House holiday rentals in Charlottesville

West Wing

Quiet West Wing of my home, was newly renovated February 2020. The West Wing has a private entrance set in a mature garden. Two bedrooms upstairs sleep up to four people. One w/queen size bed and views of the garden.The 2nd has 1 full and 1 twin bed, plus walkout balcony. Each floor has a full bath. The 1st floor has a combined living room/dining area with a counter, bar sink, microwave, coffee maker, toaster oven andTV. Pet dogs only are welcome. The cleaning fee is included in the base price

Gorgeous Modern Mountain Home + Blue Ridge Views

GREENWOOD VISTA - Escape to our modern mountain retreat nestled along the Blue Ridge mountains. Whether you want to explore Shenandoah National Park, visit wineries, or relax in our hot tub with stunning mountain views, this gorgeous A-Frame home is the perfect place for you. We have thoughtfully appointed our home with everything you need to be comfortable. From a luxurious bedroom suite, fully equipped kitchen, to coffee and wet bar, sauna, outdoor grill, billiard table, and a cozy fire pit.

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.

River Vista Cottage | Fenced Yard + Dog-Friendly

Newly renovated spa-like bathroom completed in 2026. Sunlit, single-story home in North Downtown Charlottesville for 4-5 guests. Features two bedrooms (King/Queen) and cozy sunroom with daybed. Private fenced yard with patio, grill, and fire pit. Perfect for anyone seeking a quiet retreat just minutes from the Downtown Mall, Rivanna Trail, and UVA. Private parking. Please be aware - this property is pet-friendly and a very sweet, fluffy, black and white cat named Romeo lives on the property.

Beautiful Sunny 1 bedroom Home In Charlottesville

Bright clean and sunny small HOUSE with hardwood floors and high ceilings. Walk to the downtown mall and concert pavilion in less than 10 minutes. Or just enjoy neighborhood restaurants and bars right here in historic Belmont. 2 minutes walk to Mas, Tavola, The Local, Junction, Belle coffee , Beer run and BBQ. Very close to highway 64 Monticello and all vineyards. Private driveway cable tv WiFi and all amenities. If you’re looking for longer than 5 days or even several months just contact me.

Wakefield Ct | Private Parking spots | Fast WiFi

BRAND NEW LISITING! Cozy stay in an updated colonial style house on a quiet street. Short drive from great local spots along Downtown Cville, UVA Corner, Monticello, Blue Ridge Parkway, The Appalachian Trail, breweries and local wineries. An excellent choice for hosting small gathering with good yard space and pouch. A wonderful stay if you like to be close to all the attractions Cville has to offer, but still far enough to enjoy peace and quiet. Thank you, for your time and consideration.

The Venable - A Gorgeous Home in the Heart of UVA

Welcome to The Venable! Enjoy a comfortable and well-appointed stay in one of the most conveniently located homes in Charlottesville. With 3 bedrooms, 3 full bathrooms, a large fenced yard and patio, and ample parking, bring your family and friends and spread out in this fabulous home that retains all the charm of its 1946 beginnings, while luxuriating in its modern upgrades! Walking distance: The Rotunda/Grounds: 0.5 miles Scott Stadium: 1 mile JPJ Arena: 0.75 miles The Corner: 0.75 miles

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!

3BR / Pets Welcome / Fenced Yard / Fiber Internet

Sitting atop the neighborhood, Monticello can be seen from our Ridgetop home. Convenient to all parts of Charlottesville, including Downtown, UVA, and Hospitals. Local parks offer swimming, boating, & are all walkable. The fenced yard allows for a safe space for dogs and the private patio is perfect for relaxing. The home offers an open design in the kitchen, living & dining room. Bath has a modern tile with a jacuzzi tub. Fast TING fiber internet. Freshly painted. Big Green Egg grill

Cavalier Cottage-3 BR/Bath, Calm Amid UVA Grounds

Fully-updated, custom home in premier location. Warm hardwoods, lots of light, comfortable sofas & beds, easy check-in -- we strive to make your stay restful and refreshing. Nestled between Scott Stadium & JPJ, O'Hill & the Rotunda, wine country & the downtown mall, you could not be closer to the action yet in a quiet, residential neighborhood. The perfect place for any & all Cville/UVA events, work trips, reunions, weddings, family vacations, college visits, etc.

The Hummingbird, a cozy quiet, 2 room apartment

The Hummingbird is a cozy, quiet, apartment in my home. It has a private entrance, is 2 rooms and is perfect for a getaway. It is centrally located in a quiet neighborhood. It is minutes to historic downtown Charlottesville and UVA. Wineries are also easy to get to. I provide a few baked goodies as I have a small on premises bakery where I make scones, quiche and seasonal pies for our local Farmer's Market. It's a wonderful place to enjoy the quiet and privacy.

The Loft at Minor Mill - Private loft apartment.

Our place is a newly constructed barn loft in our 1960's barn. Enjoy beautiful views of the surrounding countryside from large windows and a private balcony. The barn is surrounded by our horse pastures and neighboring fields. Self check in with the key lockbox. This loft is separate from the main house where we live. Private parking and entrance for our guests directly outside of barn loft (this is separate from the main house driveway).