Photo by Karen Hamrick

Waynesboro City County rentals with pool

We found 211 rentals with pool — enter your dates for availability

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September 2025

27

October 2025

Explore Waynesboro City County rentals with pools

Outdoor dining

Premier Host

Blair's Vintage Apartment Nestled in Wine Country

Sleeps 2 · 1 bedroom · 1 bathroom

Living area

Premier Host

Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!

Sleeps 20 · 7 bedrooms · 3 bathrooms

Open living space with views of Devil's Knob 18th Fairway

Premier Host

Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes

Sleeps 6 · 3 bedrooms · 3 bathrooms

Property grounds

Wintergreen Luxury Condo: fully renovated 3B/3BR condo with sweeping views

Sleeps 8 · 3 bedrooms · 3 bathrooms

Living area

Premier Host

Murphy’s Place 2-bedroom apartment near hiking skiing wineries and breweries.

Sleeps 4 · 2 bedrooms · 1 bathroom

Find spaces that suit your style

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Condo/Apartment

Rentals with Pool in Waynesboro City County

Rentals with Pool in Waynesboro

Holiday Rental options in Waynesboro City County

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Family-friendly holiday rentals in Waynesboro City County

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Mountain holiday rentals in Waynesboro City County

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