Villa vacation rentals in Charlottesville

Find and book unique villas on Airbnb

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Popular amenities for Charlottesville villa rentals

Private villa rentals

Superhost
Villa in Shenandoah
4.6 out of 5 average rating, 20 reviews

Secluded Villa in Shenandoah hot tub+Pool tbl+Wifi

SerenityRating, 5 stars3 weeks ago
The Airbnb was beautiful, clean, spacious, and had lots of things to do inside! I definitely recommend staying here if you have a trip up this way! Also, very beautiful surroundings!!
Top guest favourite
Villa in Somerset
4.95 out of 5 average rating, 22 reviews

Luxurious, Pet-Friendly Flower Farm by Wineries

CiaránRating, 5 stars6 months ago
John's place was where we based family for our wedding at a local Vineyard. The place is located well in Somerset with access to many local vineyards. We went into Charlottesville for dinner one night, and if you have a car the distance isn't a problem. The place is super clean and the kitchen is great for making a meals with friends and family. Will be back for weekend getaway some time.
Top guest favourite
Villa in Wintergreen Resort
4.96 out of 5 average rating, 78 reviews

NO STEP ENTRY Wintergreen Mtn Home,HotTub,Sleeps10

WendyRating, 5 stars5 days ago
We had an absolutely wonderful experience at Ben's rental home. The house was spotless and incredibly well-maintained—every room was clean, comfortable, and exactly as described (if not better!). The photos and description were spot on, and we were pleasantly surprised by how much attention to detail had gone into preparing the space. The owner was outstanding—super responsive and helpful throughout our stay. Any questions we had were answered right away, and it really made us feel welcome and taken care of. Overall, this was one of the best rental experiences we’ve had. Highly recommend to anyone looking for a relaxing, worry-free getaway!
Superhost
Villa in Orange
5 out of 5 average rating, 53 reviews

Luxurious Stay for 2 at Historic Estate

KevinRating, 5 stars5 months ago
Great getaway location with beautiful views and plenty of space to enjoy and relax for a few days.
Guest favourite
Villa in Shenandoah
5 out of 5 average rating, 154 reviews

Game Room, Hot Tub, Pizza Oven, Fire Pit, Pets

PaulRating, 5 stars1 week ago
We had an unforgettable family vacation at "A Time to Chill". The name fits perfectly... lots of space for our family of five, great game room, super comfortable bedrooms, beautiful backyard, everything spotless and organized. We loved the fire pit with the star filled sky, having a barbecue dinner under the patio lights, and everyone enjoyed the hot tub! Top it off with the breathtaking views and hikes in the Shenandoah National Park, plenty of restaurants with good food, friendly folks, and fun places to sightsee. Every day we came "home" and enjoyed true family time with lots of laughs, sharing stories, hopes for the future and heartfelt prayers. Veronica was very responsive for all our questions. We will always treasure this vacation.
Top guest favourite
Villa in Gordonsville
4.96 out of 5 average rating, 75 reviews

Restored Historic Stone Greenhouse

KarlRating, 5 stars1 week ago
John's greenhouse is the coolest little place tucked away on a beautiful hillside. It's a perfect getaway place for a couple to have a peaceful break from life. The location is away from people, yet minutes away from shopping, dining and wineries. John's property is great for dogs with plenty of room to get out and stretch their legs. We enjoyed it so much we booked another trip in the fall.

Villa rentals with a hot tub

Guest favourite
Private room in Dyke
4.89 out of 5 average rating, 126 reviews

Rm202SingingSprings, (WaterfrontHotTubPrivSetting)

JamesRating, 5 stars1 week ago
A visit to Singing Springs, is like visiting an old friend or family member. Can't imagine a more welcoming experience to any Airbnb. If it was your first visit to an Airbnb, you woulod always compare the others to this one. The house, the furnishing and the locationare a significant part of the experience.
Top guest favourite
Private room in Dyke
4.99 out of 5 average rating, 148 reviews

Rm201 SingingSprings (Waterfront,Hottub,PrivBath)

NadezdaRating, 5 stars6 months ago
Beautiful villa in private peaceful surroundings. We loved chatting to Jack who was very welcoming, friendly and generous. We enjoyed our room very much and the breakfast that was cooked by Jack himself. We got a true B&B experience which is more and more rare to find these days. Good location to explore the Shenandoah from - we went to Luray caverns, skyline drive and Monticello - all within not too far driving distance.
Superhost
Villa in Shenandoah
4.6 out of 5 average rating, 20 reviews

Secluded Villa in Shenandoah hot tub+Pool tbl+Wifi

SerenityRating, 5 stars3 weeks ago
The Airbnb was beautiful, clean, spacious, and had lots of things to do inside! I definitely recommend staying here if you have a trip up this way! Also, very beautiful surroundings!!
Top guest favourite
Villa in Wintergreen Resort
4.96 out of 5 average rating, 78 reviews

NO STEP ENTRY Wintergreen Mtn Home,HotTub,Sleeps10

WendyRating, 5 stars5 days ago
We had an absolutely wonderful experience at Ben's rental home. The house was spotless and incredibly well-maintained—every room was clean, comfortable, and exactly as described (if not better!). The photos and description were spot on, and we were pleasantly surprised by how much attention to detail had gone into preparing the space. The owner was outstanding—super responsive and helpful throughout our stay. Any questions we had were answered right away, and it really made us feel welcome and taken care of. Overall, this was one of the best rental experiences we’ve had. Highly recommend to anyone looking for a relaxing, worry-free getaway!
Guest favourite
Villa in Shenandoah
5 out of 5 average rating, 154 reviews

Game Room, Hot Tub, Pizza Oven, Fire Pit, Pets

PaulRating, 5 stars1 week ago
We had an unforgettable family vacation at "A Time to Chill". The name fits perfectly... lots of space for our family of five, great game room, super comfortable bedrooms, beautiful backyard, everything spotless and organized. We loved the fire pit with the star filled sky, having a barbecue dinner under the patio lights, and everyone enjoyed the hot tub! Top it off with the breathtaking views and hikes in the Shenandoah National Park, plenty of restaurants with good food, friendly folks, and fun places to sightsee. Every day we came "home" and enjoyed true family time with lots of laughs, sharing stories, hopes for the future and heartfelt prayers. Veronica was very responsive for all our questions. We will always treasure this vacation.
Top guest favourite
Private room in Dyke
4.92 out of 5 average rating, 91 reviews

Rm101SingingSprings(Waterfront,Hottub,PrivSetting)

JenniRating, 5 stars3 months ago
Jack's place is quiet, serene, and very cozy. My husband and I booked a last minute stay and we were immediately greeted by Jack and his hospitality. We had everything we needed during our stay and more! Jack even made us breakfast in the morning, which was delicious! We highly recommend his place if you're planning to visit Shenandoah National Forest!
Top guest favourite
Private room in Dyke
4.98 out of 5 average rating, 111 reviews

Rm203SingingSprings (Waterfront,HotTub,PrivBath)

VictoriaRating, 5 stars2 months ago
Great, quiet house by the river. The room and the bed are very comfy and the breakfast is fabulous! Jack is a very kind and nice host. Would recommend anyone to stay at his home for the weekend.

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