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Waynesboro Holiday Rentals

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Holiday Rentals in Waynesboro

Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!
10.0 out of 10, Exceptional, (3)
"The owners have thought of just about everything to make this a home away from home. We really enjoyed our stay."
The price is NZ$1,099
includes taxes & fees
6 Jun - 7 Jun
Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!
Massanutten Resort by Tripforth
3.0 star property
7.8 out of 10, Good, (129)
"The only bad thing was the Woodstone pool opens late at 11 am"
Massanutten Resort by Tripforth
Mountainside Villas at Massanutten by Tripforth
3.5 star property
9.0 out of 10, Wonderful, (254)
"The best thing there I love it and enjoy my stay "
Mountainside Villas at Massanutten by Tripforth
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Massanutten's Woodstone Meadows by Tripforth
4.0 star property
9.0 out of 10, Wonderful, (182)
"Perfect and gorgeous resort. It’s located a short outside the central entrance to Shenandoah. "
Massanutten's Woodstone Meadows by Tripforth
Charming cottage retreat by Shenandoah National Park and Madison Run Trailhead
10.0 out of 10, Exceptional, (16)
"Very quaint cottage in the country. Close to Shenandoah park. Beautiful yard and landscaping and by a creek. Host had a generous supply of things in case you forgot your own. Very thoughtful. Enjoyed our stay."
Charming cottage retreat by Shenandoah National Park and Madison Run Trailhead
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
9.0 out of 10, Wonderful, (238)
"We were very happy with our stay at this lovely place! It was a wonderful experience and we are looking forward to the next time."
The price is NZ$351
includes taxes & fees
10 Jun - 11 Jun
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Restored Vintage Airstream at Craft Brewery
9.6 out of 10, Exceptional, (8)
"Cute, wonderful place"
Restored Vintage Airstream at Craft Brewery
Massanuttens Shenandoah Villas by Tripforth
4.0 star property
7.6 out of 10, Good, (111)
"The hot tub did do work fire place was complicated and romote needs batteries but it was beautiful "
Massanuttens Shenandoah Villas by Tripforth
Massanutten Getaway - Great WiFi and Pet friendly
9.6 out of 10, Exceptional, (77)
"Had a great stay, will definitely be coming back! Home was clean, spacious, and had lots of entertainment for the kids. Great location to slopes/hiking trails and whatever else you need on the resort."
Massanutten Getaway - Great WiFi and Pet friendly
Pete's Place: Forest retreat near wineries, Blue Ridge School, and Shenandoah NP
10.0 out of 10, Exceptional, (20)
"Everything went perfectly because of the good communication by the host."
The price is NZ$321
includes taxes & fees
3 Jul - 4 Jul
Pete's Place: Forest retreat near wineries, Blue Ridge School, and Shenandoah NP
Massanutten Near Slopes, 2 Masters, Pool Table, Air Hockey, 2 FPs
9.8 out of 10, Exceptional, (280)
"Very clean, large house with great amenities. Kevin was great to work with before and during our stay!"
Massanutten Near Slopes, 2 Masters, Pool Table, Air Hockey, 2 FPs
The Summit at Massanutten Resort by Tripforth
3.5 star property
9.2 out of 10, Wonderful, (46)
"Beautiful views. Condos were great to stay with family. Love the kitchen. I was able to cook all meals for my family of 4. Jet tubs were dirty so I cleaned it but still felt uneasy taking a bath. Aesthetic of it was nice though. I also loved the options of different activities for adults and family. "
The Summit at Massanutten Resort by Tripforth
Tree top home in Massanutten next to slopes
9.6 out of 10, Exceptional, (72)
"We enjoyed our 2 nights here…would recommend"
Tree top home in Massanutten next to slopes
Log cabin home with mountain and ski slope views
9.4 out of 10, Exceptional, (50)
"This is a great house, located very close to the resort. Beautiful views and many amenities made this a wonderful home away from home."
Log cabin home with mountain and ski slope views
Relax at 3100 feet and enjoy the peace and tranquility
9.8 out of 10, Exceptional, (59)
"The listing was accurate to what is presented. Very clean and easy to find with GPS. Close drive to National Park entrance. Gorgeous views."
Relax at 3100 feet and enjoy the peace and tranquility
Mountain Chalet – Panoramic Views of Blue Ridge Mountains!
9.8 out of 10, Exceptional, (55)
"We had a lovely stay. The area was gorgeous and the house was comfortable and perfect for our family of 5."
Mountain Chalet – Panoramic Views of Blue Ridge Mountains!
Newly Renovated Vacation 4 bedroom Resort House in Massanutten VA!
9.0 out of 10, Wonderful, (17)
"Enjoyed the stay. Very convenient with Massanutten and near JMU. Some nice sight seeing. The property is well maintained and very quick response time by the manager. They are strict on checkout times. I got a message 15 min before checkout warning me that the housekeeper was waiting on us and that I had 15 min. This was after a snafu at checkin where, even though we were an hour late for checkin, the property wasn’t quite ready. Not a big deal, especially since we booked the day before. Loved...
Newly Renovated Vacation 4 bedroom Resort House in Massanutten VA!
Mountain Top Log home with slope views- Walk to amenities
9.8 out of 10, Exceptional, (53)
"The craftsmanship of this cabin is unmatched. It has such a warm and welcoming feeling when you are there. Everybody loved the cabin and the stay. We have stayed here twice so far and plan on visiting many more times!"
Mountain Top Log home with slope views- Walk to amenities
Massanutten, easy drive to slopes!, lower level entrance, Pet-friendly, JMU,
9.4 out of 10, Exceptional, (25)
"Very nice house, we stayed here for 5 nights and I’d recommend it to anyone that wants to utilize it for Massanutten or Shenandoah national park."
Massanutten, easy drive to slopes!, lower level entrance, Pet-friendly, JMU,
Beautiful Big Resort Home,Views, Pool table, Ping Pong, Air Hockey, Foosball
10.0 out of 10, Exceptional, (341)
"It was an excellent location and a nice and spacious house. We enjoyed a lot in this house during our stay. A couple of things were checked out. We found out just before we left that we had to do bed sheets to load, start the washing machine, and bring thrash to the dumpster, which was 3 miles away."
Beautiful Big Resort Home,Views, Pool table, Ping Pong, Air Hockey, Foosball
Don't see what you're looking for?
See all available properties in Waynesboro
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.

Other types of properties in Waynesboro you may be interested in

Wingate by Wyndham Waynesboro
2.5 star property
8.6 out of 10, Excellent, (460)
"Checking is easy and staff are friendly "
The price is NZ$140
includes taxes & fees
9 Jun - 10 Jun
Wingate by Wyndham Waynesboro
Days Inn by Wyndham Waynesboro
2.0 star property
7.2 out of 10, Good, (1005)
"Good pricing"
The price is NZ$117
includes taxes & fees
14 Jun - 15 Jun
Days Inn by Wyndham Waynesboro
Holiday Inn Express And Suites Waynesboro East, an IHG Hotel
2.5 star property
9.0 out of 10, Wonderful, (116)
"Clean "
The price is NZ$205
includes taxes & fees
11 Jun - 12 Jun
Holiday Inn Express And Suites Waynesboro East, an IHG Hotel
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Waynesboro holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Waynesboro. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Waynesboro. Seeing all the best attractions is bound to make you fall in love with Waynesboro. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Waynesboro short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Waynesboro?

Yes, there are holiday rentals in Waynesboro close to War Fields, 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?

Massanutten's Woodstone Meadows by Tripforth: This holiday home rental outside of Waynesboro is located near skiing, and has an outdoor pool, an arcade/games room and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave and kitchenware.

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 Waynesboro Heritage Museum and Shenandoah Valley Art Center, 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 P. Buckley Moss Gallery 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.

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