Photo by Jennifer Crim

Middlesex County rentals with pool

We found 58 rentals with pool — enter your dates for availability

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September 2025

October 2025

Explore Middlesex County rentals with pools

Step back in time at Historic Rosegill, an 18th century manor house on 700 acres sited on the Rappahannock River at the mouth of Urbanna Creek. With its, 5 bedrooms, expansive grounds, pool, dock and fishing lakes, it has something for everyone.

Premier Host

Historic riverfront farm 700 acres, pool, private lakes, dock

Sleeps 12 · 5 bedrooms · 5 bathrooms

Relax On Rappahannock, in Urbanna, Not Only For Oyster Fest, @ The Blue Tango!

Sleeps 5 · 2 bedrooms · 2 bathrooms

Porch & view from upper Master Bedroom. Couch, chair, adirondack table & chairs.

Rappahannock River 4 bdr 3 1/2 bath overlooking the River w/pool as in season.

Sleeps 10 · 4 bedrooms · 4+ bathrooms

Find spaces that suit your style

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