Charles County rentals with pool

We found 279 rentals with pool — enter your dates for availability

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September 2025

October 2025

Explore Charles County rentals with pools

Cottage and tidal pool with boardwalk to pier on Pomonkey Bay

Premier Host

Waterfront Sunset Nature Reserve Kayak Eagle Osprey Snakehead Butterflies

Sleeps 5 · 2 bedrooms · 1+ bathroom

Premier Host

32-Acre Retreat , Pool, Hot Tub, Theatre, Fire Pit, Games + Holiday Lights

Sleeps 10 · 5 bedrooms · 4+ bathrooms

Premier Host

Large Heated Pool & Hot Tub, Near Quantico DAY Parties and Cookouts Welcome

Sleeps 5 · 1 bedroom · 1 bathroom

Enchanting 20-acre Therapeutic Farm Resort w/ petting zoo and onsite activities!

Sleeps 20 · 6 bedrooms · 3+ bathrooms

Find spaces that suit your style

Rentals with Pool in Charles County

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Holiday Rental options in Charles County

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Explore Charles County rentals with pools

Waterfront Sunset Nature Reserve Kayak Eagle Osprey Snakehead Butterflies

Beautiful Estate on a Vineyard

32-Acre Retreat , Pool, Hot Tub, Theatre, Fire Pit, Games + Holiday Lights

Large Heated Pool & Hot Tub, Near Quantico DAY Parties and Cookouts Welcome

Enchanting 20-acre Therapeutic Farm Resort w/ petting zoo and onsite activities!

The Charming Country Cottage-Welcomes you and your pet!

Find spaces that suit your style

Rentals with Pool in Charles County

Holiday Rental options in Charles County