Chesapeake City County rentals with pool

We found 296 rentals with pool — enter your dates for availability

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November 2025

21

December 2025

Explore Chesapeake City County rentals with pools

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The Sparks Home! Relaxing Space + Lux Kitchen

Sleeps 4 · 2 bedrooms · 1+ bathroom

Relax in the hot tub after a long day.

King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!

Sleeps 4 · 1 bedroom · 1 bathroom

Private kitchen

Charming 3-bedroom upstairs unit apartment with WiFi and AC in Virginia Beach!!!

Sleeps 4 · 3 bedrooms · 2 bathrooms

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Rentals with Pool in Chesapeake City County

Rentals with Pool in Chesapeake

Holiday Rental options in Chesapeake City County

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