Townhome holiday rentals in Charlottesville

Top guest favourite

Guest favourite

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.

Location · Value · Access

4BR (3 KING)+ Shuffleboard + Hot Tub + EV Outlet

Enjoy the beautiful Blue Ridge/Wintergreen Resort area in spacious 2,445 sqft, 3 level townhome. 2 min. drive to lodge area or ~5 min walk to expert slopes! ★Private deck w/ Hot Tub ★Shuffleboard, ping pong table ★3 King Bedrooms, Double Bunkroom ★Fully stocked kitchen ★Private workspace ★(5) Smart TVs ★ NEMA 14-50 outlet Follow & tag us on IG @wintergreengetaway Home is on shuttle path (weekends only, not directly ski in/out.) Outdoor pool/tennis access included. Resort access not included.

Family · Location · Cleanliness

Top guest favourite

Guest favourite

Hike*Spacious 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: ✶ Easy Access to breweries! ✶ Spectacular Mountain Top views! ✶ Recently Renovated! ✶ Every bedroom has an en-suite bath! ✶ Helix Hospitality Mattresses! ✶ 3 Roku TVs! ✶ Cozy wood-burning fireplace! ✶ Hiking! Bring the family or a large group and enjoy the common space for gathering & another 3 floors of bedrooms to spread out and enjoy privacy.

Location · Value · Layout

Southampton @ Wintergreen Resort

Whether you're interested in skiing, hiking, biking, swimming, golfing, or just relaxing in peace and quiet among the serene settings, this duplex has exactly what you need. Easily sleeps eight with three king-sized beds, two twin beds, and a pullout couch. Wintergreen Resort offers year-round fun for the whole family: Ski in the winter; enjoy the spectacular scenery as the mountain awakens in the spring; swim, hike, and bike in the summer; and be dazzled by the changing colors in the fall.

Family · Location · Indoor spaces

Top guest favourite

Guest favourite

4 Bd/3.5 Ba Duplex in the Heart of Wintergreen!

Centrally located within walking distance of the spa & highlands ski slope is our spacious, updated 2,263 sf open floorplan duplex great for entertaining. Comfortably sleeps 8 with 5 TVs to access Netflix, Prime, Hulu, etc (no cable). Broadband fast internet is available throughout the home. Ski storage is available in an outside closet accessed with a digital lock. The wooded backyard is a great place to relax in the hammock. Board games, books, puzzles and DVDs are also available to guests.

Family · Location · Check-in

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!

Value · Family · View

Top guest favourite

Guest favourite

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!

Location · Family · Indoor spaces

Top guest favourite

Guest favourite

Stylish Condo Near Trails & Tastings/ ski/tubing

"Mountain Memories" is our cozy, renovated chalet that is just a 5-minute walk to the slopes, lodge, and dining. Enjoy spacious living areas, unique decor, a fully equipped kitchen, and peaceful mountain views. Perfect for every season—ski, hike, tube, or explore nearby breweries, cideries, and vineyards. With high-speed/very fast wifi, espresso/hot chocolate machines, and a unique feel, this is the ideal Wintergreen getaway home for family, friends, or a romantic retreat.

Location · Family · Quiet

Cozy condo with loft. Walk to Wintergreen resort!

Discover your perfect Wintergreen getaway! This 2BR, 2BA with lost 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 smart TVs, you're set for cozy nights. Book now for an unforgettable stay!

Value · Family · Accuracy

3 min Walk to Ski: King Bed Fireplace Pack n' Play

2 min walk to Dobie ski slope and lift at Wintergreen Resort. 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 Firewood provided Happy dog fee $187. Outdoor pool/tennis in season.

Value · Family · Laundry

Close to it All • UVA/Downtown 1 Mi• Fire Pit

Close to it all in Charlottesville! This comfortable 3-bedroom townhome is just 1 mile from UVA, Downtown & Wegmans, with Monticello, JPJ Arena and wineries about 10 minutes away. Relax on the private patio by the fire pit, grill dinner, or cozy up by the fireplace. Enjoy a fully stocked kitchen, fast Wi-Fi, workspace, games, PS2, and family-friendly extras. Pet-friendly and just minutes from I-64—an easy home base for exploring Cville!

Family · Location · Grill

Spacious townhouse in Harrisonburg near university

Enjoy this spacious, cozy, and stylish 3 bedroom, 2.5 bathroom townhouse. Try the complimentary waffles and coffee out on the peaceful patio. There are TV's and games for entertainment and the kitchen is fully stocked. The location is great with James Madison University being only 4 miles away and the Skyline Dr entrance to Shenandoah National Park just 30 minutes away. You will have everything you need for a great stay!

Location · Value · Pets