Charlottesville Vacation Rentals

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Vacation Rentals in Charlottesville

Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious
10.0 out of 10, Exceptional, (220)
"Bill and Cynthia are such amazing hosts and the property inside and out exemplifies it. What a great place to stay for some serious rural R&R! The property was very clean. They have thought of everything one would need for a delightful get away. If you forgot anything, just ask and they are sure to help one way or another. The Fresh eggs, courtesy of their chickens, were a treat and the farm animals are such fun…esp Posy, Zoey and Hemingway. We hope to return soon for a longer retreat! Thank you...
Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious
1802 cottage once part of Monticello and owned by Thomas Jefferson
9.6 out of 10, Exceptional, (58)
"I had a great stay!"
1802 cottage once part of Monticello and owned by Thomas Jefferson
Greensview Apt | 2 Bedroom, 2 Bath - Beautiful views!
9.8 out of 10, Exceptional, (66)
"My wife and I had a nice stay with our good friends! The location was centrally located which made it easy to Uber to wineries/restaurants!"
Greensview Apt | 2 Bedroom, 2 Bath - Beautiful views!
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Ivy Rose Cottage nestled b/t Cville & Vineyards
10.0 out of 10, Exceptional, (14)
"The location is great! I was worried about having only one shower for four adults but we made it work. The owner is great and quick to respond to questions. Such a lovely place to relax!"
The price is $210
$374 total
includes taxes & fees
Jun 3 - Jun 4
Ivy Rose Cottage nestled b/t Cville & Vineyards
Ridgeview Cottage, POOL HOUSE: Pool is all yours!
9.2 out of 10, Wonderful, (9)
"The cottage was beautiful. Very nicely decorated, had many amenities, like bathrobes, which we loved. It’s the little things :-) The WiFi was great, which was important to us, because we worked from there. It is in a perfect location between downtown Charlottesville and all the wineries. The property manager was very quick to reply to all my questions, which I really appreciated. Highly recommend, and we will definitely be back!"
The price is $214
$400 total
includes taxes & fees
Jun 4 - Jun 5
Ridgeview Cottage, POOL HOUSE: Pool is all yours!
GreenLeaf |3 bed, 2 Bath in Rugby Hills - Great central location UVA and Downtown Cville!
9.4 out of 10, Exceptional, (3)
"House was comfortable and cozy, in a quiet, leafy neighborhood. Beds were super comfy, bedding was very nice. Well appointed kitchen and great outdoor dining area. A few glitches: 1. The Wi-Fi didn’t work. 2. There’s only one bathroom in the main house for three sleeping areas, which requires upstairs sleepers to descend a very steep staircase to use the bathroom. 3. The fourth single bed and second full bath are in the annex area, attached to the main house with a breezeway. Door to the...
GreenLeaf |3 bed, 2 Bath in Rugby Hills - Great central location UVA and Downtown Cville!
Massanutten Resort by Tripforth
3.0 star property
7.8 out of 10, Good, (129)
"The only bad thing was the Woodstone pool opens late at 11 am"
Massanutten Resort by Tripforth
Valley Extended Suites
3.0 star property
9.0 out of 10, Wonderful, (151)
"We loved the scenic drive to the property traveling from East on 64. "
The price is $95
$106 total
includes taxes & fees
Jun 9 - Jun 10
Valley Extended Suites
Massanutten's Woodstone Meadows by Tripforth
4.0 star property
9.0 out of 10, Wonderful, (182)
"Perfect and gorgeous resort. It’s located a short outside the central entrance to Shenandoah. "
Massanutten's Woodstone Meadows by Tripforth
Charming cottage retreat by Shenandoah National Park and Madison Run Trailhead
10.0 out of 10, Exceptional, (15)
"The cottage is cute and very clean. There is a stream that runs through the property. It was peaceful to watch and listen to it from the porches. We spent time at the house and took day trips to Shenandoah National park and Grand Caverns. I would definitely book this same place again."
Charming cottage retreat by Shenandoah National Park and Madison Run Trailhead
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
9.0 out of 10, Wonderful, (238)
"We were very happy with our stay at this lovely place! It was a wonderful experience and we are looking forward to the next time."
The price is $99
$216 total
includes taxes & fees
Jun 9 - Jun 10
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Restored Vintage Airstream at Craft Brewery
9.6 out of 10, Exceptional, (8)
"Cute, wonderful place"
Restored Vintage Airstream at Craft Brewery
Massanuttens Shenandoah Villas by Tripforth
4.0 star property
7.6 out of 10, Good, (111)
"The hot tub did do work fire place was complicated and romote needs batteries but it was beautiful "
Massanuttens Shenandoah Villas by Tripforth
The Natchez - quiet front porch & rockers.
10.0 out of 10, Exceptional, (95)
"We had a great stay! The cabin was well stocked and Ken made sure we had everything we needed."
The Natchez - quiet front porch & rockers.
Pete's Place: Forest retreat near wineries, Blue Ridge School, and Shenandoah NP
10.0 out of 10, Exceptional, (20)
"A quite get away"
The price is $160
$200 total
includes taxes & fees
Jun 9 - Jun 10
Pete's Place: Forest retreat near wineries, Blue Ridge School, and Shenandoah NP
The Summit at Massanutten Resort by Tripforth
3.5 star property
9.2 out of 10, Wonderful, (46)
"Very nice place to stay, enough space, very clean and close to a lot of activities. We would stay here again"
The Summit at Massanutten Resort by Tripforth
Secluded Mountain Cabin, Lakefront, Hiking, Fishing, Relaxing
9.0 out of 10, Wonderful, (114)
"Quiet and lonely was the reason to stay here and it did not disappoint. Will be staying here again."
Secluded Mountain Cabin, Lakefront, Hiking, Fishing, Relaxing
Relax at 3100 feet and enjoy the peace and tranquility
9.8 out of 10, Exceptional, (59)
"The listing was accurate to what is presented. Very clean and easy to find with GPS. Close drive to National Park entrance. Gorgeous views."
Relax at 3100 feet and enjoy the peace and tranquility
The House in the Holla at the foot of Shenandoah National Park
9.4 out of 10, Exceptional, (13)
"My fiancé and I stayed at the house for one night during a trip to Shenandoah, and the location was very convenient and close to the park. We chose this rental because of the stream running by, and we loved having a fire down by the water. Overall the rental was exactly what we were looking for - cute, cozy, and a nice escape! Our one complaint is that the shower had a strong sulfur smell when running the hot water."
The price is $130
$227 total
includes taxes & fees
Jun 2 - Jun 3
The House in the Holla at the foot of Shenandoah National Park
Mountain Chalet – Panoramic Views of Blue Ridge Mountains!
9.8 out of 10, Exceptional, (55)
"We had a lovely stay. The area was gorgeous and the house was comfortable and perfect for our family of 5."
Mountain Chalet – Panoramic Views of Blue Ridge Mountains!
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See all available properties in Charlottesville
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Charlottesville Vacation Rental Travel Info

Other types of properties in Charlottesville you may be interested in

English Inn of Charlottesville
3.0 star property
9.0 out of 10, Wonderful, (1678)
"Very personable and welcoming staff. Everyone here makes you feel special."
The price is $100
$113 total
includes taxes & fees
Jun 2 - Jun 3
English Inn of Charlottesville
Days Inn by Wyndham Charlottesville/University Area
2.0 star property
7.4 out of 10, Good, (1004)
"Mgr On Duty very professional. Room was clean with iron board, microwave, fridge, and very VA art over the beds. Nice steakhouse across the street helped."
The price is $76
$86 total
includes taxes & fees
Jun 9 - Jun 10
Days Inn by Wyndham Charlottesville/University Area
Omni Charlottesville Hotel
4.0 star property
8.8 out of 10, Excellent, (1007)
"Excellent in every way!"
The price is $178
$201 total
includes taxes & fees
Jul 1 - Jul 2
Omni Charlottesville Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Everything you need to know about Charlottesville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Charlottesville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Charlottesville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Charlottesville vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Charlottesville. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Charlottesville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $95 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Charlottesville rentals

At Expedia, we put the best Charlottesville vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Charlottesville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Charlottesville vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Charlottesville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Charlottesville?

Yes, there are vacation rentals in Charlottesville near Virginia Discovery Museum, or you can select a secluded option if you're looking for extra privacy while you relax. Visitors to Charlottesville like the majestic mountain landscape and entertainment choices this destination is known for. While you're here, don't miss the college campus and array of shops.

What's the top vacation rental in Charlottesville?

Massanutten's Woodstone Meadows by Tripforth: You might want to consider this vacation rental near Charlottesville, which is located near skiing and has an outdoor pool, an arcade game room, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave, and kitchenware.

How many vacation rentals will I find in Charlottesville?

With 169 Expedia vacation rentals, you're sure to find just the right place for your Charlottesville stay.

What’s there to see and do in Charlottesville?

Family-friendly attractions include Virginia Discovery Museum and Charlottesville Ice Park, whereas Carter Mountain Orchard and Ix Art Park are a couple of great spots to enjoy the outdoors. While here, Ting Pavilion and Downtown Mall are other places worth a visit.

What’s a vacation rental in Charlottesville like?

Vacation rentals are private properties you can book for a long or short time in Charlottesville. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have everything you need. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for family trips or small group gatherings.

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