
House holiday rentals in Waynesboro
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Top-rated house rentals in Waynesboro
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Popular amenities for Waynesboro house rentals
House rentals with a pool

Cliffs Edge- Hike, Play & Splash into Summer!
Our stay at Julie’s place was fantastic- it was plenty big enough for our group of 6 and had everything we needed. The deck view is as amazing as it looks on the listing and Julie was very responsive and helpful. Would definitely stay again!

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.

Overbank Riverfront Estate~Hot Tub~Pool~Views
This place was perfect ! Everything you could possibly need was available to us . The hot tub and the fire pits were amazing. The view was incredible. There was so much to do very close to the house! Potato chip tasting , wineries , cave tour, and a really cool parade float museum! We also truly enjoyed the space , lots of room to relax and read a book, play ball outside , fish in the river… great place , highly recommend!

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
Great stay! Perfect location and space was great. A tad smaller than what it looked like in the photos, but overall, great! The kitchen did not have any pantry space, but we made do with a shelf above the microwave and bins on top of the fridge. A day prior to check-in, I received an email stating the pool in the complex was closed for repairs. A bit disappointed at first, but it ended up working out really well. We had access to the SPA indoor and outdoor pools and the outdoors ended up being too cold to swim in. The indoor pool was no problem at all and they were very accommodating with lettings us have access throughout our stay. We would stay here again for sure!

Mt. RelaxCATION~on resort~hottub~pool table~arcade
Our stay was everything we could have wanted for a weekend with friends. James was extremely helpful, flexible, and communicative, and the house is clean, well stocked, and packs a lot of space & fun into a small footprint.
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!

Grasshopper Cottage
Kim’s place is very clean, cozy and well maintained. I will not hesitate to stay here again. Highly recommend!

Orso Blu one-of-a-kind VIEWS in Crozet
My stay in Crozet was absolutely exceptional thanks to this beautiful property. The home features stunning minimalistic interior design that matched the listing photos perfectly, while the spectacular views and adjacent lavender farm create a truly unique and peaceful atmosphere. The property seamlessly integrates with its natural surroundings, offering a tranquil retreat that feels both luxurious and authentically connected to the Virginia countryside. I highly recommend this home to anyone seeking a rejuvenating getaway—it delivers an outstanding experience that will leave you thoroughly refreshed.

“Be Our Guest” House
Great place for a week long stay. The bed was comfortable! So many wonderful things in the place to make the stay so nice, small first aid kit, stocked kitchen, access to laundry, comfortable furniture, to name a few. I would definitely stay again!

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

Little Yellow House: Walk to Downtown Staunton
We loved the Little Yellow House! How incredible to stay at an historic property that is literally a part of American history but has been updated to make you feel right at home? This space is surprisingly large for a "cottage" built in the 1850's - perfect for a couple looking for a place close to downtown Stauton - within walking distance of everything. The house was spotless and like other reviewers, we loved the back porch and rocking chairs - we even had two baby bunnies and crew of baby birds join us in evenings while we watched the beautiful sunsets. Please be sure to step into the lovely backyard and read about the history of the property next door - this isn't just some "run down building" you are parking next too. This is a piece of our heritage that has been preserved for us, and future generations, and it's really incredible that we rested our heads on the comfortable bed just a few feet away...We would definitely stay again.

* Award-Winning Renovation * Ideal Location *
We have stayed in many Airbnb‘s even in Italy and this is one of the best we have stayed at. Chris was wonderful and very responsive. Because we had a bigger group, we needed more towels. Chris got them there right when they were needed. We love how the house was decorated and laid out. We would definitely stay here again.

The Refuge at Laurel
Rebecca’s place was clean and as described. Check in was easy and Rebecca was very responsive throughout our stay. The space was perfect for our party of 3, including pets. Would recommend for a peaceful stay!
Private house rentals

Gameroom~Gym~Fire Pit~Walk to River & Downtown!
Very helpful. House was really good and clean. Would definitely recommend

Willow Grove Wineries, Breweries, Hiking,Hot Tub
A lovely retreat for our family and two dogs. Very clean and well-appointed with anything we could need. Lots of places inside and outside to read and relax or converse. Comfortable and homey. Hot tub and fire pit were wonderful in the evenings. Owners were super responsive and helpful. Centrally located with easy access to Waynesboro, Staunton, and Harrisonburg. We will definitely stay here again next time we visit the Valley.

Cute Place in Waynesboro
We had a great stay here! Everything was super clean and great location. Clarence was very responsive and helpful with local recommendations!

•Staunton | Boho Bungalow•
We we're in town to visit our grandmother so we didn't spend a whole lot of time at the house but it worked perfectly for what we needed it for!

Dayton Guesthouse
I’m not sure where to start! I wish I could rate this experience a 10/10. Super accommodating, super flexible, beautiful place that met our needs perfectly. It fit the 4 of us well. House was super clean. We brought our dogs with us and it worked out seamlessly. Also 10-15 from JMU. Went for an event at JMU. The guest book was also super helpful. We really appreciated the early check in and late checkout. Thanks again!!!

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
Lovely place, very clean, stylishly decorated. It is roomy and has a fantastic view. Nice outdoor sitting areas. It is secluded. The only problem my family and I ran into was knowing what driveway to turn in. We failed to see a sign that displayed a house number at the end of the driveway. Other than that the house and our stay was outstanding.

Mountain Homestead - Hottub, King, Dogs, Gameroom
I just enjoyed the most wonderful birthday weekend stay at this amazing home! The views were as incredible or even more so than in the photos. Wendy was very responsive to any messages and even sent someone to the house within 30 minutes to address a simple issue. The hot tub made for a perfect spot to relax, as did the partially covered deck, with sweeping views and tons of songbirds to brighten the day. Truly a magical weekend escape! I would definitely come back again.
Quick stats about house rentals in Waynesboro
Total rentals
30 properties
Nightly prices starting at
$33 NZD 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
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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