House holiday rentals in Waynesboro

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Popular amenities for Waynesboro house rentals

House rentals with a pool

Top Guest favourite
Home in Wintergreen Resort
4.96 out of 5 average rating, 106 reviews

Cliffs Edge- Hike, Play & Splash into Summer!

MaxRating, 5 stars1 day ago
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!
Top Guest favourite
Home in Wintergreen Resort
4.88 out of 5 average rating, 136 reviews

Lily Pad - 5 Br/4 Ba Wintergreen Family Retreat

KatieRating, 5 stars3 months ago
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!
Guest favourite
Home in Afton
4.94 out of 5 average rating, 145 reviews

Farmhouse on Working Vineyard

SarahRating, 5 stars3 weeks ago
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!
Top Guest favourite
Home in Stanardsville
4.98 out of 5 average rating, 147 reviews

Charming Carrie's Cottage at Fairhill Farm

YuRating, 5 stars4 weeks ago
Thank you so much for the great stay! We enjoyed the area and were able to relax at your place.
Guest favourite
Home in Quicksburg
4.92 out of 5 average rating, 135 reviews

Overbank Riverfront Estate~Hot Tub~Pool~Views

AmyRating, 5 stars4 weeks ago
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!
Guest favourite
Home in Wintergreen Resort
4.96 out of 5 average rating, 106 reviews

Peaceful 3-BR Mountain home w/Fireplace + Hot tub

NikiRating, 5 stars2 months ago
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!
Top Guest favourite
Home in Wintergreen Resort
4.97 out of 5 average rating, 115 reviews

Bear's Mountain Escape

LauraRating, 5 stars2 weeks ago
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!
Top Guest favourite
Home in McGaheysville
4.97 out of 5 average rating, 135 reviews

Mt. RelaxCATION~on resort~hottub~pool table~arcade

AbbeyRating, 5 stars4 weeks ago
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

Top Guest favourite
Home in Waynesboro
5 out of 5 average rating, 14 reviews

New Reno! Central to Skyline, Staunton, Cville

KaitlynRating, 5 stars1 month ago
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!
Top Guest favourite
Home in McGaheysville
4.97 out of 5 average rating, 209 reviews

Grasshopper Cottage

AndreaRating, 5 stars2 weeks ago
Kim’s place is very clean, cozy and well maintained. I will not hesitate to stay here again. Highly recommend!
Guest favourite
Home in Crozet
5 out of 5 average rating, 17 reviews

Orso Blu one-of-a-kind VIEWS in Crozet

RaymondRating, 5 stars2 days ago
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.
Guest favourite
Home in Buena Vista
4.95 out of 5 average rating, 100 reviews

“Be Our Guest” House

JessicaRating, 5 stars1 week ago
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!
Guest favourite
Home in Chester Gap
4.95 out of 5 average rating, 227 reviews

The Nest

ChristopherRating, 5 stars4 weeks ago
Really beautiful place with lots of character! So peaceful and amazing views!! We loved it. :). Thanks Julie!
Guest favourite
Home in Staunton
4.92 out of 5 average rating, 147 reviews

Little Yellow House: Walk to Downtown Staunton

DanielleRating, 5 stars2 weeks ago
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.
Top Guest favourite
Home in Staunton
5 out of 5 average rating, 211 reviews

* Award-Winning Renovation * Ideal Location *

BobRating, 5 stars1 week ago
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.
Superhost
Home in Shipman
4.86 out of 5 average rating, 148 reviews

The Refuge at Laurel

CatherineRating, 5 stars1 day ago
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

Guest favourite
Home in Waynesboro
4.89 out of 5 average rating, 83 reviews

Gameroom~Gym~Fire Pit~Walk to River & Downtown!

Rajvardhan AjitRating, 5 stars4 weeks ago
Very helpful. House was really good and clean. Would definitely recommend
Top Guest favourite
Home in Waynesboro
4.98 out of 5 average rating, 59 reviews

Willow Grove Wineries, Breweries, Hiking,Hot Tub

CarleneRating, 5 stars1 week ago
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.
Guest favourite
Home in Waynesboro
4.97 out of 5 average rating, 38 reviews

Cute Place in Waynesboro

AmyRating, 5 stars2 weeks ago
We had a great stay here! Everything was super clean and great location. Clarence was very responsive and helpful with local recommendations!
Top Guest favourite
Home in Staunton
4.96 out of 5 average rating, 27 reviews

•Staunton | Boho Bungalow•

ChelseaRating, 5 stars5 days ago
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!
Superhost
Home in Dayton
5 out of 5 average rating, 4 reviews

Dayton Guesthouse

JamieRating, 5 stars1 day ago
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!!!
Top Guest favourite
Home in Staunton
5 out of 5 average rating, 69 reviews

Enchanting, historic home - short walk to downtown

Rita McGillRating, 5 stars3 weeks ago
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.
Top Guest favourite
Home in Nellysford
5 out of 5 average rating, 19 reviews

"Glass & Pine" Home close to Bold Rock &Vineyards

SaraRating, 5 stars2 weeks ago
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.
Top Guest favourite
Home in Afton
4.97 out of 5 average rating, 37 reviews

Mountain Homestead - Hottub, King, Dogs, Gameroom

AlexanderRating, 5 stars2 weeks ago
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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