Townhome vacation 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.

Location · Family · Bathroom

Adventure Outpost - EV Charger & Garage Access

Located on the 12th fairway of Devils Knob Golf Course, this quiet 4 bedroom, 3.5 bath townhome offers private parking for 4 cars with an EV outlet. The well-stocked kitchen enables cooking like home for a full house. The 2nd floor boasts a king suite with an en suite along with 2 other bedrooms with queen beds and hallway full-bath. The top level has 2 twin beds, 2 futons & an en suite. The large deck has ample seating, grill & fire pit. The front balcony offers views of the Shenandoah Valley.

Family · Location · View

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 · Check-in

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.

Location · Family · Skiing

Wild Ridges - Newly Renovated!

Embrace the ultimate mountain retreat in our spacious, pet/family-friendly property, basking in natural light, tailor-made for skiers, hikers, golfers, and large groups. Unwind by the fire after an action-packed day. The Wintergreen shuttle stop is just steps away for seamless slope access. Our well-furnished retreat boasts 1 king, 2 queen, and 2 twin beds, ensuring comfort for all. Embrace the charm of Wintergreen Resort with nearby wineries and breweries. Book now for an unforgettable stay!

Location · Family · Check-in

Cozy, Fully Stocked Resort Home - Four seasons!

Experience “top of the mountain” living and enjoy the spectacular views in this spacious and updated 5 bedroom, 4.5 bath townhome that comfortably sleeps 13. Thoughtfully decorated with comfort in mind, this beautiful property is a 2 minute drive or shuttle ride to the slopes, the Mountain Inn, and The Edge. The open floor plan is perfect for multiple families to eat, play, and spend time together comfortably. Our home is fully stocked with everything you need to feel at home away from home!

Family · Location · Cleanliness

Cozy Retreat w/ Hot Tub Walkable To Main Lodge

Welcome to Eagle's Landing, a cozy 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!

Value · Family · Accuracy

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.

Family · Value · Outdoor spaces

Mountain-Top Escape * Sunset Views * Pet Friendly

Perched approximately 3,600 feet up at the top of the mountain, this spacious 5-bedroom, 4.5-bathroom townhouse offers lovely views of the Shenandoah Valley. After a day of skiing, hiking, mountain biking or visiting breweries and vineyards, unwind while taking in the peaceful mountain scenery. Enjoy playing games in front of the fireplace, cozy up for movie nights or enjoy your coffee on the deck. The fully equipped kitchen makes preparing meals easy and convenient. Pets are welcome!

Family · Location · Amenities

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 · Sleep quality

4 Bedroom Home at Top of Mountain

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.

Value · Family · Indoor spaces

Stylish Retreat Near Trails & Tastings/ ski

"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.

Family · Location · Decor