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Waynesboro Holiday Rentals

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Holiday Rentals in Waynesboro

The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
10.0 out of 10, Exceptional, (19)
"Beautiful home, very comfortable, and uniquely fun decor. Highly recommend!"
United States
Melissa
The price is AU$270
includes taxes & fees
3 Nov - 4 Nov
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!
10.0 out of 10, Exceptional, (7)
"We really enjoyed our stay at the property! With so many rooms, there was space for everyone, and everything was very clean upon our arrival. The hot tub was perfect for a cold night! "
United States
Stephen S.
The price is AU$780
includes taxes & fees
22 Oct - 23 Oct
Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!
The Hawksbill Haus (w/ hot tub)
9.6 out of 10, Exceptional, (8)
"Home was as described. Location was close enough to stores and attractions. Hot tub was nice."
United States
Catherine D.
The price is AU$520
includes taxes & fees
29 Oct - 30 Oct
The Hawksbill Haus (w/ hot tub)
NEW! Cheerful 2 bd bungalow with hot tub. Must see!
9.8 out of 10, Exceptional, (43)
"We enjoyed this cozy home during our annual trip to the area. Loved the charming, private backyard. Nearby vineyards and Blue Ridge Parkway were an added bonus. "
United States
Virginia W.
The price is AU$343
includes taxes & fees
4 Nov - 5 Nov
NEW! Cheerful 2 bd bungalow with hot tub. Must see!
Shenandoah Valley Atelier: NEW Waynesboro Loft
10.0 out of 10, Exceptional, (10)
"Great place and very close to great places to eat."
United States
Kathryn H.
The price is AU$408
includes taxes & fees
17 Nov - 18 Nov
Shenandoah Valley Atelier: NEW Waynesboro Loft
Blair's Vintage Apartment Nestled in Wine Country
9.8 out of 10, Exceptional, (17)
"Clean and vitage style type of apartment. Nice for a quiet stay."
United States
Darrell C.
The price is AU$348
includes taxes & fees
21 Oct - 22 Oct
Blair's Vintage Apartment Nestled in Wine Country
Grey Pine Lodge | King Classic ADA Accessible | Pet-Friendly! | BEST Location & Amenities!
10.0 out of 10, Exceptional, (1)
Grey Pine Lodge | King Classic ADA Accessible | Pet-Friendly! | BEST Location & Amenities!
Farmhouse at the foot of the Blue Ridge Mountains
10.0 out of 10, Exceptional, (27)
"We loved the farm atmosphere. Everything was beautiful"
United States
Robert
The price is AU$439
includes taxes & fees
18 Nov - 19 Nov
Farmhouse at the foot of the Blue Ridge Mountains
Charming 3-bedroom house in Waynesboro with WiFi, AC
The price is AU$489
includes taxes & fees
27 Oct - 28 Oct
Charming 3-bedroom house in Waynesboro with WiFi, AC
Grey Pine Lodge | King Classic | BEST Location & Amenities!
9.0 out of 10, Wonderful, (2)
"Loved it and plan to stay again sometime."
United States
Jeff L.
The price is AU$329
includes taxes & fees
19 Oct - 20 Oct
Grey Pine Lodge | King Classic | BEST Location & Amenities!
Grey Pine Lodge | Queen/Queen | BEST Location & Amenities!
10.0 out of 10, Exceptional, (2)
"Easy contact free check in. Code for your room. They also have a self serve gift shop with a complimentary coffee and water bar. Room was clean but I do wish the A/C was a little cooler. The room was humid when we got there. Throughout the night it got better. Beds were soft, comfy and clean"
United States
Justin
The price is AU$370
includes taxes & fees
19 Oct - 20 Oct
Grey Pine Lodge | Queen/Queen | BEST Location & Amenities!
Grey Pine Lodge | Queen/Queen | Pet-Friendly! | BEST Location & Amenities!
9.6 out of 10, Exceptional, (7)
"Lovely updated roadside lodge near the Blue Ridge Parkway, Skyline Drive, and the Blue Ridge Tunnel. Near the very cute town of Waynesboro and not far from Charlottesville."
United States
Jennifer H.
The price is AU$370
includes taxes & fees
19 Oct - 20 Oct
Grey Pine Lodge | Queen/Queen | Pet-Friendly! | BEST Location & Amenities!
Grey Pine Lodge | King Deluxe | BEST Location & Amenities!
The price is AU$407
includes taxes & fees
22 Oct - 23 Oct
Grey Pine Lodge | King Deluxe | BEST Location & Amenities!
Grey Pine Lodge | King Classic | Pet-Friendly! | BEST Location & Amenities!
7.6 out of 10, Good, (4)
"Grey Pine Lodge was just what we needed to enjoy dinner at a nearby winery. It is exactly as described and we would consider staying again the next time we are in the area."
United States
Eric C.
The price is AU$385
includes taxes & fees
21 Oct - 22 Oct
Grey Pine Lodge | King Classic | Pet-Friendly! | BEST Location & Amenities!
Grey Pine Lodge | King Deluxe | Pet-Friendly! | BEST Location & Amenities!
The price is AU$408
includes taxes & fees
21 Oct - 22 Oct
Grey Pine Lodge | King Deluxe | Pet-Friendly! | BEST Location & Amenities!
Grey Pine Lodge | Queen Comfort | BEST Location & Amenities!
2.0 out of 10, (1)
The price is AU$321
includes taxes & fees
20 Oct - 21 Oct
Grey Pine Lodge | Queen Comfort | BEST Location & Amenities!
The Storefront
3.5 star property
8.8 out of 10, Excellent, (57)
"Great place to stay in charming Staunton!"
United States
Kate
The price is AU$349
includes taxes & fees
2 Nov - 3 Nov
The Storefront
Valley Extended Suites
3.0 star property
9.0 out of 10, Wonderful, (206)
"Nice stay"
United States
swati
The price is AU$174
includes taxes & fees
21 Oct - 22 Oct
Valley Extended Suites
Welcome to the daughter of the stars
10.0 out of 10, Exceptional, (43)
"Cute place, had everything we needed. The hammock outside was lovely at night time. Very close to vineyards with grocery store a ~15 minute drive away. Would definitely stay again!"
United States
Cameron
The price is AU$322
includes taxes & fees
30 Oct - 31 Oct
Welcome to the daughter of the stars
Whimsical Creekside Cabin
10.0 out of 10, Exceptional, (31)
"Had a very quiet relaxing stay "
United States
Joyce I.
The price is AU$319
includes taxes & fees
3 Nov - 4 Nov
Whimsical Creekside Cabin
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, 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 favourite 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 depend 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 AU$319 per night. Entering your travel dates in the search wizard might find you 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 Wildlife Center of Virginia, 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 26 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 Shenandoah Valley Art Center 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 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.