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Waynesboro Holiday Rentals

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Our top choices for Waynesboro holiday rentals

Grey Pine Lodge | King Classic ADA Accessible | Pet-Friendly! | BEST Location & Amenities!

Grey Pine Lodge | King Classic ADA Accessible | Pet-Friendly! | BEST Location & Amenities!
Waynesboro
10.0 out of 10, Exceptional, (1)
The price is NZ$295
includes taxes & fees
29 Dec - 30 Dec
Grey Pine Lodge | King Classic ADA Accessible | Pet-Friendly! | BEST Location & Amenities!

Blair's Vintage Apartment Nestled in Wine Country

Blair's Vintage Apartment Nestled in Wine Country
Waynesboro
10.0 out of 10, Exceptional, (23)
"Clean and vitage style type of apartment. Nice for a quiet stay."
United States
Darrell C.
The price is NZ$381
includes taxes & fees
29 Dec - 30 Dec
Blair's Vintage Apartment Nestled in Wine Country

Affordable Suites of America Waynesboro

Affordable Suites of America Waynesboro
2.5 star property
Waynesboro
9.4 out of 10, Exceptional, (53)
"Always a pleasant stay."
United States
MARJORIE
The price is NZ$150
includes taxes & fees
2 Jan - 3 Jan 2026
Affordable Suites of America Waynesboro

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, (19)
"Beautiful home, very comfortable, and uniquely fun decor. Highly recommend!"
United States
Melissa
The price is NZ$326
includes taxes & fees
28 Dec - 29 Dec
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!

Shenandoah Valley Atelier: NEW Waynesboro Loft

Shenandoah Valley Atelier: NEW Waynesboro Loft
Waynesboro
10.0 out of 10, Exceptional, (13)
"We had everything we needed in a comfortable, beautiful property. The view is lovely and the location is convenient for walking in town or hopping on the highway."
United States
Kathy
The price is NZ$452
includes taxes & fees
25 Jan - 26 Jan 2026
Shenandoah Valley Atelier: NEW Waynesboro Loft

NEW! Cheerful 2 bd bungalow with hot tub. Must see!

NEW! Cheerful 2 bd bungalow with hot tub. Must see!
Waynesboro
9.6 out of 10, Exceptional, (45)
"House matched description. Very clean and close to many activities. Definitely will stay again if we are in the area."
United States
Max H.
The price is NZ$349
includes taxes & fees
6 Jan - 7 Jan 2026
NEW! Cheerful 2 bd bungalow with hot tub. Must see!

Farmhouse at the foot of the Blue Ridge Mountains

Farmhouse at the foot of the Blue Ridge Mountains
Waynesboro
10.0 out of 10, Exceptional, (32)
"This is a very comfortable, wonderfully quiet place. Excellent spot for a family. "
United States
Abra
The price is NZ$441
includes taxes & fees
4 Jan - 5 Jan 2026
Farmhouse at the foot of the Blue Ridge Mountains

The Hawksbill Haus (w/ hot tub)

The Hawksbill Haus (w/ hot tub)
Waynesboro
9.6 out of 10, Exceptional, (10)
"Home was as described. Location was close enough to stores and attractions. Hot tub was nice."
United States
Catherine D.
The price is NZ$703
includes taxes & fees
7 Jan - 8 Jan 2026
The Hawksbill Haus (w/ hot tub)

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, (8)
"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 NZ$819
includes taxes & fees
29 Dec - 30 Dec
Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!

The Guest Wing at Kateri: Luxury Stay Waynesboro

The Guest Wing at Kateri: Luxury Stay Waynesboro
2.0 star property
Waynesboro
The price is NZ$353
includes taxes & fees
7 Jan - 8 Jan 2026
The Guest Wing at Kateri: Luxury Stay Waynesboro

Grey Pine Lodge | Queen/Queen | BEST Location & Amenities!

Grey Pine Lodge | Queen/Queen | BEST Location & Amenities!
Waynesboro
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 NZ$333
includes taxes & fees
30 Dec - 31 Dec
Grey Pine Lodge | Queen/Queen | BEST Location & Amenities!

Grey Pine Lodge | King Classic | BEST Location & Amenities!

Grey Pine Lodge | King Classic | BEST Location & Amenities!
Waynesboro
9.4 out of 10, Exceptional, (3)
"Loved it and plan to stay again sometime."
United States
Jeff L.
The price is NZ$295
includes taxes & fees
31 Dec - 1 Jan 2026
Grey Pine Lodge | King Classic | BEST Location & Amenities!

Grey Pine Lodge | Queen/Queen | Pet-Friendly! | BEST Location & Amenities!

Grey Pine Lodge | Queen/Queen | Pet-Friendly! | BEST Location & Amenities!
Waynesboro
9.6 out of 10, Exceptional, (9)
"We liked that it was pet friendly and a clean room. "
United States
Joe B.
The price is NZ$291
includes taxes & fees
28 Dec - 29 Dec
Grey Pine Lodge | Queen/Queen | Pet-Friendly! | BEST Location & Amenities!

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

Grey Pine Lodge | King Classic | Pet-Friendly! | BEST Location & Amenities!
Waynesboro
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 NZ$260
includes taxes & fees
28 Dec - 29 Dec
Grey Pine Lodge | King Classic | Pet-Friendly! | BEST Location & Amenities!

The Farmhouse at Wellington: Waynesboro, Sleeps 12

The Farmhouse at Wellington: Waynesboro, Sleeps 12
Waynesboro
10.0 out of 10, Exceptional, (6)
"The house was convenient and the downstairs was big. Kitchen was wwkl stocked. Besrooms were just what we needed."
United States
Becky R.
The Farmhouse at Wellington: Waynesboro, Sleeps 12

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

Grey Pine Lodge | King Deluxe | Pet-Friendly! | BEST Location & Amenities!
Waynesboro
The price is NZ$271
includes taxes & fees
28 Dec - 29 Dec
Grey Pine Lodge | King Deluxe | Pet-Friendly! | BEST Location & Amenities!

Grey Pine Lodge | King Deluxe | BEST Location & Amenities!

Grey Pine Lodge | King Deluxe | BEST Location & Amenities!
Waynesboro
The price is NZ$271
includes taxes & fees
28 Dec - 29 Dec
Grey Pine Lodge | King Deluxe | BEST Location & Amenities!

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)
"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 NZ$455
includes taxes & fees
1 Jan - 2 Jan 2026
Charming 3-bedroom house in Waynesboro with WiFi, AC

Grey Pine Lodge | Queen Comfort | BEST Location & Amenities!

Grey Pine Lodge | Queen Comfort | BEST Location & Amenities!
Waynesboro
2.0 out of 10, (1)
The price is NZ$255
includes taxes & fees
28 Dec - 29 Dec
Grey Pine Lodge | Queen Comfort | BEST Location & Amenities!

The Storefront

The Storefront
3.5 star property
Staunton
8.8 out of 10, Excellent, (58)
"Great place to stay in charming Staunton!"
United States
Kate
The price is NZ$388
includes taxes & fees
28 Dec - 29 Dec
The Storefront
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 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 NZ$338 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 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 27 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 Rockfish Gap Entrance Shenandoah and Shenandoah National Park 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.