Vacation Home Rentals By Owner In Wintergreen Resort, VA

$950.23

Escape to Breathtaking View Retreat at Wintergreen a stunning 3-bedroom, 4-bath mountain home with three incredible decks, cozy fireplace, grill and patio area, and breathtaking Blue Ridge views perfect for families and kids!

Wintergreen Resort, Virginia, United States

Welcome to Breathtaking View Retreat at Wintergreen, where mountain elegance meets peace and fun for all ages. This spacious 3-bedroom, 4-bath home offers comfort surrounded by Virginia’s Blue Ridge Mountains. Inside, you’ll find a soaring great room with a stone fireplace, large windows showcasing spectacular valley views, and a fully equipped kitchen that opens into a welcoming dining area. Step outside to enjoy three amazing decks, each offering a unique way to take in the mountain air brbrWe value your privacy and want to ensure that you have a relaxing and uninterrupted stay. As such, our approach is to provide you with complete privacy throughout your time at the house. However, we also understand that sometimes you may need assistance or have questions during your stay.brbrRest assured; our dedicated team is available to assist you whenever you need. Whether you have inquiries about the property, need recommendations for local attractions, or require any other assistance, our team is just a phone call or message away. We are committed to making your stay as enjoyable as possible, and we are more than happy to address any concerns or provide any necessary support.brbrYour comfort and satisfaction are our top priorities. We strive to strike the perfect balance between respecting your privacy and ensuring that you have access to the assistance you need. Enjoy the peace of mind knowing that a helpful team is available to support you whenever necessary.brbrDrive the Blue Ridge Parkway, Get Breathtaking Views at Wintergreen Overlooks. Go Tubing Down the Mountain. Hike at Humpback Rocks, Hike to The Plunge. Play/Swim at Lake Monacan. See Upper Shamokin Falls. Take in a Concert (or Theatrical Production). Visit the Nature Foundation at Wintergreen and take part in one of their excursions or events, and the 'Treehouse', an activities area for children near the lodge. For older children there is a large video game room (including a bull-riding ride), put-put golf, snow tubing (or a zip line in the summer) and trampolines. Rejuvenate your body and spirit at Wintergreen spa and refresh your soul in the beautiful mountains. Golf at the Stoney Creek golf course down in the Valley.brbrIn July and August Wintergreen hosts a music festival with concerts, master classes, and lots of related activities. It's a great time to visit. brbrWinter is the prime season at Wintergreen due to its popular ski resort. During winter, the best part of this condo is that you can hit the slopes without having to drive or take a shuttle. Wintergreen offers plenty of activities and entertainment options for guests of all ages, from skiing and snowboarding to golfing and hiking. There are also many great restaurants, shops, and attractions to explore in the area. Don't miss out on the chance to experience Wintergreen in comfort and style. During winter Chair lift and tubing tickets sell out quickly! We recommend buying tickets before you arrive. You’ll find links at wintergreen resort. You may need to reserve ski rentals ahead of time, also (you can rent them from The Ski Barn which is located at the intersection of Rt. 151 and Rt. 664, at the bottom of the mountain.brbrThings to do around Wintergreen, VA:brbr1. Wintergreen Resort: This ski resort offers skiing, snowboarding, and other winter sports activities in the winter, and hiking, golf, music festival and other activities in the summer.br2. Blue Ridge Parkway: Take a scenic drive along this highway, which offers stunning views of the Blue Ridge Mountains. Blue Ridge Parkway and Afton Mountain also offer a variety of trails. The Blue Ridge Tunnel goes under Afton Mountain. Located off State Route 56 you can hike to Crabtree Falls, one of the tallest sets of waterfalls east of the Mississippi River.br3. Crabtree Falls: Hike to the top of Virginia's tallest waterfall, which offers beautiful views of the surrounding landscape.br4. Rockfish Valley Trail: This hiking and biking trail offers stunning views of the Blue Ridge Mountains and the surrounding valley.br5. Bold Rock Hard Cider: Take a tour of this local cidery, which offers tastings of their award-winning hard cider.br6. Stoney Creek Golf Course: Play a round of golf at this beautiful course, which offers stunning views of the surrounding mountains.br7. Sherando Lake Recreation Area: This beautiful lake and recreation area offers swimming, fishing, hiking, and camping opportunities. Please visit their website for more information about fees and schedule.brbrGuests will enjoy exclusive access to the entire property, ensuring complete privacy and freedom during their stay. Ample parking space is available in a private area. Guests will receive the door code 24 hours prior to their scheduled check-in.brbrDuring the summer, you will have access to the Chestnut Springs Pool on the mountain and the Rodes Farm Pool down in the valley. Spa Day Guests may use the Aquatics & Fitness Center the same day of a full-length Spa service for more information about access and rates please contact the Aquatics & Fitness at WintergreenbrbrFrom the moment you step inside, you’ll be greeted by expansive floor-to-ceiling windows showcasing panoramic views that truly live up to the home’s name. The main living area features vaulted ceilings, a stone fireplace, and an open layout that connects seamlessly to the dining room and fully equipped kitchen, perfect for sharing meals or relaxing after a day on the slopes or hiking trails.brbrOn the main floor, step outside to enjoy a deck with comfortable seating and a grill, ideal for outdoor dining or a peaceful evening surrounded by mountain air. From this level, you can even see the Wintergreen Helipad below, a unique view that adds a special touch to your stay. Adjacent to the deck, there’s a beautiful covered screened patio with an additional seating area, where you can unwind in privacy while enjoying the sounds of nature brbrThe main-level master bedroom offers a king bed, a private en-suite bathroom with a shower, and direct access to a deck with seating and spectacular mountain views, the perfect spot for a quiet sunrise moment.brbrDownstairs, you’ll find a cozy family room featuring a second fireplace, comfortable seating, and entertainment options for all ages — including a Pac-Man arcade game and board games. From this living area, you can step directly outside to another deck with a seating area, perfect for enjoying the fresh mountain breeze or quiet evening views.brbrThis level also includes a second master bedroom with a queen bed and en-suite bathroom with a bathtub, and a third bedroom with a queen bed and twin bunk bed, perfect for families or kids. A full bathroom with a bathtub is conveniently located nearby.brbrThis retreat offers three incredible decks, each with its own unique view and ambiance, from sunrise coffee to starlit evenings. Every space has been carefully designed for comfort, connection, and peace.brbrThe home is fully guest-ready, with fresh linens, towels, stocked kitchen and bathroom essentials, and plenty of entertainment for all ages. Whether you’re here to ski, hike, explore wineries, or simply unwind among the mountains, Breathtaking View Retreat at Wintergreen provides everything you need for a peaceful and memorable escape.brbrBreathtaking View Retreat at Wintergreen is located within the private community of Wintergreen Resort, offering easy paved-road access and ample parking directly at the property.brbrThe home is approximately 2 hours from Richmond and 3 hours from Washington, D.C., making it a convenient weekend or holiday escape.brbrDuring the winter season, road conditions in the mountains can change quickly — we recommend 4WD or AWD vehicles for safe travel in snowy or icy conditions. Once inside the resort, all main roads are maintained, making access smooth year-round.brbr1. Wi-Fi: you will have access to a high-speed Wi-Fi connection, we understand this is essential for many guests who need to stay connected to work, family, or friends.br2. Level 2 EV Charging: We provide a NEMA 14-50 outlet for level 2 charging. Bring your own charging cable to plug in and charge up your vehicle during your stay.br3. Bedding and linens: we will provide fresh, clean bedding and linens for a comfortable night's sleep.br4. Toiletries: we take care of basic toiletries like shampoo, conditioner, body wash, hand soap, and toilet paper so you don't have to worry about bringing these items themselves.br5. Towels: we will provide towels and a hair dryer during your stay.br6. Kitchen essentials: for your convenience we will provide basic cooking supplies like pots and pans, utensils, plates, and glasses. Also, basic spices like salt, pepper, and cooking oil.br7. TV and entertainment: We provide smart TVs with Roku live TV and major streaming services for you to log in to when you arrive as well as board games and books for you to enjoy.br8. Air conditioning and heating: We will make sure the temperature is comfortable, regardless of the weather outside.br9. Laundry facilities: you will have access to a washer and dryer, and we will provide a starter set of laundry detergent for your convenience.br10. Safety features: the home is equipped with smoke detectors, first aid kit and fire extinguisher to ensure guests' safety during their stay.

Bed

Bath

Sleeps

$542.41

/ Nightly

Private Vacation Home

Modern Ski-In/Ski-Out Retreat – 3BR/2BA, Step-Free Entry

Wintergreen Resort, Virginia, United States

Luxury Ski-In/Ski-Out Retreat on Lower TyrobrbrExperience slope-side living at its finest in this modern 3-bedroom, 2-bath retreat designed for comfort, style, and effortless convenience. From the moment you arrive, you’ll appreciate the level parking and step-free entry that lead directly into an elegant open-concept living space. With two bedrooms and two full baths on the main floor, single-level living is as easy as it is refined. Upstairs, a perfect loft sleeps six and provides kids with their own private space to relax and recharge.brbrInside, contemporary design meets mountain charm. Thoughtfully curated furnishings, soft textures, and inviting accents create a cozy yet upscale atmosphere—perfect for unwinding after a day on the slopes. The chef-inspired kitchen and spacious dining area are ideal for entertaining, while the living room’s large windows frame stunning views of Tyro. Five high-efficiency mini-splits keep every room at the perfect temperature, ensuring year-round comfort no matter the season.brbrStep out your back door and clip into your skis—the Lower Tyro slope awaits just feet away. After an exhilarating day on the mountain, choose from three private decks to savor panoramic views, a glass of wine, and crisp mountain air. Prefer to stay in Relax and watch skiers glide past from the warmth of your luxurious retreat.brbrThis is more than a vacation home—it’s a front-row seat to Wintergreen’s beauty, where modern comfort and mountain adventure come together seamlessly.brbrHighlights:brbr3 bedrooms | 2 baths | sleeps 10 guestsbrbrDirect ski-in/ski-out access to Tyro slopebrbrLevel parking & step-free entry for effortless accessbrbrLoft sleeps six offering kids their own private spacebrbrFive mini-splits keep the home at the perfect temperature year-roundbrbrModern furnishings & curated décor for a luxury feelbrbrThree private decks with sweeping mountain viewsbrbrSophisticated, open-concept living and entertaining spaces

Bed

Bath

Sleeps

$461.86

/ Nightly

Private Vacation Home

Adventure Awaits

Wintergreen Resort, Virginia, United States

Summary:brbrWelcome to Adventure Awaits at Wintergreen Resort, your ultimate destination for year-round excitement nestled in the breathtaking Blue Ridge Mountains. Our resort offers an array of activities for every season, ensuring an unforgettable getaway for all!brbrbrbrThe Space:brbrNestled in the heart of the Blue Ridge Mountains, a Wintergreen Resort property, you’ll be surrounded by beauty while you enjoy your stay in our cozy home packed with amenities and 2 minutes to the slopes! Don’t worry with packing towels or linens, we provide! Depending on the season, enjoy s’mores over the outdoor wood burning fire pit! Enjoy visiting the local restaurants, wineries, golf and breweries. You will be a short drive from hiking Crabtree Falls, The Blue Ridge Parkway, and Humpback Rock.brbrbrbrThis updated home with high end furnishings is sure to give you the reprieve you need! Everything is easy at Adventure Awaits – – from the oversized, private and level parking area in front of the home, the enjoyment of two family living areas with sectional seating, five smart TVs, quality high-speed Internet with private home office space, three separate outdoor living areas, and two of four bedrooms located on the entry level of the home, you will truly live comfortably in this like new, custom built home. brbrbrbrThe two story great room with on-trend, wood ceiling will create that mountain getaway vibe for which you’ve been yearning! It’s not all adventure, you will sleep like a baby on the brand new, super comfortable mattresses! With a master suite on both the main and upper level of the home and the bonus of three king beds plus a room of bunks, there is plenty of space for a few families to enjoy!brbrbrbrBeds: 3 Kings & Bunks: 2 Double/3 SinglebrbrbrbrAdventure Awaits is a pet-friendly home that welcomes up to two dogs. Please contact the host for details regarding the pet fee and guidelines. Guests must agree to the pet rules and pay the applicable fee prior to bringing their furry friends.brbrbrbrHiking trails will be at your doorstep and you will love the convenience of being less than one mile (2 minute drive) to the slopes! A fan favorite, Devil’s Backbone Brewing Co, is a quick 12 minute drive from our home. Looking for “me time” or a girls’ weekend Relax and rejuvenate at The Spa at Wintergreen or indulge in a wine tour at nearby wineries nestled in The Blue Ridge.brbrbrbrAdventure is waiting and you must go!!brbrbrbr***Same-Day Bookings: Please contact the host prior to booking to confirm the home has been cleaned and is available.***brbrbrbr***Minimum Booking Age: 24+brbrWe kindly request that no parties take place, and guests must be 24 years of age or older to book the home. Thank you for your cooperation!brbrbrbrGuest Access:brbrGuest will be able to access the whole property.brbrbrbrThe Neighborhood:brbrWintergreen Resort:brbrSpanning 11,000 acres on the eastern slopes of the Blue Ridge Mountains, our spacious condominiums and vacation homes are surrounded by winding trails, cascading streams and lush forests. The ultimate four-season vacation or conference spot, Wintergreen Resort is peaceful and refreshing, with an endless variety of activities. The resort features four seasons of mountain recreation and amenities including 27 holes of championship golf at Stoney Creek Course; exhilarating winter skiing, snowboarding and snowtubing; an award-winning tennis program; a full-service, mountaintop spa; outdoor recreation such as hiking, fly fishing, and swimming; a variety of enticing dining options; and much more. For those seeking a memorable family vacation, Wintergreen offers special packages, children's programs at The Treehouse, and a host of special events and activities to keep everyone entertained.brbrbrbrGetting Around:brbrWe work directly with Afton Coach LLC. Book with us and you will receive a discount through them. brbrbrbrServices: Wine and Beer tours, Bachelorette & Bachelor parties, UVA Games, Downtown Charlottesville, Weddings, Concerts & Events, Door to Door, and Airport.brbrbrbrOther Things to Note:brbrWINTERGREEN ACTIVITIES: Wintergreen Ski Resort, Discovery Ridge Adventure Center, Wintergreen Adaptive Sports, Shamokin Springs Nature Preserve, The Plunge Snow Tubing Park, Stony Creek Golf Course, on-site dining, walking trails, panoramic viewing platform brbrbrbrATTRACTIONS: Appalachian Trail Head (across the street), Blue Ridge Parkway (5.0 miles), Three Ridges Overlook (5.5 miles), Shenandoah National Park (19.2 miles), Appomattox Court House National Historical Park (57.8 miles) brbrbrbrWINE and BEER: Devil's Backbone Basecamp Brewpub (8.7 miles), Hill Top Berry Farm and Winery (14.1 miles), Wood Ridge Farm Brewery (20.7 miles), Seven Arrows Brewing Company (20.8 miles), Blue Mountain Brewery (21.6 miles), Veritas Vineyards and Winery (22.3 miles), Afton Mountain Vineyards (22.6 miles) HIKING: Highlands Leisure Trail (1.7 miles), Upper Shamokin Falls Trail (1.8 miles), Appalachian Trail-Three Ridges Hike (5.0 miles), Crabtree Falls (20.7 miles) AIRPORT: Charlottesville Albemarle Airport (49.2 miles)brbrHidebrbrbrbrWATER ACTIVITIES: While the resort’s pools are reserved for members only, this property has access to the HOA pools at Chestnut Springs on the mountain (94 Timber Camp Dr) and Rodes Farm in the valley (Stoney Creek). These pools operate from the Saturday of Memorial Day Weekend through Labor Day. Unaccompanied guests of property owners may use the pools from 2 pm until 6 pm daily. With a guest pass, six guests can access the pool. The limit on people using WPOA pools per property is six. In addition to the pools, there are two fresh water lakes with swimming nearby. Lake Monocan, a 20-acre lake and park operated by the resort that is located at 239 Camping Ridge Lane in Stoney Creek. There is a fee per person to enter and it is closed to the public on Saturdays. Sherando Lake Recreation Area is also nearby. Known locally as the jewel of the Blue Ridge Mountains. Families enjoy picnicking in this shaded and woody area, while relaxing on the sandy beach of a 25-acre spring-fed lake. Access to multiple trailheads and rustic architecture provide numerous points of interest for families to enjoy. $8 per vehicle up to 8 passenger capacity for day use.brbrbrbrCurrently, due to a new policy of Wintergreen resort, unaccompanied guests (renters) are not allowed access to the gym, indoor pools or Devils Knob golf course.brbrbrbrDamage & Rule Violation PolicybrbrGuests are responsible for any damages that occur inside or outside the property during their stay. If damages are found or if house rules are violated, you will be charged accordingly.brbrbrbrInteraction with Guests:brbrAdventure Awaits has a wonderful team. We want all our guest to have a 5 star experience. Customer service is important to us. Holly will be your main point of contact for bookings, questions, planning, check-in, and through your stay!

Bed

Bath

Sleeps

$400.07

/ Nightly

Private Vacation Home

Beautiful Mountain House Close to the Slopes

Wintergreen Resort, Virginia, United States

Enjoy the rustic mountain feeling and still have the modern day comforts. This house has three lovely updated bedrooms and 3.5 bathrooms. Enjoy staying in and cooking in the updated full kitchen or go out to one of the many places in Nelson county. You can stay in and sit by the cozy wood burning fire. Wood is provided. Or go out and hike one of the many trails that Wintergreen has to offer. The house sleeps 7 in beds but there are 2 queen sleepers available upon request for an additional fee.

3

Bed

3

Bath

11

Sleeps

$649.47

/ Nightly

Private Vacation Home

Unbeatable Views Atop Wintergreen Resort

Wintergreen Resort, Virginia, United States

Blue Ridge Heaven is located at an elevation of 3,850 feet atop Devils Knob – the highest point at Wintergreen Resort in the Blue Ridge Mountains. Enjoy the best views in central Virginia from one of three decks or many picture windows. Blue Ridge Heaven offers the best mountain, valley, and long-range southern views of any Wintergreen home on the rental market, yet is just minutes from the ski slopes, hiking trails, Appalachian Trail, Blue Ridge Parkway, and breweries/wineries/cideries on Route 151.brbrBlue Ridge Heaven was extensively renovated in 2020 with a totally updated kitchen, and new heating & air conditioning, appliances, furnishings, flooring, paint and lighting throughout. Renovations were made to maximize energy efficiency, use of sustainable materials, and purchase of locally or regionally produced products where practical. The home’s bathrooms were newly renovated in May 2025. brbrEnjoy cathedral ceilings throughout the upper level, which includes a large family room with a stone fireplace and 65-inch Samsung smart TV, kitchen, half bath, and a primary bedroom with its own bathroom. The well-stocked kitchen features quartz countertops, a large quartzite island with four bar stools, LG and Bosch appliances, and an adjacent dining area with a dining table with seating for eight. There is a propane gas grill on the deck by the kitchen. A laundry room and half bath are also on the upper level.brbrThe lower level includes another primary bedroom with its own bathroom, 3 other bedrooms (including a bunk room), and a second family room with stone fireplace and 55-inch Samsung smart TV. A second full bathroom is located on the lower level. brbrNote - There are about 25 stairs down from the driveway to the entrance.brbrWintergreen Resort is a four-season destination located on 11,000 acres in the Blue Ridge Mountains adjacent to the Blue Ridge Parkway and Appalachian Trail. Washingtonian Magazine named Wintergreen Resort the top ski resort in the Mid-Atlantic Region. Within the Wintergreen property you will have access to over 30 miles of hiking trails, skiing, and other activities, including golf at the Stoney Creek valley course. During the summer, you will have access to two outdoor pools and Lake Monocan (except on Saturdays). Note that some activities are open to Wintergreen Club members only, including the Devils Knob golf course, the Spa, and fitness center.brbrBlue Ridge Heaven makes a convenient home base for exploring central Virginia, including nearby Sherando Lake, Crabtree Falls, Monticello and the University of Virginia campus in Charlottesville, and of course the variety of breweries (www.brewridgetrail.com), wineries, cideries, and distilleries clustered along Route 151 in the Rockfish Valley. See www.nelson151.com for a complete description of your options. The home makes a great headquarters for wedding weekends, located just a five minute walk from the Blue Ridge Overlook, a popular outdoor wedding venue atop Wintergreen.

5

Bed

3

Bath

12

Sleeps

$309.73

/ Nightly

Private Vacation Home

Custom Builder just completely remodeled this Mountain Chalet! ...with Hot Tub!

Wintergreen Resort, Virginia, United States

This recently renovated, luxurious Wintergreen home with Hot Tub, is located on a quiet street, on the side of the mountain w/ close proximity to both ski and hiking adventures. brbrOur home is recently renovated by the owner, who is a retired custom home builder. The home is tastefully decorated with comfort and spaciousness in mind.brThe kitchen has new custom build cabinets, granite countertops, new stainless steel appliances, and furnished for in-house cooking for your family. The dining area comfortably seats 7 people and additional outdoor seating is available thru the sliding doors to the outside wrap-around deck, which also has a char-broil grill and hot tub.brOur home has vaulted ceilings throughout including the family room which has a new gas fireplace, leather sofa and chair, as well as a copy of the original Jefferson Chair. Other home upgrades also include new floors, and central heat. Typically the mountain temps are cool and comfortable, however, if it gets too warm, we also have newly installed central A/C and ceiling fans through out the house to keep the house cool.brThe master bedroom has a king size bed, attached bathroom with granite countertop, new walk in shower and tile floor. The second bedroom w/ queen bed adjacent to the hall bathroom with granite countertop, walk-in shower and tile floors. brLoft bedroom is tastefully furnished with a pull-out trundle bed(s) and comfortable Maxdivani folding sofa that easily converts to a queen size bed, which provides a spacious loft, while accommodating sleeping area up to 4 people.brOur renovation also includes a large foyer/entrance with ample space for boots, jackets, helmets and shoes, while we ask you to store your snowboards, poles and skiis outside in the “ski closet” by the front door. (lock and keys provided). Following CDC guidelines we recommend that all guests remove shoes when entering the property and leave them in the foyer, we have provided the room specifically for this purpose.brAlthough many of our quests love the peace and quiet of life in the mountains we have Wifi and a flatscreen (Smart TV) ready to be accessed to your Netflix, Amazon Prime or other accounts. In addition, we have several family friendly games and puzzles available. brFor your convenience, we provide a starter supply of paper towels, dish detergent, trash bags, antibacterial/hand soap, bath soap, shampoo and toilet paper. Also provided is coffee filters, tea, coffee, sugar and creamer.brDue to the requirements of the COVID-19 cleaning protocol, please note that we have removed all throw blankets and decorative pillows, and replaced them with washable pillows. Washable cushions are also available for the patio furniture.brbrFor the winter ski season: our home is located approximately 200 yards from the lower Tyro Slope and has an access point 1/2 way down the Tyro slope. However, since Wintergreen does not have night skiing on (lower) Tyro , we recommend that guests check the Wintergreen snow report to ensure there is snow on the (lower) Tyro slope.brbrbrbrbrbrbr

Bed

Bath

Sleeps

$745.47

/ Nightly

Private Vacation Home

Welcome to our stunning 3-bedroom, 2-bathroom house nestled in the heart of Wintergreen, Virginia.

Wintergreen Resort, Virginia, United States

Welcome to this enchanting 3-bedroom, 2-bathroom home located in the picturesque Wintergreen, VA. This delightful mountain retreat offers a perfect blend of comfort, entertainment, and the serene beauty of its natural surroundings.brUndoubtedly, the highlight of this home is its captivating outside seating area. Surrounded by the tranquility and natural beauty of Wintergreen, this peaceful oasis serves as an idyllic spot for relaxation, laughter, and connections with family and friends. brbrWe value your privacy and want to ensure that you have a relaxing and uninterrupted stay. As such, our approach is to provide you with complete privacy throughout your time at the house. However, we also understand that sometimes you may need assistance or have questions during your stay.brbrRest assured, our dedicated team is available to assist you whenever you need. Whether you have inquiries about the property, need recommendations for local attractions, or require any other assistance, our team is just a phone call or message away. We are committed to making your stay as enjoyable as possible, and we are more than happy to address any concerns or provide any necessary support.brbrYour comfort and satisfaction are our top priorities. We strive to strike the perfect balance between respecting your privacy and ensuring that you have access to the assistance you need. Enjoy the peace of mind knowing that a helpful team is available to support you whenever necessary.brbrDrive the Blue Ridge Parkway, Get Breathtaking Views at Wintergreen Overlooks. Go Tubing Down the Mountain. Have Brunch (or Dinner) at the Devil’s Knob Grill. Hike at Humpback Rocks, Hike to The Plunge. Play/Swim at Lake Monacan. See Upper Shamokin Falls. Take in a Concert (or Theatrical Production). Visit the Nature Foundation at Wintergreen and take part in one of their excursions or events, and the 'Treehouse', an activities area for children near the lodge. For older children there is a large video game room (including a bull-riding ride), put-put golf, snow tubing (or a zip line in the summer) and trampolines. Rejuvenate your body and spirit at Wintergreen spa and refresh your soul in the beautiful mountains. Golf at the Stoney Creek golf course down in the Valley.brbrIn July and August Wintergreen hosts a music festival with concerts, master classes, and lots of related activities. It's a great time to visit. brbrWinter is the prime season at Wintergreen due to its popular ski resort. Wintergreen offers plenty of activities and entertainment options for guests of all ages, from skiing and snowboarding to golfing and hiking. There are also many great restaurants, shops, and attractions to explore in the area. Don't miss out on the chance to experience Wintergreen in comfort and style. During winter Chair lift and tubing tickets sell out quickly! We recommend buying tickets before you arrive. You’ll find links at wintergreen resort. You may need to reserve ski rentals ahead of time, also (you can rent them from The Ski Barn which is located at the intersection of Rt. 151 and Rt. 664, at the bottom of the mountain.brbrThings to do around Wintergreen, VA:brbr1. Wintergreen Resort: This ski resort offers skiing, snowboarding, and other winter sports activities in the winter, and hiking, golf, music festival and other activities in the summer.br2. Blue Ridge Parkway: Take a scenic drive along this highway, which offers stunning views of the Blue Ridge Mountains. Blue Ridge Parkway and Afton Mountain also offer a variety of trails. The Blue Ridge Tunnel goes under Afton Mountain. Located off State Route 56 you can hike to Crabtree Falls, one of the tallest sets of waterfalls east of the Mississippi River.br3. Crabtree Falls: Hike to the top of Virginia's tallest waterfall, which offers beautiful views of the surrounding landscape.br4. Rockfish Valley Trail: This hiking and biking trail offers stunning views of the Blue Ridge Mountains and the surrounding valley.br5. Bold Rock Hard Cider: Take a tour of this local cidery, which offers tastings of their award-winning hard cider.br6. Stoney Creek Golf Course: Play a round of golf at this beautiful course, which offers stunning views of the surrounding mountains.br7. Sherando Lake Recreation Area: This beautiful lake and recreation area offers swimming, fishing, hiking, and camping opportunities. Please visit their website for more information about fees and schedule.brbrbrbrGuests will enjoy exclusive access to the entire property, ensuring complete privacy and freedom during their stay. Ample parking space is available in a private area. Guests will receive the door code 24 hours prior to their scheduled check-in.brbrDuring the summer, you will have access to the Chestnut Springs Pool on the mountain and the Rodes Farm Pool down in the valley. Spa Day Guests may use the Aquatics & Fitness Center the same day of a full-length Spa service for more information about access and rates please contact the Aquatics & Fitness at Wintergreen Resort brbrWelcome to this charming 3-bedroom, 2-bathroom home nestled in the picturesque Wintergreen, VA. This enchanting mountain retreat offers a perfect blend of comfort, entertainment, and the natural beauty of its surroundings.brbrAs you step inside, you'll be greeted by a well-stocked kitchen that beckons you to create delicious meals and enjoy them together. The dining room table comfortably seats six people, providing an intimate setting for family dinners or gatherings with friends. For more casual moments or additional seating, the countertop adjacent to the kitchen accommodates three more people, allowing for lively conversations while preparing meals.brbrAdjacent to the kitchen, the inviting living room awaits, complete with a warm and inviting fireplace. This cozy space is thoughtfully designed to foster memorable moments for both kids and adults, offering an array of games and activities to share laughter and good memories.brbrThe master bedroom is a spacious haven, boasting a luxurious king-size bed and an additional twin bed for added versatility. The master bedroom also boasts a private full bathroom with a bathtub and shower, providing a private sanctuary for relaxation.brbrThe second bedroom features a comfortable queen-size bed, offering a serene and tranquil space for its occupants. Meanwhile, the third bedroom is a delightful haven for the younger ones, with two bunk beds providing ample sleeping space for up to four children. Both the second and third bedrooms share a well-appointed bathroom in the hallway, complete with a bathtub and shower, ensuring everyone's needs are met.brbrThe true gem of this home lies in its outdoor seating area, where family and friends can gather and make use of the grill for delightful cookouts. Surrounded by the tranquility and natural beauty of Wintergreen, this peaceful outdoor space provides the perfect escape for relaxation and connection.brbrLocated in Wintergreen, VA, this 3-bedroom, 2-bathroom home offers the ideal retreat to embrace the beauty of nature while creating cherished memories with loved ones. Whether it's savoring meals together, enjoying games by the fireplace, or basking in the peaceful ambiance of the outdoor seating area, this home promises an unforgettable and rejuvenating experience for all who visit.brbrAmenities that we offer:brbr1. Wi-Fi: you will have access to Wi-Fi connection, we understand this is essential for many guests who need to stay connected to work, family, or friends.br2. Bedding and linens: we will provide fresh, clean bedding and linens for a comfortable night's sleep.br3. Toiletries: we take care of basic toiletries like shampoo, conditioner, body wash, hand soap, and toilet paper so you don't have to worry about bringing these items themselves.br4. Towels: we will provide towels and a hair dryer during your stay.br5. Kitchen essentials: for your convenience we will provide basic cooking supplies like pots and pans, utensils, plates, and glasses. Also, basic spices like salt, pepper, onion, garlic, parsley and cooking oil.br6. Coffee: Many guests appreciate a good cup of coffee in the morning, so we will provide coffee, sugar and a coffee maker.br7. TV and entertainment: We will provide streaming services like Netflix, as well as board games and books for you to enjoy.br8. Air conditioning and heating: We will make sure the temperature is comfortable, regardless of the weather outside.br9. Laundry facilities: you will have access to a washer and dryer, and we will provide a started set of laundry detergent for your convenience.br10. Safety features: the home is equipped with smoke detectors, first aid kit to ensure guests' safety during their stay.

Bed

Bath

Sleeps

$519.96

/ Nightly

Private Vacation Home

Serene Wintergreen Retreat, Nestled in the Trees

Wintergreen Resort, Virginia, United States

Welcome to our cozy Wintergreen cabin in the trees! You'll truly feel at peace with nature on the three levels of decks and great privacy. The interior has been fully renovated with modern finishes. The light-drenched living room with a wall of windows brings the sense of nature inside. Outside, enjoy the hot tub, covered dining for 10, firepit, and grill/pizza oven area. We are close to skiing and some of the best hiking trails, wineries, and breweries in Virginia. Plus, pet friendly!brbrThe name of our home is Dela Kloof, which roughly translates to peaceful mountain home in the forest. We are located in the heart of beautiful Wintergreen in Virginia, which has tons to do for all ages, year-round. Dela Kloof is just a few minutes’ drive to the slopes and all the dining and entertainment at Wintergreen. Some of the best hiking trails in the state are off the Blue Ridge Parkway (15 minutes from the home), plus there are other great trails just down the street. Also nearby are two sandy-beach-entrance lakes plus a community pool for swimming, and over dozen wineries, breweries, and distilleries- all within a 30 minute drive.brbrThe house has 4 bedrooms (plus a loft bedroom) and 3.5 bathrooms, with the layout as follows:brbrMain level:brbr- Living room with working propane fireplace and big screen smart TVbr- Dining area for 11, plus room for 2-3 more at the kitchen barbr- Newly renovated and fully stocked kitchen with granite counters, stainless appliances, plus coffee barbr- Half bathbr- Main level deck features propane firepit with ample seating, covered deck with dining for 10, gas grill and pizza ovenbrbrUpper level:brbr- BR1: Master bedroom with king bed and access to small private balconybr- Full bath 1: fully renovated with double vanity, tiled shower, and heated floors. Access to both BR1 and the hallwaybr- Loft bedroom: Loft space with queen bed. *NOTE: this space has a proper queen bed, but is not completely private, as it is open to the living room below. See photos. Can access full bath 1 via hallwaybrbrLower level:brbr- BR2: Master bedroom with king bed, working gas fireplace, and access to lower deckbr- Full bath 2: Ensuite bathroom of BR2, fully renovated with double vanity, tiled shower, and heated floorsbr- BR3: Bedroom with king bed and access to lower deckbr- BR4: Bedroom with queen over queen bunkbr- Full bath 3: Shared bathroom with entry from BR3 and hallway, fully renovated with double vanity, tiled shower/tub, and heated floorsbr- Laundry room with full size washer and dryerbr- Lower deck features new hot tub and additional outdoor seatingbrbrOther things to note:brbr- Dela Kloof is pet friendly! We allow up to 4 pets with a $100 pet fee (total, not per pet or per night).br- Wintergreen offers hiking, skiing, snowboarding, tubing, swimming, dining, spa, ropes course, golfing, and much more.br- While the parking area of our driveway is flat and can fit 4-5 vehicles, the beginning of the driveway is a slightly steep. If you are traveling during the winter months, a 4 wheel drive vehicle is recommended, or you are welcome to park in the cul-de-sac and simply walk down the short driveway.br- Wifi is fast with a strong signal throughout the house and decks.br- We provide a fully stocked coffee bar with multiple coffee drip and Keurig optionsbr- Linens and towels providedbr- Guests can enjoy free community pool access in the summer season (though the HOA rules stipulate no more than 6 guests at a time, and the permitted hours are 2-6pm).br- Pack n play, high chair, baby monitor, and kid dishes providedbr- We do require a separate rental agreement, which we will send a link to e-sign after you book. There are no additional fees beyond those listed here.br- Please note that if you would like to send packages to the property, you do so at your own risk. USPS is particularly unreliable. We can not be held responsible for late or undelivered packages. Additionally, we charge $25 for any return services requested, in additional to actual postage.brbrTips for a Happy Hot Tubbr- Be sure to unclip the hot tub cover before removing it.br- Please do not put anything besides people in the hot tub (like mulch or toys).br- If the water level doesn’t cover the jets, you can use the hose to add water. Please disconnect the hose when done, especially in cold weather when it could freeze.br- Always put the cover on the hot tub when not in use - this keeps the hot tub warm & filled with water. Using the plastic clips helps keep it from blowing off.br- For safety reasons, please don’t add chemicals to the hot tub yourself. If the water looks murky or has a smell, let us know, and we'll have our hot tub expert come by to treat it.br- Do not drain the hot tub.br- There's no need to turn off the hot tub. It may run the jets on low periodically to circulate water through the filter—that’s totally normal.br- Use plastic drinkware around the hot tub.

Bed

Bath

Sleeps

$931.02

/ Nightly

Private Vacation Home

6BR: Every Room Has Private Bath + Mountain Views 2 Decks

Wintergreen Resort, Virginia, United States

Bring the whole crew to this spacious 6-bedroom, 6.5-bath mountain retreat—designed for comfort, privacy, and time together.brbrUnlike many large rentals that pack multiple beds into each room, this home offers six true bedrooms—each with its own private bathroom, giving everyone their own comfortable space to relax. The home includes three king bedrooms and two queen bedrooms, making it ideal for families, couples traveling together, or multi-generational gatherings.brbrInside, three separate living areas allow your group to spread out—perfect for movie nights, games, or simply enjoying quiet time.brbrStep outside to two large decks with beautiful mountain views, where you can enjoy morning coffee, evening wine, or fresh mountain air any time of day.brbrThe fully stocked kitchen makes cooking for a group easy, with plenty of space to prepare meals and gather around the table.br******1 dog welcome with prior approval. Please tell us about your dog before booking. Dogs only—no cats or other animals allowed.*********brbrLocated just one mile from Wintergreen Resort, you’ll have quick access to hiking, scenic drives along the Blue Ridge Parkway, golf, wineries, breweries, and all the outdoor activities the region is known for.brbrWhether you're planning a family reunion, a getaway with friends, or a relaxing mountain retreat, this home offers space, privacy, and an unbeatable location.

Bed

Bath

Sleeps

$504.56

/ Nightly

Private Vacation Home

1 Mi to Slopes & Dining: Spacious Ski Getaway!

Wintergreen Resort, Virginia, United States

Pack your gear and head out to the mountains of Virginia for a stay at this 5-bed, 4-bath vacation rental, large enough to sleep the whole family! Wintergreen is a year-round resort offering activities for all ages - like skiing, hiking, and golfing. Sherando Lake is just a short drive away and Shenandoah National Park isn't much farther, making this an ideal stay for adventure lovers! When you're not enjoying the outdoors, cuddle up in the family room or whip up a feast in the full kitchen.brbr-- THE PROPERTY --brbr3,300 Sq Ft | Off-Street Parking | Free WiFibrbrAll-seasons recreation awaits at this luxurious Virginia mountain home, featuring all the modern comforts ideal for an active family or large group getaway.brbrBedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3: Queen Bed | Bedroom 4: Queen Bed | Bedroom 5: King BedbrbrOUTDOOR LIVING: Seasonal community pool, electric fire pit, gas grill, outdoor dining table, ample furnishings, Adirondack chairs, covered lower patio, forest views & surroundingsbrKITCHEN: Fully equipped, stainless steel appliances, refrigerator w/ water & ice dispenser, wraparound counters, breakfast bar seating, tile backsplash, crockpot, blender, Keurig, drip coffee maker, tea kettle, toaster, Crockpot, cooking utensils, dishware, glassware, silverware brINDOOR LIVING: Open living area w/ mounted flat-screen Smart TV & electric fireplace, cathedral ceiling, wall-to-wall windows, contemporary furnishings & decor, round dining table, finished basement family room w/ Smart TV & leather sofas, 2 master suites, stacked washer/dryer brGENERAL: 2 stories w/ finished basement, central heating, air conditioning, ceiling fans, basic toiletries, hairdryer, iron & iron board, shower/tub combos, walk-in closets, linens/towels brFAQ: 1 exterior security camera (facing front entry)brPARKING: Driveway (6 vehicles)brbr-- THE LOCATION --brbrWINTERGREEN RESORT: Skiing, tubing, fishing, boating, hiking, golfing, mountain biking, historical destinationsbrOUTDOOR DESTINATIONS: Three Ridges Hike - Appalachian Trail (4.4 miles), Three Ridges Overlook (4.9 miles), Blue Ridge Parkway (5.0 miles), Ravens Roost Overlook (7.4 miles)brVINEYARDS: Afton Mountain Vineyards (22.0 miles), Delfosse Vineyards & Winery (23.0 miles), Brent Manor Vineyards (24.1 miles), Mountain Cove Vineyards (28.2 miles)brGOLF COURSES: Stoney Creek Golf Course (14.2 miles), Swannanoa Golf Course and Country Club (16.4 miles)brBREWERIES: Devils Backbone Basecamp Brewpub (8.1 miles), Wild Wolf Brewing Company (10.6 miles), Brewing Tree Beer Co (17.3 miles), Wood Ridge Farm Brewery (20.1 miles), Blue Mountain Brewery (21.1 miles)brAIRPORTS: Charlottesville–Albemarle Airport (48.6 miles), Lynchburg Regional Airport (54.3 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smoking br- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: A membership is required to access some Wintergreen amenitiesbr- NOTE: Stony Creek Golf Course remains available for non-membersbr- NOTE: The seasonal community pool is open from Memorial Day to Labor Daybr- NOTE: Your safety matters. This property features 1 exterior security camera located on the front door, facing outward toward the entrance. It does not look into any interior spaces. The camera records video and sound when activated by motion

Bed

Bath

Sleeps

$491.8

/ Nightly

Private Vacation Home

Bright Wintergreen Resort Home; Deck & Grill!

Wintergreen Resort, Virginia, United States

Escape to the mountains, and stay at this spacious and welcoming vacation rental in Wintergreen Resort! The 6-bedroom, 4-bath home boasts a wraparound deck, 2 fireplaces, and Smart TVs so you can unwind with ease. Summer weather means days out on Devils Knob Golf Course or on the trails of Shenandoah National Park, while winter means hitting the slopes at Wintergreen Ski Resort. After days on the Appalachian Trail or the Blue Ridge Parkway, this cozy home offers a cozy retreat!brbr-- THE PROPERTY --brbrPool Table | 2,584 Sq Ft | Outdoor SeatingbrbrFour seasons of resort adventures and fun in the mountains await at this spacious and family-friendly retreat that's set on the 5th hole of the Devil's Knob Golf Course!brbrBedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Bedroom 4: 2 Twin Beds | Bedroom 5: Queen Bed | Bedroom 6: 2 Twin BedsbrbrINDOORS: Smart TVs, flat-screen TVs, 2 wood-burning fireplaces, wet barbrKITCHEN: Fully equipped, stainless steel appliances, dishwasher, granite counters, coffee maker, Crockpot, toasterbrGENERAL: Free WiFi, linens/towels, washer & dryer, ductless mini-split A/C units, baseboard heatingbrACCESSIBILITY: 3-story house, step-free access, 2 bedrooms on main floorbrFAQ: Pet fee (paid pre-trip, 2 max)brPARKING: Driveway (6 vehicles), street parkingbrbr-- THE LOCATION --brbrRESORT AMENITIES: Devil's Knob Golf Course (direct access), Stony Creek Golf Course, Wintergreen Ski Resort, Discovery Ridge Adventure Center, Wintergreen Adaptive Sports, Shamokin Springs Nature Preserve, zipline, The Plunge Snow Tubing Park, Treehouse for Kids, on-site dining, walking trails, panoramic viewing platformbrATTRACTIONS: Blue Ridge Parkway (5.2 miles), Three Ridges Overlook (5.8 miles), Shenandoah National Park/Skyline Drive-Rockfish Gap Entrance Station (22.1 miles), Oak Ridge Estate (28.1 miles), Appomattox Court House National Historical Park (57.8 miles)brHISTORIC SITES: Frontier Culture Museum (29.9 miles), Woodrow Wilson Presidential Library & Museum (30.9 miles), Monticello (45.1 miles), James Monroe's Highland (47.7 miles), Poplar Forest (59.6 miles)brHIKING: George Washington National Forest (direct access), Old Appalachian Trail (steps away), Highlands Leisure Trail (2.0 miles), Upper Shamokin Falls Trail (2.0 miles), Appalachian Trail-Three Ridges Hike (5.2 miles), Ravens Roost Overlook (8.2 miles), Rock Point Overlook (8.5 miles), Humpback Rock (17.4 miles), Crabtree Falls (20.9 miles)brDAY ACCESS: Charlottesville (45.0 miles), Washington, D.C. (183 miles)brAIRPORT: Charlottesville–Albemarle Airport (51.2 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet friendly w/ $100 fee (+ fees & taxes, 2 max)br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: Your safety matters. There is a Ring doorbell security camera, located next to the front door facing out. It does not look into any interior spacesbr- NOTE: This 3-story house offers step-free access and has 2 bedrooms on the main floor

Bed

Bath

Sleeps

$256.94

/ Nightly

Private Vacation Home

Relaxing Wintergreen Chalet

Wintergreen Resort, Virginia, United States

Resort property at Wintergreen - this three-bedroom, two and half-bath retreat is nestled on a private wooded lot in an 11,000-acre resort in the Virginia's Blue Ridge Mountains. Sports enthusiasts and families will enjoy the beauty of the mountains. There's something for everyone!

Bed

Bath

Sleeps

$411.24

/ Nightly

Private Vacation Home

Modern Townhome at Wintergreen Resort

Wintergreen Resort, Virginia, United States

Sunken Living Room for Socializing | Cozy Nights Fireside | On-Site Bus to Ski Area (Weekends)brbrLocated in an all-season resort with some of the best skiing on the East Coast, this 4-bedroom, 3.5-bath 'Serenity' townhome offers the perfect spot for your Wintergreen getaway! Sip your morning brew on the furnished balcony before hitting the slopes or snow tubing with the kids. As evening falls, gather in the kitchen for your favorite snacks and enjoy a laid-back movie night!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bedbr- Bedroom 2: 1 king bedbr- Bedroom 3: 1 queen bedbr- Bedroom 4: 2 twin bedsbrbrSTONY CREEK COMMUNITY AMENITIES (addt'l fees, paid on-site)br- Golf course, outdoor poolbr- Pro shop, restaurant & barbrbrOUTDOOR LIVINGbr- Furnished deckbr- Balcony w/ dining setbrbrINDOOR LIVINGbr- 5 Smart TVsbr- Wood-burning fireplace (wood provided)br- Dining table, kitchen island seatingbr- 2 en-suite bathrooms, jacuzzi tubbrbrKITCHENbr- Refrigerator, stove/oven, dishwasher, microwavebr- Cooking basicsbr- Dual drip/Keurig coffee makerbrbrGENERAL br- Free WiFibr- Central A/C & heatingbr- Washer & dryerbr- Linens/towels, complimentary toiletriesbrbrACCESSIBILITYbr- Multi-level townhome, stairs for entrybr- All bedrooms on 2nd & 3rd floorbrbrPARKINGbr- Driveway (2 vehicles)br- Guest parking (2 vehicles, first-come, first-served)brbr-- THE LOCATION --brbr- Located within Wintergreen Resort near golf & ski slopesbr- Half-mile to Wintergarden Spa (indoor pool, sauna, steam room & massages)br- 0.8 miles to Ravens Roost Overlookbr- 9 miles to Sherando Lakebr- 34 miles to Grand Cavernsbr- 49 miles to Charlottesville–Albemarle Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This multi-level townhome requires stairs to enter and interior stairs to access all bedroomsbr- Community amenities are available for additional daily fees paid upon arrival

Bed

Bath

Sleeps

$421.13

/ Nightly

Private Vacation Home

Family-favorite rental nestled in the woods at the top of the Wintergreen Resort

Wintergreen Resort, Virginia, United States

The Blue Ridge Mountains are calling you to this 3-level, 4 bed/3 bath home for an epic getaway! A family-favorite rental, this home is nestled in the woods at the top of Wintergreen Resort. It brings the perfect balance of comfort & privacy while conveniently located near skiing, golf, & wineries and breweries. Enjoy the woods & a stream from the 180-degree deck with hikes to the Appalachian Trail and a waterfall right out the door.brbrThe house is spread over three levels, giving guests plenty of room to spread out and the kids a separate space to play. The main level has the entry mudroom with full washer/dryer, kitchen, living room with smart tv, master bedroom (queen bed), and full bath with tub. The upper level has a bedroom (double bed), bunk room (sleeps 5), and a full bath with tub. And the lower level has the game room with smart tv, bunk room (sleeps 2), and a full bath.brbrEnjoy the peaceful fully-wooded view from the 180-degree, 2 story deck overlooking the backyard stream. The upper deck has a dining table seating 8 and a gas-fire pit area with seating for 6. The lower deck also has a gas firepit with seating for 2.brbrThe HideAway at the Waterfall has been enjoyed by hundreds of guests since 2021! While it's under new property management as of September 2023, past reviews are available upon request.brbrThis home also has access to the Home Owners pools at Chestnut Springs within the resort (94 Timber Camp Drive) and Rodes Farm in the valley (Stoney Creek). There are also two freshwater lakes with swimming nearby. Lake Monocan is a 20-acre lake and park operated by the resort (239 Camping Ridge Lane) that offers a small beach, oversized slides and trampolines in the water, and kayak rentals. Sherando Lake Recreation Area is also nearby. Known as the jewel of the Blue Ridge Mountains, families enjoy picnicking in this shaded and woody area, while relaxing on the sandy beach. Golfing available at Stoney Creek.

Bed

Bath

Sleeps

$602.68

/ Nightly

Private Vacation Home

SERENITY 4 ALL SEASONS

Wintergreen Resort, Virginia, United States

From the décor and furnishings to the beautiful views you will not want to leave. This 5 BR (3 queen beds, 1 full bed and 1 full/twin bunkbed), 3 level home accommodates up 11 comfortably. Spacious living/dining room with a cozy stone fireplace. In addition to a fully loaded game room for all ages! This house is the perfect place to clear your mind and relax. brbrAccommodations include: Direct TV, DVD players, WiFi, gas stove, outdoor gas grill, game room including air hockey, card table, ping pong and chest full of board games & puzzle's, mini library of books, telescope, Jacuzzi tub and much more! brbr***NO PETS ALLOWED***br

Bed

Bath

Sleeps

$506.32

/ Nightly

Private Vacation Home

Spacious and Updated Home in Wintergreen

Wintergreen Resort, Virginia, United States

Welcome to Bear Ridge Retreat, a pristine and spacious 5BR home in the heart of Wintergreen. Outside, enjoy the surrounding nature in the new hot tub or have conversation around the gas firepit. Inside, you'll love the open floor plan and vaulted ceilings of the main living area, with plenty of space for multiple families to spread out. The lower level features an add'l living space with TV area, pool table, and wet bar. With 5 bedrooms (4 with kings), the house sleeps 12 comfortably. Managed by Chris at New School Hosting. Plus, pet friendly!brbrThere's a ton to do in the area! Bear Ridge Retreat is about a mile to the ski slopes and a few minutes’ drive to all the dining, attractions, and hiking at Wintergreen. If you’re willing to venture a bit further, some of the best hiking trails in the state are off the Blue Ridge Parkway (15 minutes from the house), and there are over dozen wineries, breweries, and distilleries within a 30 minute drive. During the summer, enjoy Sherando Lake and Lake Monocan with sandy beach entrances, or take a dip in the heated community pool.brbrThe home layout is as follows:brbrUpper level:brbr- Living room with working propane fireplace and big screen TVbr- Dining area for 10, plus room for 4 more at the kitchen barbr- Fully stocked kitchen with granite counters and stainless appliancesbr- BR 1: Primary bedroom with king bed and deck access. Ensuite bathroom features double vanity, soaker tub, and gorgeous tile showerbr- BR 2: King bedroom with deck accessbr- BR 3: Bunk bedroom with 2 sets of twin-over-twin bunks, also with deck access br- Hall full bath with tiled shower/tub combobr- Upper deck features comfortable seating area around propane fire table (propane provided), dining table and chairs, and gas grillbrbrLower level:brbr- Second living room / game room with smart TV, pool table, wet bar, and arcade machinebr- BR 4: King bedroom with deck accessbr- BR 5: King bedroom with deck accessbr- Hall full bath with tiled shower/tub combobr- Laundry room with full size washer and dryerbr- Lower patio with sitting area and new hot tubbrbrOther things to note:brbr- Wintergreen offers hiking, skiing, snowboarding, tubing, swimming, dining, spa, ropes course, golfing, and much more.br- There is plenty of parking in the large, flat drivewaybr- Strictly no pets allowedbr- Wifi is fast with a strong signal throughout the house and decks. All bedrooms, plus the living room and game room, feature smart TVs where you can access all the main streaming services. br- We provide a fully stocked coffee bar with multiple coffee drip and Keurig optionsbr- Linens and towels providedbr- Guests can enjoy free community pool access in the summer season (though the HOA rules stipulate no more than 6 guests at a time, and the permitted hours are 2-6pm).br- Pack n play and high chair providedbr- The property is not pet friendly, but note that owners occasionally bring their dog so we don't recommend the property for guests with severe allergies.br- We do require a separate rental agreement, which we will send a link to e-sign after you book. There are no additional fees beyond those listed here.br- Please note that if you would like to send packages to the property, you do so at your own risk. USPS is particularly unreliable. We can not be held responsible for late or undelivered packages. Additionally, we charge $25 for any return services requested, in additional to actual postage.brbrTips for a Happy Hot Tubbr- Be sure to unclip the hot tub cover before removing it.br- Please do not put anything besides people in the hot tub (like mulch or toys).br- If the water level doesn’t cover the jets, you can use the hose to add water. Please disconnect the hose when done, especially in cold weather when it could freeze.br- Always put the cover on the hot tub when not in use - this keeps the hot tub warm & filled with water. Using the plastic clips helps keep it from blowing off.br- For safety reasons, please don’t add chemicals to the hot tub yourself. If the water looks murky or has a smell, let us know, and we'll have our hot tub expert come by to treat it.br- Do not drain the hot tub.br- There's no need to turn off the hot tub. It may run the jets on low periodically to circulate water through the filter—that’s totally normal.br- Use plastic drinkware around the hot tub.

Bed

Bath

Sleeps

$741.23

/ Nightly

Private Vacation Home

Cozy 5-bedroom home for large gatherings.

Wintergreen Resort, Virginia, United States

Within the Wintergreen Resort, this 4-season mountain home is perfect for a large gathering with friends and family. A generously stocked home for all your needs and occasions. A clean, comfortable, and relaxing home with many amenities and accessible to many outdoor adventures. Wintergreen Resort provides a great skiing experience. Being near the scenic Blue Ridge Parkway, Skyline Drive and the Appalachian Trail, you will wish to return every season to get away from your busy schedules.brbrThe spacebrAll of the room is on the first floor of the house. We have one staircase which leads to a game loft and a full bathroom. Each and every one of our bedrooms have comfortable bedding and cozy furnishings. Every bedroom has a generously stocked full bath attach to them for your convenience. 3 of the rooms have king beds in each, 1 room has 2-full size beds and bunk bed room has 2 sets of bunks that consist of 4-twin beds and 1-full bed. Kitchen is fully stocked with large cookware and appliances. This house can comfortably accommodate 13 people.brbrGuest accessbrThe entire house

Bed

Bath

Sleeps

$1558.11

/ Nightly

Private Vacation Home

Insane Mountain Views - New Listing

Wintergreen Resort, Virginia, United States

One of the largest homes in Wintergreen with 7 bedrooms and 10 bathrooms. The floor-to-ceiling windows offer a sunrise experience that is simply majestic. The open floor plan provides a gathering area for both large and small groups. The stacked field stone fireplace spans 40 feet high and accents the central area for an incredible mountain escape. The home has been meticulously renovated from top to bottom. brMaster on main floor with a beautiful soaking tub, walk in rain shower, gas fireplace, smart TV and separate deck to enjoy your morning coffee with a glass paneled view that is amazing. brThe kitchen is oversized with two large refrigerators, two dishwashers, gas stove, double ovens, and warming drawer. There is also a private outdoor grill available for use. Everything you need to prepare Thanksgiving or Christmas dinner will be at your fingertips. Turn up the whole home Sonos Sound System while soaking in the view. brThe dining table is steps from the kitchen and features a 20-foot Restoration Hardware table that is stunning. Comfortably seats up to 12 people. brThe main level family room offers one of the most stunning views in the Blue Ridge Mountains. Relax in front of the gas fireplace on two of the most comfortable couches on the planet. brThe deck has a 12-foot fire table that puts you in the right place to relax in front of an unmatched view. On July 4th the fireworks will explode right in front of you. During the winter you can enjoy the snow-covered mountains while watching the skiers come down Eagles Swoop. Perched over the Founders Overlook, the view is second to none. brThe entry level offers 4 large bedrooms, all with ensuite bathrooms. The Black Bear, Elk, Coyote, and Fox bedrooms are all decorated according to their name. The view from the entry level is stunning. The floor to ceiling window draws your attention to the rolling mountains of the Blue Ridge. brThe entry level has a gathering area with an 80-inch smart TV with two chairs that are so comfortable you will hope there is something you can binge for hours after a long day of skiing or exploring some of the best Virginia wineries and breweries. brThe lower level has an enormous 8-person leather couch with two fluffy Yeti Sheepskin chairs centered around a second stacked field stone fireplace with an 80-inch smart TV. brThe bar is the perfect area for your family mixologist to give it a go. brThe Wolf and Whitetail bedrooms are on the lower level each with an ensuite. These bedrooms are oversized and built for comfort. Both bedrooms also include a queen-sized pull-out couch. All bedrooms in the home are equipped with room-darkening blinds, shutters, or curtains.brGrab a robe and head out to the massive hot tub overlooking the mountains. brParking for up to 10 vehicles is available - the spaces are layered from five at the top of the driveway, two halfway down, and three right at the home’s entrance.brThis house is an amazing place to relax while offering views that make us slow down and appreciate life. We hope you enjoy it as much as we have.

Bed

Bath

Sleeps

$313.34

/ Nightly

Private Vacation Home

Family Friendly, Cozy Home on the Mountain Golf Course. All Necessities Included

Wintergreen Resort, Virginia, United States

We take extra cleaning precautions with covid 19.brbrNewer listing to VRBO, super hosts on Airbnb with many reviews for you to see!brbrCute 3 bedroom cabin on the golf course with a view of the valley. Easy access to the black diamond ski slopes and Wintergarden Pool and Spa down the street. Walking trail to the lodge is located at the end of the street. brbrComing with small children We have a pack n play, highchair, and gate for the stairs as well as games available.brbrThis is our home and you are welcome to use any of the cooking supplies/spices as well as coffee left in the cabinets. We do ask that you take care of everything as if it were your own and please send us a note if items are low or run out so we can replenish. brbrThere is one set of stairs leading to an open loft style set-up bedroom with a king size bed and a private bathroom. In the closet is a pack-n-play as well as a twin air mattress for children if needed.brbrThe downstairs has two bedrooms with queen size beds and a bathroom. brbrIn the living room is a gas fireplace for your use as well as a tv with a roku and a DVD player. brbrThe back porch has a BBQ for your use, please clean after use to keep bears and other critters away! There are plenty of chairs to sit and relax and watch the golfers pass by.brbrSince we do not live on the mountain full time, we do have outdoor only security cameras on the property.

Bed

Bath

Sleeps

$759.94

/ Nightly

Private Vacation Home

Red White & WTG: Game Room + Hot Tub

Wintergreen Resort, Virginia, United States

Welcome to Red, White and Wintergreen! Escape to the scenic beauty of Wintergreen Resort in Virginia with this spacious 5-bedroom vacation home, perfect for family getaways and group retreats. Located less than 5 minutes from the resort’s ski slopes, hiking trails, and year-round activities, this cozy home offers the ideal combination of comfort, convenience, and adventure. This house can host up to 8 adults and 8 children.brbrUPPER LEVEL: br- Fully equipped kitchen with eat-in dining spacebr- Large living room with smart TV and gas fireplacebr- Private office with new curved 34 inch monitor and a printerbr- Half bath with single vanity and toilet br- Bedroom 1: king bed with private ensuite featuring double sink vanity, walk-in shower and bathtubbr- Bedroom 2: king bed with private ensuite featuring single sink vanity and tub/shower combo brbrLOWER LEVEL: br- Mudroom/laundry spacebr- Media room with queen sleeper sofa, new 75 smart TV and Wii game console, plus a wet bar with mini fridge and microwavebr- Bedroom 3: king bed with private ensuite featuring single sink vanity and tub/shower combobr- Bedroom 4: two twin beds br- Bedroom 5: two sets of bunk beds with trundles (6 twin beds total) br- Shared hall bath with single sink vanity and tub/shower combobrbrOUTDOOR:br- Large deck with outdoor dining space, lounge chairs and grill (propane provided)br- Screen porch with NEW 7 person hot tub (towels provided)brbrThis home is extremely child friendly with a pack n play (including sheets), baby bouncer, a high chair, a booster and jogging stroller for guest use!brbrNO pets, violations subject to fines.

5

Bed

5

Bath

16

Sleeps

Vacation Home Rentals By Owner In Wintergreen Resort, VA

$950.23

$542.41

$461.86

$400.07

$649.47

$309.73

$745.47

$519.96

$931.02

$504.56

$491.8

$256.94

$411.24

$421.13

$602.68

$506.32

$741.23

$1558.11

$313.34

$759.94

Rent a place that suits your needs

Most popular vacation rentals in Wintergreen Resort

$963.43

$1558.11

$1525.35

$1501.44

$1393.14

$1365.56

$1361.36

$1210.60

$992.72

$969.99

Most Popular Cities in Virginia