Waynesboro Vacation Rentals

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Our top choices for Waynesboro vacation rentals

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
Feb 11 - Feb 12
Blair's Vintage Apartment Nestled in Wine Country

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)
"Wonderful day we really enjoyed the pool and hot tub during our stay! This is centrally located and well furnished! The hosts were great with communication!"
United States
Cameron V.
The price is CA $211
CA $700 total
includes taxes & fees
Feb 11 - Feb 12
Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!

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, (46 reviews)
"loved the quiet location, sunny private back yard, and well-stocked kitchen"
United States
George D.
The price is CA $160
CA $280 total
includes taxes & fees
Feb 16 - Feb 17
NEW! Cheerful 2 bd bungalow with hot tub. Must see!

Grey Pine Lodge | King Classic ADA Accessible | Pet-Friendly! | BEST Location & Amenities!

Grey Pine Lodge | King Classic ADA Accessible | Pet-Friendly! | BEST Location & Amenities!
Waynesboro
10.0 out of 10, Exceptional, (1 review)
The price is CA $187
CA $260 total
includes taxes & fees
Feb 8 - Feb 9
Grey Pine Lodge | King Classic ADA Accessible | Pet-Friendly! | BEST Location & Amenities!

The Farmhouse at Wellington: Waynesboro, Sleeps 12

The Farmhouse at Wellington: Waynesboro, Sleeps 12
Waynesboro
10.0 out of 10, Exceptional, (6 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 $820 total
includes taxes & fees
Feb 8 - Feb 9
The Farmhouse at Wellington: Waynesboro, Sleeps 12

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, (19 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 $205
CA $318 total
includes taxes & fees
Feb 16 - Feb 17
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!

Farmhouse at the foot of the Blue Ridge Mountains

Farmhouse at the foot of the Blue Ridge Mountains
Waynesboro
10.0 out of 10, Exceptional, (32 reviews)
"Great stay, my dog loved running around in the fenced backyard. "
United States
Caitlin P.
The price is CA $253
CA $356 total
includes taxes & fees
Feb 8 - Feb 9
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 $345 total
includes taxes & fees
Feb 8 - Feb 9
The Guest Wing at Kateri: Luxury Stay Waynesboro

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 $362 total
includes taxes & fees
Feb 16 - Feb 17
Shenandoah Valley Atelier: NEW Waynesboro Loft

Waynesboro Home Near Wintergreen Charlottesville

Waynesboro Home Near Wintergreen Charlottesville
2.0 star property
Waynesboro
The price is CA $408
CA $1,038 total
includes taxes & fees
Feb 8 - Feb 9
Waynesboro Home Near Wintergreen Charlottesville

Grey Pine Lodge | King Classic | BEST Location & Amenities!

Grey Pine Lodge | King Classic | BEST Location & Amenities!
Waynesboro
9.0 out of 10, Wonderful, (4 reviews)
"Loved it and plan to stay again sometime."
United States
Jeff L.
The price is CA $187
CA $260 total
includes taxes & fees
Feb 8 - Feb 9
Grey Pine Lodge | King Classic | BEST Location & Amenities!

Grey Pine Lodge | Queen/Queen | BEST Location & Amenities!

Grey Pine Lodge | Queen/Queen | BEST Location & Amenities!
Waynesboro
10.0 out of 10, Exceptional, (2 reviews)
"Easy contact free check in. Code for your room. They also have a self serve gift shop with a complimentary coffee and water bar. Room was clean but I do wish the A/C was a little cooler. The room was humid when we got there. Throughout the night it got better. Beds were soft, comfy and clean"
United States
Justin
The price is CA $213
CA $307 total
includes taxes & fees
Feb 8 - Feb 9
Grey Pine Lodge | Queen/Queen | BEST Location & Amenities!

Grey Pine Lodge | Queen/Queen | Pet-Friendly! | BEST Location & Amenities!

Grey Pine Lodge | Queen/Queen | Pet-Friendly! | BEST Location & Amenities!
Waynesboro
9.6 out of 10, Exceptional, (9 reviews)
"We liked that it was pet friendly and a clean room. "
United States
Joe B.
The price is CA $213
CA $307 total
includes taxes & fees
Feb 8 - Feb 9
Grey Pine Lodge | Queen/Queen | Pet-Friendly! | BEST Location & Amenities!

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

Grey Pine Lodge | King Classic | Pet-Friendly! | BEST Location & Amenities!
Waynesboro
7.6 out of 10, Good, (4 reviews)
"Grey Pine Lodge was just what we needed to enjoy dinner at a nearby winery. It is exactly as described and we would consider staying again the next time we are in the area."
United States
Eric C.
The price is CA $186
CA $259 total
includes taxes & fees
Feb 10 - Feb 11
Grey Pine Lodge | King Classic | Pet-Friendly! | BEST Location & Amenities!

Grey Pine Lodge | King Deluxe | BEST Location & Amenities!

Grey Pine Lodge | King Deluxe | BEST Location & Amenities!
Waynesboro
The price is CA $203
CA $281 total
includes taxes & fees
Feb 8 - Feb 9
Grey Pine Lodge | King Deluxe | BEST Location & Amenities!

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 $203
CA $281 total
includes taxes & fees
Feb 8 - Feb 9
Grey Pine Lodge | King Deluxe | Pet-Friendly! | BEST Location & Amenities!

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

Home with amazing location, 25min to Wintergreen, 30 min to Charlottesville, 20 min Staunton
Waynesboro
2.0 out of 10, (1 review)
"When I arrived there was glass on the front lawn. The lawn needed to be mowed. The storm door was missing the bottom spring. There was a musty smell when we went inside. The hand soap in the downstairs bathroom was empty. The handle on the shower door was loose. The barbecue grill had two sides. The left side was filthy and the right side was rusty. I have used vrbo before and I was extremely dissatisfied. We were given two dish towels. The kitchen window was missing a blind as well as the back...
United States
Aaron L.
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
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 $261
CA $365 total
includes taxes & fees
Feb 11 - Feb 12
Charming 3-bedroom house in Waynesboro with WiFi, AC

Grey Pine Lodge | Queen Comfort | BEST Location & Amenities!

Grey Pine Lodge | Queen Comfort | BEST Location & Amenities!
Waynesboro
2.0 out of 10, (1 review)
The price is CA $176
CA $248 total
includes taxes & fees
Feb 8 - Feb 9
Grey Pine Lodge | Queen Comfort | BEST Location & Amenities!

The Storefront

The Storefront
3.5 star property
Staunton
8.8 out of 10, Excellent, (58 reviews)
"Great location, fun place to stay!"
United States
Carol
The price is CA $204
CA $310 total
includes taxes & fees
Feb 11 - Feb 12
The Storefront
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 Wildlife Center of Virginia, 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 Wayne Theatre and Shenandoah Valley Art Center, whereas Rockfish Gap Entrance Shenandoah and Shenandoah National Park 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.