Townhouse holiday rentals in Wintergreen Resort

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

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!

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.

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.

4 Bedroom Home at Top of Mountain

Enjoy Wintergreen Resort and Nelson County in a renovated 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 living room table too). A renovation in 2021 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.

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!

Woolly Bull Château! Enjoy Mountain Living

This recently renovated, professionally decorated, cozy 2-story townhouse condo that has everything you need and only for you. PLUS... No one above or below you! Incredibly walkable - just a 6 minutes walk and only 0.3 miles to the main lodge with shops, restaurants, and of course the slopes! Please Note for those allergic to cats... The owners have 2 cats that occasionally travel with them. Every effort is made to make sure home is left in impeccable and spotless conditions.

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!