Search Holiday Homes in Waynesboro

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • Be picky

    Search almost a million properties worldwide

Find holiday rentals that suit your style

Check prices for these dates

Our top choices for Waynesboro holiday homes

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

The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
Waynesboro
10.0 out of 10, Exceptional, (26 reviews)
"Great host and beautifully decorated property."
United States
Elisa G.
The price is £135
includes taxes & fees
17 Nov - 18 Nov
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!

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

NEW! Cheerful 2 bd bungalow with hot tub. Must see!
Waynesboro
9.8 out of 10, Exceptional, (68 reviews)
"Love this home!! Great backyard, lovely decor and super cozy. Easy access to surrounding attractions."
United States
Kathleen
The price is £162
includes taxes & fees
29 Nov - 30 Nov
NEW! Cheerful 2 bd bungalow with hot tub. Must see!

3. The Wayne Shire

The Wayne Shire
2.0 star property
Waynesboro
The price is £377
includes taxes & fees
15 Nov - 16 Nov
The Wayne Shire

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

Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!
Waynesboro
9.4 out of 10, Exceptional, (10 reviews)
"Wonderful day we really enjoyed the pool and hot tub during our stay! This is centrally located and well furnished! The hosts were great with communication!"
United States
Cameron V.
The price is £369
includes taxes & fees
15 Nov - 16 Nov
Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!

5. Waynesboro Retreat: Game Room + Fire Pit

Waynesboro Retreat: Game Room + Fire Pit
Waynesboro
The price is £256
includes taxes & fees
15 Nov - 16 Nov
Waynesboro Retreat: Game Room + Fire Pit

6. The Farmhouse at Wellington: Waynesboro, Sleeps 12

The Farmhouse at Wellington: Waynesboro, Sleeps 12
Waynesboro
9.8 out of 10, Exceptional, (13 reviews)
"Property was good for pets - big yard to run and explore. The sunroom was a perfect spot for toys and bowls."
United States
NANCY C.
The price is £454
includes taxes & fees
17 Nov - 18 Nov
The Farmhouse at Wellington: Waynesboro, Sleeps 12

7. The Wayne Shire: Sleeps 8 + Downtown Waynesboro

The Wayne Shire: Sleeps 8 + Downtown Waynesboro
Waynesboro
10.0 out of 10, Exceptional, (3 reviews)
"The house was exactly as described and the neighborhood was very quiet and safe. The property is within walking distance of downtown restaurants and shops, the library, YMCA, and the beautiful greenway. I would definitely stay here again."
United States
Amanda S.
The price is £404
includes taxes & fees
15 Nov - 16 Nov
The Wayne Shire: Sleeps 8 + Downtown Waynesboro

8. Kateri: Luxury House w/ Private Pool + 4 King Beds

Kateri: Luxury House w/ Private Pool + 4 King Beds
Waynesboro
10.0 out of 10, Exceptional, (1 review)
Kateri: Luxury House w/ Private Pool + 4 King Beds

9. The Farmhouse at Wellington

The Farmhouse at Wellington
2.0 star property
Waynesboro
The price is £428
includes taxes & fees
17 Nov - 18 Nov
The Farmhouse at Wellington

10. Kateri

Kateri
2.0 star property
Waynesboro
Kateri

11. Rockwell Ridge | Chestnut Suite with Lux Bathroom

Rockwell Ridge | Chestnut Suite with Lux Bathroom
Afton
10.0 out of 10, Exceptional, (1 review)
"This property was spotlessly clean, carefully and well furnished, with clear instructions about everything. The location was peaceful and quiet, and we were treated to seeing a doe and young fawn not long after arriving. With no traffic or other noise, we had a restful stay.The host's communications were welcoming and comprehensive.While off the main roads, it is still convenient to attractions and amenities in Waynesboro. This is a perfect place to unwind; with several more rooms on the...
United States
Peter & Stephanie R.
The price is £184
includes taxes & fees
16 Nov - 17 Nov
Rockwell Ridge | Chestnut Suite with Lux Bathroom

12. Fox Hill

Fox Hill
2.0 star property
Afton
The price is £375
includes taxes & fees
18 Nov - 19 Nov
Fox Hill

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

Secluded 20+ Acre Retreat Near Brew & Wine Trails
Afton
9.8 out of 10, Exceptional, (26 reviews)
"This is a beautiful, peaceful and quiet spot for retreating! Loved sharing this spot with our family!"
United States
Phyllis A.
The price is £292
includes taxes & fees
16 Nov - 17 Nov
Secluded 20+ Acre Retreat Near Brew & Wine Trails

14. Rockwell Ridge | Private Retreat w/ Mountain Views

Rockwell Ridge | Private Retreat w/ Mountain Views
Afton
The price is £609
includes taxes & fees
30 Nov - 1 Dec
Rockwell Ridge | Private Retreat w/ Mountain Views

15. The Firefly Springhouse

The Firefly Springhouse
Staunton
9.8 out of 10, Exceptional, (77 reviews)
"Nice stay. Perfect for the solo traveler"
United States
David H
The price is £81
includes taxes & fees
18 Nov - 19 Nov
The Firefly Springhouse

16. Blue Ridge Beau, Lost In The View

Blue Ridge Beau, Lost In The View
Afton
10.0 out of 10, Exceptional, (9 reviews)
"Awesome place, beautiful views, and really nice touches throughout the house. Would definitely stay again!"
United States
Michael V.
The price is £387
includes taxes & fees
16 Nov - 17 Nov
Blue Ridge Beau, Lost In The View

17. Afton Farmhouse - Mountain Views off Route 151

Afton Farmhouse - Mountain Views off Route 151
Afton
9.8 out of 10, Exceptional, (30 reviews)
"Conveniently ;located and very easy to access. Very comfortable house and relaxing atmosphere."
United States
Traci S.
The price is £342
includes taxes & fees
17 Nov - 18 Nov
Afton Farmhouse - Mountain Views off Route 151

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

Rosé All Day: Wine Country Getaway! Walk to Dining
Crozet
9.8 out of 10, Exceptional, (35 reviews)
"Fantastic stay. Happy to return next time."
United States
Sam B.
The price is £311
includes taxes & fees
18 Nov - 19 Nov
Rosé All Day: Wine Country Getaway! Walk to Dining

19. Rockwell Ridge | Inn with Afton Mountain Views

Rockwell Ridge | Inn with Afton Mountain Views
Afton
The price is £297
includes taxes & fees
15 Nov - 16 Nov
Rockwell Ridge | Inn with Afton Mountain Views

20. Mountain Mama- Amazing Views! + Hot Tub!

Mountain Mama- Amazing Views! + Hot Tub!
Afton
9.8 out of 10, Exceptional, (31 reviews)
"Terrific home. Incredibly spacious and well laid out for comfort and privacy!"
United States
Maura F.
The price is £402
includes taxes & fees
16 Nov - 17 Nov
Mountain Mama- Amazing Views! + Hot Tub!
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.

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.'

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