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Top Holiday Rentals in Waynesboro

The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!

10.0 out of 10, Exceptional, (17)
"Beautiful home, very comfortable, and uniquely fun decor. Highly recommend!"
The price is £129
includes taxes & fees
8 Jul - 9 Jul
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!

Waynesboro Home Near Wintergreen Charlottesville

2.0 star property
The price is £442
includes taxes & fees
6 Jul - 7 Jul
Waynesboro Home Near Wintergreen Charlottesville

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

9.6 out of 10, Exceptional, (32)
"We came up here to see a show. The house was perfect and in a great location. The hot tub was nice and very relaxing."
The price is £161
includes taxes & fees
28 Jul - 29 Jul
NEW! Cheerful 2 bd bungalow with hot tub. Must see!

Farmhouse at the foot of the Blue Ridge Mountains

10.0 out of 10, Exceptional, (23)
"This is a very comfortable, wonderfully quiet place. Excellent spot for a family. "
The price is £206
includes taxes & fees
22 Jul - 23 Jul
Farmhouse at the foot of the Blue Ridge Mountains

The Hawksbill Haus (w/ hot tub)

9.6 out of 10, Exceptional, (7)
"Home was as described. Location was close enough to stores and attractions. Hot tub was nice."
The price is £249
includes taxes & fees
16 Jul - 17 Jul
The Hawksbill Haus (w/ hot tub)

Home with amazing location, 25min to Wintergreen, 30 min to Charlottesville, 20 min Staunton

The price is £473
includes taxes & fees
6 Jul - 7 Jul
Home with amazing location, 25min to Wintergreen, 30 min to Charlottesville, 20 min Staunton

Charming 3-bedroom house in Waynesboro with WiFi, AC

Charming 3-bedroom house in Waynesboro with WiFi, AC

The Farmhouse at Wellington: Waynesboro, Sleeps 12

10.0 out of 10, Exceptional, (5)
"The house was convenient and the downstairs was big. Kitchen was wwkl stocked. Besrooms were just what we needed."
The price is £500
includes taxes & fees
8 Jul - 9 Jul
The Farmhouse at Wellington: Waynesboro, Sleeps 12

Charming Updated 3 Bedroom Home Near Downtown

9.8 out of 10, Exceptional, (54)
"Super accommodating host and very nice property— clean and comfortable. "
The price is £328
includes taxes & fees
6 Jul - 7 Jul
Charming Updated 3 Bedroom Home Near Downtown

Charming 2-bedroom Downtown Retreat in Charlottesville with parking & wifi

2.0 star property
8.8 out of 10, Excellent, (6)
"Stayed here for one night for a concert at JPJ. Perfect location, cute and clean house, snacks & coffee there when we arrived, easy access and great communication! "
Charming 2-bedroom Downtown Retreat in Charlottesville with parking & wifi

Historic Beauty and Walkable to Everywhere

10.0 out of 10, Exceptional, (48)
"We really enjoyed our stay here. The house was wonderful, very nicely decorated and clean. We really liked how close it was to all the unique restaurants and downtown.Nightlife"
The price is £266
includes taxes & fees
20 Jul - 21 Jul
Historic Beauty and Walkable to Everywhere

Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!

9.8 out of 10, Exceptional, (46)
"This was a perfect spot for exploring Charlottesville for a few days. Loved being so close to the downtown mall, an easy walk to explore shops and restaurants there, and also the great restaurants in the Belmont neighborhood. "
The price is £203
includes taxes & fees
20 Jul - 21 Jul
Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!

Montrose Manor- In the heart of Belmont!

2.0 star property
The price is £330
includes taxes & fees
6 Jul - 7 Jul
Montrose Manor- In the heart of Belmont!

Boutique Room steps from Downtown Mall | Rose Jean - Room #4

10.0 out of 10, Exceptional, (4)
"Property was as advertised, clean, and comfortable. Parking wasn’t a problem at all. There is a city parking lot across the street with reasonable rates. Great location and access to downtown. We also enjoyed the Asian restaurant next door."
Boutique Room steps from Downtown Mall | Rose Jean - Room #4

Boutique Room steps from Downtown Mall | Rose Jean - Room #3

10.0 out of 10, Exceptional, (13)
"We had a lovely visit and found some wonderful places to eat!"
The price is £171
includes taxes & fees
8 Jul - 9 Jul
Boutique Room steps from Downtown Mall | Rose Jean - Room #3

Boutique Room steps from Downtown Mall | Rose Jean - Room #1

9.2 out of 10, Wonderful, (10)
"Clean and comfortable and great location very close to Downtown mall."
The price is £171
includes taxes & fees
8 Jul - 9 Jul
Boutique Room steps from Downtown Mall | Rose Jean - Room #1

Boutique Room steps from Downtown Mall | Rose Jean - Room #2

9.8 out of 10, Exceptional, (10)
"clean, modest room, perfect location"
The price is £175
includes taxes & fees
14 Jul - 15 Jul
Boutique Room steps from Downtown Mall | Rose Jean - Room #2

Boutique Room steps from Downtown Mall | Rose Jean - Room #5

9.4 out of 10, Exceptional, (13)
"Loved the location, WiFi was a bit spotty."
Boutique Room steps from Downtown Mall | Rose Jean - Room #5

Solar, 2 BR, 1 Bath, UVa, Preston, Downtown, EV charger

10.0 out of 10, Exceptional, (21)
"Excellent decor. Very comfortable bed. Would stay again."
The price is £144
includes taxes & fees
6 Jul - 7 Jul
Solar, 2 BR, 1 Bath, UVa, Preston, Downtown, EV charger

Rugby Road Residential -RRR- near UVa and downtown

9.8 out of 10, Exceptional, (30)
"We had a great stay. The owners are kind and responsive, and the property was just as depicted in the photos. We would absolutely stay here again."
The price is £188
includes taxes & fees
3 Jul - 4 Jul
Rugby Road Residential -RRR- near UVa and downtown
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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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?

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.