Charlottesville Vacation Rentals

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Vacation Rentals in Charlottesville

Exterior
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
Interior
Ivy Rose Cottage nestled b/t Cville & Vineyards
10.0 out of 10, Exceptional, (12)
"Very unique and quaint house. Property manager was so kind and helpful. Highly recommend."
The price is $210
$374 total
includes taxes & fees
May 27 - May 28
Ivy Rose Cottage nestled b/t Cville & Vineyards
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
10.0 out of 10, Exceptional, (271)
"I’ve stayed in wintergreen before but never with my wife. This unit is the perfect place to relax. It’s close to everything and there are tons of places to walk. The condo was very well equipped. I especially loved the nook with the Wii. Thanks for a great time."
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
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Property grounds
🏔Mountain retreat⛷ 400Mbps | Hot Tub | BBQ | Pets | Deck | 3300ft2 | King Bed
10.0 out of 10, Exceptional, (24)
"We absolutely loved our stay. But yes we did have 3 older people in their 70s and the stairs were many but we were able to rearrange baths and other activities based on floor level."
The price is $150
$408 total
includes taxes & fees
May 16 - May 17
🏔Mountain retreat⛷ 400Mbps | Hot Tub | BBQ | Pets | Deck | 3300ft2 | King Bed
Terrace/patio
Charming cottage retreat by Shenandoah National Park and Madison Run Trailhead
10.0 out of 10, Exceptional, (12)
"What a pleasant little cottage, centrally located to Harrisburg, Bridgewater, and Staunton with easy access to Shenandoah National Park and several area wineries and breweries. There’s a great porch and deck area to relax and unwind outside, with ample open grassy areas as well."
Charming cottage retreat by Shenandoah National Park and Madison Run Trailhead
Interior
Massanutten Chalet
10.0 out of 10, Exceptional, (19)
"Owner was so sweet! Extremely helpful, answered so quickly. Came with my friends to go snow tubing and we enjoyed every moment! The home is truly beautiful and everything was perfect. Thank you so much (:"
The price is $148
$374 total
includes taxes & fees
May 16 - May 17
Massanutten Chalet
Exterior
Pete's Place: Forest retreat near wineries, Blue Ridge School, and Shenandoah NP
10.0 out of 10, Exceptional, (18)
"Pete's place was a great getaway. Just a quick drive to some great hikes in Shenandoah National Park. The house was clean, comfortable and had everything we needed. Plan to visit again in the fall!"
The price is $160
$202 total
includes taxes & fees
May 19 - May 20
Pete's Place: Forest retreat near wineries, Blue Ridge School, and Shenandoah NP
Private kitchen
Lovely Wooded Cabin with Numerous Trails On-Site!
10.0 out of 10, Exceptional, (50)
"My husband and I had a lovely stay at the cabin! It was perfect for our anniversary trip. Close enough to Shenandoah National park for hiking yet secluded for the perfect off-grid feel."
Lovely Wooded Cabin with Numerous Trails On-Site!
Fridge, microwave, oven, stovetop
Greensview Apt | 2 Bedroom, 2 Bath - Beautiful views!
9.8 out of 10, Exceptional, (65)
"Very nice and roomy, very quiet, only issue was the 2 flights of stairs"
The price is $140
$302 total
includes taxes & fees
Jun 4 - Jun 5
Greensview Apt | 2 Bedroom, 2 Bath - Beautiful views!
Property grounds
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
Fridge, microwave, stovetop, coffee/tea maker
Secluded Stanardsville Cabin w/ 10 Acres & Hot Tub
9.8 out of 10, Exceptional, (64)
"Cute cabin with everything you could need for a stay away with additional extras. Secluded location with relaxing river sounds"
Secluded Stanardsville Cabin w/ 10 Acres & Hot Tub
Property grounds
Cottage near Shenandoah NP Old Rag and White Oak Canyon
9.8 out of 10, Exceptional, (39)
"If you are looking for peace and quiet in a location near tons of hiking, wineries, breweries, and farms, stay here! Jen was a perfect host and the cottage is gorgeous. All of the appliances are new, the house itself is out of a magazine, and the bed is super comfortable. We loved that there is a washer and dryer, a perfect porch, a fire pit, games, books, tv, everything. We can't wait to visit again!"
Cottage near Shenandoah NP Old Rag and White Oak Canyon
Exterior
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!
Outdoor pool, a heated pool
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
Outdoor dining
Restored Vintage Airstream at Craft Brewery
9.6 out of 10, Exceptional, (8)
"Cute, wonderful place"
Restored Vintage Airstream at Craft Brewery
Property grounds
Splendid European-Style Chalet w/ Game Room and Newly Renovated Baths
9.6 out of 10, Exceptional, (108)
"My family had this house built when Massanutten first opened back in the early 70’s. Started the build in 1973 moved in 1974 and sold in 2004. It was a girls weekend to go to some of the wineries and breweries. The house has plenty of room for large groups and has a ping pong and pool tables. Great to be able to stay in the house once again and remember 30 years of wonderful memories my family had in the house. Would definitely recommend this house."
Splendid European-Style Chalet w/ Game Room and Newly Renovated Baths
TV
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!
Exterior
Cozy modern cabin - the squirrel's nest
9.4 out of 10, Exceptional, (199)
"We had a great time staying at the Squirrel’s Nest. The location is secluded but still only 15 minutes away from Shenandoah. The cabin was warm & cozy and a perfect escape from everyday life. Hot tub was a plus!"
Cozy modern cabin - the squirrel's nest
Property grounds
Charming Farmhouse Cottage with Mountain Views
9.4 out of 10, Exceptional, (12)
"Great location in Orange County Va farm land very close to many attractions and with in reach to Charlottesville for a day trip via country road route 20 ( no traffic lights). The cottage is an outbuilding on the Bloomingdale Farm property that is surround by working farms. The view from the porch is peaceful and relaxing with the Blue Ridge off in the distance. The cottage is rustic with old wide plank pine floors that creek with every step. The first floor sitting room has a large working wood...
Charming Farmhouse Cottage with Mountain Views
Exterior
Autumn Ridge- Cozy cabin in the Blue Ridge Mountains with a bubbly hot tub!🗻
9.4 out of 10, Exceptional, (79)
"Wonderful, very relaxing stay, the hot tub was on point, we did get turned around going into town, and forgot our directions at the cabin, didn't realize no gps until we left the cabin, a little map of the side roads would be wonderful, but we figured it out..... great stay, thank you for the dish detergent and the paper towels, everything we needed was there!!!! Great time!!!!!!"
Autumn Ridge- Cozy cabin in the Blue Ridge Mountains with a bubbly hot tub!🗻
Don't see what you're looking for?
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

Number of vacation rentals
3
Popular accommodation
Charlottesville private vacation homes
Known landmarks
Trump Winery, The Jefferson Theater and Paramount Theater
International airport
Charlottesville, VA (CHO-Charlottesville-Albemarle)

Other types of properties in Charlottesville you may be interested in

Front of property
English Inn of Charlottesville
3.0 star property
9.0 out of 10, Wonderful, (1662)
"Nice hotel. Very convenient to drive in and out of for a Charlottesville business trip. Very quiet and very close to Bodo's Bagels (big plus). The rooms were very clean, well kept, and I enjoyed my brief visit. Breakfast is adequate and as advertised."
The price is $107
$121 total
includes taxes & fees
May 20 - May 21
English Inn of Charlottesville
Exterior
Country Inn & Suites by Radisson, Charlottesville-UVA, VA
3.0 star property
9.0 out of 10, Wonderful, (1001)
"Effortless check in/ checkout; and substantial breakfast . Essential comfortable room arrangements. "
The price is $117
$132 total
includes taxes & fees
May 28 - May 29
Country Inn & Suites by Radisson, Charlottesville-UVA, VA
Terrace/patio
Omni Charlottesville Hotel
4.0 star property
8.8 out of 10, Excellent, (1004)
"Lovely hotel! We were in Charlottesville for a wedding and this was the perfect place to stay. The lobby area/conservatory is so beautiful. I also loved how the hotel is steps away from a charming promenade of streets and restaurants. I would absolutely stay here again if I find myself in Charlottesville for another occasion. "
The price is $186
$211 total
includes taxes & fees
May 27 - May 28
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 $99 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.

Recent reviews of Charlottesville properties
Expedia verified reviews

Clarion Pointe Charlottesville

Clarion Pointe Charlottesville

5/5 Excellent
"The staff at the front desk were very friendly and accommodating. "
A verified traveler from Nassau stayed at Clarion Pointe Charlottesville
Posted 1 day ago
Clarion Pointe Charlottesville