Waynesboro Vacation Rentals

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Our top choices for Waynesboro vacation rentals

Affordable Suites of America Waynesboro

Affordable Suites of America Waynesboro
2.5 star property
Waynesboro
9.4 out of 10, Exceptional, (55 reviews)
"Friendly staff "
United States
Kyle
The price is CA $108
CA $120 total
includes taxes & fees
May 17 - May 18
Affordable Suites of America Waynesboro

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

NEW! Cheerful 2 bd bungalow with hot tub. Must see!
Waynesboro
9.8 out of 10, Exceptional, (55 reviews)
"Our host did a great job!! She thought of everything to make your stay enjoyable. We will definitely be returning."
United States
Cora S.
The price is CA $160
CA $280 total
includes taxes & fees
May 21 - May 22
NEW! Cheerful 2 bd bungalow with hot tub. Must see!

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

The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
Waynesboro
10.0 out of 10, Exceptional, (20 reviews)
"The perfect stay for a wedding weekend in Waynesboro. It was very warm and accommodating and I can’t say enough good things about it. Thank you for a great weekend"
United States
Michael W.
The price is CA $154
CA $255 total
includes taxes & fees
May 10 - May 11
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!

Shenandoah Valley Atelier: NEW Waynesboro Loft

Shenandoah Valley Atelier: NEW Waynesboro Loft
Waynesboro
10.0 out of 10, Exceptional, (13 reviews)
"This property is comfortable, restful, and beautiful. Very clean and had everything we needed."
United States
Kathy B.
The price is CA $149
CA $361 total
includes taxes & fees
May 10 - May 11
Shenandoah Valley Atelier: NEW Waynesboro Loft

Blair's Vintage Apartment Nestled in Wine Country

Blair's Vintage Apartment Nestled in Wine Country
Waynesboro
10.0 out of 10, Exceptional, (23 reviews)
"Had a fantastic time staying here. Apartment was super cozy and close to Shenandoah National Park. Deborah was a great hostess. "
United States
Matthew H.
The price is CA $134
CA $307 total
includes taxes & fees
May 29 - May 30
Blair's Vintage Apartment Nestled in Wine Country

The Hawksbill Haus (w/ hot tub)

The Hawksbill Haus (w/ hot tub)
Waynesboro
9.6 out of 10, Exceptional, (10 reviews)
"Attentive host, sweet old place, close to downtown Waynesboro."
United States
Rose P.
The price is CA $192
CA $502 total
includes taxes & fees
Jun 2 - Jun 3
The Hawksbill Haus (w/ hot tub)

The Farmhouse at Wellington: Waynesboro, Sleeps 12

The Farmhouse at Wellington: Waynesboro, Sleeps 12
Waynesboro
9.6 out of 10, Exceptional, (8 reviews)
"The house was convenient and the downstairs was big. Kitchen was wwkl stocked. Besrooms were just what we needed."
United States
Becky R.
The price is CA $272
CA $825 total
includes taxes & fees
May 11 - May 12
The Farmhouse at Wellington: Waynesboro, Sleeps 12

Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!

Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!
Waynesboro
10.0 out of 10, Exceptional, (9 reviews)
"The host is very responsive and nice! The property accommodated all of us comfortably and very convenient to the location where we celebrated New Year! "
United States
rahnee M.
The price is CA $211
CA $696 total
includes taxes & fees
May 10 - May 11
Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!

Farmhouse at the foot of the Blue Ridge Mountains

Farmhouse at the foot of the Blue Ridge Mountains
Waynesboro
9.8 out of 10, Exceptional, (38 reviews)
"Great stay, my dog loved running around in the fenced backyard. "
United States
Caitlin P.
The price is CA $265
CA $368 total
includes taxes & fees
May 20 - May 21
Farmhouse at the foot of the Blue Ridge Mountains

The Guest Wing at Kateri: Luxury Stay Waynesboro

The Guest Wing at Kateri: Luxury Stay Waynesboro
Waynesboro
The price is CA $178
CA $346 total
includes taxes & fees
May 27 - May 28
The Guest Wing at Kateri: Luxury Stay Waynesboro

Grey Pine Lodge | King Deluxe | Pet-Friendly! | BEST Location & Amenities!

Grey Pine Lodge | King Deluxe | Pet-Friendly! | BEST Location & Amenities!
Waynesboro
The price is CA $204
CA $282 total
includes taxes & fees
May 10 - May 11
Grey Pine Lodge | King Deluxe | Pet-Friendly! | BEST Location & Amenities!

Charming 3-bedroom house in Waynesboro with WiFi, AC

Charming 3-bedroom house in Waynesboro with WiFi, AC
Waynesboro
2.0 out of 10, (1 review)
"we did not end up staying in this house. The owner first texted and said the bed arrangement was different than what was advertised. I accepted the change then about 2 hours before our planned arrival the owner text me and asks me to call him so I did. He tells me there is a terrible smell in one of the bedrooms that he could not find the source of but assumed it was a dead rodent. We declined to stay there and scrambled last minute for a hotel room nearby. The owner wanted us to cancel in the...
United States
Patricia D.
The price is CA $310
CA $431 total
includes taxes & fees
May 26 - May 27
Charming 3-bedroom house in Waynesboro with WiFi, AC

SONSAK - MONTICELLO

SONSAK - MONTICELLO
3.5 star property
Charlottesville
The price is CA $174
CA $198 total
includes taxes & fees
May 10 - May 11
SONSAK - MONTICELLO

Unique Cypress cottage, close to Charlottesville with mountain views.

Unique Cypress cottage, close to Charlottesville with mountain views.
Charlottesville
10.0 out of 10, Exceptional, (51 reviews)
"The cabin was amazing, we will definitely be back. Check in was easy, and the cabin had everything we needed. It was spacious and beautifully constructed."
United States
David K.
The price is CA $219
CA $411 total
includes taxes & fees
May 12 - May 13
Unique Cypress cottage, close to Charlottesville with mountain views.

Whimsical Creekside Cabin

Whimsical Creekside Cabin
Vesuvius
10.0 out of 10, Exceptional, (56 reviews)
"The place & everything was great!"
United States
Major G.
The price is CA $135
CA $303 total
includes taxes & fees
May 12 - May 13
Whimsical Creekside Cabin

Shenandoah Mansion

Shenandoah Mansion
Elkton
8.8 out of 10, Excellent, (9 reviews)
"The house was amazing and very cozy. My family enjoyed the amenities that come with the property. I would visit again."
United States
Jansenia Diane
The price is CA $253
CA $1,642 total
includes taxes & fees
May 12 - May 13
Shenandoah Mansion

High Street | Walk to Everything Crozet | Pet-Friendly

High Street | Walk to Everything Crozet | Pet-Friendly
Crozet
9.8 out of 10, Exceptional, (108 reviews)
"Very clean and amazing location. Owners are very communicative. We certainly plan on returning in the future. "
United States
Anthony C.
The price is CA $273
CA $463 total
includes taxes & fees
May 27 - May 28
High Street | Walk to Everything Crozet | Pet-Friendly

Endless Mountain Top Views from All The Way Up!

Endless Mountain Top Views from All The Way Up!
Wintergreen Resort
10.0 out of 10, Exceptional, (103 reviews)
"The mountain views from the balcony are spectacular!"
United States
Becca R.
The price is CA $112
CA $334 total
includes taxes & fees
May 11 - May 12
Endless Mountain Top Views from All The Way Up!

On farm cottage with mountain views.

On farm cottage with mountain views.
Bridgewater
10.0 out of 10, Exceptional, (60 reviews)
"An amazing gem in the countryside!"
United States
Rob C.
The price is CA $154
CA $247 total
includes taxes & fees
May 10 - May 11
On farm cottage with mountain views.

The Firefly Springhouse

The Firefly Springhouse
Staunton
9.8 out of 10, Exceptional, (60 reviews)
"The room was very clean and conveniently located for us."
United States
Jeanell S.
The price is CA $113
CA $156 total
includes taxes & fees
May 10 - May 11
The Firefly Springhouse
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Waynesboro?

Yes, we have vacation rentals in Waynesboro close to Shenandoah Valley Art Center, 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 25 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 Wayne Theatre 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 Shenandoah Valley Art Center 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.