Somerset County rentals with pool

We found 23 rentals with pool — enter your dates for availability

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October 2025

November 2025

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Premier Host

Paradise Awaits........

Sleeps 13 · 5 bedrooms · 2+ bathrooms

Property grounds

250 ACRE RETREAT CHESAPEAKE BAY VACATION/REUNION/WEDDING 12 BEDROOMS, SLEEPS 40

Sleeps 40 · 12 bedrooms · 8+ bathrooms

Exterior Rear

Premier Host

The Porter's Barn - fancy little waterfront home with deep-water boat dock and firepit

Sleeps 2 · 1 bedroom · 1 bathroom

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