Welcome to Wintergreen! This condo is located near the top of the Highlands lift, within walking distance to the slopes and the nearby fitness and spa center. The included membership guest passes allow access to the fitness center, spa, golf, and tennis areas of the resort with a small fee. These...

TREELOFT #1 is Located in a really GREAT spot, right in the Middle of Wintergreen Resort. It is walking distance to several overlooks, and the main lodge called the Mountain INN, and our Market. It is just 100 STEPS to the Tyro ski slope! 200 steps from there to the top of Eagles swoop and Big...

North Ridge Condos at Wintergreen Resort, VA - top of the mountain near Wintergarden and Devils Knob Golf/Tennis. WiFi available along with TV in each bedroom and den. Discount passes available for limited sporting activities. Walking distance to Wintergarden/ Devil's Knob Golf Course/Tennis Courts...

Time to start thinking about Skiing and tubing! Best snow conditions in years! Just Renovated, beautiful rental in the woods!!! New carpet/hardwood floors/tile bathrooms. New granite in kitchen, all new appliances, completely painted inside including ceilings! Close to ski slopes! Enjoy the...

Now HERE is a really great house! Fit for a KING or two. This house has 4 large bedrooms with 2 of them having KING size beds. Then there is a Queen & 2 twins and then the loft has a twin day bed that has a pop up trundle so this could be another KING (that makes 3) ..or they can separate into...

This is a SUPER beautiful modern home with 5 bedrooms, 3 full bathrooms and 2 half baths. All hardwood floors except for the tile kitchen.There are 2 big family rooms perfect for big families or groups of friends. 3 big flat screen TVs and pingpong. Two large dining room tables. Beautiful kitchen....

Comfort is the word to describe this well-equipped mountain home, with all the amenities you need. Full kitchen, large decks, and wifi. Explore the Blue Ridge Parkway, the Skyline Drive, Shenandoah National Park, the Shenandoah Valley, and many more outdoor attractions. Looking for adventure?...

This is a really amazing home! It is so perfect for all kinds of groups because it has 3 SERIOUS master suites. You could say it is perfect for 'separate togetherness'. The main floor has the kitchen that overlooks a huge deck right on the 16th tee box of Devils Knob Golf course, a big dinning...

Week of July 9th still available. Aug 3-5 weekend available. New living room furniture - not shown in these pictures. We have the Wintergreen Resort membership so you have access to resort facilities that are closed to the public! 3500+sq ft Gorgeous/Custom Built House *** Two Master...

Very popular for families with teenagers, Cabin Rockwood is loved in the summer for its proximity to the swimming pool. As can be seen in the pictures, the pool is located only about 50 yards from the cabin. Inside you'll find a queen size bed in the master bedroom, as well as a full kitchen,...

Welcome to A Cajun Chalet! We are located in the Blue Ridge Mountains, inside Wintergreen Resort. Beautiful modern home with 4 bedrooms, and 3 bathrooms, with a hot tub and a stream, and central AC and the All Access passes! The passes allow you to do the 3 things at Wintergreen that are Private....

You'll be delighted with our Pet-Friendly, fully furnished mountain home, located just two miles from the Blue Ridge Parkway, and one mile from Sherando Lake. With all the comforts of home, you'll be able to enjoy the outdoors without roughing it! Spend the day hiking on mountains trails, driving...

Home on one acre in wintergreen ski resort 5 - 10min walk to ski slopes, mountain inn restaurants ice rink basketball court ourdoor grill gift and ski equip shops rental and ticket office, market store deli beer wine pizza sundries, hiking , overlooks, newyears and july fourth fireworks Pets...

Take advantage of all the Blue Ridge Mountains have to offer while staying at this CHARMING FIRST FLOOR CONDO. This premier Wintergreen vacation rental is ideally situated within a short distance of Wintergreen Resort, on the 12th hole of Devils Knob Golf Course. From this home enjoy easy access to...

Our cabin is located near the very top, elev 3515ft, of Wintergreen mountain and is on the resort property; approximately 1.5 miles from the slopes. Wintergreen is an excellent place to vacation given the warmth of the people in this part of the eclectic Blue Ridge Mountains of Virginia and the...

A skier's delight can be found at our Wintergreen vacation home on Squirrel Tree Lane, featuring ski in and ski out on the intermediate slope Tyro so that no time is wasted in traffic. Home is located 70' from the parking area, located in a private wooded area directly on the Tyro slope. The house...

A farm vacation suite in the beautiful Shenandoah Valley of Virginia midway between Staunton and Lexington. The suite is located in the upper part of our home with a private entrance via the second floor porch. Our exceptional feature is the year-round sun room where you have a tree-top view...

GREAT new listing and just in time for FALL in Virginia! Beautiful remodeled home, with updated kitchen, open floor plan, lots of light, fantastic large deck with great porch furniture. Lovely location, close to everything. Walking distance to the ski bus route and to Tennis, and the...

* 15% discount for 1 week bookings * Explore all the best of Wintergreen, Virginia from this newly built 5-bedroom, 4.5-bath vacation rental home that sleeps 12. Boasting a spacious deck with views, an outdoor grill and close proximity to a wide range of indoor and outdoor activities, this...

Relax, Golf, Beautiful Views, Passes for Golf, Tennis and Pool Please be advised we request a two night stay on the weekends. CHECK OUT OUR OTHER 2BR/2BA PROPERTY DIRECTLY ABOVE THIS UNIT: 8743003 Do you have a large group/family. Do you need 4 Bedrooms? Do you need some space during your...

Tyro 22 is a true ski-in/out 4 bedroom mountain home located directly on the Upper Tyro slope at Wintergreen. Seriously, you can step out of the house and into your skis. In summer, the slopes offer access to many activities such as mountain-biking, the Spartan Games, hiking, fishing, music/art...

Right on a mountain stream, this two-bedroom cabin is very private. No other cabins or homes can be seen. Two double beds make this very accommodating for four. The full kitchen with stove, refrigerator, microwave, coffeemaker, toaster, dishes, pots & pans, and silverware has everything you need...

Gorgeous Views/Beautiful Weather/Perfect Sectional Couch to relax!Golf/Pool Pass Please be advised we request a two night stay on the weekends. CHECK OUT OUR OTHER 2BR/2BA PROPERTY DIRECTLY BELOW THIS UNIT: PROPERTY ID 8742760 Do you have a large group/family. Do you need 4 Bedrooms? Do you need...

We invite you to stay in our lovely totally updated golf-front walk-out condo, right in the heart of the Devils Knob area of Wintergreen Resort. Relax in the private, cozy cottage feel of our condo while having easy access to resort amenities. The Wintergarden Spa and the Nature Foundation are...

Beautiful 5 bedroom, 2 1/2 bath home located in the Blue Ridge Mountains at Wintergreen Resort, Va.We are a four season community, with golf, tennis, swimming, boating, hiking (Appalachian Trail), skiing, ice skating, tubing, horseback riding, wine tasting, and more, located on our near our...

Terrace level apartment of personal mtn house w/ private entrance, shared hot tub on deck, 2 bdrms, full kth, stocked wine frig, Keurig w/ coffee, LR w/ vintage Pacmac game, private W/D. Deck w/ shared hot tub. Walk to lodge/restaurants & slopes. Seasonal mountain views. Wooded picnic area with...

For your next mountain getaway, why not stay somewhere that lets you truly take advantage of all the Blue Ridge Mountains have to offer? This premier Wintergreen vacation rental house does just that - ideally situated within walking distance of Wintergreen Resort, this home will let you enjoy easy...

Awesome views and only 5 minutes to Wintergreen Resort! We offer an immaculate 3 bedroom/2 bath home with everything you need to enjoy a mountain getaway vacation. The cottage is 1500 sq ft and has a gas fireplace, full kitchen and a large hot tub for relaxing after skiing or hiking! The views...

We have a newly remodeled basement with its own door and private deck. We are .6 miles from the mountain inn/ski slopes. I have a pass for the chestnut / Rodes farm pools and tennis access . We are within a half hour of several winery's and brewery's. Wintergreen is a beautiful place to come and...

The Wintergreen Retreat Is a spacious house with an open floor plan, four large bedrooms and four full bathrooms. Two bedrooms have king beds, one has a queen bed and another has two twins and a bunk bed. We also have two Pack and Plays. The two king bedrooms have private bathrooms. The main level...

Mountain Retreat - 4 BR, Sleeps 10 Situated in Western Albemarle County, within 30 minutes of UVA and Charlottesville, and close to the historic town of Crozet, you will find this gorgeous 4 bedroom 4.5 bath private retreat situated on over 20 acres that enjoys, frontage along the Mooreman's...

**** GUEST PASSES - WI-FI - FLAT SCREEN TV - HOT TUB - SCREENED IN PORCH - 2 MASTERS - RELAXATION - PEACE - & TRANQUILITY ALWAYS **** Bonnie Fagan has designed and built a fabulously luxurious 4-bedroom, 3-bath, log and stone vacation home in the Wintergreen VA Resort. The Fagan's offer this...

The Wintergreen Chalet is a sprawling 6-bedroom 4.5 bath home located at the top of Devil's Knob Mountain within the Wintergreen Resort in the Blue Ridge Mountains of Virginia. The home sleeps 12-14 comfortably and is available for rent daily or weekly throughout the year. Our home is set on a...

Nestled at the top of Wintergreen Mountain Resort within the Virginia wilderness, this 4-bedroom, 3-bath vacation rental house that sleeps 9 is the perfect destination for your next ski trip or relaxing getaway. With hiking trails, wineries, breweries, state parks, and world-class ski slopes within...

Nestled in the foothills of the Blue Ridge Mountains just 20 minutes from Charlottesville, Maren Estate provides a friendly and relaxed setting for vacations, retreats, weddings, and all-around family fun. Located on a working farm, the estate is only minutes away from the Blue Ridge Parkway,...

Experience glamping, Blue Ridge style. Our luxury yurt is located at the top of a small hill, in the center of a 70 acre farmstead surrounded by natural beauty. The property is located off a quiet country road yet still close to the Brew Ridge trail and 151, wineries, breweries, 20 minutes to...

Discover the beauty of the Blue Ridge Mountains while retreating in this newly renovated Wintergreen vacation rental! Featuring 3 bedrooms, 3 bathrooms, and room for 7 guests, this home, complete with 2 decks, a fully equipped kitchen, and a wood-burning fireplace, is ideal for your next family or...

The ultimate Blue Ridge Mountain getaway awaits you at this 3-bedroom, 2-bath vacation rental house which sleeps 8 in Wintergreen. Located at the summit of Eagle's Swoop, this home has ski-in/out access to Wintergreen Resort's main ski slope, along with a private hot tub surrounded by towering...

Escape to one of the most beautiful destinations in Nelson County Virginia. Situated on 200 beautiful acres. Overlooking Hamilton lake our log cabins are a unique blend of rustic and modern. The hand hewn logs give the warmth you would expect from a log home we've added modern amenities to make...

Prepare for a relaxing getaway in Virginia's Blue Ridge Mountains at this magnificent vacation rental home. This spacious abode boasts in Nellysford 2,380 square feet of living space, 3 bedrooms, and 2.5 baths to host 8 people! Situated in the Wintergreen Resort, you'll be perfectly located for...

Beautiful home overlooking the 1st green on Devils Knob Golf Course. There are 5 bedrooms, 5 full baths and 2 half baths. The home’s location is excellent: a short walk to the golf and tennis courts and club houses, Devils Grill Restaurant and the Wintergardenhas an indoor pool, spa and exercise...

One of Wintergreen’s premier mountain lodges (near the top of the mountain), this beautifully appointed 9 bedroom & 9.5 bath luxury property is ideal for corporate and executive conferences and retreats, family reunions and vacations, bachelor, bachelorette, and wedding party venues, couples...

Escape the hustle and bustle of your busy life and retreat to the woodlands of Virginia in the comfort of this 1-bedroom, 1-bathroom vacation rental cabin in Lyndhurst. Situated on a 15-acre working farm with a pond right outside the front door and a beautiful stocked stream running through the...

The Inn at Blue Mountain Brewery was built in 2007 as the original home of the brewery owners and was recently reimagined as an eclectic retreat perfect for gathering with friends or family. The 4,000 square foot home sits on 2 acres of wooded countryside adjacent to the larger grounds of Blue...

Experience the best of Wintergreen Resort from this 2-bed, 2-bath Nellysford townhome, nestled in the Laurelwood complex! Featuring all of the comforts of home, this cozy abode takes up to 5 guests on a trip of a lifetime through the Blue Ridge Mountains - where skiing, hiking, swimming, golfing...

This 2 story turn of the century farmhouse boasts all modern amenities to assure your comfort while maintaining all of the old charm of a historic farmhouse. With living areas, the master bedroom, and a queen bedroom downstairs and two bedrooms upstairs. The first floor includes a fully equipped...

If you're seeking the ideal destination for your upcoming celebration, family reunion or special event, look no further than 'Rockfish Valley Inn,' an incredible Afton vacation rental home nestled on a large plot of land with stunning Blue Ridge Mountain views. This massive residence offers 9...