House holiday rentals in Charlottesville

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Popular amenities for Charlottesville house rentals

House rentals with a pool

Top Guest favourite
Home in Wintergreen Resort
4.96 out of 5 average rating, 105 reviews

Cliffs Edge- Hike, Play & Splash into Summer!

OmarRating, 5 stars1 month ago
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.
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, 144 reviews

Farmhouse on Working Vineyard

SarahRating, 5 stars2 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 stars3 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 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!
Guest favourite
Home in Wintergreen Resort
4.97 out of 5 average rating, 115 reviews

Bear's Mountain Escape

LauraRating, 5 stars1 week 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, 134 reviews

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

AbbeyRating, 5 stars3 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.
Guest favourite
Home in Wintergreen Resort
4.97 out of 5 average rating, 197 reviews

Hottub Ski In/Ski Out Renovated Chalet Lower Tyro

AshleighRating, 5 stars3 weeks ago
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!

Weekly house rentals

Top Guest favourite
Home in Afton
5 out of 5 average rating, 100 reviews

Mountain View Meadow Hilltop

CoryRating, 5 stars3 weeks ago
This place is great! Set up on a hill with a nice mountain and vineyard view. It was easy to find, clean as could be, and within 10 minutes of more wineries and breweries than you could count. Highly recommend!
Guest favourite
Home in Crozet
5 out of 5 average rating, 16 reviews

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

NicoleRating, 5 stars2 weeks ago
Our stay at Orso Blu was fantastic!!!! I was in town for work and my husband was able to work remote at the house and enjoy the magnificent views all day! We walked on the lavender and it smells wonderful! Francesca was a wonderful host checking on us throughout our stay! We will visit again!
Guest favourite
Home in Charlottesville
4.92 out of 5 average rating, 272 reviews

Locust Grove Retreat- 3 Bed, 1 Bath, Full Kitchen

RosemaryRating, 5 stars1 month ago
This was our second stay here! It’s great for a family of 6! The location is convenient and house is stocked with plenty of extra towels and bedding. Very happy and hope to visit again! Thanks!
Guest favourite
Home in Madison
4.96 out of 5 average rating, 418 reviews

Unit A-Mountain Retreat- SAUNA-Hiking-Wineries

GudrunRating, 5 stars1 week ago
We had a such a wonderful time! Everything we needed was there and more: plenty of coffee, granola bars for the hikes, coal for the grill. We felt right at home. Thank you for this wonderful place!
Top Guest favourite
Home in Charlottesville
4.98 out of 5 average rating, 155 reviews

UVa, Stadium, Downtown , Wineries & The Corner

PaytonRating, 5 stars3 weeks ago
I had my bachelorette party here and it was everything I could have expected! The house was beautiful and my girls and I had a great time! I recommend anyone who visits Charlottesville, VA to stay here!
Guest favourite
Home in Aroda
4.9 out of 5 average rating, 120 reviews

The Nest on Hawks Ridge

KeatonRating, 5 stars1 week ago
Very clean, great place to stay
Guest favourite
Home in Scottsville
4.85 out of 5 average rating, 134 reviews

Terrell House, ca 1850

Raymond LeonRating, 5 stars3 weeks ago
Steve was very helpful to us. He allowed us to check in early. The entire house was spotlessly clean. We enjoyed our stay immensely. The only negative is that the two steps onto the porch are not enough for Seniors. You have to step up a long way from the second step to the porch. A handrail would be helpful. I don’t think younger people will have an issue with the step. Steve has a lot of books in the house about the area. The thing that stood out to me was how spotless the entire property was & how Steve went out of his way to make our stay pleasant!
Top Guest favourite
Home in Charlottesville
5 out of 5 average rating, 64 reviews

Charlottesville home - hot tub, fire pit & pond

DorieRating, 5 stars1 week ago
For a peaceful and tranquil experience, this house in Charlottesville is highly recommended. The house was immaculately clean, has a beautiful kitchen, and the outdoor amenities, including the fire pit, hot tub, and pond with fountain, provided an ideal setting to unwind after a long day exploring the wineries. We will definitely stay here again on our next visit to CVille.

Private house rentals

Superhost
Home in Charlottesville
4.67 out of 5 average rating, 3 reviews

Fontaine Midterm: Fully Furnished, Walk to UVA

NadineRating, 5 stars16 months ago
Jamie’s mid term listing is great and in the perfect location! Super clean, gets lots of sunlight, and bed is comfortable! Thanks for having us!
Top Guest favourite
Home in Charlottesville
4.98 out of 5 average rating, 54 reviews

3BR / Pets Welcome / Fenced Yard / Fiber Internet

MeganRating, 5 stars1 week ago
Clean and cozy! Enjoyed our stay and will try to book again next time we’re in Cville! House is a quick drive from the John Paul Jones Arena so it was perfect for our group of 5 going to a concert. Much better than getting multiple hotel rooms!
Top Guest favourite
Home in North Garden
4.96 out of 5 average rating, 23 reviews

Applewood Ridge, near Wineries/UVA

SuzanneRating, 5 stars1 month ago
The house is quite new, nicely decorated, and squeaky clean. Especially liked the children's artwork adorning the walls. Very convenient to Charlottesville, wineries, breweries, and area attractions. Nice deck off the side of the house but some traffic noise from nearby highway. Could use a bit more kitchen equipment for those who like to eat in.
Top Guest favourite
Home in Afton
5 out of 5 average rating, 33 reviews

The Vū, Afton w/ 360º Mountain Views

KristaRating, 5 stars1 month ago
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!
Top Guest favourite
Home in Nellysford
5 out of 5 average rating, 19 reviews

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

SaraRating, 5 stars1 week 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 Charlottesville
5 out of 5 average rating, 54 reviews

The Modern at Woolen Mills

AbbyRating, 5 stars2 weeks ago
I stayed here with a group of ladies and we all kept commenting how much we loved Amelia’s house! It was so welcoming, lots of very thoughtful and hospitable touches! Amelia was lovely to interact with! Would absolutely stay here again!
Top Guest favourite
Home in Keswick
5 out of 5 average rating, 28 reviews

Homestead Haven of Keswick

KatherineRating, 5 stars5 days ago
The house was perfect for two couples and Charlie, a 5 month old puppy. The home was well suited for Charlie with a pet area, crate, dog beds, and even toys! Sometimes pet friendly places can be smelly and worn, but Jerry’s place was spotless and fresh. The back yard was fenced in and made for a great play area. We enjoyed peaceful nights of sleep and hanging out at the dining table playing games - no need to bring your own as there were lots to choose from! We chose the house because of the convenient proximity to Keswick Hall which is less than ten minutes away. We also made the 20 minute drive to Charlottesville for dinner which was not a difficult drive. It was a great visit overall and a perfect getaway place!
Guest favourite
Home in Charlottesville
4.9 out of 5 average rating, 61 reviews

Charlottesville Bungalow close to UVA

AnnieRating, 5 starstoday
Betsy was a great host! This was a great place, clean, walkable to a few dining spots, private space, easy access (once I read the very clear instructions), off street parking right at the door. It is a standalone house with a large porch and 2nd level deck for outside space. I especially liked not walking around a yard to find the entrance, plus the bright, cheerful main level (not a basement) and upstairs for large bedroom and bathroom.

Quick stats about house rentals in Charlottesville

  • Total rentals

    500 properties

  • Total number of reviews

    25K reviews

  • Family-friendly rentals

    370 properties are a good fit for families

  • Pet-friendly rentals

    160 properties allow pets

  • Rentals with dedicated workspaces

    270 properties have a dedicated workspace

  • Wi-Fi availability

    490 properties include access to Wi-Fi

Destinations to explore