House holiday rentals in Charlottesville

Cottage just off Main St.

2 Bd/1 Bath - Walk to Charlottesville’s best restaurants/bars/bakeries on Main Street (3 min. walk - one of the closest you'll find)! Pets welcome with a Reasonable $25/pet fee, no extra $,fenced back yard! Walk to UVA (20 min), UVA hospital (15 min), the Downtown Mall (10 min), or the Amtrak train station (5 min)! One off-street parking spot, with additional paid parking available at the Amtrak parking lot (3/12/50 per hour/day/week, ~3 min) Please make sure to review all photos/descriptions.

Rivanna Farm Estate North I Pickleball I Pool

This historic 42-acre country estate features four distinct residences, three of which are Airbnb rentals. The "North” offers beautiful views of the Blue Ridge Mountains and includes 4 bedrooms: 2 bedrooms with queen beds, and another with 2 twin beds on the main floor, and an additional queen bedroom upstairs. The second floor has a full kitchen, living room, & dining area. On the lower level is a yoga studio, game room, outdoor patio area w/seating, and charcoal bbq. (Charcoal not provided)

One Level Living at Shadwell Terrace

Set in the heart of Wine Enthusiast’s Wine Region of the Year, this newly renovated 2-bedroom, 800 sq/ft terrace level flat with separate entrance, is located in a private setting in the Keswick area. Close to Downtown Charlottesville, we are adjacent to Clifton Inn and Glenmore and minutes to Keswick Hall. After exploring many of Virginia’s wineries, breweries, and historical sites, kick your feet up between the trees in the hammock or share your adventures online with our high speed Wi-Fi.

Holiday magic in Cville!

This listing is properly registered with the City & abides by local ordinances. Large beautifully renovated and thoughtfully appointed home is walkable to Scott Stadium (1.3m), under 3 miles to Downtown Mall, close to UVA/hospital, shopping, & dining! Perfect for getaways, weddings, bachelorettes. Game room w/ pool table and foos ball! Easy access to vineyards/breweries/trails/golf. Great amenities (snacks, toiletries, coffee, Wi-Fi, washer/dryer, sheets, towels). Hosts close by & attentive!

LuxuryOnLocust. 1 mile to downtown.

Where old meets new! We’re a 1950’s brick home, uplifted with the addition of a front porch and an Italian limewash brick finish. Our refurbishment has been a labor of love - we hope you feel at home & love it too! We trust you to please take care of our home and be respectful of our neighbors. Traveling with children? NorthEast Park is an easy 3 minute walk, just two streets away. A walking trail along the Rivanna River is just beyond the end of our street. The CAT bus stop is also nearby.

Lux Country Retreat minutes from Charlottesville!

Located just off route 29 this private luxury retreat with surrounding 2 acre fenced yard is one mile from Pippin Hill Farm & Vineyard and only 15 minutes from UVA/Charlottesville. You will find this home spacious, bright and airy, perfect for entertaining groups or families. The house is completely equipped with everything you may need to host the perfect getaway! Nearby attractions: Pippin Hill, Albemarle Ciderworks, Ragged Branch Distillery, Potter's Craft Cider and Charlottesville!

Woodwind Cottage

Woodwind Cottage is a brand new, beautifully built cottage with living room, bedroom, bath, kitchen and loft. It has charming architectural details and a covered porch for enjoying the view of the woods. The loft has a fold out sofa for an extra guest or private work space. The home has wifi, smart tv for streaming, and a gas fireplace. Enjoy reading in the oversized window seat, rise early to see deer in the yard or, perhaps, a hot air balloon overhead in the spring and fall.

Unit 1_Expansive Luxury Suite for up to 4 Persons

Take a journey to Albemarle County and experience historical sites and luxurious accommodations. Sonsak is uniquely situated on the Thomas Jefferson Parkway; nears area's most celebrated landmarks, including Monticello - Home of Thomas Jefferson, directly across Michie Tavern and near Ash Lawn - Home of James Monroe, Carter Mountain Orchard and numerous Vineyards. Embark on a 'Journey Through Hallowed Ground', an unforgettable experience that's packed with history and beauty.

Hidden Haven

Hidden Haven is just that! A 600 square foot romantic, private, peaceful, little haven. Hidden in the woods just 6 miles outside of the Town of Orange. Open the garage door in the living area and step out on the 300 square foot screened in porch where you can relax at the firepit under the covered roof. On the porch at Hidden Haven, we like to say, "time wasted is time well spent". The romantic vibe and modern amenities make it a prefect place for a couple's getaway.