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
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Waynesboro vacation rentals

1. The Guest Wing at Kateri

The Guest Wing at Kateri
2.0 star property
Waynesboro
$205 nightly
The price is $220
Aug 31 - Sep 1
Total with taxes and fees
The Guest Wing at Kateri
A kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with a kettle.

2. The Farmhouse at Wellington

The Farmhouse at Wellington
2.0 star property
Waynesboro
$474 nightly
The price is $528
Aug 27 - Aug 28
Total with taxes and fees
The Farmhouse at Wellington
A modern living room with a white sofa, a wooden door, and a ceiling fan.

3. The Wayne Shire

The Wayne Shire
2.0 star property
Waynesboro
$419 nightly
The price is $466
Aug 30 - Aug 31
Total with taxes and fees
The Wayne Shire

4. Valley Extended Suites

Valley Extended Suites
3.0 star property
Fishersville
9.0 out of 10, Wonderful, (253 reviews)
"Stay here 2 times a year, and doesn’t disappoint."
United States
Kate
$114 nightly
The price is $127
Aug 30 - Aug 31
Total with taxes and fees
Valley Extended Suites
A hotel room with a bed, a sofa, a chair, and a view of the mountains.

5. Swannanoa Guest House

Swannanoa Guest House
2.0 star property
Afton
$629 nightly
The price is $666
Aug 31 - Sep 1
Total with taxes and fees
Swannanoa Guest House
An outdoor seating area with a view of a vineyard.

6. Afton Mountain Vineyards

Afton Mountain Vineyards
3.0 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
$386 nightly
The price is $434
Sep 24 - Sep 25
Total with taxes and fees
Afton Mountain Vineyards

7. Modern Nellysford Getaway on 40 Private Acres!

Modern Nellysford Getaway on 40 Private Acres!
3.0 star property
Nellysford
$579 nightly
The price is $650
Aug 27 - Aug 28
Total with taxes and fees
Modern Nellysford Getaway on 40 Private Acres!
A spacious living room with a stone fireplace, a ceiling fan, and a large TV mounted on the wall.

8. Stoney Creek Cottage Wintergreen w EV Charger

Stoney Creek Cottage Wintergreen w EV Charger
2.0 star property
Nellysford
$402 nightly
The price is $451
Sep 1 - Sep 2
Total with taxes and fees
Stoney Creek Cottage Wintergreen w EV Charger
A two-story house with a deck, large windows, and a garage.

9. Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
10.0 out of 10, Exceptional, (23 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
$207 nightly
The price is $225
Sep 24 - Sep 25
Total with taxes and fees
Love Ridge Mountain Lodging

10. SONSAK - MONTICELLO

SONSAK - MONTICELLO
3.5 star property
Charlottesville
10.0 out of 10, Exceptional, (4 reviews)
"Our stay was perfect. Hotels.com really messed up the booking and I almost didn’t have a place to stay. The host at this property held the room for me and we handled everything directly. He was great, the room was spectacular!"
United States
Crystal
$127 nightly
The price is $145
Aug 27 - Aug 28
Total with taxes and fees
SONSAK - MONTICELLO
A concrete patio with a wooden bench and a table, surrounded by greenery.

11. Staunton Underground

Staunton Underground
2.0 star property
Staunton
$189 nightly
The price is $212
Aug 30 - Aug 31
Total with taxes and fees
Staunton Underground
A view through a window of a lake surrounded by greenery and hills.

12. Clonmel Acres

Clonmel Acres
2.0 star property
Afton
$684 nightly
The price is $782
Aug 27 - Aug 28
Total with taxes and fees
Clonmel Acres
A hot tub with a wooden deck and a view of a forest.

13. Bear Tracks Cottage

Bear Tracks Cottage
2.0 star property
Nellysford
$363 nightly
The price is $408
Aug 31 - Sep 1
Total with taxes and fees
Bear Tracks Cottage
A hot tub with a view of a forest and mountains through a window.

14. Fox Hill

Fox Hill
2.0 star property
Afton
$404 nightly
The price is $454
Aug 31 - Sep 1
Total with taxes and fees
Fox Hill
A wooden cabin with a sliding door, a hot tub, and string lights.

15. The Reserve at 151

The Reserve at 151
2.0 star property
Afton
10.0 out of 10, Exceptional, (1 review)
$529 nightly
The price is $594
Aug 30 - Aug 31
Total with taxes and fees
The Reserve at 151
A modern living room with a fireplace, a large flat-screen TV, a ceiling fan, and a comfortable sofa.

16. Fishersville Oasis

Fishersville Oasis
2.0 star property
Fishersville
2.0 out of 10, (1 review)
$210 nightly
The price is $234
Aug 27 - Aug 28
Total with taxes and fees
Fishersville Oasis
A modern kitchen with a wooden island, white bar stools, and a flat-screen TV.

17. Afton Clubhouse

Afton Clubhouse
2.0 star property
Afton
$489 nightly
The price is $549
Aug 30 - Aug 31
Total with taxes and fees
Afton Clubhouse
A cabin with a porch, surrounded by trees.

18. Nelson Cozy Cabin

Nelson Cozy Cabin
2.0 star property
Nellysford
$364 nightly
The price is $409
Aug 27 - Aug 28
Total with taxes and fees
Nelson Cozy Cabin
A fire pit with chairs, a small house with stairs, and trees in a yard.

19. Artisan's Cottage

Artisan's Cottage
2.0 star property
Afton
$244 nightly
The price is $274
Sep 1 - Sep 2
Total with taxes and fees
Artisan's Cottage
A modern kitchen with a large island, dark cabinetry, and a view to the dining area.

20. Little Haven Cottage

Little Haven Cottage
2.0 star property
Afton
$369 nightly
The price is $414
Aug 27 - Aug 28
Total with taxes and fees
Little Haven Cottage
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

Country Inn & Suites by Radisson, Charlottesville-UVA, VA

Country Inn & Suites by Radisson, Charlottesville-UVA, VA

10/10 Excellent
"Staff was very kind and accommodating. We were in town for a wedding and we had a block of rooms. The breakfast was really good for a hotel breakfast. They had free bottled water and cookies available also. There's a Starbucks across the street and a Bodo's Bagels really close, which is a must try if you are in town. They do only have 1 set of washer/dryer so if you need to do laundry, you may have to wait for availability."
Rachel 5-night trip
Posted 1 hour ago
Country Inn & Suites by Radisson, Charlottesville-UVA, VA

Find out more about Waynesboro

Everything you need to know about Waynesboro vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Waynesboro vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Waynesboro vacation 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 low season months. For more hustle and bustle, you may prefer to visit Waynesboro in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $127 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Waynesboro rentals

At Expedia, we put the best Waynesboro vacation 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 vacation.

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.

Explore a world of travel with Expedia

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 29 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 Basic City Beer Co. 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.