Vacation rentals in Waynesboro, VA

200 available vacation rental offers

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Best vacation rentals and Airbnb offers in Waynesboro, VA

Valley Extended Suites - Waynesboro, VA

Valley Extended Suites

Apartment, Waynesboro

Valley Extended Suites is a apartment in Waynesboro, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Valley Extended Suites

Valley Extended Suites is a apartment in Waynesboro, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $752.

From$97/night
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Blair's Vintage Apartment Nestled in Wine Country - Waynesboro, VA

Blair's Vintage Apartment Nestled in Wine Country

Apartment, Waynesboro

Blair's Vintage Apartment Nestled in Wine Country is a apartment in Waynesboro, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Blair's Vintage Apartment Nestled in Wine Country

Blair's Vintage Apartment Nestled in Wine Country is a apartment in Waynesboro, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $788.

From$113/night
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Close to Skyliine Drive Wintergreen Cozy and Private - Waynesboro, VA

Close to Skyliine Drive Wintergreen Cozy and Private

Apartment, Waynesboro

Close to Skyliine Drive Wintergreen Cozy and Private is a apartment in Waynesboro, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Close to Skyliine Drive Wintergreen Cozy and Private

Close to Skyliine Drive Wintergreen Cozy and Private is a apartment in Waynesboro, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $793.

From$113/night
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Nona's Cottage-Waynesboro/Shenandoah Valley, VA - Waynesboro, VA

Nona's Cottage-Waynesboro/Shenandoah Valley, VA

Holiday Home, Waynesboro

Nona's Cottage-Waynesboro/Shenandoah Valley, VA is a holiday home in Waynesboro, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Nona's Cottage-Waynesboro/Shenandoah Valley, VA

Nona's Cottage-Waynesboro/Shenandoah Valley, VA is a holiday home in Waynesboro, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,001.

From$143/night
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Vacation rentals with a pool in Waynesboro, VA

Add a pool to the search when you want an easy place to cool off between outings.

Idyllic Wintergreen Condo w/ Resort Amenities - Waynesboro, VA

Idyllic Wintergreen Condo w/ Resort Amenities

Apartment, Waynesboro

Idyllic Wintergreen Condo w/ Resort Amenities is a apartment in Waynesboro, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Idyllic Wintergreen Condo w/ Resort Amenities

Idyllic Wintergreen Condo w/ Resort Amenities is a apartment in Waynesboro, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,100.

From$122/night
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Idyllic Wintergreen Condo w/ Resort Amenities - Waynesboro, VA

Idyllic Wintergreen Condo w/ Resort Amenities

Condo, Waynesboro

Idyllic Wintergreen Condo w/ Resort Amenities is a condo in Waynesboro, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Idyllic Wintergreen Condo w/ Resort Amenities

Idyllic Wintergreen Condo w/ Resort Amenities is a condo in Waynesboro, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $927.

From$132/night
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Updated! Cozy and clean two bedroom condo. - Waynesboro, VA

Updated! Cozy and clean two bedroom condo.

Condo, Waynesboro

Updated! Cozy and clean two bedroom condo. is a condo in Waynesboro, with pet-friendly space, pool access, and room for a group. This stay gives travelers a comfortable base for exploring…

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About Updated! Cozy and clean two bedroom condo.

Updated! Cozy and clean two bedroom condo. is a condo in Waynesboro, with pet-friendly space, pool access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $949.

From$136/night
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Amazing views! Wintergreen ground-level condo - Waynesboro, VA

Amazing views! Wintergreen ground-level condo

Condo, Waynesboro

Amazing views! Wintergreen ground-level condo is a condo in Waynesboro, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area,…

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About Amazing views! Wintergreen ground-level condo

Amazing views! Wintergreen ground-level condo is a condo in Waynesboro, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,275.

From$182/night
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Vacation rentals with parking in Waynesboro, VA

Find vacation rentals that make arriving by car easier.

Idyllic Wintergreen Condo w/ Resort Amenities - Waynesboro, VA

Idyllic Wintergreen Condo w/ Resort Amenities

Holiday Home, Waynesboro

Idyllic Wintergreen Condo w/ Resort Amenities is a holiday home in Waynesboro, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Idyllic Wintergreen Condo w/ Resort Amenities

Idyllic Wintergreen Condo w/ Resort Amenities is a holiday home in Waynesboro, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, paid parking, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,061.

From$97/night
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Fishersville Oasis - Waynesboro, VA

Fishersville Oasis

Apartment, Waynesboro

Fishersville Oasis is a apartment in Waynesboro, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family…

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About Fishersville Oasis

Fishersville Oasis is a apartment in Waynesboro, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, parking, free parking, and internet.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,705.

From$208/night
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Waynesboro home near Wintergreen Charlottesville - Waynesboro, VA

Waynesboro home near Wintergreen Charlottesville

Holiday Home, Waynesboro

Waynesboro home near Wintergreen Charlottesville is a holiday home in Waynesboro, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Waynesboro home near Wintergreen Charlottesville

Waynesboro home near Wintergreen Charlottesville is a holiday home in Waynesboro, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, parking, paid parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,834.

From$280/night
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New Reno! Central to Skyline, Staunton, Cville - Waynesboro, VA

New Reno! Central to Skyline, Staunton, Cville

Holiday Home, Waynesboro

New Reno! Central to Skyline, Staunton, Cville is a holiday home in Waynesboro, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About New Reno! Central to Skyline, Staunton, Cville

New Reno! Central to Skyline, Staunton, Cville is a holiday home in Waynesboro, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,013.

From$288/night
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Pet-friendly vacation rentals in Waynesboro, VA

Bring your pet along with stays that welcome four-legged travelers.

New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly - Waynesboro, VA

New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

Condo, Waynesboro

New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly is a condo in Waynesboro, with pet-friendly space, pool access, and room for a group. This stay gives…

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About New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly is a condo in Waynesboro, with pet-friendly space, pool access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $859.

From$123/night
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Afton escape centrally located on the brew trail - Waynesboro, VA

Afton escape centrally located on the brew trail

Holiday Home, Waynesboro

Afton escape centrally located on the brew trail is a holiday home in Waynesboro, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Afton escape centrally located on the brew trail

Afton escape centrally located on the brew trail is a holiday home in Waynesboro, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,107.

From$158/night
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Charming Vacation Rental in a Barn on a Horse Farm near Afton Mountain in Virginia - Waynesboro, VA

Charming Vacation Rental in a Barn on a Horse Farm near Afton Mountain in Virginia

Holiday Home, Waynesboro

Charming Vacation Rental in a Barn on a Horse Farm near Afton Mountain in Virginia is a holiday home in Waynesboro, with kitchen access. This stay gives travelers a comfortable base for…

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About Charming Vacation Rental in a Barn on a Horse Farm near Afton Mountain in Virginia

Charming Vacation Rental in a Barn on a Horse Farm near Afton Mountain in Virginia is a holiday home in Waynesboro, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,347.

From$192/night
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Charming 3-bedroom house in Waynesboro with WiFi, AC - Waynesboro, VA

Charming 3-bedroom house in Waynesboro with WiFi, AC

Holiday Home, Waynesboro

Charming 3-bedroom house in Waynesboro with WiFi, AC is a holiday home in Waynesboro, with pet-friendly space and room for a group. This stay gives travelers a comfortable base for…

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About Charming 3-bedroom house in Waynesboro with WiFi, AC

Charming 3-bedroom house in Waynesboro with WiFi, AC is a holiday home in Waynesboro, with pet-friendly space and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,707.

From$244/night
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Vacation rentals with a kitchen in Waynesboro, VA

Compare stays with kitchen access for longer trips and easier meals.

Blue Rivers Loft on the Brew Ridge Trail - Waynesboro, VA

Blue Rivers Loft on the Brew Ridge Trail

Apartment, Waynesboro

Blue Rivers Loft on the Brew Ridge Trail is a apartment in Waynesboro, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Blue Rivers Loft on the Brew Ridge Trail

Blue Rivers Loft on the Brew Ridge Trail is a apartment in Waynesboro, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $898.

From$128/night
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Mountain Oasis: NEW Fishersville Apartment - Waynesboro, VA

Mountain Oasis: NEW Fishersville Apartment

Apartment, Waynesboro

Mountain Oasis: NEW Fishersville Apartment is a apartment in Waynesboro, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Mountain Oasis: NEW Fishersville Apartment

Mountain Oasis: NEW Fishersville Apartment is a apartment in Waynesboro, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,681.

From$240/night
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Valley Oasis: Luxury Fishersville Apartment - Waynesboro, VA

Valley Oasis: Luxury Fishersville Apartment

Apartment, Waynesboro

Valley Oasis: Luxury Fishersville Apartment is a apartment in Waynesboro, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Valley Oasis: Luxury Fishersville Apartment

Valley Oasis: Luxury Fishersville Apartment is a apartment in Waynesboro, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,713.

From$245/night
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The Cardinal House: Historic Home on Tree Streets - Waynesboro, VA

The Cardinal House: Historic Home on Tree Streets

Holiday Home, Waynesboro

The Cardinal House: Historic Home on Tree Streets is a holiday home in Waynesboro, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About The Cardinal House: Historic Home on Tree Streets

The Cardinal House: Historic Home on Tree Streets is a holiday home in Waynesboro, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,444.

From$349/night
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Family-friendly vacation rentals in Waynesboro, VA

Plan a trip with stays that give families more room to spread out.

Afton Mountain Inn - Waynesboro, VA

Afton Mountain Inn

Guest House, Waynesboro

Afton Mountain Inn is a guest house in Waynesboro, with pool access, parking, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Afton Mountain Inn

Afton Mountain Inn is a guest house in Waynesboro, with pool access, parking, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, parking, free parking, family friendly, and game room.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,605.

From$197/night
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Isolated cottage with good view close to many winery and Brewers. - Waynesboro, VA

Isolated cottage with good view close to many winery and Brewers.

Cottage, Waynesboro

Isolated cottage with good view close to many winery and Brewers. is a cottage in Waynesboro, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Isolated cottage with good view close to many winery and Brewers.

Isolated cottage with good view close to many winery and Brewers. is a cottage in Waynesboro, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,473.

From$210/night
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Enjoyable 2-bedroom cottage in Afton Virginia. 1.5 miles from the best winery! - Waynesboro, VA

Enjoyable 2-bedroom cottage in Afton Virginia. 1.5 miles from the best winery!

Cottage, Waynesboro

Enjoyable 2-bedroom cottage in Afton Virginia. 1.5 miles from the best winery! is a cottage in Waynesboro, with pet-friendly space and room for a group. This stay gives travelers a…

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About Enjoyable 2-bedroom cottage in Afton Virginia. 1.5 miles from the best winery!

Enjoyable 2-bedroom cottage in Afton Virginia. 1.5 miles from the best winery! is a cottage in Waynesboro, with pet-friendly space and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,491.

From$213/night
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An inviting mountain cottage near Swannanoa featuring scenic views, a cozy wood-burning fireplace, and dedicated EV charging. Close to Nelson 151 wineries, trails, and Charlottesville for an easy, comfortable getaway. - Waynesboro, VA

An inviting mountain cottage near Swannanoa featuring scenic views, a cozy wood-burning fireplace, and dedicated EV charging. Close to Nelson 151 wineries, trails, and Charlottesville for an easy, comfortable getaway.

Cottage, Waynesboro

An inviting mountain cottage near Swannanoa featuring scenic views, a cozy wood-burning fireplace, and dedicated EV charging. Close to Nelson 151 wineries, trails, and Charlottesville for…

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About An inviting mountain cottage near Swannanoa featuring scenic views, a cozy wood-burning fireplace, and dedicated EV charging. Close to Nelson 151 wineries, trails, and Charlottesville for an easy, comfortable getaway.

An inviting mountain cottage near Swannanoa featuring scenic views, a cozy wood-burning fireplace, and dedicated EV charging. Close to Nelson 151 wineries, trails, and Charlottesville for an easy, comfortable getaway. is a cottage in Waynesboro, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,934.

From$276/night
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