Waynesboro Holiday Rentals

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Check prices for these dates

In two weeks
5 Jun - 7 Jun
In two months
17 Jul - 19 Jul
In three months
14 Aug - 16 Aug
In four months
11 Sept - 13 Sept

Our top choices for Waynesboro holiday rentals

Private kitchen

Affordable Suites of America Waynesboro

Affordable Suites of America Waynesboro
2.5 star property
Waynesboro
9.2 out of 10, Wonderful, (58 reviews)
"Very good value, would definitely stay again"
United States
Frank
The price is HK$619
HK$689 total
includes taxes & fees
27 May - 28 May
Affordable Suites of America Waynesboro
Outdoor spa tub

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, (56 reviews)
"Our host did a great job!! She thought of everything to make your stay enjoyable. We will definitely be returning."
United States
Cora S.
The price is HK$916
HK$1,612 total
includes taxes & fees
21 May - 22 May
NEW! Cheerful 2 bd bungalow with hot tub. Must see!
Terrace/patio

Blair's Vintage Apartment Nestled in Wine Country

Blair's Vintage Apartment Nestled in Wine Country
Waynesboro
10.0 out of 10, Exceptional, (24 reviews)
"Had a fantastic time staying here. Apartment was super cozy and close to Shenandoah National Park. Deborah was a great hostess. "
United States
Matthew H.
The price is HK$767
HK$1,778 total
includes taxes & fees
27 May - 28 May
Blair's Vintage Apartment Nestled in Wine Country
TV

Shenandoah Valley Atelier: NEW Waynesboro Loft

Shenandoah Valley Atelier: NEW Waynesboro Loft
Waynesboro
10.0 out of 10, Exceptional, (13 reviews)
"This property is comfortable, restful, and beautiful. Very clean and had everything we needed."
United States
Kathy B.
The price is HK$854
HK$2,066 total
includes taxes & fees
20 May - 21 May
Shenandoah Valley Atelier: NEW Waynesboro Loft
Exterior detail

The Cottage at Frogmorton

The Cottage at Frogmorton
Waynesboro
10.0 out of 10, Exceptional, (6 reviews)
"Everything was just as stated in the write up. Beautiful, quaint little cottage, very clean and easy check-in, check out process. We thoroughly enjoyed our stay."
United States
Tim W.
The price is HK$987
HK$1,551 total
includes taxes & fees
20 May - 21 May
The Cottage at Frogmorton
Exterior detail

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, (20 reviews)
"The perfect stay for a wedding weekend in Waynesboro. It was very warm and accommodating and I can’t say enough good things about it. Thank you for a great weekend"
United States
Michael W.
The price is HK$881
HK$1,469 total
includes taxes & fees
31 May - 1 Jun
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
Fridge, microwave, oven, stovetop

The Farmhouse at Wellington: Waynesboro, Sleeps 12

The Farmhouse at Wellington: Waynesboro, Sleeps 12
Waynesboro
9.6 out of 10, Exceptional, (8 reviews)
"The house was convenient and the downstairs was big. Kitchen was wwkl stocked. Besrooms were just what we needed."
United States
Becky R.
The price is HK$1,629
HK$4,750 total
includes taxes & fees
20 May - 21 May
The Farmhouse at Wellington: Waynesboro, Sleeps 12
Dining

The Hawksbill Haus (w/ hot tub)

The Hawksbill Haus (w/ hot tub)
Waynesboro
9.6 out of 10, Exceptional, (10 reviews)
"Attentive host, sweet old place, close to downtown Waynesboro."
United States
Rose P.
The price is HK$1,050
HK$2,790 total
includes taxes & fees
1 Jun - 2 Jun
The Hawksbill Haus (w/ hot tub)
Terrace/patio

Farmhouse at the foot of the Blue Ridge Mountains

Farmhouse at the foot of the Blue Ridge Mountains
Waynesboro
9.8 out of 10, Exceptional, (38 reviews)
"Great stay, my dog loved running around in the fenced backyard. "
United States
Caitlin P.
The price is HK$1,515
HK$2,087 total
includes taxes & fees
27 May - 28 May
Farmhouse at the foot of the Blue Ridge Mountains
Outdoor pool

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)
"The host is very responsive and nice! The property accommodated all of us comfortably and very convenient to the location where we celebrated New Year! "
United States
rahnee M.
The price is HK$1,208
HK$4,002 total
includes taxes & fees
25 May - 26 May
Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!
Exterior detail

Grey Pine Lodge | King Deluxe | Pet-Friendly! | BEST Location & Amenities!

Grey Pine Lodge | King Deluxe | Pet-Friendly! | BEST Location & Amenities!
Waynesboro
The price is HK$1,167
HK$1,607 total
includes taxes & fees
20 May - 21 May
Grey Pine Lodge | King Deluxe | Pet-Friendly! | BEST Location & Amenities!
Outdoor dining

The Guest Wing at Kateri: Luxury Stay Waynesboro

The Guest Wing at Kateri: Luxury Stay Waynesboro
Waynesboro
The Guest Wing at Kateri: Luxury Stay Waynesboro
TV

The Wayne Shire: Sleeps 8 + Downtown Waynesboro

The Wayne Shire: Sleeps 8 + Downtown Waynesboro
Waynesboro
The Wayne Shire: Sleeps 8 + Downtown Waynesboro
Dining

Charming 3-bedroom house in Waynesboro with WiFi, AC

Charming 3-bedroom house in Waynesboro with WiFi, AC
Waynesboro
2.0 out of 10, (1 review)
"we did not end up staying in this house. The owner first texted and said the bed arrangement was different than what was advertised. I accepted the change then about 2 hours before our planned arrival the owner text me and asks me to call him so I did. He tells me there is a terrible smell in one of the bedrooms that he could not find the source of but assumed it was a dead rodent. We declined to stay there and scrambled last minute for a hotel room nearby. The owner wanted us to cancel in the...
United States
Patricia D.
The price is HK$1,754
HK$2,414 total
includes taxes & fees
26 May - 27 May
Charming 3-bedroom house in Waynesboro with WiFi, AC
Property grounds

The Cottage @ Afton Mountain- Close to Wineries!

The Cottage @ Afton Mountain- Close to Wineries!
Afton
10.0 out of 10, Exceptional, (26 reviews)
"Clean property, spacious kitchen, accurate description, the laundry in the property added to the convenience. It was pleasant to stay in the property. Just make sure to get in touch with the host the night before check in or few hours before, because they might not respond back right away and the key to the property is a bit tricky."
United States
Caroline
The price is HK$1,135
HK$2,479 total
includes taxes & fees
20 May - 21 May
The Cottage @ Afton Mountain- Close to Wineries!
Property grounds

First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge

First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge
Wintergreen Resort
10.0 out of 10, Exceptional, (14 reviews)
"Had a great stay, location was perfect! Condo was very nice. "
United States
Alicia K.
The price is HK$634
HK$1,715 total
includes taxes & fees
21 May - 22 May
First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge
Exterior

Magical Log Cabin, streams in private yard, 4 bedrooms, pet friendly, WiFi

Magical Log Cabin, streams in private yard, 4 bedrooms, pet friendly, WiFi
Verona
10.0 out of 10, Exceptional, (70 reviews)
"This cabin was cute, quaint, and cozy for our weekend stay. The hot cocoa surprise was a perfect touch for the extremely cold weekend and the toys available for our fur babies helped keep them entertained during our stay."
United States
Sandra B.
The price is HK$1,018
HK$1,761 total
includes taxes & fees
20 May - 21 May
Magical Log Cabin, streams in private yard, 4 bedrooms, pet friendly, WiFi
Exterior

Shenandoah Mansion

Shenandoah Mansion
Elkton
8.8 out of 10, Excellent, (9 reviews)
"The house was amazing and very cozy. My family enjoyed the amenities that come with the property. I would visit again."
United States
Jansenia Diane
The price is HK$1,684
HK$9,686 total
includes taxes & fees
20 May - 21 May
Shenandoah Mansion
Exterior

Unique Cypress cottage, close to Charlottesville with mountain views.

Unique Cypress cottage, close to Charlottesville with mountain views.
Charlottesville
10.0 out of 10, Exceptional, (51 reviews)
"Great stay, very friendly, responsive owners."
United States
David F.
The price is HK$1,331
HK$2,461 total
includes taxes & fees
26 May - 27 May
Unique Cypress cottage, close to Charlottesville with mountain views.
Exterior

The Shenandoah Suite

The Shenandoah Suite
2.0 star property
Staunton
10.0 out of 10, Exceptional, (8 reviews)
"This was our second stay at this property (in a different apartment), and once again it did not disappoint. The space was clean, comfortable, and the kitchen was stocked with basic cooking items, though spices were minimal. The location is a big plus—easy walking distance to downtown restaurants—and we would definitely stay here again."
United States
Carrie
The price is HK$697
HK$1,394 total
includes taxes & fees
2 Jun - 3 Jun
The Shenandoah 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

Hotel Madison & Shenandoah Conference Ctr

Hotel Madison & Shenandoah Conference Ctr

8/10 Good
"Did not appreciate being charged for a stale breakfast buffet staffed by three wildly disinterested employees who couldn't be bothered to look a customer in the eye while asking for a tip on an automated device."
Adam 1-night trip
Posted 5 hours 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 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 25 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.