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

Waynesboro Vacation Rentals

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Our top choices for Waynesboro vacation rentals

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 CA $157
CA $260 total
includes taxes & fees
Aug 16 - Aug 17
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!

2. The Farmhouse at Wellington

The Farmhouse at Wellington
2.0 star property
Waynesboro
The price is CA $313
CA $775 total
includes taxes & fees
Aug 13 - Aug 14
The Farmhouse at Wellington

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 CA $285
CA $802 total
includes taxes & fees
Sep 3 - Sep 4
Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot 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 CA $163
CA $282 total
includes taxes & fees
Aug 13 - Aug 14
NEW! Cheerful 2 bd bungalow with hot tub. Must see!

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 CA $152
CA $367 total
includes taxes & fees
Aug 19 - Aug 20
Shenandoah Valley Atelier: NEW Waynesboro Loft

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 price is CA $184
CA $498 total
includes taxes & fees
Aug 13 - Aug 14
The Hawksbill Haus (w/ hot tub)

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 Wayne Shire: Sleeps 8 + Downtown Waynesboro

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 price is CA $314
CA $883 total
includes taxes & fees
Aug 13 - Aug 14
The Farmhouse at Wellington: Waynesboro, Sleeps 12

9. Room Near Shenandoah National Park

Room Near Shenandoah National Park
Waynesboro
Room Near Shenandoah National Park

10. The Guest Wing at Kateri

The Guest Wing at Kateri
2.0 star property
Waynesboro
The price is CA $188
CA $314 total
includes taxes & fees
Sep 2 - Sep 3
The Guest Wing at Kateri

11. Afton Mountain Scenic Stay

Afton Mountain Scenic Stay
Waynesboro
The price is CA $167
CA $242 total
includes taxes & fees
Aug 18 - Aug 19
Afton Mountain Scenic Stay

12. Blue Ridge Scenic Retreat

Blue Ridge Scenic Retreat
Waynesboro
Blue Ridge Scenic Retreat

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 CA $185
CA $351 total
includes taxes & fees
Sep 9 - Sep 10
The Guest Wing at Kateri: Luxury Stay Waynesboro

14. Skyline Drive Weekend Stay

Skyline Drive Weekend Stay
Waynesboro
Skyline Drive Weekend Stay

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 CA $136
CA $310 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

Find out more about Waynesboro

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Waynesboro. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.