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Waynesboro Holiday Rentals

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Holiday Rentals in Waynesboro

Apartment in Waynesboro

2.5 star property
9.4 out of 10, Exceptional, (53)
"Always a pleasant stay."
United States
MARJORIE
The price is AU$134
includes taxes & fees
1 Jan - 2 Jan 2026
Affordable Suites of America Waynesboro

Townhouse in Staunton

3.5 star property
8.8 out of 10, Excellent, (58)
"Great place to stay in charming Staunton!"
United States
Kate
The price is AU$345
includes taxes & fees
16 Dec - 17 Dec
The Storefront

Holiday Home in McGaheysville

3.5 star property
9.0 out of 10, Wonderful, (336)
"Nice peaceful stay! Check-in was fast and smooth! Room was clean and inviting ! "
United States
Nikesha
Mountainside Villas at Massanutten by Tripforth

Apartment in Fishersville

3.0 star property
9.0 out of 10, Wonderful, (216)
"I liked the cleanliness of the suite, the fully staffed kitchen, the large bathroom, the comfortable bed, the ease and safety of the parking area."
United States
Tammy
The price is AU$193
includes taxes & fees
16 Dec - 17 Dec
Valley Extended Suites

Cabin in Montebello

3.0 star property
10.0 out of 10, Exceptional, (13)
"Amazing stay I had, very peaceful and very quiet. "
United States
Abby
The price is AU$391
includes taxes & fees
4 Dec - 5 Dec
Love Ridge Mountain Lodging

Apartment in Fry's Spring

2.0 star property
8.0 out of 10, Very good, (80)
"Simple, clean comfortable suite. Full kitchen with frig, stove and microwave. Convenient to UVA campus and football stadium. "
United States
Anonymous traveller
Affordable Suites Charlottesville

Cabin in Afton

2.5 star property
10.0 out of 10, Exceptional, (1)
"Amazing little cottage with everything you need. Loved the back porch and listening to music from the winery and enjoying the view. Good news, did not hear the music inside. "
United States
Kristin
The price is AU$598
includes taxes & fees
16 Dec - 17 Dec
Afton Mountain Vineyards

Apartment in Nellysford

2.0 star property
The price is AU$653
includes taxes & fees
7 Dec - 8 Dec
Stoney Creek Cottage Wintergreen w EV Charger

Cottage in Nellysford

3.0 star property
The price is AU$940
includes taxes & fees
24 Dec - 25 Dec
Modern Nellysford Getaway on 40 Private Acres!

Cabin in Nellysford

2.0 star property
10.0 out of 10, Exceptional, (3)
"Love the area"
United States
Toni
The price is AU$593
includes taxes & fees
7 Dec - 8 Dec
Blackwood Chalet

Holiday Home in McGaheysville

3.0 star property
7.8 out of 10, Good, (158)
"Spacious facility, quiet/peaceful atmosphere "
United States
Lisa
The price is AU$166
includes taxes & fees
15 Dec - 16 Dec
Massanutten Resort by Tripforth

Apartment in Staunton

2.0 star property
10.0 out of 10, Exceptional, (5)
"Well-appointed, large space conveniently located within walking distance to downtown. Comfy bed and all the expected amenities. Excellent communication. "
United States
Jani
The price is AU$244
includes taxes & fees
7 Dec - 8 Dec
The Shenandoah Suite

Apartment in Staunton

2.0 star property
10.0 out of 10, Exceptional, (6)
"It was really nice. A bit pricey. "
United States
Bonny
The price is AU$243
includes taxes & fees
16 Dec - 17 Dec
The Bohemian Suite

Apartment in Staunton

2.0 star property
8.6 out of 10, Excellent, (7)
"The space,the location,the parking,the details! It truly felt like my apartment away from home! This place is a must stay!"
United States
Dorothy
The price is AU$243
includes taxes & fees
16 Dec - 17 Dec
The Urban Cowboy

Apartment in Staunton

2.0 star property
10.0 out of 10, Exceptional, (3)
"Clean, comfortable, fun, well appointed and thoughtful details. A great place. "
United States
Stacey
The price is AU$576
includes taxes & fees
4 Dec - 5 Dec
North Central Loft

Apartment in Staunton

2.0 star property
10.0 out of 10, Exceptional, (6)
"Cute and tidy. Easy check in and out. Easy parking and walk to dining. EV charge is for teslas, you'll need an adapter."
United States
Jennifer
The price is AU$243
includes taxes & fees
16 Dec - 17 Dec
The Serendipity Suite

Apartment in Staunton

2.0 star property
9.4 out of 10, Exceptional, (3)
"Quiet homey environment in a great location. Clean and cozy. Really appreciated the coffee and other amenities. Would definitely stay here again !"
United States
Areej
The price is AU$244
includes taxes & fees
4 Dec - 5 Dec
The Bons Amis Suite

Holiday Home in McGaheysville

3.5 star property
9.0 out of 10, Wonderful, (67)
"Beautiful resort, clean & spacious condo. Lots of activities for the family to enjoy. I recommend staying away from the timeshare presentation they offer guest. "
United States
Shaunte'
The price is AU$1,451
includes taxes & fees
1 Jan - 2 Jan 2026
The Summit at Massanutten Resort by Tripforth
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$166 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 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 Shenandoah Valley Art Center and Wayne Theatre, 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.