Townhome vacation rentals in Charlottesville

Preston Lofts-Spacious, Modern, Central, Green

Preston Lofts (2500 SF) is an exciting, modern, 5 bedrm, 3 ½ bath home in the middle of Charlottesville. It is perfect for reunions, retreats and gatherings with both privacy and a spacious plan. Tucked into a quiet, wooded site, the house an easy walk to the Downtown Mall, shops along Preston & West Main, the UVA campus and UVA hospital. It features a modern kitchen, high ceilings, Persian rugs and Mid-Century decor. Beyond, wineries, breweries, Monticello, and the Blue Ridge Mountains beckon

King Bed Pool Tennis Golf Hiking DogOK Pack n Play

Walk to Wintergreen Resort, The Market and restaurants! Spacious living room and kitchen with cathedral ceilings and wood-burning fireplace. Large and private primary bedroom with king bed and en suite bath on the second floor. 3 bedrooms - 1 king (en suite bath), 1 queen, 1 bunk (2 twin) HDTV in Living room and every bedroom Happy dog fee $150. Outdoor pool/tennis in season. 3 min walk to Wintergreen Resort ski slopes. *HOA replacing decks of condo between Jun-Oct '25. Exterior work only.

Private townhouse - 5-10 min walk to slopes!

Welcome to our mountain retreat! Only a five to ten minute walk to the Wintergreen Mountain Inn and slopes, our home is the perfect place to get away from it all. You could spend the day on the slopes, hiking the Appalachian Trail, exploring the Shenandoah National Park, going to wineries or breweries, or reading a book by our fireplace. Our home has 2 floors and a sleeping loft, a private deck and two full bathrooms. Roku TV-you need your own logins, no cable. New mattresses in main bedrooms

Lovely 2 bedroom townhouse with parking

Come, relax, checkout the sites, or visit family and friends in Charlottesville. This 2 bedroom townhouse is located in a quiet neighborhood, within walking distance from the vibrant downtown mall area and near the UVA campus and Hospital, Monticello, blocks away from the 250 bypass, 26 miles from the Blue Ridge Parkway, and more. Charlottesville is a city known for its live music scene, yummy restaurants, bustling shops, bars and cafes. We look forward to having you stay in our lovely home!

Spacious Serene MtnTop Escape *4 EnSuites* Dogs OK

Enter this recently renovated home and discover an open floor plan on the main level with endless views of Shenandoah Valley! Highlights include: ✶ Spectacular Mountain Top views! ✶ Recently Renovated! ✶ Every bedroom has an en-suite bath! ✶ Helix Hospitality Mattresses! ✶ Three Roku TVs! ✶ Cozy wood-burning fireplace w/firewood included! ✶ Hiking! Bring the family or a large group and enjoy the common space for gathering and another 3 floors of bedrooms to spread out and enjoy privacy.

Downtown/UVA 1mi~JPJ Arena 3mi~On Bus Line~PS2!

This centrally-located townhome is right off I-64, just 1 mi from UVA & the Downtown Mall. John Paul Jones Arena, Alamo theater & Wegmans grocery are just 5 mins away. Monticello & wineries only 5 mi. Walk to Forest Hills Park & trails. You’ll be close to it all here! The comfortable accommodations include 3 bedrooms, fully stocked kitchen w/ coffee, outdoor patio w/ grill, fireplace, yoga mats. Luxe master BR has an adjustable bed to take the pressure off your back, a PlayStation & Sma

Cozy Wintergreen Condo, close to hiking & dining.

Discover your perfect Wintergreen getaway! This 2BR, 2BA home is just a 5-minute walk to the resort, slopes, and local dining. Explore nearby hiking trails and overlooks, then unwind at the area’s breweries and wineries. Inside, enjoy memory foam mattresses, a fully stocked kitchen, and premium coffee with a frother. Relax on the private patio or by the wood-burning fireplace. With 3 flat-screen TVs, you're set for cozy nights. Book now for an unforgettable stay!

Built to be AIRBNB Townhome (Central Waynesboro)

New townhome built/designed to be an Airbnb experience. For clarity this townhome is near city center. Located at the foot of the mountain (near Shenandoah), 3 minutes from downtown Waynesboro, close to Basic City Brewery. Premium queen sized beds/cleanliness and an entire space with ambiance in mind. Enjoy a well stocked coffee/tea station, travel sized toiletries, and smart TVs in each room. Enjoy, fast Fiber internet, and self-checkin.

Perfect for Extended Stays! Walk to UVA & Downtown

Freshly renovated and professionally cleaned after every stay! This spacious city home is conveniently located near downtown Charlottesville, UVA, Monticello, and vineyards. Perfect for families or a weekend getaway, it's within walking distance of restaurants, shops, and bars. Need transportation? Mario’s Transportation Service offers winery tours, wedding transport, and airport drop-offs for CHO, RIC, IAD, DCA, and BWI. Groups welcome!