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

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Waynesboro vacation rentals

Exterior detail

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, (22 reviews)
"Great host and beautifully decorated property."
United States
Elisa G.
The price is ￥17,918
￥29,870 total
includes taxes & fees
Aug 16 - Aug 17
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
House, Private Bathroom (Farmhouse at Wellington) | Interior

2. The Farmhouse at Wellington

The Farmhouse at Wellington
2.0 star property
Waynesboro
The price is ￥40,804
￥94,201 total
includes taxes & fees
Aug 18 - Aug 19
The Farmhouse at Wellington
Outdoor pool

3. 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
10.0 out of 10, Exceptional, (9 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 ￥32,603
￥92,127 total
includes taxes & fees
Sep 3 - Sep 4
Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!
Outdoor spa tub

4. 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, (59 reviews)
"The hot tub was excellent! Such a cute, cozy, and accommodating weekend!"
United States
Sally A.
The price is ￥18,649
￥32,820 total
includes taxes & fees
Aug 23 - Aug 24
NEW! Cheerful 2 bd bungalow with hot tub. Must see!
TV

5. Shenandoah Valley Atelier: NEW Waynesboro Loft

Shenandoah Valley Atelier: NEW Waynesboro Loft
Waynesboro
10.0 out of 10, Exceptional, (15 reviews)
"Great place and very close to great places to eat."
United States
Kathryn H.
The price is ￥17,360
￥42,367 total
includes taxes & fees
Aug 18 - Aug 19
Shenandoah Valley Atelier: NEW Waynesboro Loft
Dining

6. The Hawksbill Haus (w/ hot tub)

The Hawksbill Haus (w/ hot tub)
Waynesboro
9.2 out of 10, Wonderful, (12 reviews)
"Attentive host, sweet old place, close to downtown Waynesboro."
United States
Rose P.
The Hawksbill Haus (w/ hot tub)
Coffee/tea maker, fridge, microwave, oven

7. The Wayne Shire: Sleeps 8 + Downtown Waynesboro

The Wayne Shire: Sleeps 8 + Downtown Waynesboro
Waynesboro
10.0 out of 10, Exceptional, (2 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 ￥26,937
￥84,976 total
includes taxes & fees
Aug 16 - Aug 17
The Wayne Shire: Sleeps 8 + Downtown Waynesboro
TV

8. The Farmhouse at Wellington: Waynesboro, Sleeps 12

The Farmhouse at Wellington: Waynesboro, Sleeps 12
Waynesboro
9.6 out of 10, Exceptional, (8 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 Farmhouse at Wellington: Waynesboro, Sleeps 12
Exterior detail

9. Room Near Shenandoah National Park

Room Near Shenandoah National Park
Waynesboro
The price is ￥30,284
￥43,109 total
includes taxes & fees
Sep 11 - Sep 12
Room Near Shenandoah National Park
Apartment, Private Bathroom (The Guest Wing at Kateri) | Exterior

10. The Guest Wing at Kateri

The Guest Wing at Kateri
2.0 star property
Waynesboro
The price is ￥20,721
￥35,017 total
includes taxes & fees
Sep 2 - Sep 3
The Guest Wing at Kateri
Exterior detail

11. Afton Mountain Scenic Stay

Afton Mountain Scenic Stay
Waynesboro
The price is ￥19,127
￥27,675 total
includes taxes & fees
Aug 16 - Aug 17
Afton Mountain Scenic Stay
Exterior detail

12. Blue Ridge Scenic Retreat

Blue Ridge Scenic Retreat
Waynesboro
The price is ￥29,009
￥39,739 total
includes taxes & fees
Sep 12 - Sep 13
Blue Ridge Scenic Retreat
Pool

13. The Guest Wing at Kateri: Luxury Stay Waynesboro

The Guest Wing at Kateri: Luxury Stay Waynesboro
Waynesboro
8.0 out of 10, Very Good, (2 reviews)
"Wonderful place, location, view, grounds - relaxing. Quiet, private, overall wonderful option - though plan to eat outside or in town."
United States
karen
The price is ￥21,183
￥40,840 total
includes taxes & fees
Sep 9 - Sep 10
The Guest Wing at Kateri: Luxury Stay Waynesboro
Exterior detail

14. Skyline Drive Weekend Stay

Skyline Drive Weekend Stay
Waynesboro
The price is ￥26,937
￥37,077 total
includes taxes & fees
Sep 12 - Sep 13
Skyline Drive Weekend Stay
Terrace/patio

15. Blair's Vintage Apartment Nestled in Wine Country

Blair's Vintage Apartment Nestled in Wine Country
Waynesboro
10.0 out of 10, Exceptional, (28 reviews)
"Deborah was a remarkable host and responsive to all of our needs! If you are looking for a quiet and very clean place to rest - you’ve found it! The stocked fridge was icing on the cake!!"
United States
George S.
The price is ￥15,608
￥35,807 total
includes taxes & fees
Aug 17 - Aug 18
Blair's Vintage Apartment Nestled in Wine Country
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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Top Waynesboro Hotel Reviews

Hotel Madison & Shenandoah Conference Ctr

Hotel Madison & Shenandoah Conference Ctr

10/10 Excellent
"We had a good meal at Monty’s Restaurant. There were many places in the lobby to lounge around in. Everyone was friendly, and there was entertainment on Friday and Saturday nights."
Donna 2-night trip
Posted 1 hour ago
Hotel Madison & Shenandoah Conference Ctr

Find out more about Waynesboro

Search for holiday rentals in Waynesboro on Expedia! You can easily find your home rentals, villas, holiday apartments in Waynesboro using one of the methods below:

  • View our selection of featured holiday rentals in Waynesboro
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  • Enter your travel dates to view the best deals on holiday rentals in Waynesboro while they last

Look no further and take a look at our great range of rental properties in Waynesboro!

Frequently asked questions

Are there vacation rentals in Waynesboro?

Yes, we have vacation rentals in Waynesboro close to Shenandoah Valley Art Center, or you can select a secluded option if you'd like a relaxing place to stay. Visitors like the top-notch restaurants and shops in Waynesboro. While you're here, grab a bite or have a drink at the wineries.

What are some of the best vacation rentals in Waynesboro?

Massanutten Resort by Tripforth: Visitors like this Waynesboro vacation home rental. It is located near skiing and has an outdoor pool, an arcade game room, and free WiFi to put you at ease in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

How many vacation rentals are there in Waynesboro?

With 30 Expedia vacation rentals, you're sure to find just the right place for your Waynesboro stay.

What can I see and do in Waynesboro?

Cultural attractions include Wayne Theatre and Zeus Digital Theater, whereas Shenandoah National Park and Rockfish Gap Entrance Shenandoah are a couple of picturesque spots to enjoy the outdoors. While here, George Washington National Forest and Plumb House Museum are other places worth a visit.

What are vacation rentals like in Waynesboro?

Vacation rentals are private accommodations you can book for a couple days or more in Waynesboro. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a small group gathering.