Townhouse holiday rentals in Charlottesville

4.97 out of 5 average rating, 173 reviews

Townhouse in Belmont

Belmont Home with Hot Tub - steps from Downtown

The perfect destination for your Charlottesville visit in the hip neighborhood of Belmont, where you can read on the loggia with great views or in the hot tub on the patio. From this modern home, you can walk to the best restaurants the city has to offer as well as the popular Downtown Mall and IX Art Park. The University of Virginia and Monticello are each just a short drive, and the home is convenient to the Monticello Wine Trail and Skyline Drive. See below for link to basement apt. listing.

Top Guest favourite

4.99 out of 5 average rating, 67 reviews

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

4.95 out of 5 average rating, 40 reviews

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.

4.7 out of 5 average rating, 82 reviews

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

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Townhouse in Massanutten

4.97 out of 5 average rating, 99 reviews

Mountain views, King bed ski in/ski out

Relax with the whole family at this peaceful place to stay. This Mountain getaway is an absolutely beautiful spot in the resort. It is a ski in ski out condo. Your family will absolutely love the cozy atmosphere while here at the Moose Mountain Lodge. You are only minutes from all the excitement Massanutten has to offer. From Skiing, Golfing 36 holes to the water Park and everything in-between. Food options are endless as well as a stocked kitchen for you to use. PET FRIENDLY WITH PET FEE.

4.86 out of 5 average rating, 36 reviews

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!

4.88 out of 5 average rating, 80 reviews

Downtown/UVA 1mi~JPJ Arena 3mi~PS2~Early Check-in!

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

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5 out of 5 average rating, 44 reviews

Beary Lazy - 4 beds and 2 sleeping sofas!

Welcome to our spacious two-story townhome with enough room to enjoy your family and also escape when you are sick of them. A great location to be away from all of the noise, but close enough (3 min drive) to get right back into your snow gear. The shuttle is available not that far from the property on weekends. Plenty of amazing hikes all around and 15 minutes away from actual real fun - wineries and breweries! Build memories, relax (especially if you are a parent), and shred that snow!

4.9 out of 5 average rating, 259 reviews

Townhouse in Waynesboro

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.

4.96 out of 5 average rating, 47 reviews

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!

4.94 out of 5 average rating, 189 reviews

Fantastic home in an ideal location, dogs welcome!

Wintergreen Resort is a fantastic, all season destination, with adventures for everyone! We are a pet and kid friendly, 2br/2ba townhome, located in the heart of all the action. Ski check-in, Mountain Inn, restaurants, & the Market stocked with all the essentials located right next to our community. Come hike, swim in our private pool or lakes, ski, snowboard, tube, and vineyard, brewery, distillery, or cider hop. We have it all!