Vacation rentals in Wintergreen Resort, VA with free parking

Get away with your adventure-loving friends or family and stay at this chic 3-bedroom, 2.5-bath cabin nestled in the woods! The cabin is ideally located within the Wintergreen Resort, allowing easy access to ski slopes, the Appalachian Trail, Blue Ridge Parkway, and golf courses. After a busy day of outdoor recreation, grab a beer from a local brewery or sample from a winery. Cap off your evenings with a relaxing game night in by the gas fireplace, or fire up the gas grill for a barbecue! -- THE PROPERTY -- 1,700 Sq Ft | Gas Grill | Central A/C | Close to Trail Network Adventurers of all ages are sure to feel right at home in this bright and airy cabin in Wintergreen Resort, close to hiking, skiing, and abounding local attractions! Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Twin/Full Bunk Bed, Full Bed, Twin Trundle | Additional Sleeping: Portable Crib OUTDOOR LIVING: Furnished deck, outdoor dining table, grill, creek access INDOOR LIVING: 4 flat-screen Smart TVs, Hulu access, gas fireplace, high ceilings, open layout, natural light, formal dining table, pet rock (help the owners name the pet rock!) KITCHEN: Fully equipped, stainless steel appliances, kitchen island w/ eat-in breakfast bar, granite counters, gas range stove, toaster oven, full knife set, drip coffee maker, Crockpot, blender, spices, cooking basics, dishware & flatware GENERAL: Free WiFi w/ streaming capabilities, complimentary toiletries, laundry machines, air conditioning, first aid kit, hair dryer, keyless entry, trash bags, paper towels PARKING: Driveway (4 vehicles) -- THE LOCATION -- WINTERGREEN: Skiing, tubing, fishing, boating, golfing, mountain biking, historical destinations, hiking & creek access GET OUTSIDE: Three Ridges Hike - Appalachian Trail (5.5 miles), Three Ridges Overlook (6.1 miles), Blue Ridge Parkway (19.1 miles) HIT THE LINKS: Stoney Creek Golf Course (13.7 miles), Swannanoa Golf Course and Country Club (16.2 miles) VINEYARDS: Afton Mountain Vineyards (22.9 miles), Delfosse Vineyards & Winery (23.9 miles), Brent Manor Vineyards (26.6 miles), Mountain Cove Vineyards (29.3 miles) LOCAL BREWS: Devils Backbone Basecamp Brewpub (8.9 miles), Wild Wolf Brewing Company (11.4 miles), Brewing Tree Beer Co (18.2 miles), Wood Ridge Farm Brewery (21.0 miles), Blue Mountain Brewery (21.9 miles) AIRPORTS: Charlottesville-Albemarle Airport (48.2 miles), Lynchburg Regional Airport (55.7 miles) -- REST EASY WITH US -- Evolve 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. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: Pet Rocks began in 1975, help the homeowners name theirs during your stay! - NOTE: Wintergreen Resort does not allow motorcycles

Prepare to make lifelong memories on the mountain when staying at this beautiful Wintergreen Resort vacation rental! Whether you’re looking to book a winter retreat for your next ski trip or a summer getaway filled with tee times and beautiful hikes, you’ll love having this expansive 4-bedroom, 3-bath home as your launch pad for year-round adventures. When you’re not lounging by the community pool or tubing at The Plunge, enjoy a little friendly competition in the game room at home! -- THE PROPERTY -- 2,525 Sq Ft | Hiking Nearby | 2 Mi to Ski Lift Bedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3: Queen Bed | Bedroom 4: 2 Twin Bunk Beds | Additional Sleeping: Full Sleeper Sofa COMMUNITY AMENITIES: Seasonal outdoor pool & hot tub (6 guests max, ID required, Memorial Day through Labor Day only), golf course (addt’l fee, paid on-site), clubhouse, tennis courts, seasonal lake access HOME HIGHLIGHTS: Smart TVs, 2 fireplaces, laptop-friendly workspace, furnished deck, gas grill, outdoor dining area GAME ROOM: Smart TV, wet bar, shuffleboard table, movies, dart board, board games KITCHEN: Fridge, stove, dishwasher, drip & K-Cup coffee makers (coffee not provided), microwave, cooking basics, toaster, dishware/flatware, trash bags/paper towels, blender GENERAL: Free WiFi, washer/dryer, keyless entry, central heating & A/C, linens/towels, ceiling fans FAQ: 2 exterior security cameras (facing out), complimentary toiletries not provided SUITABILITY: 4 steps required to enter, 2 bedrooms & 1 bathroom on 1st floor PARKING: Gravel driveway (4 vehicles) -- THE LOCATION -- WINTERGREEN FUN: Devils Knob Golf Course (0.3 miles), Shamokin Springs Nature Preserve (0.7 miles), Wintergreen Ski Resort (2 miles), Discovery Ridge Adventure Center (2 miles), The Plunge Snow Tubing Park (2 miles), Stoney Creek Golf Course (13 miles) OUTDOOR ADVENTURE: Three Ridges Hike - Appalachian Trail (6 miles), Three Ridges Overlook (6 miles), Ravens Roost Overlook (8 miles), Lake Monocan (13 miles), Blue Ridge Parkway (20 miles) LOCAL VINEYARDS: Veritas Vineyards & Winery (23 miles), Afton Mountain Vineyards (23 miles), Hazy Mountain Vineyards & Brewery (23 miles), King Family Vineyards (30 miles), Pippin Hill Farm & Vineyards (34 miles) AIRPORTS: Charlottesville–Albemarle Airport (50 miles), Lynchburg Regional Airport (55 miles) -- REST EASY WITH US -- Evolve 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. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The property requires 4 exterior steps to access the entrance, and stairs are required to access the 2nd-floor and basement-level bedrooms - NOTE: Your safety matters. This property features 2 exterior security cameras: 1 camera is located on the back deck facing the driveway, and 1 Ring Doorbell camera is facing the entrance. The cameras are outward facing and do not look into interior spaces. The cameras record video and sound when activated by motion or when the doorbell button is pressed - NOTE: The seasonal outdoor pool and community lake access are only available Memorial Day-Labor Day - NOTE: Complimentary toiletries are not provided

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! -- THE PROPERTY -- Pool Table | 2,584 Sq Ft | Outdoor Seating Four 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! Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Bedroom 4: 2 Twin Beds | Bedroom 5: Queen Bed | Bedroom 6: 2 Twin Beds INDOORS: Smart TVs, flat-screen TVs, 2 wood-burning fireplaces, wet bar KITCHEN: Fully equipped, stainless steel appliances, dishwasher, granite counters, coffee maker, Crockpot, toaster GENERAL: Free WiFi, linens/towels, washer & dryer, ductless mini-split A/C units, baseboard heating ACCESSIBILITY: 3-story house, step-free access, 2 bedrooms on main floor FAQ: Pet fee (paid pre-trip, 2 max) PARKING: Driveway (6 vehicles), street parking -- THE LOCATION -- RESORT 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 platform ATTRACTIONS: 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) HISTORIC 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) HIKING: 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) DAY ACCESS: Charlottesville (45.0 miles), Washington, D.C. (183 miles) AIRPORT: Charlottesville–Albemarle Airport (51.2 miles) -- REST EASY WITH US -- Evolve 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. -- POLICIES -- - No smoking - Pet friendly w/ $100 fee (+ fees & taxes, 2 max) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - 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 spaces - NOTE: This 3-story house offers step-free access and has 2 bedrooms on the main floor Licence number: 0348;0402;0159;0533

Guests will have full private access to our inviting mountain retreat ’Almost Heaven’ at Wintergreen Resort. This spacious home offers three comfortable bedrooms, three full bathrooms, and two family rooms on separate levels, giving your group plenty of space to relax or gather together. The main living area features a warm gas fireplace, perfect for cozy evenings after a day of adventure. Step outside to a large deck with dining space, a crackling fire for stargazing nights, and a private hot tub where you can soak your cares away. Inside, unwind in the private sauna or challenge friends to a little friendly competition on the two arcade games. Fun for both kids and adults alike! Located within the beautiful four‑season Wintergreen Resort, you’re just a five‑minute drive to skiing and snowboarding in winter, and close to hiking trails, scenic overlooks, and mountain biking in warmer months. Whether you’re sipping morning coffee on the deck, relaxing in the sauna, or laughing over arcade games, our home is the perfect blend of comfort, fun, and mountain charm. ’Almost Heaven’ is ideal for families, couples, and friends looking to make unforgettable memories. ***Same-Day Bookings: Please contact the host prior to booking to confirm the home has been cleaned and is available.*** ***Minimum Booking Age: 24+ We 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! Almost Heaven 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! Wintergreen Ski Resort offers 26 runs across 129 skiable acres, vibrant après‑ski dining, night skiing on 45 acres, and Virginia’s largest snow tubing hill—The Plunge Discovery Ridge Adventure Center features rock climbing, bungee trampolines, a 25‑ft climbing tower, log roller, gem mining, disc golf, 18‑hole mini golf, ninja course, archery, and mechanical bull rides. Wintergreen Activities (On‑Site & Nearby) Wintergreen Ski Resort Base Lodge – 5 min The Plunge Snow Tubing Park – 5 min Discovery Ridge Adventure Center – 5 min Wintergreen Adaptive Sports – 5 min Shamokin Springs Nature Preserve – 4 min Stoney Creek Golf Course – 25 min Nearby Attractions Appalachian Trail Head – 15 min Blue Ridge Parkway – 8 min Three Ridges Overlook – 10 min Shenandoah National Park (Swift Run Gap Entrance) – 35 min Appomattox Court House National Historical Park – 1 hr 10 min Wine & Beer Devil’s Backbone Basecamp Brewpub – 15 min Three Notch’d Brewing - 20 min Hill Top Berry Farm & Winery – 20 min Bold Rock Nellysford Cidery - 20 min Wood Ridge Farm Brewery – 35 min Seven Arrows Brewing Company – 35 min Blue Mountain Brewery – 40 min Veritas Vineyards & Winery – 40 min Afton Mountain Vineyards – 40 min Hiking Highlights Highlands Leisure Trail – 4 min Upper Shamokin Falls Trail – 5 min Appalachian Trail – Three Ridges Hike – 10 min Crabtree Falls – 35 min Airport Charlottesville–Albemarle Airport – 1 hr Water & Pool Access Chestnut Springs Pool (on‑mountain) – 5 min Rodes Farm Pool (valley) – 25 min Lake Monocan (Stoney Creek) – 25 min Sherando Lake Recreation Area – 30 min Water Activities & Pool Access Guests may use the HOA pools at Chestnut Springs (on‑mountain) and Rodes Farm (valley) from Memorial Day weekend through Labor Day. Lake Monocan (20-acre resort lake at 239 Camping Ridge Lane, Stoney Creek) offers swimming, aqua cycles, paddleboards, kayaks, snack bar, and grills; day-use fees please check on Wintergreen Resort Website. Sherando Lake Recreation Area features a scenic 25-acre spring-fed lake with sandy beaches, shaded picnic areas, rustic architecture, and adjacent trailheads. Day-use is $8 per vehicle (up to eight passengers). Important Resort Policy Update As of newly enacted Wintergreen Resort policy: unaccompanied guests (renters) cannot access the gym, indoor pools, or Devils Knob golf course. Damage & Rule Violation Policy Guests are responsible for any damages or parties 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. Need transportation or trip planning? We work with a private concierge service that will make your getaway effortless. Offering private transportation, wine and brewery tours, in‑home chefs, spa services, yoga, grocery delivery, and more. They’ll create a personalized experience so you can simply relax and enjoy. Ask host for more info.

Sunny Bear is a welcoming mountain home where families and friends can relax, reconnect, and enjoy time together at Wintergreen Resort. Set in a peaceful area of the resort, the home feels tucked away while still offering easy access to year-round activities. Inside, the open living space invites everyone to gather around the floor-to-ceiling stone wood burning fireplace after a day of skiing, hiking, or exploring the mountains (firewood provided). The kitchen and dining area are designed for shared meals, games, and easy conversation. The home offers three bedrooms plus a bonus room, providing comfortable sleeping arrangements for larger groups. The primary bedroom features a queen bed with an adjoining en suite bathroom, the second bedroom includes a queen and a twin, and the third bedroom offers two queens and two twins. Ideal for kids or multiple families traveling together. The bonus room includes a pull-out couch with a thick memory foam mattress that guests consistently find extremely comfortable. Large decks provide space to enjoy fresh mountain air, seasonal views, and quiet evenings under the stars. Sunny Bear is an ideal home base for creating lasting mountain memories. ***Same-Day Bookings: Please contact the host prior to booking to confirm the home has been cleaned and is available.*** ***Minimum Booking Age: 24+ We 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! Sunny Bear 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! Wintergreen Ski Resort offers 26 runs across 129 skiable acres, vibrant après‑ski dining, night skiing on 45 acres, and Virginia’s largest snow tubing hill—The Plunge Discovery Ridge Adventure Center features rock climbing, bungee trampolines, a 25‑ft climbing tower, gem mining, disc golf, 18‑hole mini golf, ninja course, archery, and mechanical bull rides. ✨ Wintergreen Activities (On‑Site & Nearby) Wintergreen Resort Tennis and Pickleball Courts - 2 min Chestnut Springs Pool (on‑mountain) – 3 min Wintergreen Spa - 5 min Wintergreen Ski Resort Base Lodge – 7 min The Plunge Snow Tubing Park – 7 min Discovery Ridge Adventure Center – 7 min Shamokin Springs Nature Preserve – 8 min Stoney Creek Golf Course – 21 min Wine & Beer Devil’s Backbone Brewpub – 15 min Three Notch’d Brewing - 20 min Hill Top Berry Farm & Winery – 20 min Bold Rock Nellysford Cidery - 20 min Wood Ridge Farm Brewery – 35 min Seven Arrows Brewing Company – 35 min Blue Mountain Brewery – 40 min Veritas Vineyards & Winery – 40 min Afton Mountain Vineyards – 40 min Hiking Highlights Highlands Leisure Trail – 4 min Upper Shamokin Falls Trail – 5 min Appalachian Trail Head – 15 min Blue Ridge Parkway – 8 min Three Ridges Overlook – 10 min Appalachian Trail – Three Ridges Hike – 10 min Crabtree Falls – 35 min ✈️ Airport Charlottesville–Albemarle Airport – 1 hr Water & Pool Access Chestnut Springs Pool (on‑mountain) – 3 min Rodes Farm Pool (valley) – 25 min Lake Monocan (Stoney Creek) – 25 min Sherando Lake Recreation Area – 30 min Water Activities & Pool Access Guests may use the HOA pools at Chestnut Springs (on‑mountain) and Rodes Farm (valley) from Memorial Day weekend through Labor Day. Lake Monocan (20-acre resort lake at 239 Camping Ridge Lane, Stoney Creek) offers swimming, aqua cycles, paddleboards, kayaks, snack bar, and grills; day-use fees please check on Wintergreen Resort Website. Sherando Lake Recreation Area features a scenic 25-acre spring-fed lake with sandy beaches, shaded picnic areas, rustic architecture, and adjacent trailheads. Day-use is $8 per vehicle (up to eight passengers). Important Resort Policy Update: As of newly enacted Wintergreen Resort policy: unaccompanied guests (renters) cannot access the gym, indoor pool, or Devils Knob golf course. Need transportation or trip planning? We work with a private concierge service that will make your getaway effortless. Offering private transportation, wine and brewery tours, in‑home chefs, spa services, yoga, grocery delivery, and more. They’ll create a personalized experience so you can simply relax and enjoy. Ask host for more info.

Year-Round Mountain Retreat | Seasonal Shuttle to Lift | Blue Ridge Backdrop Mornings come with a view at this Wintergreen Resort vacation rental, where the Blue Ridge Mountains greet you right from bed! With 1 bedroom, 2 full bathrooms, and scenery in every direction, this condo in The Cliffs invites you to slow down and soak it all in. Spend the day skiing, hiking, sipping local cider, or simply watching the clouds roll by. Ready for high-elevation living? Book your stay today! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom: 1 king bed - Living Room: 1 queen sleeper sofa, 1 full pullout cabinet bed COMMUNITY AMENITIES - 2 seasonal pools - Tennis/pickleball courts - Playground - Golf course CONDO COMFORTS - Smart TV, fireplace - Private deck w/ seating - In-unit laundry - Dining table KITCHEN - Refrigerator, stove/oven, dishwasher - Keurig (bring your own coffee), toaster, microwave - Cooking basics, dishware & flatware GENERAL - Free WiFi - Central A/C & heating - Linens & towels ACCESSIBILITY - Single-story condo, stairs to enter PARKING - Community parking (2 vehicles) -- THE LOCATION -- - Across from golf course & pickleball/tennis courts - Easy access to Nelson 151 Trail: wineries, breweries & cideries - Half-mile to Highlands Ski Lift - 1 mile to Wintergreen Resort - 2 miles to Discovery Ridge Adventure Center & The Plunge Snow Tubing Park - 8 miles to Blue Ridge Parkway: Raven’s Roost Overlook - 9 miles to Sherando Lake - 8-10 miles to Three Notch’d Brewing, Devils Backbone Basecamp Brewpub & Bold Rock Nellysford Cidery - 49 miles to Charlottesville–Albemarle Airport -- REST EASY WITH US -- Evolve 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. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - No motorcycles allowed - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This single-story condo requires stairs to enter Licence number: 11E-K-1537

3,450 Sq Ft | Game Room | Blue Ridge Parkway & National Forest Access Behind Home Year-round mountain fun awaits at this spacious 4-bed, 4-bath home in Roseland! Hike surrounding trails or go skiing and tubing down the slopes at Wintergreen Resort. After your adventures, read a book by the fireplace or soak in the hot tub under the stars. With 2 decks, a well-stocked kitchen, and various indoor entertainment, 'The Bear Witch' vacation rental has everything you need for a memorable stay! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed  - Bedroom 2: 1 king bed - Bedroom 3: 1 queen bed, 1 twin bed - Bedroom 4: 1 queen bed, 1 twin bed - Additional Sleeping: 1 portable crib OUTDOOR LIVING  - 2 decks - 2 grills, 3 dining areas - Private hot tub - Gas fire table, lounge seating - Small garden pond w/ seating INDOOR LIVING  - 5 Smart TVs - Pool table, poker table, chessboard - 2 living areas - Wood-burning fireplace (wood provided) - 2 separate workstations - Bookshelves - Wet bar - Vaulted ceilings, skylights WELL-STOCKED KITCHEN  - Stove, wall oven, refrigerator, dishwasher - Microwave, toaster oven - 2 drip coffee makers - Cooking basics, dishware/flatware - Trash bags/paper towels GENERAL   - Free WiFi  - Central air conditioning/heat - Linens/towels, hair dryer - Washer/dryer, laundry detergent, iron/board - Ski racks FAQ - 2 exterior security cameras (facing out) ACCESSIBILITY - 2-story home, 2 steps to enter - Bedroom & full bathroom on 1st floor PARKING - Driveway (4 vehicles) - Surface lot - No garage access -- THE LOCATION -- - Private & secluded location - Less than 1 mile to Upper Shamokin Falls Trail - Less than 2 miles to Wintergreen Resort slopes & The Plunge Snow Tubing Park - 11 miles to Greenstone Overlook - 10-11 miles to Blue Toad Hard Cider, Bold Rock Cidery, Devil's Backbone Basecamp Brewery - 50 miles to Charlottesville–Albemarle Airport & 121 miles to Richmond International Airport -- REST EASY WITH US -- Evolve 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. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This 2-story home requires 2 steps to enter. A bedroom and a full bathroom are located on the 1st floor - The garage is not available for guest use - Your safety matters. This property features 2 exterior security cameras: 1 camera is located at the front door facing the front entrance, and 1 camera is located at the back of the home facing the back entrance and hot tub. The cameras are outward facing and do not look into interior spaces. The back camera will be off during guest stays. The front camera records video and sound when activated by motion

Discover the beauty of Wintergreen Resort, VA, and indulge in a memorable stay at this 2-bedroom, 2-bathroom vacation rental condo. Featuring a cozy fireplace, outdoor seating, and an electric grill, this condo offers the perfect blend of comfort and convenience. Explore the nearby Blue Ridge Mountains for scenic hikes or hit the slopes on-site for some thrilling skiing. After a day of adventure, relax on the private balcony and take in the serene views. Your ultimate mountain getaway awaits! -- THE PROPERTY -- Ample Natural Light | Seasonal Community Pools | Free WiFi Bedroom 1: Queen Bed | Bedroom 2: Queen Bed FAIRWAY WOODS COMMUNITY AMENITIES: 2 seasonal heated outdoor pools (depth 3’-6’), aquatic center/spa (addt’l fees, paid on-site), scenic overlook, picnic areas OUTDOOR LIVING: Balcony, electric grill, outdoor seating INDOOR LIVING: Smart TVs, board games, books, wood-burning fireplace KITCHEN: Stove/oven, fridge, microwave, dishwasher, coffee maker, cooking basics, dishware & flatware, spices, toaster GENERAL: Keyless entry, complimentary toiletries, central A/C, hair dryer, trash bags & paper towels, linens & towels, washer/dryer, laundry detergent FAQ: Pet fee (paid pre-trip) ACCESSIBILITY: Single-story condo, exterior staircases around building, 5 steps to enter PARKING: Community lot (first-come, first-served) -- THE LOCATION -- FRESH AIR: Shamokin Springs Nature Preserve (1 mile), Three Ridges Wilderness (14 miles), Humpback Rock (18 miles), Upper Shamokin Falls Trail (19 miles), Crabtree Falls (20 miles) OUTDOOR RECREATION: Stoney Creek Golf Course (12 miles), James River Reeling & Rafting (40 miles), James River Runners LLC (42 miles) TASTEFUL SIPS: Blue Toad Hard Cider - Cidery & Event Barn (8 miles), Blue Mountain Brewery (21 miles), Valley Road Vineyards (22 miles), Afton Mountain Vineyards (22 miles), Rockbridge Vineyard & Brewery (26 miles) SNOW FUN: The Plunge Snow Tubing Park (2 miles), Wintergreen Adaptive Sports (2 miles), Discovery Ridge Adventure Center (10 miles), The Rink at Massanutten Resort (52 miles), LaHaye Ice Center (52 miles) FARM LIFE: Caihailian Vineyard (8 miles), Hill Top Berry Farm Winery & Meadery (13 miles), Silver Creek & Seamans' Orchards, Inc (14 miles) AIRPORTS: Charlottesville–Albemarle Airport (50 miles), Richmond International Airport (120 miles) -- REST EASY WITH US -- Evolve 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. -- POLICIES -- - No smoking - Pet friendly w/ $50 fee (+ fees & taxes, max 1 dog) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: This single-story condo requires exterior staircases around the buildings and 5 steps to enter - NOTE: The seasonal pools are accessible from Memorial Day until Labor Day - NOTE: Access to the aquatic center/spa requires additional fees, paid on-site - NOTE: Devil’s Knob Golf Course and Devil’s Knob Grill are not for guest use - NOTE: Wintergreen Resort amenities are not available for guest use; only the Fairway Woods community amenities may be used.

With the slopes a walk away and endless Blue Ridge Mountain adventure at your fingertips, you may never want to leave this 2-bedroom, 2-bath vacation rental! Boasting a private balcony, views of the 18th green, and easy access to several Wintergreen Resort amenities, this charming condo perfectly balances peace and serenity with excitement and fun. Spend your days hiking along the on-site trails, exploring the breathtaking surrounding area, or cozying up by the fire at this gorgeous retreat. -- THE PROPERTY -- Private Balcony | Resort Amenities | ~ 5 Mi to Three Ridges Hike | Lockable Ski Closet Bedroom 1: King Bed | Bedroom 2: Queen Bed, Twin Bunk Bed WINTERGREEN RESORT AMENITIES: Outdoor pool (seasonal), spa, golf course, lake, ski lift, hiking trails KITCHEN: Fully equipped, fridge, stove, oven, dishwasher, microwave, cooking basics, coffee maker, toaster, blender, dishware/flatware, paper towels/trash bags INDOOR LIVING: Smart TV, feature fireplace, dining table, sliding glass doors GENERAL: Free WiFi, linens, towels, washer & dryer, central air conditioning & heating, complimentary toiletries, hair dryer, iron/board, keyless entry FAQ: Stairs required to access, single-story condo PARKING: Community parking lot (2 vehicles, first-come, first-served) -- THE LOCATION -- THE GREAT OUTDOORS: Wintergreen Resort (on-site), The Plunge Snow Tubing Park (2 miles), Shamokin Springs Nature Preserve (2 miles), Three Ridges Hike (5 miles), Ravens Roost Overlook (8 miles) AREA ATTRACTIONS: Discovery Ridge Adventure Center (2 miles), Humpback Rocks (13 miles), Frontier Culture Museum (29 miles), Grand Caverns (34 miles), Monticello (44 miles) VINEYARDS & BREWERIES: Caihailian Vineyard (8 miles), Blue Toad Hard Cider (8 miles), Devils Backbone Basecamp Brewpub (8 miles), Bold Rock Nellysford Cidery (9 miles), Hill Top Berry Farm Winery & Meadery (13 miles), 12 Ridges Vineyard (30 miles) AIRPORTS: Charlottesville–Albemarle Airport (48 miles), Richmond International Airport (120 miles) -- REST EASY WITH US -- Evolve 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. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: This property requires stairs to access

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. -- THE PROPERTY -- 3,300 Sq Ft | Off-Street Parking | Free WiFi All-seasons recreation awaits at this luxurious Virginia mountain home, featuring all the modern comforts ideal for an active family or large group getaway. Bedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3: Queen Bed | Bedroom 4: Queen Bed | Bedroom 5: King Bed OUTDOOR LIVING: Seasonal community pool, electric fire pit, gas grill, outdoor dining table, ample furnishings, Adirondack chairs, covered lower patio, forest views & surroundings KITCHEN: 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 INDOOR 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 GENERAL: 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 FAQ: 1 exterior security camera (facing front entry) PARKING: Driveway (6 vehicles) -- THE LOCATION -- WINTERGREEN RESORT: Skiing, tubing, fishing, boating, hiking, golfing, mountain biking, historical destinations OUTDOOR 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) VINEYARDS: Afton Mountain Vineyards (22.0 miles), Delfosse Vineyards & Winery (23.0 miles), Brent Manor Vineyards (24.1 miles), Mountain Cove Vineyards (28.2 miles) GOLF COURSES: Stoney Creek Golf Course (14.2 miles), Swannanoa Golf Course and Country Club (16.4 miles) BREWERIES: 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) AIRPORTS: Charlottesville–Albemarle Airport (48.6 miles), Lynchburg Regional Airport (54.3 miles) -- REST EASY WITH US -- Evolve 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. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: A membership is required to access some Wintergreen amenities - NOTE: Stony Creek Golf Course remains available for non-members - NOTE: The seasonal community pool is open from Memorial Day to Labor Day - 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 Licence number: 162;230

Adventure and leisure combine at this luxurious 4-bedroom, 3-bathroom vacation rental home in Roseland, Virginia. Located within minutes of top-notch golf courses, skiing at Wintergreen Resort, and dozens of hiking trails, this 2,876-square-foot home has something for everyone. In addition to the home's unbeatable location, the property features 3 furnished decks, a private hot tub, 2 living rooms, a state-of-the-art kitchen, and everything else you'll need to make your stay unforgettable. -- THE PROPERTY -- Fireplaces | Wet Bar | 3 Decks w/ Forest Views | ~2 Mi to Slopes Ideal for a weekend getaway, family holiday or ski vacation, this spacious and luxurious home promises adventurous days and relaxing nights in a stunning location. Bedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3: 2 Queen Beds | Bedroom 4: 2 Twin Bunk Beds WINTERGREEN RESORT AMENITIES (additional fee, paid on-site): Ski slopes, hiking trails, seasonal pool & hot tubs (free of charge), indoor pool, tennis court, lake, ski lift, ski school INDOOR LIVING: 6 Smart TVs, great room w/ floor-to-ceiling windows, family room w/ kitchenette, wine fridge, dining table w/ chandelier, modern decor, steam shower OUTDOOR LIVING: Furnished decks, covered hot tub area, gas grill KITCHEN: Stove/oven, refrigerator, microwave, dishwasher, dishware/flatware, breakfast bar w/ seating, cooking basics, stainless steel appliances, coffee maker, spices GENERAL: Free WiFi, central air conditioning/heat, linens/towels, washer/dryer, complimentary toiletries FAQ: Stairs required for access, 4 exterior security cameras (facing out) PARKING: Driveway (4 vehicles) -- THE LOCATION -- HIKING TRAILS: Shamokin Springs Nature Preserve (2 miles), 3 Ridges Hike (7 miles), Ravens Roost Overlook (10 miles), Cedar Cliffs/Appalachian Trail (11 miles), White Rock Falls Trailhead (12 miles), Humpback Rocks (14 miles) GOLF COURSES: Devils Knob Golf Course (3 miles), Stoney Creek Golf Course (15 miles), Swannanoa Golf Course (19 miles) NEARBY DRINKS: Blue Toad Hard Cider - Cidery & Event Barn (11 miles), Bold Rock Nellysford Cidery (12 miles), Hill Top Berry Farm Winery & Meadery (16 miles) AIRPORT: Charlottesville Albemarle Airport (51 miles) -- REST EASY WITH US -- Evolve 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. -- POLICIES -- - No smoking - No pets allowed - No events, parties or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: This property requires stairs to access - NOTE: Your safety matters. This property features 4 exterior security cameras: 1 camera is located on the front of the home facing the front entrance, 1 camera is located on the back of the home facing the back entrance, 1 camera is located on the side of the home facing the side entrance, and 1 camera is located in the parking area facing the driveway. The cameras are outward facing and do not look into interior spaces. The cameras are activated by motion and will actively record video and sound while guests are in residence

On-Site Golf & Ski Storage | Covered Deck | Near Hiking Embark on a nature escape worth remembering at this 2-bedroom, 2-bath vacation rental in the heart of Wintergreen Resort. The condo offers a furnished deck with golf course views, games for all ages, and proximity to everything the resort area offers. After an exciting of trekking the trails or teeing off on the course, head home to round out the evening with a home-cooked meal in the kitchen or grab a drink at a brewery! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 bunk bed (twin/full) - Living Room: 1 queen sleeper sofa INDOOR LIVING - 3 Smart TVs, DVD player - Dining table - Fireplace (wood provided) - Pac-Man, golf arcade game, board games OUTDOOR LIVING - Deck, outdoor dining set - Golf/ski storage rack - Golf course view KITCHEN - Dishwasher, refrigerator, stove/oven, microwave - Keurig pod/drip coffee maker, toaster - Crockpot, blender, spices, mixer, griddle - Cooking basics, dishware & flatware, trash bags & paper towels GENERAL - Electric heating, window A/C unit - Towels & linens, complimentary toiletries, 2 hair dryers - Washer & dryer - Free WiFi, keyless entry FAQ - 1 Ring doorbell (facing out) ACCESSIBILITY - Single-story condo, 2nd floor, exterior staircase to enter PARKING - Open community parking -- THE LOCATION -- - Close to shopping & local restaurants - 0.3 miles to Wintergarden Aquatics And Fitness Center - 1 mile to The Mountain Inn - 2 miles to Loggers Alley ski lift & The Plunge Snow Tubing Park - 2 miles to Upper Shamokin Falls Trail - 1 mile to Devils Knob Golf Course - 14 miles to Stoney Creek Golf Course - 49 miles to Charlottesville–Albemarle Airport -- REST EASY WITH US -- Evolve 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. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This single-story condo is on the 2nd floor and requires an exterior staircase to enter - Guests booking through Evolve enjoy access to select amenities. For details, please reach out to the Guest Contact. Please note that some resort features are only available to guests who book directly with the resort - The through-the-wall A/C unit effectively cools the main living area, but during very hot days, it may not fully cool the entire condo - Your safety matters. This property features a Ring doorbell device with an exterior security camera facing the front outdoor entry. The camera does not look into any interior spaces. The camera records video and sound when motion is detected by the device. The camera is not monitored Licence number: 10-V06692267F-001

Days spent shredding the slopes and cozy nights by the fireplace await when you stay at this charming 2-bedroom, 2-bathroom Roseland vacation rental! Situated in the Wintergreen Ski Resort, this condo is the perfect place for outdoor enthusiasts and adventurers alike. Tee off at Devils Knob Golf Course, enjoy a meal on the balcony, or embark on a cave tour at Fountain Cave Adventure Tours. Whether it’s a peaceful getaway or an exciting adventure you seek, this retreat has it all! -- THE PROPERTY -- Centrally Located & Newly Renovated | 1 Mi to Devils Knob Golf Course | Wood-Burning Fireplace Bedroom 1: King Bed | Bedroom 2: Queen Bed OUTDOOR LIVING: Balcony, outdoor seating & dining INDOOR LIVING: Smart TVs, dining table, breakfast bar, shower/tub combo, walk-in shower, ceiling fans KITCHEN: Stainless steel appliances w/ dishwasher, cooking basics, dishware/flatware, coffee maker GENERAL: Free WiFi, central air conditioning, electric heating, hair dryer, washer/dryer, hangers, iron/board, linens/towels, trash bags/paper towels ACCESSIBILITY: Single-story condo, 3rd-floor unit, exterior staircase to enter, no elevator PARKING: Community parking lot (first-come, first-served basis) -- THE LOCATION -- ATTRACTIONS: Discovery Ridge Adventure Center (2 miles), Humpback Rocks (12 miles), Frontier Culture Museum (29 miles), Fountain Cave Adventure Tours (34 miles), Caverns at Natural Bridge (53 miles) HIT THE SLOPES: Wintergreen Resort (on-site), The Plunge Snow Tubing Park (2 miles), Massanutten Hillside Summit (53 miles), Liberty Mountain Snowflex Centre (53 miles) TEE TIME: Devils Knob Golf Course (1 mile), Stoney Creek Golf Course (15 miles), Swannanoa Golf Course and Country Club (17 miles), Kandi Comer Golf (18 miles), Old Trail Golf Club (29 miles), Shadow Ridge Golf Course (37 miles) AIRPORTS: Charlottesville-Albemarle Airport (47 miles), Lynchburg Regional Airport (54 miles) -- REST EASY WITH US -- Evolve 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. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: This single-story condo is located on the third floor and requires using an exterior staircase to enter. There is no elevator

Smart TV | Patio | EV Charger Across the Street (Charges Apply) Experience the quintessential four-seasons getaway at this Wintergreen Resort condo, situated minutes from skiing, tubing, hiking, biking, summer concerts, wine/beer festivals, and so much more! With a polished interior, this family-friendly vacation rental boasts all the comforts of home, including Smart TVs in every room, al fresco dining, and a fully equipped kitchen. Don't wait, reserve your stay today! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed - Bedroom 3: 1 queen bed - Bedroom 4: 2 twin beds INDOOR LIVING - Smart TV - Fireplace - Dining table - Ceiling fans - Washer & dryer OUTDOOR LIVING - Patio - Patio table & chairs KITCHEN - Refrigerator, stove/oven, dishwasher, microwave, toaster - Drip coffee maker - Cooking basics, spices - Dishware & flatware ACCESSIBILITY - Stairs are required PARKING - Driveway (2 vehicles) - Open lot & 2 EV charges (across the street, first-come, first-served) -- THE LOCATION -- - Less than 1 mile to Wintergreen Ski Resort and Adventure Center - Near Highlands Leisure Trail - 1 mile to Discovery Ridge Adventure Center and Snow Tubing - 10 miles to Humpback Rocks - 18 miles to Blue Ridge Parkway North Entrance - 43 miles to Charlottesville - 119 miles to Richmond International Airport -- REST EASY WITH US -- Evolve 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. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - The property requires stairs for access

No matter the season, you’ll have easy access to endless outdoor adventures when you stay at this cozy Wintergreen Resort condo! Enjoy all the comforts of home at the 3-bedroom, 2-bathroom vacation rental, including a fully equipped kitchen, in-home laundry, and free WiFi. Plus, hiking trails, skiing, snow tubing, and more are just minutes away! When you’re ready to explore the area, take the Blue Ridge Parkway up to Shenandoah National Park for incredible waterfall hikes and mountain views. -- THE PROPERTY -- Pet Friendly w/ Fee | Electric Grill | Washer & Dryer Bedroom 1: California King Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Living Room: Full Sleeper Sofa COMMUNITY AMENITIES (seasonal): 2 Outdoor Community Pools, tennis courts CONDO FEATURES: 2 flat-screen TVs, DVD player, board games, wood-burning fireplace, indoor dining table, furnished balcony KITCHEN: Dishwasher, stove/oven, refrigerator, microwave, cooking basics, dishware & flatware, Keurig, toaster, air fryer, trash bags & paper towels GENERAL: Free WiFi, central A/C & heating, A/C unit in living room & bedroom 1, complimentary toiletries, linens & towels, hair dryer, hangers, iron & board FAQ: Stairs required for access, 3rd-floor unit, pet fee (paid pre-trip) PARKING: Community parking lot (open parking; first-come, first-served) -- THE LOCATION -- RESORT ATTRACTIONS: Wintergreen Resort (1 mile), The Plunge Snow Tubing Park (2 miles), Stoney Creek Golf Course (14 miles) EXPLORE OUTDOORS: Blue Ridge Parkway (4 miles), Appalachian Trail (4 miles), Shenandoah National Park (19 miles), Grand Caverns (34 miles), Natural Bridge State Park (53 miles) VA HOTSPOTS: Waynesboro (19 miles), Staunton (27 miles), Charlottesville (44 miles) AIRPORTS: Charlottesville–Albemarle Airport (48 miles), Richmond International Airport (118 miles) -- REST EASY WITH US -- Evolve 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. -- POLICIES -- - No smoking - Pet friendly w/ $50 fee (+ fees & taxes) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: This condo is on the building’s 3rd floor and does not include elevator access - NOTE: The community pools and tennis courts are open seasonally Memorial Day to Labor Day

Escape to the mountains with this spacious 4-bed, 3-bath Virginia vacation rental home! Tucked into the Wintergreen Resort community, this house boasts a spacious deck with views of the mountains, an enclosed patio with a grill, and an upscale interior with vaulted ceilings. Enjoy year-round adventures with skiing and tubing in the winter and hiking and golfing in the summer. This well-stocked home has everything you need for a relaxing stay; you'll never want to leave this mountaintop retreat! -- THE PROPERTY -- 1.3 Miles to Ski Slopes | Deck w/ Views | 2,350 Sq Ft With all the comforts of home and an ideal resort location, this renovated abode is perfect for family or friends looking for an outdoor adventure at any time of the year! Bedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3 (Loft): Queen Bed | Bedroom 4: 2 Twin Bunk Beds COMMUNITY AMENITIES (Seasonal): Outdoor pool, golf course, clubhouse, fitness center, tennis court OUTDOOR LIVING: Enclosed patio, dining table, couch, ceiling fan, gas grill INDOOR LIVING: 3 flat-screen Smart TVs w/ cable, 2 dining tables, vaulted ceilings, exposed beams, floor-to-ceiling windows, ceiling fans, 2 wood-burning fireplaces, books & games KITCHEN: Fully equipped w/ cooking basics, stainless steel appliances, granite counters, microwave, Keurig coffee maker, toaster, island w/ seating GENERAL: Free WiFi, washer/dryer, laundry detergent, towels/linens, cleaning essentials, central heating, air conditioning PARKING: Driveway (4 vehicles) -- THE LOCATION -- WINTERGREEN RESORT(1.3 miles): Skiing, tubing, fishing, hiking, golfing, swimming, snowshoeing NEARBY ADVENTURES: Three Ridges Hike (4.8 miles), Appalachian Trail (8.9 miles), Shenandoah National Park (33.4 miles), Appomattox-Buckingham State Forest (59.1 miles) EASY-ACCESS EATS: Devil's Knob Grill (1.1 miles), The Copper Mine Bistro (1.7 miles), The Edge (1.7 miles), Devil's Backbone Basecamp Brewpub (8.5 miles), Wild Wolf Brewing Company (10.9 miles) AIRPORT: Charlottesville - Albemarle Airport (49.8 miles) -- REST EASY WITH US -- Evolve 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. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: Some community amenities may not be available at this time

Treat your family to a mountainside retreat and book this 4-bedroom, 3-bath Roseland vacation rental! This amenity-packed home features 4 Smart TVs, a fully equipped kitchen, and a furnished deck to relax on following your well-spent days. Pack your hiking boots and explore Blue Ridge Parkway or hit the links at the on-site golf course. If you're here during winter, take the kids to The Plunge, Virginia’s largest tubing park, or enjoy skiing at Wintergreen Resort. Year-round excitement awaits! -- THE PROPERTY -- 3,174 Sq Ft | WFH Friendly | 2 Living Areas | In-Unit Laundry | Gas Grill | Nearby Skiing Bedroom 1: King Bed | Bedroom 2: 2 Twin Beds | Bedroom 3: King Bed | Bedroom 4: King Bed | Additional Sleeping: 2 Pack ‘n Plays INDOOR LIVING: 4 Smart TVs, 2 fireplaces, laptop workspace, shuffleboard, wet bar, board games, ceiling fans OUTDOOR LIVING: Furnished deck, dining area, private hot tub KITCHEN: Dishware/flatware, cooking basics, full knife set, spices, drip coffee maker, Crockpot, microwave, toaster oven, water filter, ice maker KID FRIENDLY: High chair, baby gates GENERAL: Super high-speed, free WiFi, keyless entry, central A/C & heating, linens/towels, iron/board, trash bags, paper towels, hair dryers FAQ: Access only by stairs, main-floor bedrooms, 2 exterior security cameras (facing out) PARKING: Driveway (3 vehicles), free street parking (first-come, first-served) -- THE LOCATION -- WINTERGREEN RESORT (on-site): Skiing, tubing, fishing, boating, hiking, golfing, mountain biking, historical destinations OUTDOOR DESTINATIONS: Three Ridges Hike - Appalachian Trail (5.4 miles), Three Ridges Overlook (5.9 miles), Ravens Roost Overlook (8.3 miles), Blue Ridge Parkway - North End (19.0 miles) GOLF COURSES: Stoney Creek Golf Course (15.2 miles), Swannanoa Golf Course and Country Club (17.4 miles) VINEYARDS: Afton Mountain Vineyards (23.0 miles), Delfosse Vineyards & Winery (24.0 miles), Brent Manor Vineyards (25.1 miles), Mountain Cove Vineyards (29.4 miles) BREWERIES: Devils Backbone Basecamp Brewpub (9.1 miles), Brewing Tree Beer Co (18.3 miles), Wood Ridge Farm Brewery (21.1 miles), Blue Mountain Brewery (22.0 miles) AIRPORTS: Charlottesville–Albemarle Airport (49.6 miles), Lynchburg Regional Airport (55.1 miles) -- REST EASY WITH US -- Evolve 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. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: This property requires stairs to access and while there are 2 bedrooms located on the main floor, the remaining bedrooms are located on the lower floor and require additional stairs to access - NOTE: Your safety matters. This property features 2 exterior security cameras: 1 camera is located on the front of the property facing out towards the front door entry area and 1 camera is located on the side of the property facing out towards the side door entry area. These cameras do not look into any interior spaces. These cameras record sound and video when activated by motion and will be on during your stay - NOTE: The property has super high-speed internet with services of 450 Mbps

Sunken Living Room for Socializing | Cozy Nights Fireside | On-Site Bus to Ski Area (Weekends) Located 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! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 king bed - Bedroom 3: 1 queen bed - Bedroom 4: 2 twin beds STONY CREEK COMMUNITY AMENITIES (addt'l fees, paid on-site) - Golf course, outdoor pool - Pro shop, restaurant & bar OUTDOOR LIVING - Furnished deck - Balcony w/ dining set INDOOR LIVING - 5 Smart TVs - Wood-burning fireplace (wood provided) - Dining table, kitchen island seating - 2 en-suite bathrooms, jacuzzi tub KITCHEN - Refrigerator, stove/oven, dishwasher, microwave - Cooking basics - Dual drip/Keurig coffee maker GENERAL - Free WiFi - Central A/C & heating - Washer & dryer - Linens/towels, complimentary toiletries ACCESSIBILITY - Multi-level townhome, stairs for entry - All bedrooms on 2nd & 3rd floor PARKING - Driveway (2 vehicles) - Guest parking (2 vehicles, first-come, first-served) -- THE LOCATION -- - Located within Wintergreen Resort near golf & ski slopes - Half-mile to Wintergarden Spa (indoor pool, sauna, steam room & massages) - 0.8 miles to Ravens Roost Overlook - 9 miles to Sherando Lake - 34 miles to Grand Caverns - 49 miles to Charlottesville–Albemarle Airport -- REST EASY WITH US -- Evolve 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. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This multi-level townhome requires stairs to enter and interior stairs to access all bedrooms - Community amenities are available for additional daily fees paid upon arrival

Diamond Hill Condos | Community Outdoor Pool | Pets Welcome w/ Fee Optimize your next outing to the Virginia mountains at this ski-in/ski-out Wintergreen Resort vacation rental! The 4-bedroom, 2.5-bath condo has all the amenities you need to keep comfortable. Plus, with a prime location within walking distance of the ski lifts and the community pool, 'Slipper Slope' offers opportunities for adventure and relaxation. Don't forget to experience top-tier hiking destinations and scenic spots! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed, 1 queen bed w/ 1 queen trundle - Bedroom 3: 2 queen beds, 1 twin bed - Bedroom 4: 1 queen bed - Living Room: 1 full sleeper sofa COMMUNITY AMENITIES - Outdoor pool - Park w/ playground - Picnic area - Ski lift on-site OUTDOOR LIVING - Patio w/ dining table - Mountain & forested views - Cornhole INDOOR AMENITIES - Wood-burning fireplace (wood provided) - Smart TVs, arcade game console - Dining table & breakfast bar - 2 jetted tubs - Board games, shuffleboard KITCHEN - Stove/oven, refrigerator, microwave, dishwasher - Ice maker, slow cooker, blender, toaster - Keurig K-Duo, coffee grinder - Dishware/flatware - Cooking basics & spices - Trash bags/paper towels GENERAL - Free WiFi - Linens/towels, complimentary toiletries - Central A/C & heating - Washer & dryer, iron/board - Hair dryer, hangers FAQ - Pet fee (paid pre-trip) - 1 exterior security camera (facing out) ACCESSIBILITY - 2-level condo - Exterior staircase to enter PARKING - Open community lot (first-come, first-served) -- THE LOCATION -- - Ski-in/ski-out access to Wintergreen Resort - 1 mile to The Plunge Snow Tubing Park - 4 miles to Upper Shamokin Falls Trail & 9 miles to White Rock Falls Trailhead - 7 miles to Ravens Roost Overlook & 9 miles to Greenstone Overlook - 13 miles to Hill Top Berry Farm Winery & Meadery - 38 miles to Shenandoah Valley Airport & 48 miles to Charlottesville–Albemarle Airport -- REST EASY WITH US -- Evolve 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. -- POLICIES -- - No smoking - Pet friendly w/ $50 fee (+ fees & taxes) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This 2-level condo requires stairs to enter - Your safety matters. This property features 1 exterior security camera. There is a Ring device located on the back of the unit, facing toward the patio area and the mountains. The camera is outward facing and does not look into any interior spaces. It actively records video and sound

Plan for plenty of outdoor fun when you stay at this Wintergreen Resort vacation rental! With a vibrant interior, private covered patio, and convenient access to exciting resort attractions, this 1-bedroom, 1-bath condo makes a perfect home base for getting the most out of your stay. Take a short walk or the shuttle to the community’s ski lift or snow tubing park, tour breathtaking scenic spots along Blue Ridge Parkway, or explore any of the region’s incredible hiking trails while in town! -- THE PROPERTY -- Fireplace | Central Heating & A/C | In-Unit Laundry | Community Pool Access Bedroom: Queen Bed | Living Room: Queen Sleeper Sofa | Additional Sleeping: Pack ‘n Play COMMUNITY AMENITIES: Outdoor pool, free shuttle service INDOOR LIVING: Smart TVs, board games, books, shower/tub combo, ceiling fans OUTDOOR LIVING: Private covered patio, outdoor dining KITCHEN: Refrigerator, ice maker, coffee maker, stove/oven, microwave, dishwasher, toaster, dishware & flatware, cooking basics, spices, condiments & cooking products (spray, tin foil, etc), decaf coffee, chamomile tea, coffee filters GENERAL: Keyless entry, self check-in, free WiFi, cable, washer & dryer, laundry detergent, iron/board, towels/linens, trash bags/paper towels, hair dryer, complimentary toiletries (shampoo, conditioner, soap) FAQ: Stairs required for access, sleeper sofa best suited for children/smaller adults PARKING: Community parking lot (1 vehicle), free street parking -- THE LOCATION -- WINTERGREEN RESORT: The Plunge Snow Tubing Park (0.5 miles), Discovery Ridge Adventure Center (0.5 miles), Ski Lift C - Loggers Alley (0.9 miles), Devils Knob Golf Course (2 miles) OUTDOOR ADVENTURE: Blackrock Park (0.8 miles), Shamokin Springs Nature Preserve (3 miles), Upper Shamokin Falls Trail (4 miles), Lake Monocan Park (13 miles) NEARBY ATTRACTIONS: Ravens Roost Overlook (7 miles), Rock Point Overlook (7 miles), Stoney Creek Golf Course (14 miles) AIRPORTS: Charlottesville-Albemarle Airport (47 miles), Richmond International Airport (117 miles) -- REST EASY WITH US -- Evolve 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. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The property requires using an outdoor staircase to access - NOTE: The sleeper sofa is best suited for 2 small guests or children

Walk to Wintergreen Conference Center | Near Hiking Trails | Community Pool Access Experience the best of the mountains at this Wintergreen vacation rental! This inviting condo offers a prime location within walking distance of the Wintergreen Conference Center, making it the perfect base for events and outdoor adventures. Spend your days exploring nearby hiking trails or visiting the Market before returning home to relax by the pool. Your mountain escape awaits—book today! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed - Living Room: 1 queen sleeper sofa LAURELWOOD CONDOS AMENITIES - Seasonal outdoor pool (opens early June) - Complimentary firewood KITCHEN - Stove/oven, refrigerator, microwave, dishwasher - Drip coffee maker (bring your own coffee) - Blender, toaster - Cooking basics, trash bags/paper towels, dishware & flatware INDOOR LIVING - Smart TV, wood-burning fireplace - Dining table OUTDOOR LIVING - Patio, bistro table - Pool views GENERAL - Central heating & A/C - Washer/dryer, iron/board - Linens/towels, complimentary toiletries, hair dryer - Free WiFi - Keyless entry FAQ - 1 exterior security camera (facing out) ACCESSIBILITY - Single-story condo, exterior stairs to access PARKING - Community lot (2 vehicles) -- THE LOCATION -- - Centrally located near hiking trails & ski slopes - Access to on-site dining, kids' snowboard/ski programs, & panoramic viewing platform - 0.4 miles to Discovery Ridge Adventure Center, The Plunge Snow Tubing Park, & Wintergreen Adaptive Sports - 3 miles to Shamokin Springs Nature Preserve - 7 miles to Ravens Roost Overlook - 8 miles to Sherando Lake - 28 miles to Frontier Culture Museum - 33 miles to Grand Caverns - 48 miles to Charlottesville–Albemarle Airport -- REST EASY WITH US -- Evolve 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. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - No outdoor fires or grilling - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This single-story condo requires exterior stairs to access - The seasonal outdoor pool will open early June - Your safety matters. This property features 1 exterior camera at the front door facing the front outdoor entry. The camera does not look into any interior spaces. The camera records video and sound when activated by motion Licence number: 1629;10-352894832F-001

Bedrooms: The retreat comfortably accommodates up to 10 guests across 3 well-appointed bedrooms and loft bedroom. The main level features 2 cozy bedrooms for easy access (Bedroom 2 King and Bedroom 3 two Queen Beds). While the upper level offers a private sanctuary the primary bedroom with attached bathroom (Bedroom 1 King). Loft is upstairs with twin bunk bed. Bathrooms: With 2 full bathrooms and a convenient half-bath on the main level, plus another full bathroom upstairs, there’s plenty of space for everyone to refresh and relax after a day of exploration. Amenities: Outdoor Adventures: Take advantage of two community pools, perfect for a summer swim. (Chestnut Springs on the mountain and Rodes Farm in the valley). In the winter skiing, snowboarding, or snow tubing just minutes away. Indoor adventure park for family fun! Local Attractions: Indulge in local dining with seven options just a short drive away. Explore nearby wineries and breweries for a taste of the region, or immerse yourself in nature with countless hiking trails right at your doorstep. Why You’ll Love Wintergreen Ridge Retreat: This home is your gateway to both excitement and relaxation, making it the ideal base for your Wintergreen adventures. Whether you’re seeking thrills on the slopes or a peaceful retreat in the mountains, Wintergreen Ridge Retreat offers everything you need for an unforgettable stay. We are pet friendly! **Please let us know if you have a pet. We have a one time Pet Fee: $130.** No more than 2 dogs. Book your stay at Wintergreen Ridge Retreat today and discover the best of Wintergreen Resort! ***Same-Day Bookings: Please contact the host prior to booking to confirm the home has been cleaned and is available.*** ***Minimum Booking Age: 24+ We 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! Wintergreen Ridge Retreat 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! WINTERGREEN 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 ATTRACTIONS: Appalachian Trail Head (8.9 miles), 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) WINE 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) Hide WATER 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. Currently, 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. We work directly with Afton Coach LLC. Book with us and you will receive a discount through them. Services: Wine and Beer tours, Bachelorette & Bachelor parties, UVA Games, Downtown Charlottesville, Weddings, Concerts & Events, Door to Door, and Airport.

Location. Location. Location! Welcome to Mountain Mama, your ultimate Wintergreen getaway! Perfectly perched right on Eagles Swoop. Step out the back door and glide straight onto the slopes. Whether you prefer a smooth green run or a more adventurous blue, this ski-in/ski-out condo puts both right in your backyard. Just a short walk to Wintergreen Village, you’ll be close to restaurants, shops, the market, and year-round activities. Park once and enjoy the entire resort on foot. Inside, the open main level is designed for relaxed time together, complete with large windows overlooking the ski slopes and stunning mountain views. It’s the perfect setting for a winter retreat with family or friends. Wintergreen is a true four-season resort, offering skiing, snow tubing, hiking, pools, tennis, pickleball, golf, and endless mountain adventures all year long. -Sleeps 7 Comfortably- Primary Bedroom: King Bedroom 2: Queen + Twin Bedroom 3: Queen Whether you’re here to ski from sunrise to sunset or take in peaceful mountain scenery on the back deck, Mountain Mama delivers the perfect blend of convenience, adventure, and relaxation. Book your stay and experience Wintergreen’s magic right from your doorstep. ***Same-Day Bookings: Please contact the host prior to booking to confirm the home has been cleaned and is available.*** ***Minimum Booking Age: 24+ We 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! Mountain Mama 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! Wintergreen Resort features 26 runs across 129 skiable acres, energetic après-ski dining, and night skiing on 45 acres. With Eagles Swoop right in your backyard, slope access couldn’t be easier. The resort is also home to The Plunge, Virginia’s largest and most thrilling snow tubing hill. Discovery Ridge Adventure Center features rock climbing, bungee trampolines, a 25‑ft climbing tower, gem mining, disc golf, 18‑hole mini golf, ninja course, archery, and more! ❄️ Wintergreen Activities (Backyard & Nearby) Wintergreen Ski Resort Base Lodge Tennis and Pickleball The Plunge Snow Tubing Park Discovery Ridge Adventure Center Wintergreen Adaptive Sports Shamokin Springs Nature Preserve Stoney Creek Golf Course – 25 min Nearby Attractions Appalachian Trail Head – 15 min Blue Ridge Parkway – 8 min Three Ridges Overlook – 10 min Wine & Beer Devil’s Backbone Basecamp Brewpub – 15 min Three Notch’d Brewing - 20 min Hill Top Berry Farm & Winery – 20 min Bold Rock Nellysford Cidery - 20 min Wood Ridge Farm Brewery – 35 min Seven Arrows Brewing Company – 35 min Blue Mountain Brewery – 40 min Veritas Vineyards & Winery – 40 min Afton Mountain Vineyards – 40 min Hiking Highlights Highlands Leisure Trail – 4 min Upper Shamokin Falls Trail – 5 min Appalachian Trail – Three Ridges Hike – 10 min Crabtree Falls – 35 min ✈️ Airport Charlottesville–Albemarle Airport – 1 hr Water & Pool Access Chestnut Springs Pool (on‑mountain) – 5 min Rodes Farm Pool (valley) – 25 min Lake Monocan (Stoney Creek) – 25 min Sherando Lake Recreation Area – 30 min Water Activities & Pool Access Guests may use the HOA pools at Chestnut Springs (on‑mountain) and Rodes Farm (valley) from Memorial Day weekend through Labor Day. Lake Monocan (20-acre resort lake at 239 Camping Ridge Lane, Stoney Creek) offers swimming, aqua cycles, paddleboards, kayaks, snack bar, and grills; day-use fees please check on Wintergreen Resort Website. Sherando Lake Recreation Area features a scenic 25-acre spring-fed lake with sandy beaches, shaded picnic areas, rustic architecture, and adjacent trailheads. Day-use is $8 per vehicle (up to eight passengers). Important Resort Policy Update As of newly enacted Wintergreen Resort policy: unaccompanied guests (renters) cannot access the gym, indoor pool, or Devils Knob golf course. Need transportation or trip planning? We work with a private concierge service that will make your getaway effortless. Offering private transportation, wine and brewery tours, in‑home chefs, spa services, yoga, grocery delivery, and more. They’ll create a personalized experience so you can simply relax and enjoy. Ask host for more info.

Bear Paw is perfectly situated in one of Wintergreen’s most connected locations. Step right out your door to access the Highlands Leisure Trail, or enjoy a short walk to the Village hub, home to the Mountain Inn, The Edge, Copper Mine Restaurant, Upper Crust Pizza, The Market, ski check in, and Discovery Ridge Adventure Center. On weekends and holidays, the free resort shuttle stops nearby, making it easy to explore without ever needing your car. This radiant end-unit condo is designed for both comfort and convenience, featuring vaulted ceilings and an abundance of windows that fill the space with natural light. The comfortable living area invites you to relax by the wood-burning fireplace with a beautiful brick surround (firewood provided), perfect after a day on the slopes or trails. The updated kitchen offers granite countertops and newer appliances, while luxury vinyl plank flooring throughout (no carpet!) adds a clean, modern touch. Step outside onto your private deck overlooking the peaceful woods. An ideal spot for morning coffee or unwinding in the evening. Pets are welcome at Bear Paw, we love your four legged family members! Well behaved dogs are invited with no breed restrictions. Step right outside to the Highlands Leisure Trail for easy morning walks, or explore the surrounding woods full of new scents and adventure. A pet fee of $75 per stay applies, with a maximum of 2 pets, please disclose at booking. You’re just a short walk to The Village and Highland Leisure Trail, placing you right in the heart of everything Wintergreen has to offer. From snowy ski days to summer hikes, vibrant fall foliage, and fresh spring escapes; Bear Paw is your perfect four-season mountain retreat! ***Same-Day Bookings: Please contact the host prior to booking to confirm the home has been cleaned and is available.*** ***Minimum Booking Age: 21+ We kindly request that no parties take place, and guests must be 21 years of age or older to book the home. Thank you for your cooperation! Bear Paw 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! Wintergreen Ski Resort offers 26 runs across 129 skiable acres, vibrant après‑ski dining, night skiing on 45 acres, and Virginia’s largest snow tubing hill—The Plunge Discovery Ridge Adventure Center features rock climbing, bungee trampolines, a 25‑ft climbing tower, gem mining, disc golf, 18‑hole mini golf, ninja course, archery, and mechanical bull rides. ✨ Wintergreen Activities (On‑Site & Nearby) Wintergreen Ski Resort Base Lodge – walking distance Wintergreen Spa - 4 min The Plunge Snow Tubing Park – 4 min Discovery Ridge Adventure Center – 4 min Wintergreen Resort Indoor and Outdoor Tennis and Pickleball Courts - 4 min (small fee to play) Shamokin Springs Nature Preserve – 6 min Chestnut Springs Pool (on‑mountain) – 6 min Stoney Creek Golf Course – 19 min Hiking Highlights Highlands Leisure Trail – walking distance Blue Ridge Parkway – 9 min Three Ridges Overlook – 9 min Reid’s Gap Trailhead AT – 9 min Upper Shamokin Falls Trail – 10 min Appalachian Trail Head – 15 min Crabtree Falls – 35 min ✈️ Airport Charlottesville–Albemarle Airport – 1 hr Water & Pool Access Chestnut Springs Pool (on‑mountain) – 6 min Rodes Farm Pool (valley) – 25 min Lake Monocan (Stoney Creek) – 25 min Sherando Lake Recreation Area – 30 min Water Activities & Pool Access Guests may use the HOA pools at Chestnut Springs (on‑mountain) and Rodes Farm (valley) from Memorial Day weekend through Labor Day. Lake Monocan (20-acre resort lake at 239 Camping Ridge Lane, Stoney Creek) offers swimming, aqua cycles, paddleboards, kayaks, snack bar, and grills; day-use fees please check on Wintergreen Resort Website. Sherando Lake Recreation Area features a scenic 25-acre spring-fed lake with sandy beaches, shaded picnic areas, rustic architecture, and adjacent trailheads. Day-use is $8 per vehicle (up to eight passengers). Important Resort Policy Update: As of newly enacted Wintergreen Resort policy: unaccompanied guests (renters) cannot access the gym, indoor pool, or Devils Knob golf course. Need transportation or trip planning? We work with a private concierge service that will make your getaway effortless. Offering private transportation, wine and brewery tours, in‑home chefs, spa services, yoga, grocery delivery, and more. They’ll create a personalized experience so you can simply relax and enjoy. Ask host for more info.