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
A bubbling hot tub is illuminated by soft blue lights, inviting relaxation. In the background, a striped hammock hangs between two wooden posts, under warm string lights that enhance the cozy outdoor ambiance. Nearby windows softly glow, suggesting an inviting space.
Villa in Shenandoah
4.58 out of 5 average rating, 19 reviews

Secluded Villa in Shenandoah hot tub+Pool tbl+Wifi

SimoneRating, 5 stars4 weeks ago
This home was a very comfortable stay for my friends and I as we celebrated a birthday. The house is very spacious and perfect for a peaceful getaway in the Shenandoah National Park area. Darwin was very responsive. Highly recommend!
Top guest favorite
A charming two-story brick house is surrounded by lush green landscaping. The home features white shutters and a welcoming front porch. Large windows allow natural light to fill the interior, while the manicured lawn enhances the overall inviting appearance.
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 favorite
Villa in Wintergreen Resort
4.96 out of 5 average rating, 76 reviews

NO STEP ENTRY Wintergreen Mtn Home,HotTub,Sleeps10

BrandonRating, 5 stars1 week ago
I’ve stayed at many Airbnbs and this one is by far one of the nicest with one of the most respectful and responsive hosts. The pictures are great, but don’t do it justice. The property is incredibly peaceful, and well-maintained. You wouldn’t even know that it is pet-friendly!
Superhost
Villa in Orange
5 out of 5 average rating, 53 reviews

Luxurious Stay for 2 at Historic Estate

KevinRating, 5 stars4 months ago
Great getaway location with beautiful views and plenty of space to enjoy and relax for a few days.
Guest favorite
A charming two-story white house is framed by tall trees and a colorful sunset sky. Large windows with black shutters create a welcoming appearance, while a front porch with decorative railings invites relaxation. The landscaped garden features vibrant flowers and modern outdoor lighting.
Villa in Shenandoah
5 out of 5 average rating, 154 reviews

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

PaulRating, 5 stars2 days 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 favorite
A large Ginkgo tree stands majestically on a lawn covered in golden leaves, illuminated by warm sunlight. The horizon features silhouettes of distant trees, and the scene captures the essence of a serene autumn landscape.
Villa in Gordonsville
4.96 out of 5 average rating, 74 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 favorite
A charming villa is nestled among lush greenery, with large windows reflecting the surrounding landscape. A gentle flow of water can be seen in the foreground, and the property is framed by vibrant trees, suggesting a peaceful and scenic environment.
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 favorite
The rear of the villa features multiple deck areas for seating and dining, surrounded by lush greenery and a backdrop of trees. Large windows reflect natural light, while an umbrella provides shade over an outdoor table. Various seating arrangements invite relaxation and outdoor enjoyment.
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
A bubbling hot tub is illuminated by soft blue lights, inviting relaxation. In the background, a striped hammock hangs between two wooden posts, under warm string lights that enhance the cozy outdoor ambiance. Nearby windows softly glow, suggesting an inviting space.
Villa in Shenandoah
4.58 out of 5 average rating, 19 reviews

Secluded Villa in Shenandoah hot tub+Pool tbl+Wifi

SimoneRating, 5 stars4 weeks ago
This home was a very comfortable stay for my friends and I as we celebrated a birthday. The house is very spacious and perfect for a peaceful getaway in the Shenandoah National Park area. Darwin was very responsive. Highly recommend!
Top guest favorite
Villa in Wintergreen Resort
4.96 out of 5 average rating, 76 reviews

NO STEP ENTRY Wintergreen Mtn Home,HotTub,Sleeps10

BrandonRating, 5 stars1 week ago
I’ve stayed at many Airbnbs and this one is by far one of the nicest with one of the most respectful and responsive hosts. The pictures are great, but don’t do it justice. The property is incredibly peaceful, and well-maintained. You wouldn’t even know that it is pet-friendly!
Guest favorite
A hot tub is featured in the foreground, with bubbles and steam rising from the water. In the background, a wooden gazebo offers shaded seating, and sunlight filters through leafy trees, creating a serene outdoor atmosphere.
Villa in Shenandoah
5 out of 5 average rating, 154 reviews

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

PaulRating, 5 stars2 days 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 favorite
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 favorite
The exterior of the villa showcases a spacious deck surrounded by greenery, featuring several sitting areas and an umbrella-covered table. A red umbrella provides a pop of color against the neutral façade, while large windows offer views of the natural landscape.
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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