Photo by Karen Hamrick

Waynesboro Holiday Rentals

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Our top choices for Waynesboro holiday rentals

Affordable Suites of America Waynesboro

Affordable Suites of America Waynesboro
2.5 star property
Waynesboro
9.4 out of 10, Exceptional, (53)
"Always a pleasant stay."
United States
MARJORIE
The price is HK$645
HK$718 total
includes taxes & fees
3 Jan - 4 Jan 2026
Affordable Suites of America Waynesboro

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, (8)
"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 HK$1,199
HK$3,947 total
includes taxes & fees
4 Jan - 5 Jan 2026
Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!

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)
"Beautiful home, very comfortable, and uniquely fun decor. Highly recommend!"
United States
Melissa
The price is HK$1,029
HK$1,638 total
includes taxes & fees
7 Jan - 8 Jan 2026
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!

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

Grey Pine Lodge | King Classic | BEST Location & Amenities!
Waynesboro
9.4 out of 10, Exceptional, (3)
"Loved it and plan to stay again sometime."
United States
Jeff L.
The price is HK$907
HK$1,307 total
includes taxes & fees
1 Jan - 2 Jan 2026
Grey Pine Lodge | King Classic | BEST Location & Amenities!

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

NEW! Cheerful 2 bd bungalow with hot tub. Must see!
Waynesboro
9.6 out of 10, Exceptional, (45)
"loved the quiet location, sunny private back yard, and well-stocked kitchen"
United States
George D.
The price is HK$910
HK$1,575 total
includes taxes & fees
6 Jan - 7 Jan 2026
NEW! Cheerful 2 bd bungalow with hot tub. Must see!

Blair's Vintage Apartment Nestled in Wine Country

Blair's Vintage Apartment Nestled in Wine Country
Waynesboro
10.0 out of 10, Exceptional, (23)
"Clean and vitage style type of apartment. Nice for a quiet stay."
United States
Darrell C.
The price is HK$762
HK$1,756 total
includes taxes & fees
1 Jan - 2 Jan 2026
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)
"Home was as described. Location was close enough to stores and attractions. Hot tub was nice."
United States
Catherine D.
The price is HK$869
HK$2,473 total
includes taxes & fees
11 Jan - 12 Jan 2026
The Hawksbill Haus (w/ hot tub)

Shenandoah Valley Atelier: NEW Waynesboro Loft

Shenandoah Valley Atelier: NEW Waynesboro Loft
Waynesboro
10.0 out of 10, Exceptional, (13)
"We had everything we needed in a comfortable, beautiful property. The view is lovely and the location is convenient for walking in town or hopping on the highway."
United States
Kathy
The price is HK$847
HK$2,042 total
includes taxes & fees
7 Jan - 8 Jan 2026
Shenandoah Valley Atelier: NEW Waynesboro Loft

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)
"This is a very comfortable, wonderfully quiet place. Excellent spot for a family. "
United States
Abra
The price is HK$1,434
HK$1,994 total
includes taxes & fees
4 Jan - 5 Jan 2026
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
2.0 star property
Waynesboro
The price is HK$847
HK$1,603 total
includes taxes & fees
6 Jan - 7 Jan 2026
The Guest Wing at Kateri: Luxury Stay Waynesboro

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)
The price is HK$1,059
HK$1,476 total
includes taxes & fees
1 Jan - 2 Jan 2026
Grey Pine Lodge | King Classic ADA Accessible | Pet-Friendly! | 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)
"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 HK$1,058
HK$1,537 total
includes taxes & fees
1 Jan - 2 Jan 2026
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)
"We liked that it was pet friendly and a clean room. "
United States
Joe B.
The price is HK$1,058
HK$1,554 total
includes taxes & fees
1 Jan - 2 Jan 2026
Grey Pine Lodge | Queen/Queen | 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 HK$1,028
HK$1,441 total
includes taxes & fees
1 Jan - 2 Jan 2026
Grey Pine Lodge | King Deluxe | 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)
"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 HK$907
HK$1,307 total
includes taxes & fees
1 Jan - 2 Jan 2026
Grey Pine Lodge | King Classic | Pet-Friendly! | 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 HK$1,028
HK$1,450 total
includes taxes & fees
1 Jan - 2 Jan 2026
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)
"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 HK$1,477
HK$2,077 total
includes taxes & fees
4 Jan - 5 Jan 2026
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)
The price is HK$816
HK$1,206 total
includes taxes & fees
1 Jan - 2 Jan 2026
Grey Pine Lodge | Queen Comfort | BEST Location & Amenities!

The Storefront

The Storefront
3.5 star property
Staunton
8.8 out of 10, Excellent, (58)
"Great place to stay in charming Staunton!"
United States
Kate
The price is HK$1,158
HK$1,764 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Storefront

Welcome to the daughter of the stars

Welcome to the daughter of the stars
Mt Crawford
9.8 out of 10, Exceptional, (49)
"We loved our stay while visiting Shenandoah National Park. It was a great stay! We appreciate how wonderful the communication and beautiful the location was! Very clean! Would absolutely recommend! "
United States
Leah M.
The price is HK$490
HK$1,638 total
includes taxes & fees
5 Jan - 6 Jan 2026
Welcome to the daughter of the stars
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

Search for holiday rentals in Waynesboro on Expedia! You can easily find your home rentals, villas, holiday apartments in Waynesboro using one of the methods below:

  • View our selection of featured holiday rentals in Waynesboro
  • Use the map to find apartments and other holiday homes in the Waynesboro neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Waynesboro while they last

Look no further and take a look at our great range of rental properties in Waynesboro!

Frequently asked questions

Are there holiday rentals in Waynesboro?

Yes, there are holiday rentals in Waynesboro close to Wildlife Center of Virginia, 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 25 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 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 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.