Holiday rentals in Charlottesville

Find and book unique accommodation on Airbnb

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Popular amenities for Charlottesville holiday rentals

Stay near Charlottesville's top sights

UVA University Hospital21 locals recommend
Downtown Mall291 locals recommend
University of Virginia251 locals recommend
Mas160 locals recommend
Bodo's Bagels143 locals recommend
Tavola128 locals recommend

Other great holiday rentals in Charlottesville

Top guest favourite
Cabin in New Canton
4.98 out of 5 average rating, 44 reviews

Rural, Rustic, Historic Cabin

VanessaRating, 5 stars3 weeks ago
I think I have the best Airbnb luck ever, but this tops it. I'd buy the place from him if he weren't such a splendid ambassador himself. Luke alone is worth the trip, but the house is perfect
Top guest favourite
Home in Charlottesville
5 out of 5 average rating, 23 reviews

Casa Crozet

MattRating, 5 stars4 days ago
Host very responsive given our short notice to book. House is in a great location for a winery weekend. Spacious home with great furnishings and comfy beds. Would stay here again. A extra coffee mug or two to add to the cupboards would be a plus 😜. Overall satisfied with our experience.
Guest favourite
Home in McGaheysville
4.96 out of 5 average rating, 51 reviews

In Resort- Family fun- Kids Suite-Game Room

NikitaRating, 5 stars2 months ago
Our family of 6 had an incredible time at this beautiful AirB&B near Massanutten, VA. The home was absolutely perfect for our getaway. It was spacious, cozy, and had a backyard that we loved—plenty of space for the kids to run around and play! The location was ideal for both skiing at Massanutten and sightseeing; we also had an amazing visit to Luray Caverns, which was just a short drive away. The home truly felt like a home away from home. It had everything we needed, from toiletries to welcome snacks, and even games for family fun. The kitchen was fully stocked, making it easy to cook meals—honestly, we only needed to buy food & seasonings. The host was incredibly responsive, ensuring we had everything we needed and that our stay was seamless. We will definitely be coming back for another stay. It was a perfect vacation for our family, and we couldn't have asked for a better place to stay! Highly recommend.
Superhost
Apartment in Wintergreen Resort
4.88 out of 5 average rating, 163 reviews

Wander Lodge: Golf, Spa, Wine, or just a getaway

CatherineRating, 5 stars2 months ago
This was the perfect spot for our trip. A friend of mine and I brought our teenage sons for a quick weekend snowboarding trip, and needed somewhere with three sleeping areas. The loft had 2 beds and a fully bath which was exactly what we needed for the boys. It was super convenient to everything with a shuttle stop right out front. Plenty of parking, great amenities, clean, and easy to find! Also very cozy! We’ll definitely return!
Guest favourite
Barn in North Garden
4.89 out of 5 average rating, 190 reviews

C'Ville Barn Suite, Mountain View & Hot tub!

HollyRating, 5 stars2 days ago
We had an awesome stay lots of winery’s and ciders to check out ! Loved all of them the view and the hot tub had to be out our favorite and the dog loved running around . The place was so cozy felt so at home and safe! We will so be back thanks for being so awesome !
Top guest favourite
Flat in Wintergreen Resort
5 out of 5 average rating, 8 reviews

3 Ridges 3 min walk to slopes,besides inn,King bed

KrisRating, 5 stars1 month ago
I've stayed in Wintergreen a few times. This is a lovely condo. Checking in was super easy with a code from the host. Parking was available right in front of the residence. The bed was giant and comfortable. The kitchen and living room was a nice open space with a big smart TV. There is a small backyard with a beautiful view and patio furniture. Everything was clean and the wifi worked well. I would definitely stay here again it was well worth the price.
Top guest favourite
Home in Nellysford
5 out of 5 average rating, 27 reviews

Foxy Retreat Stoney Creek/ Wintergreen Golf/ Ski

CarlyRating, 5 stars4 days ago
We had a great time at the foxy retreat this past weekend! The house is adorable and has so much space. The backyard feels so private and was such a fun place to hang out. Tammy was a great host, and gave us all the information we needed!
Top guest favourite
Home in Afton
4.99 out of 5 average rating, 84 reviews

Mountain Mama- Amazing Views! + Hot Tub!

CaitlinRating, 5 stars1 week ago
Beautiful fully renovated home that has been very well done! We enjoyed the views and found the home very comfortable and spacious. Great location near breweries and wineries!

Quick stats about holiday rentals in Charlottesville

  • Total rentals

    950 properties

  • Total number of reviews

    62K reviews

  • Family-friendly rentals

    520 properties are a good fit for families

  • Pet-friendly rentals

    290 properties allow pets

  • Rentals with a pool

    40 properties have a pool

  • Rentals with dedicated workspaces

    510 properties have a dedicated workspace

Destinations to explore