Photo by kristy in VA

Surry County rentals with pool

We found 1,407 rentals with pool — enter your dates for availability

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September 2025

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October 2025

Explore Surry County rentals with pools

Cottage entry with river in background .just a few steps from the waterside deck

Premier Host

Beach Cottage - James River - Ferry End Cottages - Jamestown & Williamsburg

Sleeps 5 · 3 bedrooms · 1 bathroom

white sand beach with 180 foot pier and entry ramp.

Premier Host

James River Beach Retreat - Last Minute Rate- Williamsburg - Ferry End Cottages

Sleeps 5 · 2 bedrooms · 1 bathroom

Sunrise from the deck

Premier Host

James River Waterfront with spectacular views across the river from Williamsburg

Sleeps 8 · 4 bedrooms · 3+ bathrooms

Front Porch View of the James River

Premier Host

Gorgeous River Views/Private Beach - Peaceful Country Home close to Williamsburg

Sleeps 10 · 4 bedrooms · 2+ bathrooms

The Bunkhouse At Sunny Hill

Premier Host

Modern Bunkhouse in a rural Virginia setting near Williamsburg & Smithfield

Sleeps 2 · 1 bedroom · 1 bathroom

Exterior detail

Premier Host

ANALOG - Private Beach & Acres of exclusive sanctuary set in a peaceful forest

Sleeps 6 · 2 bedrooms · 1 bathroom

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