of properties listed in 2026 is over 270 in the Cumberland County area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Cumberland County.