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A wooden mill with a water wheel, surrounded by autumn foliage and a calm river.

Waynesboro Vacation Rentals

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    Check prices for these dates, December 14–15, 2026

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    Our top choices for Waynesboro vacation homes

    1. The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!

    A covered porch with hanging plants and a white railing.

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

    A hot tub with a control panel, surrounded by a backyard with trees and a house in the background.

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

    A swimming pool with a shark float.

    4. The Wayne Shire

    A bathroom with a round mirror, a white sink, and a dark wooden vanity.

    5. Waynesboro Retreat: Game Room + Fire Pit

    A deck with two wicker chairs and a central table with a fire feature.

    6. The Wayne Shire: Sleeps 8 + Downtown Waynesboro

    A kitchen with white cabinets, a granite countertop, and a dining area with wooden chairs and a table.

    7. The Farmhouse at Wellington: Waynesboro, Sleeps 12

    A spacious dining area with a table and chairs, large windows, and a ceiling fan.

    8. The Farmhouse at Wellington

    A spacious dining area with a table and chairs, large windows, and a ceiling fan.

    9. Rockwell Ridge | Chestnut Suite with Lux Bathroom

    A circular fire pit with a metal rim and a flat top, surrounded by a stone border.

    10. Secluded 20+ Acre Retreat Near Brew & Wine Trails

    A deck with a glass-top table, wicker chairs, and a red sofa.

    11. Rockwell Ridge | Inn with Afton Mountain Views

    A wooden deck with a grill and a railing.

    12. Afton Farmhouse

    A room with large windows, a wooden deck outside, and a foosball table.

    13. The Firefly Springhouse

    A rustic stone wall with a heart-shaped metal decoration, ivy climbing over it, and a lantern post.

    14. Rockwell Ridge | Private Retreat w/ Mountain Views

    A sign for Rockwell Ridge at 1562 Afton Mountain Road.

    15. Blue Ridge Beau, Lost In The View

    A spacious kitchen with a central island, a dining area with a table and chairs, and a black leather sofa.

    16. Afton Farmhouse - Mountain Views off Route 151

    A fire pit with two Adirondack chairs facing it, surrounded by gravel.

    17. Rosé All Day: Wine Country Getaway! Walk to Dining

    A covered patio with a round table and chairs, a sofa, and a view of a grassy yard through large windows.

    18. Ridgeview Retreat: Mountain Views and Pet Friendly

    A rustic wooden house with a porch, surrounded by well-maintained gardens and a cross in the yard.

    19. Spacious + Serene Mtn Top Escape, 4 En Suites

    A wooden deck with white railings and a wooden staircase leading to a house with a gabled roof.

    20. Peaceful Retreat w/ Hot Tub, Fire Pit, Mountain Views

    A circular stone fire pit with two Adirondack chairs around it, set on a gravel surface.

    Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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    Learn more about Waynesboro

    Nestled at the foot of the Blue Ridge Mountains, this gateway to Shenandoah National Park offers spectacular hiking along the Appalachian Trail. Spend mornings exploring downtown's historic charm before heading to South River for fly fishing that locals call 'some of Virginia's best.'

    See all hotels in Waynesboro

    A wooden mill with a water wheel, surrounded by autumn foliage and a calm river.

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