
House vacation rentals in Waynesboro
Find and book unique houses on Airbnb
Top-rated house rentals in Waynesboro
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Waynesboro house rentals
House rentals with a pool

Lily Pad - 5 Br/4 Ba Wintergreen Family Retreat
We had the absolute best time staying here. We had two families staying together, 10 total. With more than enough space! The location was perfect. The space was clean and cozy. We had the best time and made some amazing memories with our friends. Also we slept at night on the third floor with a window opened and it was so quiet outside! Thank you for opening your home to us!

Farmhouse on Working Vineyard
We stayed here for a bachelorette weekend and had a great time. The house was even bigger and cozier than I anticipated and the views were gorgeous. We loved being on the same property as Cardinal Point Winery and walked down to do a tasting/enjoy some bottles. The kitchen was stocked with all the tools we could have needed and the pool area was great!

Charming Carrie's Cottage at Fairhill Farm
Thank you so much for the great stay! We enjoyed the area and were able to relax at your place.

Peaceful 3-BR Mountain home w/Fireplace + Hot tub
Our family of four needed a quiet get away, and we enjoyed the beautiful days and evenings, inside and on the deck! Hikes nearby, spa nearby, restaurants, grocery, gas also nearby. Great resort year round! Lots of activities if you want them, and lots of peaceful nature if you want. Great!

Bear's Mountain Escape
This is a very cute, clean condo with everything you need to feel comfortable. The master bed is very comfortable, which is always a huge plus for AirBnBs! Having the Wintergreen market and a couple restaurants within walking distance was great, and this is a great "base camp" for plenty of beautiful hiking, wineries, and scenery in the area.

Hottub Ski In/Ski Out Renovated Chalet Lower Tyro
Joes property was absolutely beautiful! The views are amazing from the cozy hot tub on the back porch. Everything was super clean and the beds were super comfortable! This airbnb would be great for a family stay or a friends getaway. It was everything we needed and more! Joe was quickly responsive when i had questions. This air bnb is stocked with EVERYTHING you may need. Beautiful spot, 10/10!

Mntn View Hot Tub Pool Table Pool Tennis Golf
A wonderful property nestled in the Wintergreen Resort. While not part of the resort, the amenities and surrounding Breweries offered plenty to do while not relaxing in the hot tub or on the private deck. Beds were comfortable, and there was plenty of space for our family to spread out. Access to WiFi and movie channels were convenient and supplemented the secluded feel for a well balanced vacation. Highly recommend this rental for families and groups looking to get away for a relaxing and enjoyable time in the mountains. Bring your cameras and charge your phones to take pictures of the breathtaking views at and around the house!

Peaceful Cottage
We stayed at Diana’s place while visiting with our daughter for our annual apple picking trip. Her place was a bit far out away from things, which we expected. It was cozy and had everything we needed for the weekend. I would highly recommend this cozy cottage when you want to get away!
Weekly house rentals

New Reno! Central to Skyline, Staunton, Cville
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!

Cliffs Edge- Hike, Play & Splash into Summer!
Amazing place! My family and I thoroughly enjoyed our stay. Great home with breathtaking views of the Blue Ridge Mtns and tranquility for days! Julie was a superb host. Her hospitality, directions and communication were second to none. Thank you and we look forward to visiting again.

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!

Llama Loft | No Service Fee | Fire Pit
Great house layout with a beautiful porch and lots of parking. The host is very responsive and helpful. It’s a little off the beaten path but close to lots of breweries and wineries. Would absolutely stay here again.

The Nest
Really beautiful place with lots of character! So peaceful and amazing views!! We loved it. :). Thanks Julie!

Charming Cottage at Golden Hill
Patricia was an amazing hostess. Very gracious made it a home away from home. It was hard to leave for our concert nearby. Very relaxing cabin,we even slept very well there. Normally we don’t sleep well when we are away from home.

* Award-Winning Renovation * Ideal Location *
The house was spacious, comfortable, and felt like home. Chris was so helpful with all the details he provided to make it a fun and relaxing visit. Hope to visit again sometime.

"Virginia Beauty" in Historic Tree Streets
Virginia Beauty was indeed a beauty! We traveled back east for a long overdue family gathering and loved this little corner on the historic Tree Streets. The house was full of character and history, and my family and I enjoyed each space, whether lounging or reading or enjoying coffee among a chorus of birdsong. Would love to book again when in town!
Private house rentals

Willow Grove Wineries, Breweries, Hiking,Hot Tub
Loved this beautiful home and property in Waynesboro!! This was our second time here. Love the privacy, our dogs love the large yard for playing, and the close proximity to Shenandoah National Park. This home is very clean, well stocked, and has all the comforts of home. We loved the patio to eat dinner, hung out at the firepit at night and used the hot tub after a long hike. We will hopefully be back next year.

The Vū, Afton w/ 360º Mountain Views
We could not have asked for a better stay at the Vū. The home was as beautiful as the photos and the scenic background made it hard to leave. The house is near several vineyards and popular local spots but is set back from the road and neighbors, so felt very private. It’s clear that Emily put careful thought into every detail of the space, from the furniture to the amenities and fully-stocked kitchen. The screened porch was an exceptional feature. I stayed with my family and the space was more than enough to accommodate all of us. I absolutely recommend the Vū for your next mountain getaway!

•Staunton | Boho Bungalow•
Devan's place is spacious, comfortable and nicely decorated. You can see the care that went into the furniture and decor choices. Easy parking and nice bathroom products.

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.

"Glass & Pine" Home close to Bold Rock &Vineyards
We enjoyed a Grirl's Trip! The place was beautiful and so tastefully decorated! Wish we could have stayed more than one night! Would definitely book again!

Mountain Homestead - Hottub, King, Dogs, Gameroom
The photos don’t do it justice - the views were immaculate, the location was excellent, and the home was a piece of serenity in Afton. Wendy was a wonderful host, very responsive, and kind. Would rent this again in a heartbeat.

Luxury A-Frame w/ Views, Hot Tub & Media Room
This was a one of a kind house that was on the side of the mountain. The views were great and the peacefulness was perfect. Definitely worth a visit and I hope to come again!!

Blueridge, breweries, hiking within 10 minutes!
Great house with 1920s charm and updated amenities. Quiet and safe neighborhood. The kitchen was fairly well stocked for cooking in. Big, beautiful fenced in yard for kids or dogs. Highly recommend!
Quick stats about house rentals in Waynesboro
Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ73 before taxes and fees
Total number of reviews
1.5K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Destinations to explore
- James River Vacation rentals
- Rappahannock River Vacation rentals
- Richmond Vacation rentals
- Charlottesville Vacation rentals
- Western North Carolina Vacation rentals
- Charlotte Vacation rentals
- Outer Banks Vacation rentals
- Washington Vacation rentals
- Philadelphia Vacation rentals
- Pocono Mountains Vacation rentals
- South Jersey Vacation rentals
- Jersey Shore Vacation rentals
- Pet-friendly rentals Waynesboro
- Rentals with breakfast Waynesboro
- Rentals with a fireplace Waynesboro
- Rentals with a patio Waynesboro
- Rentals with a washer and dryer Waynesboro
- Rentals with a fire pit Waynesboro
- Cabin rentals Waynesboro
- Rentals with outdoor seating Waynesboro
- Family-friendly rentals Waynesboro
- Bed and breakfasts Waynesboro
- House rentals Virginia
- House rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- 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