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
Monticello634 locals recommend
Downtown Mall291 locals recommend
University of Virginia251 locals recommend
John Paul Jones Arena60 locals recommend
Mas160 locals recommend

Other great holiday rentals in Charlottesville

Top guest favourite
Home in Charlottesville
5 out of 5 average rating, 21 reviews

Casa Crozet

MichaelRating, 5 stars1 month ago
Everything was perfect. Mark was available next door if we needed anything. Very convenient to downtown Crozet.
Superhost
Cabin in McGaheysville
4.9 out of 5 average rating, 49 reviews

Luxe Chalet -Hot Tub, Firepit & Games @Massanutten

MeredithRating, 5 stars1 month ago
This airbnb was amazing! I booked it for my friends and I to have a Ski Trip, and my friends all absolutely loved the location. The hot tub was perfect after a long day on the slopes, and the five person bed room was so fun. Seshank was also so responsive to my questions, he was so helpful, and so kind! I hope we’re able to book it again for next year!
Guest favourite
Townhouse in Wintergreen Resort
4.95 out of 5 average rating, 22 reviews

3min Walk to Ski: King Bed Fireplace Pack n' Play

MakaylaRating, 5 stars3 days ago
Amazing location, awesome decor, and clean place to stay! The view was beautiful and convince to the mountain was unbeatable.
Superhost
Home in McGaheysville
4.78 out of 5 average rating, 83 reviews

Margarita Villa -Vacation Experience @ Massanutten

AlondraRating, 5 stars4 months ago
Amazing home to stay at. Very confortable, spacious and fun. Definitely exceeded my expectations!
Guest favourite
Home in McGaheysville
4.96 out of 5 average rating, 52 reviews

In Resort- Family fun- Kids Suite-Game Room

NikitaRating, 5 stars1 month 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.
Guest favourite
Home in McGaheysville
4.88 out of 5 average rating, 16 reviews

Blue Mountain Song- Massanutten Home with Private

BarryRating, 5 stars1 month ago
The property was very clean and spacious. We enjoyed the game room and hot tub. Bathrooms were very clean as well as the kitchen. Will definitely have to go back again.
Top guest favourite
Home in Nellysford
5 out of 5 average rating, 21 reviews

Foxy Retreat Stoney Creek/ Wintergreen Golf/ Ski

JenniRating, 5 stars3 weeks ago
You will not regret renting this place. It’s in a very nice neighborhood with easy access to good restaurants. Tammy was an excellent host. She responded to every message quickly, gave us great recommendations on things to do and great restaurants. We ate at Iron and Ale recommend by Tammy. It was excellent. She even provides farm fresh eggs which were delicious for our breakfast before heading up to Wintergreen to ski. The home was spotless and had so much space for my group of 7. My only regret is that we didn’t book a longer stay! Thank you, Tammy, hope to stay here again if we are in the area.
Top guest favourite
Home in Afton
4.99 out of 5 average rating, 78 reviews

Mountain Mama- Amazing Views! + Hot Tub!

EmmaRating, 5 stars2 weeks ago
Very spacious home for our family visit. Stunning views. We were fortunate to hit great weather while we were there and spent some quality time on the decks. Great wineries and breweries in the area. Recommend!

Quick stats about holiday rentals in Charlottesville

  • Total rentals

    960 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