Photo by Sharon Thomas

Cumberland County rentals with pool

We found 55 rentals with pool — enter your dates for availability

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November 2025

22

December 2025

Explore Cumberland County rentals with pools

Pool

Premier Host

Private 'Wright' Retreat Near Hershey, Gettysburg, Harrisburg

Sleeps 9 · 3 bedrooms · 2+ bathrooms

36' in-ground pool and private backyard oasis!

Premier Host

IN-GROUND POOL, Large Private Fenced Yard, Dining Gazebo, Outdoor Kitchen/Bath

Sleeps 15 · 6 bedrooms · 5 bathrooms

Exterior

Premier Host

Luxury Retreat in the heart of Perry County, PA. There are plenty of amenities for the whole family to enjoy!

Sleeps 35 · 8 bedrooms · 5+ bathrooms

Pool

Prime Location/Grove Retreat-Pool,Deck,Pond,FirePit,Playground,Wildlife

Sleeps 8 · 4 bedrooms · 2+ bathrooms

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Rentals with Pool in Cumberland County

Holiday Rental options in Cumberland County

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