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

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Our top choices for Waynesboro holiday rentals

1. The Guest Wing at Kateri

The Guest Wing at Kateri
2.0 star property
Waynesboro
10.0 out of 10, Exceptional, (1 review)
"The property was amazing, beyond wonderful. Gracious host. High end furniture and bedding. The backyard and pool area were just beautiful !!! I wish I stayed earlier in the year so i could enjoy the pool. The property is surrounded by wide open farm lands, Starry skies, birds and crickets. It was a very relaxing stay. I wish I could stay longer !!!"
United States
Barbara
The price is £259
includes taxes & fees
18 Nov - 19 Nov
The Guest Wing at Kateri

2. Blue Ridge Hideaway

Blue Ridge Hideaway
2.0 star property
Waynesboro
The price is £181
includes taxes & fees
18 Nov - 19 Nov
Blue Ridge Hideaway

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. 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

5. Kateri

Kateri
2.0 star property
Waynesboro
Kateri

6. Valley Extended Suites

Valley Extended Suites
3.0 star property
Fishersville
9.0 out of 10, Wonderful, (282 reviews)
"Clean room convenient parking, good kitchen, friendly staff."
United States
Jamie
The price is £95
includes taxes & fees
16 Nov - 17 Nov
Valley Extended Suites

7. Afton View Lodge

Afton View Lodge
3.0 star property
Afton
The price is £452
includes taxes & fees
30 Nov - 1 Dec
Afton View Lodge

8. Afton Mountain Vineyards

Afton Mountain Vineyards
3.5 star property
Afton
7.4 out of 10, Good, (3 reviews)
"Cozy and comfortable with pond and mountain views. Wine tasting on site and easy access to Wintergreen. We loved our stay and will be back again!"
United States
Jennifer
The price is £306
includes taxes & fees
18 Nov - 19 Nov
Afton Mountain Vineyards

9. Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
9.6 out of 10, Exceptional, (30 reviews)
"This place was excellent. Very clean and quiet. Sherando lake was only 4 miles away with great hiking trails. The beds were very comfortable. Would definitely stay at this place again."
United States
Josh
The price is £130
includes taxes & fees
13 Dec - 14 Dec
Love Ridge Mountain Lodging

10. Enjoy Staunton in the Heart of Shenandoah Valley

Enjoy Staunton in the Heart of Shenandoah Valley
3.0 star property
Staunton
The price is £348
includes taxes & fees
15 Nov - 16 Nov
Enjoy Staunton in the Heart of Shenandoah Valley

11. SONSAK - MONTICELLO

SONSAK - MONTICELLO
3.5 star property
Charlottesville
10.0 out of 10, Exceptional, (12 reviews)
"Excellent For Couples Getaways!!!"
United States
Jonathan
The price is £93
includes taxes & fees
1 Dec - 2 Dec
SONSAK - MONTICELLO

12. Swannanoa Guest House

Swannanoa Guest House
2.0 star property
Afton
The price is £529
includes taxes & fees
9 Dec - 10 Dec
Swannanoa Guest House

13. Modern Nellysford Getaway on 40 Private Acres!

Modern Nellysford Getaway on 40 Private Acres!
3.0 star property
Nellysford
The price is £487
includes taxes & fees
18 Nov - 19 Nov
Modern Nellysford Getaway on 40 Private Acres!

14. Fox Hill

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

15. Mountaintop Wintergreen Resort Home w/ Deck, Views

Mountaintop Wintergreen Resort Home w/ Deck, Views
3.0 star property
Nellysford
10.0 out of 10, Exceptional, (1 review)
The price is £379
includes taxes & fees
23 Nov - 24 Nov
Mountaintop Wintergreen Resort Home w/ Deck, Views

16. Magnolia Suite

Magnolia Suite
2.0 star property
Staunton
10.0 out of 10, Exceptional, (1 review)
"Great location in small town with some restaurants and shops. The room was spacious and light with high quality interior and design - very nice!!"
Norway
Christian
The price is £165
includes taxes & fees
16 Nov - 17 Nov
Magnolia Suite

17. Fishersville Oasis

Fishersville Oasis
2.0 star property
Fishersville
2.0 out of 10, (1 review)
The price is £217
includes taxes & fees
18 Nov - 19 Nov
Fishersville Oasis

18. The Reserve at 151

The Reserve at 151
2.0 star property
Afton
10.0 out of 10, Exceptional, (1 review)
The price is £483
includes taxes & fees
16 Nov - 17 Nov
The Reserve at 151

19. Staunton Underground

Staunton Underground
2.0 star property
Staunton
10.0 out of 10, Exceptional, (2 reviews)
"Enjoyed the apartment (felt at home) and enjoyed our first visit to Stauton Virginia. Passing through with our two dogs and needed a place to stay that we felt comfortable. Apartment was perfect location to walk around and look at all of the history this city has. Already planning on coming back!"
United States
Heather
The price is £172
includes taxes & fees
18 Nov - 19 Nov
Staunton Underground

20. The Serendipity Suite

The Serendipity Suite
2.0 star property
Staunton
10.0 out of 10, Exceptional, (9 reviews)
"Electric charger and air-conditioning were key this weekend. Great location with easy walk to restaurants, entertainment and shops."
United States
Jennifer
The price is £147
includes taxes & fees
17 Nov - 18 Nov
The Serendipity Suite
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

Find out more about Waynesboro

Everything you need to know about Waynesboro holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Waynesboro holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Waynesboro holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Waynesboro holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Waynesboro. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Waynesboro holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Waynesboro holiday rentals we have selected for you start as low as £95 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Waynesboro rentals

At Expedia, we put the best Waynesboro holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Waynesboro rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Waynesboro holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Waynesboro. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Waynesboro?

Yes, there are holiday rentals in Waynesboro close to Shenandoah Valley Art Center, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Waynesboro has to offer?

Mountainside Villas at Massanutten by Tripforth: This holiday home rental outside of Waynesboro is located near skiing, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. Amenities such as kitchenware and free parking are also available for your convenience. You and your friends and family can relax into your holiday with amenities such as an outdoor tennis court.

How many holiday rentals are there in Waynesboro?

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

What can I see and do in Waynesboro?

Cultural attractions include Wayne Theatre and Waynesboro Heritage Museum, 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 Shenandoah Valley Art Center are other places worth a visit.

What are holiday rentals like in Waynesboro?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Waynesboro. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a small group gathering.