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Waynesboro Vacation Rentals

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Vacation Rentals in Waynesboro

Mountainside Villas at Massanutten by Tripforth

3.5 star property
9.0 out of 10, Wonderful, (329)
"Property is quiet and clean, would come back for ski season. Lots of dining options and close to shopping area."
Mountainside Villas at Massanutten by Tripforth

Massanutten's Woodstone Meadows by Tripforth

4.0 star property
9.0 out of 10, Wonderful, (218)
"Nice and quiet place to stay over the weekend and food was great "
Massanutten's Woodstone Meadows by Tripforth

Massanutten Resort by Tripforth

3.0 star property
7.8 out of 10, Good, (153)
"Nice"
Massanutten Resort by Tripforth

Relax in Natures Beauty: Private Log Cabin with Spacious Open Living Area

10.0 out of 10, Exceptional, (14)
"Nice time exploring the area"
Relax in Natures Beauty: Private Log Cabin with Spacious Open Living Area

Mountainside Villas 2 Bedroom

9.6 out of 10, Exceptional, (16)
"Very closed to ski area. House is very spacious and clean."
Mountainside Villas 2 Bedroom

Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA

10.0 out of 10, Exceptional, (30)
"Great place to stay while enjoying the mountains."
The price is CA $199
CA $316 total
includes taxes & fees
Sep 2 - Sep 3
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA

Massanuttens Shenandoah Villas by Tripforth

4.0 star property
7.6 out of 10, Good, (143)
"It was nice."
Massanuttens Shenandoah Villas by Tripforth

Wow! What A View!

9.4 out of 10, Exceptional, (15)
"Découverte de la corse pour la 1ère fois. Proche de tous, plage, équitation mer montagne, spécialités, petit port avec restau,rando, village et super point de vue."
Wow! What A View!

Hot Tub - Massage Chair - Game Room - Fenced Yard

10.0 out of 10, Exceptional, (45)
"Really enjoyed the property and greatly appreciated the owner truly being pet friendly. The summer season is just getting started so mowed lawn to help with bug control and porch dusting would have been great. Overall great stay."
Hot Tub - Massage Chair - Game Room - Fenced Yard

Afton Mountain Vineyards

2.5 star property
The price is CA $409
CA $460 total
includes taxes & fees
Sep 2 - Sep 3
Afton Mountain Vineyards

Pete's Place: Forest retreat near wineries, Blue Ridge School, and Shenandoah NP

9.8 out of 10, Exceptional, (39)
"Great place...beautiful property and it was cozy and clean."
The price is CA $198
CA $257 total
includes taxes & fees
Sep 3 - Sep 4
Pete's Place: Forest retreat near wineries, Blue Ridge School, and Shenandoah NP

Shenandoah Villas One Bedroom Condo

2.0 star property
9.6 out of 10, Exceptional, (4)
"Loved the place. Very quiet, comfortable, roomy, had everything we needed. Location was great too."
Shenandoah Villas One Bedroom Condo

Love Ridge Mountain Lodging

3.0 star property
10.0 out of 10, Exceptional, (12)
"Amazing stay I had, very peaceful and very quiet. "
The price is CA $239
CA $351 total
includes taxes & fees
Sep 2 - Sep 3
Love Ridge Mountain Lodging

Downtown Carriage House | 1 BR Loft close to the historic downtown mall

9.4 out of 10, Exceptional, (75)
"Second stay here and all good!! "
Downtown Carriage House | 1 BR Loft close to the historic downtown mall

Cozy Cabin with private HOT TUB!

10.0 out of 10, Exceptional, (25)
"Very nice and relaxing...Will definitely reccommend to friends."
Cozy Cabin with private HOT TUB!

7BR Massanutten Home with Hot Tub, Sauna, and Game Room. Sleeps 18!

7BR Massanutten Home with Hot Tub, Sauna, and Game Room. Sleeps 18!

Unique Cypress cottage, close to Charlottesville with mountain views.

10.0 out of 10, Exceptional, (38)
"Perfect location for winery, golf, dining and shopping in the Crozet and Charlottesville area. I would definitely recommend and consider staying here again."
The price is CA $220
CA $413 total
includes taxes & fees
Sep 2 - Sep 3
Unique Cypress cottage, close to Charlottesville with mountain views.

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

9.0 out of 10, Wonderful, (292)
"We stayed at the condo in end of May. Beautiful view, nice location in hills. "
The price is CA $144
CA $329 total
includes taxes & fees
Sep 14 - Sep 15
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Ivy Rose Cottage nestled b/t Cville & Vineyards

10.0 out of 10, Exceptional, (59)
"The cottage was super adorable and perfect for our little weekend getaway!!! "
The price is CA $246
CA $465 total
includes taxes & fees
Sep 2 - Sep 3
Ivy Rose Cottage nestled b/t Cville & Vineyards

Massanutten Chalet

10.0 out of 10, Exceptional, (40)
"Beautiful home and in close proximity to Massanutten Ski Resort!! "
The price is CA $183
CA $488 total
includes taxes & fees
Sep 2 - Sep 3
Massanutten Chalet
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

Find out more about Waynesboro

Everything you need to know about Waynesboro vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Waynesboro vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Waynesboro vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Waynesboro vacation rentals we have selected for you start as low as CA $144 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 vacation 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 vacation.

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 vacation rentals in Waynesboro?

Yes, we have vacation rentals in Waynesboro close to War Fields, 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?

Mountainside Villas at Massanutten by Tripforth: Visitors like this Waynesboro vacation home rental. It is located near skiing and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Amenities like kitchenware and free parking are also available for your convenience. You and your friends and family can relax into your vacation with amenities like an outdoor tennis court.

How many vacation rentals are there in Waynesboro?

With 26 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 Zeus Digital Theater 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 Basic City Beer Co. 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.