
Vacation rentals in Waynesboro
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Top-rated vacation rentals in Waynesboro
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Other great vacation rentals in Waynesboro

Entire Home Mins to Skyline, 30 Min to Wintergreen
Reagan’s an amazing host, from booking to the guide book to check in! The house was beautiful and looked exactly like the pictures. Everything was clean and above our expectations! She was super responsive and gave clear instructions for check in/check out! The guide book was very useful in helping us find things to do in the local area! She went above and beyond for a host!

CloudPointe Retreat
This has been one of my favorite places to stay, you are truly in the trees! My husband and I like to split our driving trips up for a rest night and this was exactly what we were looking for. Beautiful Airbnb and atmosphere. All the amenities you need. Minimal and easy instruction for checking in/out. HIGHLY recommend!

Orso Blu one-of-a-kind VIEWS in Crozet
The house is in a beautiful setting surrounded by mountains with peaceful views from the front porch that include a field of lavender and a stream. A forested trail network can be accessed at the far end of the lavender field--so bring your hiking shoes. The house is stunning with clean lines, "european" design and decor that includes high-end appliances and fixtures. Francesca is the ultimate host-very friendly and helpful. She provided all the information and details on the house that you would need for an easy check-in, stay, and check-out. From my initial conversations with her when I booked the house to helpful messages just before and during our stay, I felt like I was staying at the house of an old friend. We look forward to staying at Orso Blu on a future trip!

Mountain View Getaway Yurt
Our time staying at the yurt was above and beyond what we expected. The property and the yurt itself are so serene and enjoyable. Michelle is the most friendly host I have encountered, and talking with her about her goats brought so much joy! It is clear from the layout of the yurt to the care of the property all the way through the way they care for each and every guest and Michelle and her family truly love hosting. And that is something worth far more than five stars!

Shenandoah Valley Atelier: NEW Waynesboro Loft
Wonderful stay; spotless apartment with beautiful views. It looks exactly like the pictures. We felt so comfortable here.

Enchanting, historic home - short walk to downtown
The Sweet Little Darling stay was charming and comfortable. I only wish we could have stayed longer to gain even more of a feel for the place and the area. The home is an effective blend of historic detail and modern convenience. We had a toddler with us, and so understandably, we were especially mindful in using the front and back stairways. The place is one of the cleanest Airbnbs in which I’ve stayed and definitely deserves its “5” rating.

Private Carriage House, close to Shenandoah & 151
Matt’s place was just perfect. The place was spotless & decorated so lovely. We knew they took very good care of everything. Very organized , everything had a place & we love that. Felt so comfortable immediately, the surrounding land was beautiful! We were minutes from the Shenandoah & Blueridge parkways! Had a wonderful time hiking!. The Blue mountain brewery is our favorite place to eat. We would definitely return!

Nona's Cottage-Waynesboro/Shenandoah Valley, VA
Have stayed in Nona's Cottage several times -- our favorite Airbnb of all places we travel!
Quick stats about vacation rentals in Waynesboro
Total rentals
100 properties
Nightly prices starting at
G$4,184 GYD before taxes and fees
Total number of reviews
4.7K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Waynesboro?
Yes! Work meets play with ease at over 50 vacation rentals in Waynesboro featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in boutique hotel rentals in Waynesboro?
Experience the best of Waynesboro with our boutique hotel rentals, starting at about $130 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Waynesboro?
Four-legged friends are welcome in Waynesboro. Choose from more than 30 vacation rentals for guests traveling with pets.
Do house rentals in Waynesboro have wifi?
Absolutely! We offer over 30 house rentals with wifi in Waynesboro. Enjoy a tailored experience with all the comforts you desire.
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- Massanutten Resort
- Luray Caverns
- Ash Lawn-Highland
- Early Mountain Winery
- Boonsboro Country Club
- Chisholm Vineyards at Adventure Farm
- Prince Michel Winery
- Spring Creek Golf Club
- Amazement Square
- Massanutten Ski Resort
- Wintergreen Resort
- The Plunge Snow Tubing Park
- Frontier Culture Museum
- Car and Carriage Caravan Museum