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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 reviews
"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$981
includes taxes & fees
2 Jun - 3 Jun
Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!
Massanutten's Woodstone Meadows by Tripforth
4.0 star property
9.0 out of 10, Wonderful, 182 reviews
"Perfect and gorgeous resort. It’s located a short outside the central entrance to Shenandoah. "
Massanutten's Woodstone Meadows by Tripforth
Mountainside Villas at Massanutten by Tripforth
3.5 star property
9.0 out of 10, Wonderful, 254 reviews
"The best thing there I love it and enjoy my stay "
Mountainside Villas at Massanutten by Tripforth
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Massanutten Resort by Tripforth
3.0 star property
7.8 out of 10, Good, 129 reviews
"Very nice property and resort area. Was pleasantly surprised with everything in the area. Will definitely visit again."
Massanutten Resort by Tripforth
Charming cottage retreat by Shenandoah National Park and Madison Run Trailhead
10.0 out of 10, Exceptional, 15 reviews
"The cottage is cute and very clean. There is a stream that runs through the property. It was peaceful to watch and listen to it from the porches. We spent time at the house and took day trips to Shenandoah National park and Grand Caverns. I would definitely book this same place again."
Charming cottage retreat by Shenandoah National Park and Madison Run Trailhead
Restored Vintage Airstream at Craft Brewery
9.6 out of 10, Exceptional, 8 reviews
"Cute, wonderful place"
Restored Vintage Airstream at Craft Brewery
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
9.0 out of 10, Wonderful, 238 reviews
"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$355
includes taxes & fees
11 Jun - 12 Jun
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Tree top home in Massanutten next to slopes
9.6 out of 10, Exceptional, 72 reviews
"We enjoyed our 2 nights here…would recommend"
Tree top home in Massanutten next to slopes
Massanutten Near Slopes, 2 Masters, Pool Table, Air Hockey, 2 FPs
9.8 out of 10, Exceptional, 280 reviews
"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
Massanuttens Shenandoah Villas by Tripforth
4.0 star property
7.6 out of 10, Good, 111 reviews
"The hot tub did do work fire place was complicated and romote needs batteries but it was beautiful "
Massanuttens Shenandoah Villas by Tripforth
The Summit at Massanutten Resort by Tripforth
3.5 star property
9.2 out of 10, Wonderful, 46 reviews
"Very nice place to stay, enough space, very clean and close to a lot of activities. We would stay here again"
The Summit at Massanutten Resort by Tripforth
Massanutten Getaway - Great WiFi and Pet friendly
9.6 out of 10, Exceptional, 77 reviews
"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
Massanutten, easy drive to slopes!, lower level entrance, Pet-friendly, JMU,
9.4 out of 10, Exceptional, 25 reviews
"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,
Alpine Vista- One of the best views- Brand New Renovations -3 King Beds!
9.6 out of 10, Exceptional, 83 reviews
"Great home with a lovely view of the valley. Great area with the resort, and a nice golf course. House was very accommodating. 9 of us had room to spare."
Alpine Vista- One of the best views- Brand New Renovations -3 King Beds!
Log cabin home with mountain and ski slope views
9.4 out of 10, Exceptional, 50 reviews
"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
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
10.0 out of 10, Exceptional, 272 reviews
"We thoroughly enjoyed our stay at this condo. Quiet neighborhood and very comfortable. Appreciated all the basics offered that other rentals do not such as soap, garbage bags, toilet paper. But the owners went above that and had lotions, specialty soaps, cleaning supplies etc. Well stocked kitchen for cooking. While it was just the two of us we liked that there were games available for families and there was a nook upstairs for kids to get away. Highly recommend and would definitely come visit...
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
Relax at 3100 feet and enjoy the peace and tranquility
9.8 out of 10, Exceptional, 59 reviews
"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
Quiet Blue Ridge Mountain Cottage
9.6 out of 10, Exceptional, 73 reviews
"Easy in and out."
Quiet Blue Ridge Mountain Cottage
The Bonnie Retreat in Massanutten
10.0 out of 10, Exceptional, 142 reviews
"Very clean updated place for a family gathering. Kitchen was extra great with all you need to cook up some dinners. Plenty of beds and baths to give everyone some privacy. The wrap around porch was awesome with nice sturdy chairs for everyone It was also great for the kids to run and play and view the woods and deer. All over outstanding place!!!"
The Bonnie Retreat in Massanutten
Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious
10.0 out of 10, Exceptional, 220 reviews
"Bill and Cynthia are such amazing hosts and the property inside and out exemplifies it. What a great place to stay for some serious rural R&R! The property was very clean. They have thought of everything one would need for a delightful get away. If you forgot anything, just ask and they are sure to help one way or another. The Fresh eggs, courtesy of their chickens, were a treat and the farm animals are such fun…esp Posy, Zoey and Hemingway. We hope to return soon for a longer retreat! Thank you...
Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious
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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, 453 reviews
"Nice and relaxing"
The price is NZ$142
includes taxes & fees
16 Jun - 17 Jun
Wingate by Wyndham Waynesboro
Holiday Inn Express And Suites Waynesboro East, an IHG Hotel
2.5 star property
9.0 out of 10, Wonderful, 111 reviews
"This was our second stay here. The staff is super helpful. Breakfast is great. Location is close to lots of wineries and breweries. I am sure we will be back. "
The price is NZ$207
includes taxes & fees
2 Jun - 3 Jun
Holiday Inn Express And Suites Waynesboro East, an IHG Hotel
Days Inn by Wyndham Waynesboro
2.0 star property
7.2 out of 10, Good, 1,005 reviews
"Property convenient to Highway, No difficulty at signing in. Room is clean."
The price is NZ$121
includes taxes & fees
14 Jun - 15 Jun
Days Inn by Wyndham 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.

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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