Waynesboro, Virginia

Vacation Rentals in Waynesboro, Virginia

Discover 15 vacation rental properties in Waynesboro. From 1 to 5 bedrooms. Average $167/night. 100% have pools.

15 verified listings Book securely on VRBO Prices updated March 2026

15 properties available

Nona's Cottage-Waynesboro/Shenandoah Valley, VA

Nona's Cottage-Waynesboro/Shenandoah Valley, VA

1 bed 1 bath
PoolA/CWiFiBalcony
$100/night
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Blair's Vintage Apartment Nestled in Wine Country

Blair's Vintage Apartment Nestled in Wine Country

1 bed 1 bath
PoolA/CWiFiBalcony
$89/night
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NEW! Cheerful 2 bd bungalow with hot tub. Must see!

NEW! Cheerful 2 bd bungalow with hot tub. Must see!

2 beds 1 bath
PoolA/CWiFiBalcony
$141/night
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The Hawksbill Haus (w/ hot tub)

The Hawksbill Haus (w/ hot tub)

4 beds 2 baths
PoolA/CWiFiBalcony
$211/night
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Cozy duplex central to many different adventures in the Valley

Cozy duplex central to many different adventures in the Valley

3 beds 2 baths
PoolA/CWiFiBalcony
$93/night
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Grey Pine Lodge | King Classic | Pet-Friendly! | BEST Location & Amenities!

Grey Pine Lodge | King Classic | Pet-Friendly! | BEST Location & Amenities!

1 bed 1 bath
PoolA/CWiFiBalcony
$210/night
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Big Bronze house Waynesboro

Big Bronze house Waynesboro

4 beds 2 baths
PoolA/CWiFiBalcony
$175/night
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Close to Skyliine Drive Wintergreen Cozy and Private

Close to Skyliine Drive Wintergreen Cozy and Private

1 bath
PoolA/CWiFiBalcony
$86/night
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Stylish 2 Bedroom Unit-Convenient Downtown walkable location, Close to 151, Blue Ridge Parkway, Brew

Stylish 2 Bedroom Unit-Convenient Downtown walkable location, Close to 151, Blue Ridge Parkway, Brew

2 beds 1 bath
PoolA/CWiFiBalcony
$105/night
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Close to Wineries & Skyline Drive, Wintergreen, Enjoy Basic City location!

Close to Wineries & Skyline Drive, Wintergreen, Enjoy Basic City location!

2 beds 1 bath
PoolA/CWiFiBalcony
$113/night
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Grey Pine Lodge | Queen Comfort | BEST Location & Amenities!

Grey Pine Lodge | Queen Comfort | BEST Location & Amenities!

1 bed 1 bath
PoolA/CWiFiBalcony
$197/night
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The Cardinal House: Historic Home on Tree Streets

The Cardinal House: Historic Home on Tree Streets

5 beds 3 baths
PoolA/CWiFiBalcony
$409/night
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Peacefield: Farmhouse in the Shenandoah Valley

Peacefield: Farmhouse in the Shenandoah Valley

3 beds 2 baths
PoolA/CWiFiBalcony
$277/night
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Convenient downtown Studio Near SNP, Wineries, Breweries

Convenient downtown Studio Near SNP, Wineries, Breweries

1 bath
PoolA/CWiFiBalcony
$93/night
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Shenandoah Valley Farm House near BR pkway & Skyline , UVA, Staunton, wineries

Shenandoah Valley Farm House near BR pkway & Skyline , UVA, Staunton, wineries

4 beds 3 baths
PoolA/CWiFiBalcony
$213/night
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More destinations in Virginia

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