Dorchester County rentals with hot tubs

We found 47 rentals with hot tubs — enter your dates for availability

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November 2025

17

December 2025

Explore Dorchester County rentals with spa pools

Magnificent property for crabbing, fishing, volleyball and badmitten

Premier Host

Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28

Sleeps 28 · 7 bedrooms · 6+ bathrooms

Property grounds

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

Sleeps 40 · 12 bedrooms · 8+ bathrooms

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Premier Host

Stunning Waterfront Eastern Shore Home,Pool & Hot Tub,15 Acres,10% off 7day stay

Sleeps 16 · 5 bedrooms · 3+ bathrooms

Massive estate with solitude and a private sandy Beach!

Premier Host

"Belle Aire Landing" a Large Beautiful Waterfront Estate! Under New Management!

Sleeps 22 · 9 bedrooms · 6 bathrooms

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Rentals with Spa pools in Dorchester County

Holiday Rental options in Dorchester County

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