Townhouse holiday rentals in Wintergreen Resort

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.

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.

Cozy Mountain Home w/ Hot Tub, Walk to Ski Lift

Welcome to Eagle's Landing, a modern oasis just a 5-min walk from the main mountain lodge. Unwind in the private hot tub after a day on the slopes or cozy up by the fireplace after a vineyard tour. With sleek cozy decor & amenities, our home offers the perfect blend of comfort & style. Enjoy seasonal mountain views from the balcony, and explore nearby hiking trails and charming wineries & breweries. Your mountain adventure begins here to experience the ultimate retreat in the heart of nature!

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.

Resort Home designed to escape! Access to pools

Experience the beauty of this unique property .3 miles from the Wintergreen Mountain Inn/Slopes. Designed to be an oasis after a day filled with skiing and hiking the house features: 4B/4B, 4 outside deck spaces, 2 lofts, living area with EC and fireplace to the renovated kitchen with large kitchen island, tea/coffee station, fireplace, and farm house table. Lots of activities for children, designed to work/school remotely and pet friendly. Pool passes are available for the summer.

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 Bedroom Home Near Ski Slopes

Enjoy Wintergreen Resort and Nelson County in a 3 story townhome with 4 bedrooms, 3.5 bathrooms and beds for 10. The 2,300 sqft home has a large living room, open kitchen, and 8-person dining room table (breakfast bar and 4-person table too). A renovation finished in 2022 included a brand new kitchen, new flooring & carpet, remodeled bathrooms, and brand new beds & furniture. This getaway includes all the comforts of home with a fully stocked kitchen, board & card games, and Smart TVs.

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! ✶ 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.

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!

Stylish mountain refuge to relax, hike, ski & dine

"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 wifi, espresso/hot chocolate machines, and a unique feel, this is the ideal Wintergreen getaway for family, friends, or a romantic retreat.

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.

Wintergreen home, 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!