Large group vacation rentals in Nellysford, VA

***Professionally managed by FourEverySeason Properties*** Newly installed Level 2 Electric Vehicle Charger!! Charge your electric vehicle (J1772 & Tesla) fast. One of very few EV Chargers at Wintergreen. Nestled in the heart of Virginia’s wine country on a golf course! Just 5 mins from Bold Rock Cidery and Devil’s Backbone Brewery. A quick 15 mins to Wintergreen Resort for skiing, snowboarding and tubing. Enjoy the beautiful rock fire place with gas logs. This house was built to host and it is equipped with everything you need to keep your crew entertained and loving their stay. Come unwind in the fresh air of the surrounding Blue Ridge Mountains. Golf course community nestled at the base of Wintergreen Resort. Stoney Creek Cottage is 5 minutes to Devil’s Backbone Brewery and Bold Rock Cidery

Elevate your mountain getaway at this newly built vacation rental in Nellysford! From the beautiful outdoor space with an observation deck overlooking a waterfall to the spacious interior with floor-to-ceiling windows, this 3-bedroom, 3-bath cabin has plenty of premium perks to enjoy in between outings in nature. Spend your day exploring the trails, touring local wineries, or swimming in Lake Monocan. After, dine al fresco and spend quality time with loved ones around the fire pit! -- THE PROPERTY -- 2,300 Sq Ft | Multiple Living Areas | Private Hot Tub | 2 Spacious Decks | Mountain Views Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Queen Beds, 2 Lofted Twin Beds | Additional Sleeping: Pack 'n Play OUTDOOR LIVING: Covered 10-person dining area, high-top fire pit table, couch, swivel chairs, observation deck w/ waterfall view, hot tub, neighborhood fishing pond INDOOR LIVING: Smart TV, wood-burning fireplace, foosball table, ping-pong table, washer/dryer, books, printer, snack bar w/ beverage fridge KITCHEN: Fridge, stove, dishwasher, Keurig/drip coffee maker (pods provided), Breville espresso machine, microwave, cooking basics, dishware/flatware, trash bags/paper towels, blender, electric skillet, baking pans, Dutch oven, French press, hand mixer GENERAL: Free WiFi, central heating & A/C, complimentary toiletries, linens/towels, ceiling fans, hair dryer, iron/board FAQ: Wildlife may be present, 4 external security cameras (facing out), quiet hours (10:00 PM-8:00 AM) ACCESSIBILITY: 2-level cabin, step-free entry, 2 bedrooms & 2 bathrooms on main floor PARKING: Driveway (2 vehicles), garage (2 vehicles) -- THE LOCATION -- BREWERIES & WINERIES: Three Notch'd Brewery (4 miles), Bold Rock Nellysford Cidery (5 miles), Devils Backbone Basecamp Brewpub (6 miles), Brewing Tree Beer Co. (9 miles), Hazy Mountain Vineyards & Brewery (15 miles) OPT OUTSIDE: Stoney Creek Golf Course (2 miles), Lake Monocan Park - sand beach, swimming, kayaking, paddleboarding, beach volleyball (4 miles), Rockfish Valley Trail (5 miles), Blue Ridge Tunnel Trail (15 miles) SKIING: Wintergreen Resort (13 miles), The Plunge Snow Tubing Park (14 miles), Liberty Mountain Snowflex Centre (51 miles) AIRPORT: Charlottesville–Albemarle Airport (40 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: While this 2-level cabin offers step-free entry and 2 bedrooms and bathrooms on the main level, interior stairs are required to access the lower-level bedroom - NOTE: Your safety matters. This property features 4 external security cameras: 1 camera located on the front door facing the front entry, 1 camera located on the lower deck facing the side entrance, 1 camera located on the upper deck facing the yard, and 1 camera located on the garage facing the driveway. The cameras are outward facing and do not look into interior spaces. The cameras record video and sound when activated by motion - NOTE: Please observe the quiet hours from 10:00 PM to 8:00 AM - NOTE: Please be aware that wildlife and bears may be present during your stay. Adult supervision is recommended while outdoors - NOTE: Do not leave trash or food outside due to the wildlife

Get your own little slice of wooded paradise at this Nellysford, VA, vacation rental near Wintergreen Resort. This 3-bedroom, 3-bathroom cabin offers unfettered access to more than 40 acres of forested land, including beautiful Blue Ridge Mountain views and access to both hiking trails and the Rockfish River. You don’t have to sacrifice comfort and style at ‘Pachi's Ridge’, a retreat that boasts an updated interior, new appliances, and tasteful decor from top to bottom! -- THE PROPERTY -- Newly Updated | Screened Porch | River Access | 1,813 Sq Ft Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: Twin Bunk Bed | Additional Sleeping: Air Mattress INDOOR LIVING: Smart TVs, board games, books, jetted tub, desk, dining table, en-suite bathrooms OUTDOOR LIVING: Balcony, wraparound deck, gas grill, dining area, yard games, hiking trail access on-site, mountain view, swing, fire pit KITCHEN: Cooking basics, spices, dishware/flatware, dishwasher, refrigerator, stove, microwave, coffee maker, coffee/tea/snacks, blender, toaster, toaster oven, water filter, garbage disposal GENERAL: Free WiFi, keyless entry, central heating & air conditioning, ceiling fans, complimentary toiletries, linens/towels, washer/dryer, laundry detergent, iron/board, hangers, hair dryers, trash bags/paper towels FAQ: Step-free access, 2-story home, 4WD recommended in winter, fireplace (decorative only) PARKING: Steep gravel driveway (3 vehicles) -- THE LOCATION -- SCENIC SPOTS: Ravens Roost Overlook (14 miles), Greenstone Overlook (16 miles), 20-Minute Cliff Overlook (17 miles), Humpback Rocks (19 miles), Humpback Gap Overlook (19 miles) PARKS & TRAILS: Hiking trail access (on-site), Rockfish River access (on-site), Sherando Lake Recreation Area (16 miles), Upper Shamokin Falls Trail (16 miles), White Rock Falls Trailhead (16 miles) WINE & CIDER: Hill Top Berry Farm Winery & Meadery (0.9 miles), Blue Toad Hard Cider - Cidery & Event Barn (7 miles), Veritas Vineyards and Winery (11 miles), Delfosse Vineyards & Winery (12 miles), Brent Manor Vineyards (13 miles) AIRPORT: Shenandoah Valley Airport (44 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: Four-wheel drive or all-wheel drive is necessary in the winter months to access the property - NOTE: This property sleeps 6 guests in 4 beds, with room for 8 total by using the air mattress - NOTE: The fireplace is not for guest use and only decorative Licence number: 1216

Welcome to AFTON PEAK, a stunning newly built 2025 luxury A-Frame designed for mountain-modern living and unforgettable group getaways. This spacious retreat features 4 bedrooms + a stargazing sleeping loft, offering comfort for up to 14 guests. The main level showcases an open-concept kitchen, dining area, and living area with fireplace framed by the A-Frame’s soaring windows. Step out to the back deck to take in the fresh mountain air, dine al fresco, or fire up the Blackstone grill. Bedroom 1 (king) includes an en-suite bath, plus a convenient half bath on this floor. The upper level offers a serene sitting area with a workstation and lounge, along with another king bedroom and private bath. A ladder from the sitting area leads to the stargazing loft, where a queen bed and its own temperature control make create a peaceful retreat. The lower level is where the fun begins! The perfect space for the "indoorsy" adventurer! Enjoy movie nights on the large TV, challenge friends to pool or ping-pong, explore the arcade games, or unwind at the wet bar. Step through the sliding doors to soak in the hot tub, relax in the infrared sauna, or gather around the firepit under the stars. This level also features a full bath, a king bedroom, and a bunk room with two queen-bottom/twin-top bunks. Located in the heart of Nelson County, AFTON PEAK sits between Route 151 and 29, placing you minutes from award-winning wineries, breweries, cideries, and hiking trails: including Humpback Rocks, Crabtree Falls, and Wintergreen Resort. Whether you’re here for outdoor adventures or cozy nights in, this mountain retreat truly has it all! ****Same-Day Bookings: Please contact the host prior to booking to confirm the home has been cleaned and is available.**** ***Minimum Booking Age: 28+ We kindly request that no parties take place, and guests must be 28 years of age or older to book the home. Thank you for your cooperation! AFTON PEAK 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! * Includes Starter Pack: Dish soap, dish detergent, hand soap, toilet paper, paper towels. Apotheke: shampoo, conditioner, body wash, and soap. Hair dryer, iron/ironing board, and laundry detergent. *Only 14 guest for the home * Families Welcome! * Dogs Welcome! (Please contact host for Dog fee). Guest Rules: *No smoking or vaping inside the home. (Designated smoking area is near the fire pit). * No Parties * Please note: Guests must be 24+ years old to rent this property. Need transportation or trip planning? We work with a Blue Ridge Concierge. Services 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.

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.

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

‘Treetop Getaway’ is surrounded by towering trees and breathtaking vistas, this 3-bedroom, 2-bath Wintergreen Resort escape is the ideal destination for endless all-season adventure in a picturesque mountain setting! Boasting a rustic-yet-modern interior, gas grill and proximity to the area’s skiing, hiking, and scenic waterfalls, this vacation rental is truly an outdoor lover’s dream. When you’re not out exploring, relax by the gas fireplace or take in the impressive views from the deck! -- THE PROPERTY -- Secluded Location | Indoor Fireplace | Recently Renovated | 350 Yards to Slope Access With at-home comforts and updated amenities, this Wintergreen Resort retreat is ready to host all types of visitors - from outdoor enthusiasts to those seeking R&R in the mountains. Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Twin Beds | Additional Sleeping: Full Air Mattress INDOOR LIVING: Smart TV w/ cable, gas fireplace, dining table, spiral staircase, ceiling fans, picture windows OUTDOOR LIVING: Deck w/ dining table & gas grill, mountain & forest views, private yard KITCHEN: Fully equipped w/ cooking basics, drip coffee maker, dishware/flatware, full knife set, microwave, toaster oven, Crock-Pot, blender GENERAL: Free WiFi, linens/towels, air conditioning, central heating, hair dryer, in-unit laundry machines, complimentary toiletries, keyless entry FAQ: Stairs required for access, exterior security cameras (3) PARKING: Gravel driveway (5 vehicles) -- THE LOCATION -- WINTERGREEN ACTIVITIES (~1 mile): Wintergreen Ski Resort, Discovery Ridge Adventure Center, Wintergreen Adaptive Sports, Shamokin Springs Nature Preserve, The Plunge Snow Tubing Park, on-site dining, 30 miles of walking/hiking trails, panoramic viewing platform, zipline, treehouse, geocaching HIKING: Shenandoah National Park (surrounding), Upper Shamokin Falls Trail (4.3 miles), Appalachian Trail-Three Ridges Hike (4.3 miles), White Rock Falls Trailhead (9.3 miles), Humpback Rocks (11.5 miles), Crabtree Falls (20.0 miles) ATTRACTIONS: Devil’s Knob Golf Course (2.2 miles), Three Ridges Overlook (4.9 miles), Ravens Roost Overlook (7.3 miles), Rock Point Overlook (7.6 miles), Blue Ridge Parkway North Entrance (17.9 miles), Shenandoah National Park/Skyline Drive (18.1 miles), Chiles Peach and Apple Orchard (27.5 miles) LOCAL LIBATIONS: Devil's Backbone Basecamp Brewpub (8.0 miles), Blue Toad Hard Cider (7.8 miles), Bold Rock Cidery (9.2 miles), Hill Top Berry Farm & Winery (13.4 miles), Brewing Tree Beer Co. (17.3 miles), Wood Ridge Farm Brewery (20.0 miles), Blue Mountain Brewery (21.0 miles), Veritas Vineyards and Winery (21.7 miles), Afton Mountain Vineyards (21.9 miles) HISTORIC SITES: Frontier Culture Museum (29.0 miles), Woodrow Wilson Presidential Library & Museum (30.0 miles), Monticello (43.7 miles), James Monroe's Highland (45.9 miles), Poplar Forest (58.7 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: The property requires stairs and may be difficult for guests with limited mobility - NOTE: Your safety matters. This property features 3 exterior security cameras, facing the driveway, front door and backyard, all pointing outward. They do not look into interior spaces Licence number: Snow House LLC;10-861850535F-001

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

Experience the unparalleled beauty and easy relaxation that Wintergreen Resort provides when you book this cozy 2-bedroom, 2-bath vacation rental. Situated less than a half-mile from the ski slopes and just minutes to The Plunge Snow Tubing Park, this condo ensures your holidays will be filled with a winter wonderland-like feel. Come summertime, visit Shenandoah National Park or hike a section of the Appalachian Trail before returning to your abode to dine on the deck with stunning wooded views. -- THE PROPERTY -- Private Deck | Wood-Burning Fireplace | Central Location Perfect for a small family or two couples, this condo is the prime destination for travelers looking for a private feel, modern amenities, and easy access to the beauty of the Blue Ridge Mountains! Bedroom 1: King Bed | Bedroom 2: Queen Bed OUTDOOR LIVING: Outdoor dining area, wooded views, covered patio INDOOR LIVING: 3 cable TVs (2 Smart TVs), 2 Fire Sticks, dining table, ceiling fans KITCHEN: Fully equipped, breakfast bar, drip coffee maker, toaster, blender, dishware/flatware GENERAL: Free WiFi, washer & dryer, window A/C units, baseboard heating, linens, towels, complimentary toiletries, hair dryer, dehumidifier FAQ: 2 outdoor flights of stairs required to access, Ring Doorbell security camera (facing out) PARKING: Community parking lot (2 vehicles) -- THE LOCATION -- WINTERGREEN WONDERS: Wintergreen Ski Resort (0.3 miles), Lift C - Loggers Alley (0.6 miles), Wintergreen Adaptive Sports (0.7 miles), Discovery Ridge Adventure Center (0.9 miles), The Plunge Snow Tubing Park (0.9 miles), Shamokin Springs Nature Preserve (2.1 miles), Stony Creek Golf Course (13.5 miles) EXPLORE NATURE: Three Ridges Overlook (4.3 miles), Blue Ridge Parkway North Entrance (17.3 miles), Shenandoah National Park (17.9 miles), Appomattox Court House National Historical Park (56.3 miles) LOCAL EATERIES: Copper Mine Bistro (0.3 miles), Devils Backbone Basecamp Brewpub (7.4 miles), Basic Necessities (9.7 miles), Blue Ridge Pig (9.7 miles), Wild Wolf Brewing Company (9.9 miles), Giuseppes Ristorante Italiano (10.3 miles) HIKE + BIKE: Highlands Leisure Trail (0.5 miles), Upper Shamokin Falls Trail (3.3 miles), Three Ridges Hike (3.7 miles), Appalachian Trail (5.7 miles), Crabtree Falls (19.4 miles) AIRPORT: Shenandoah Valley Airport (42.8 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: There are two mountainside sets of stairs required to get to the condo and one flight of interior stairs to reach the first bedroom. This property may not be suitable for guests with mobility issues - NOTE: The property is equipped with window air conditioning units and baseboard heating; it does not have central heating or central air conditioning

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

Outdoor Dining w/ Sweeping Views | 5 Mi to Blue Ridge Parkway | Community EV Charger (w/ Fee) | 3 Smart TVs Perched on a majestic mountaintop, only 1 mile from Wintergreen Resort, this 2-bedroom, 2-bath vacation rental condo offers the perfect base for an all-season getaway! Sip your morning brew on the furnished balcony. Then, gear up for a day on the slopes or soak in the views at Ravens Roost Overlook. As evening approaches, cozy up by the fire with a captivating book! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed INDOOR LIVING - 3 Smart TVs - Wood-burning fireplace (wood provided) - Owner-photographed artwork - Dining table, high-top seating OUTDOOR LIVING - Furnished balcony w/ Blue Ridge Mountain view KITCHEN - Refrigerator, dishwasher, stove/oven, microwave - Cooking basics - Drip & Keurig coffee makers, coffee provided GENERAL - Free WiFi - Central A/C & heating, heat pump - Washer & dryer - Linens/towels, complimentary toiletries ACCESSIBILITY - Single-story unit, 2nd-floor condo - 4 exterior steps + interior steps for entry PARKING - Community lot (first-come, first-served) - Community EV charger (w/ fee, paid on-site) -- THE LOCATION -- - Quiet area, close to hiking trails and skiing - 7 miles to Ravens Roost Overlook - 9 miles to Sherando Lake - 29 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 - Must be at least 25 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This single-story condo on the 2nd floor requires 4 exterior steps and additional interior steps for entry - All guests are required to review and adhere to the HOA regulations - During the winter months, Wintergreen Resort employs a dedicated road maintenance team that regularly clears snow from roadways to ensure safe access. Four-wheel drive is not necessary within the resort area - Wintergreen Resort features a community EV charger, available for use with an additional fee, paid on-site Licence number: 1689

Welcome to Trail Magic – Your Ski-In/Ski-Out Mountain Escape at Wintergreen Resort Named after the Appalachian Trail tradition of “trail magic.” Those unexpected moments of kindness and comfort hikers experience along their journey. This luxury retreat is designed to offer the same surprise-and-delight feeling. Whether you’re skiing straight onto the slopes or soaking in the hot tub with a glass of wine, you’ll find your own version of trail magic here. Located directly on Eagle’s Swoop, this ski-in/ski-out home sits in the heart of Wintergreen Resort with adventure at your doorstep all year long. In winter, step outside and hit the slopes; in warmer months, explore nearby hiking trails, scenic overlooks, and the natural beauty of the Blue Ridge Mountains. Property Highlights: - 4 spacious bedrooms, each with connecting en-suite bathrooms - Private hot tub with winter mountain views - Outdoor fire pit, perfect for post-adventure gatherings - Bright, open living spaces with floor-to-ceiling windows - Direct access to Eagle’s Swoop ski trail - Lower level includes a boot warmer and ski lounge area, perfect for drying off and stashing your gear in comfort. - Close to hiking, dining, wineries, and resort amenities Whether you’re coming for a ski weekend, a mountain getaway, or a peaceful escape, Trail Magic invites you to relax, recharge, and experience a little unexpected magic. ***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! Trail Magic 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) Eagles Edge Ski Slope - Just a couple steps away! Wintergreen Ski Resort Base Lodge – 3 min The Plunge Snow Tubing Park – 3 min Discovery Ridge Adventure Center – 3 min Wintergreen Resort Tennis and Pickleball Courts - 6 min Shamokin Springs Nature Preserve – 8 min Stoney Creek Golf Course – 21 min - Nearby Attractions Appalachian Trail Head – 15 min Blue Ridge Parkway – 8 min Three Ridges Overlook – 10 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 – 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.

Nestled 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. This 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. The 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! Beds: 3 Kings & Bunks: 2 Double/3 Single "Adventure 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. Hiking 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. Adventure is waiting and you must go!! ***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! Adventure 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! 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 (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) 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. Damage & Rule Violation Policy Guests 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. 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.

Unwind and recharge with a stay at this lovely 3-bedroom, 2-bath vacation rental in Roseland, VA. With its stylish interior, convenient amenities, and prime location, this home is perfect for a relaxing getaway amid nature. Hike the lush trails of Shenandoah National Park, hit the slopes at Wintergreen Resort, or sip some cider at Bold Rock Nellysford Cidery. Enjoy this home's peaceful ambiance while whipping up a meal on the gas grill or curling up by the fireplace with your furry friends! -- THE PROPERTY -- Free WiFi | Electric Fireplace | 20 Mi to Shenandoah National Park | Fire Pit Bedroom 1: King Bed | Bedroom 2: Queen Bed w/ Twin Trundle | Bedroom 3: Queen Daybed OUTDOOR LIVING: Private yard, gas grill, picnic table INDOOR LIVING: Smart TV, dining table, laptop-friendly workspace, board games, ceiling fans KITCHEN: Stainless steel appliances, stove/oven, microwave, dishwasher, refrigerator, drip coffee maker, toaster oven, blender, toaster, dishware/flatware, cooking basics GENERAL: Central heating & air conditioning, washer/dryer, linens, towels, iron/board, hair dryer, trash bags/paper towels, keyless entry ACCESSIBILITY: Single-story house, step-free access via ramp FAQ: Pet fee (paid pre-trip), 2 exterior security cameras (facing out) PARKING: Gravel driveway (5 vehicles) -- THE LOCATION -- OUTDOOR RECREATION: Three Ridges Hike (7 miles), The Plunge Snow Tubing Park (9 miles), Wintergreen Resort (11 miles), Sherando Lake Recreation Area (12 miles), White Rock Falls (13 miles), Shenandoah National Park (20 miles) SCENIC SPOTS: Ravens Roost Overlook (10 miles), Devils Knob Overlook (11 miles), Greenstone Overlook (12 miles), 20-Minute Cliff Overlook (13 miles), Humpback Rocks (15 miles), Crabtree Falls Viewing Area (20 miles) RAISE A GLASS: Devils Backbone Basecamp Brewpub (2 miles), Caihailian Vineyard (3 miles), Blue Toad Hard Cider - Cidery & Event Barn (3 miles), Bold Rock Nellysford Cidery (3 miles), Hill Top Berry Farm Winery & Meadery (7 miles), Veritas Vineyards and Winery (15 miles) AIRPORT: Charlottesville–Albemarle Airport (42 miles), Lynchburg Regional Airport (47 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 2 pets) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: This single-story house offers step-free access via a ramp - NOTE: Your safety matters. This property features 2 exterior security cameras: 1 camera is located next to the front door facing the front entry, and 1 camera is on a tree facing the gravel driveway. The cameras are outward facing and do not look into interior spaces. The cameras live stream sound and video

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.

All-season splendor awaits at this exemplary Roseland vacation rental! The 3-bedroom, 2-bath house delivers an upscale experience with 2 Smart TVs, a wet bar, multiple outdoor areas, a gas grill, a fire pit, and ideal proximity to Wintergreen Resort's mountaintop adventures. Enjoy summertime family activities like disc golf, gem mining, and the Ninja Warrior course at Discovery Ridge. If fresh powder is your thing, grab your skis and walk to the slopes or watch the skiers fly by from the deck! -- THE PROPERTY -- Remote Work Friendly | Seasonal Community Pool | 1,875 Sq Ft | Ski Locker Explore the Blue Ridge Mountains at your own pace with more than 30 miles of hiking trails, historic sites, and outdoor activities the whole family will love! Bedroom 1: Queen Bed | Bedroom 2: Full Bed | Bedroom 3: Full Bunk Bed w/ Twin Trundle | Living Room: Sleeper Sofa OUTDOOR LIVING: Multiple decks, enclosed porch, dining set, lounge chairs, gas grill, fire pit INDOOR LIVING: 2 Smart TVs w/ free Netflix access, board games, books, 2 fireplaces, laptop friendly, mini fridge KITCHEN: Fully equipped, drip coffee maker, coffee grinder, toaster oven, blender, cooking utensils, ice maker, spices, microwave, dishware & flatware, breakfast bar GENERAL: Free WiFi (fiber optic), electric heat, towels/linens, complimentary toiletries, washer/dryer, hair dryer FAQ: Stairs required for entry & deck access, bedroom/bathroom on 1st floor, grab rails in shower, pool open Memorial Day - Labor Day (sign-up required), no A/C PARKING: Driveway (2 vehicles) -- THE LOCATION -- WINTERGREEN (~1.0 miles): Wintergreen Resort, Discovery Ridge Adventure Center, Wintergreen Adaptive Sports, Shamokin Springs Nature Preserve, The Plunge Snow Tubing Park, Stony Creek Golf Course, 30 miles of walking/hiking trails, panoramic viewing platform, zipline, treehouse, geocaching GREAT OUTDOORS: Highlands Leisure Trail (1.1 miles), Three Ridges Hike (4.0 miles), Upper Shamokin Falls Trail (4.1 miles), Ravens Roost Overlook (7.0 miles), Rock Point Overlook (7.3 miles), Cedar Cliffs/Appalachian Trail (7.8 miles), White Rock Falls Trailhead (8.8 miles), Greenstone Overlook (8.9 miles), Humpback Rocks (11.1 miles), Shenandoah National Park (18.2 miles) LOCAL GEMS: Rockfish Valley Foundation Natural History Center (9.1 miles), Chiles Peach and Apple Orchard (27.2 miles), Frontier Culture Museum (28.7 miles), Grand Caverns (33.3 miles), James Madison University (50.4 miles), Dinosaur Kingdom II (51.0 miles) HISTORIC SITES: Woodrow Wilson Presidential Library & Museum (29.7 miles), James Monroe's Highland (46.5 miles), Poplar Forest (58.4 miles) AIRPORT: Charlottesville-Albemarle Airport (48.2 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 - 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 stairs for entry and access to the decks, which may be difficult for guests with limited mobility - NOTE: The seasonal pool is only open Memorial Day - Labor Day and requires online sign-up - NOTE: The property does not have air conditioning

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.

Short Walk to Eagle’s Swoop | Furnished Deck w/ Mountain View | Fireside Relaxation ‘Treehouse’ is an updated mountain cabin close to the heart of Wintergreen Resort. This cozy 3-bedroom, 2-bath vacation rental is a perfect all-season getaway. The home offers a full kitchen, wood-burning fireplace, and spacious deck with seasonal mountain and sunset views – a perfect spot to unwind. Come enjoy all that the area has to offer, with easy access to skiing, hiking, breweries, vineyards, and more! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 king bed - Bedroom 3 (Loft): 1 king bed, 1 twin bed OUTDOOR LIVING - Furnished deck w/ gas grill - Seasonal mountain views INDOOR LIVING - 2 Smart TVs - Fireplace (wood provided) - 6-person dining table KITCHEN - Refrigerator, dishwasher, stove/oven, microwave - Cooking basics, dishware & flatware - Dual drip/Keurig coffee maker GENERAL - Free WiFi - Ductless mini-split A/C & heat unit - Electric baseboard heaters - Washer & dryer - Linens/towels, complimentary toiletries FAQ - 1 exterior security camera (facing out) ACCESSIBILITY - 2-story home, stairs required to enter - Bedrooms & bathrooms on 1st floor PARKING - Driveway (2 vehicles) -- THE LOCATION -- - Centrally located near hiking trails & ski slopes - 3 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 - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This 2-story property requires stairs to enter. The bedrooms and full bathrooms are on the 1st floor - Your safety matters. This property features 1 Ring exterior security camera at the front door facing away from the home. It does not look into any interior spaces. The camera records video and sound when activated by motion Licence number: 832

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

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

The ultimate Blue Ridge Mountain getaway awaits at this 3-bedroom, 2-bath vacation rental! This home boasts ski-in/out access to Wintergreen Resort's main ski slope, along with a private hot tub surrounded by towering trees that create the perfect après ski setting! Whether you're traversing the nearby Appalachian Trail, exploring local breweries and vineyards, or simply want to escape the stresses of daily life, this Virginia retreat will provide the perfect home base for all your excursions. -- THE PROPERTY -- Ski-In/Ski-Out | Free WiFi | 1,300 Sq Ft | Wii & Playstation Gaming Consoles Hit the slopes of Wintergreen when you book a stay at this quaint home, perfect for families or small friend groups looking to plan a trip to escape city life. Bedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3: 2 Twin Beds | Additional Sleeping: Pack n' Play OUTDOOR LIVING: Private hot tub, wraparound deck, patio furniture & outdoor dining area, gas grill INDOOR LIVING: 3 cable TVs, DVD player, video library, board games, vaulted ceilings, gas fireplace, ceiling fans, spiral staircase, 6-person dining table, desk area KITCHEN: Fully equipped w/ stainless steel appliances, coffee maker, toaster, toaster oven, water filter, ice maker, spices, Crock-Pot, dishware/flatware GENERAL: Central heating & air conditioning, washer & dryer, linens, towels, complimentary toiletries, hair dryer FAQ: Step-free access, bedroom & bathroom on 1st floor, quiet hours (after 10:00 PM) PARKING: In front of house (2-3 vehicles), street parking -- THE LOCATION -- OPT OUTSIDE: Wintergreen Resort (0.6 miles), Devils Knob Overlook (2.2 miles), Three Ridges Hike - Appalachian Trail (4.0 miles), Three Ridges Overlook (4.5 miles), Blue Ridge Parkway (17.6 miles) VINEYARDS: Afton Mountain Vineyards (21.6 miles), Delfosse Vineyards & Winery (22.6 miles), Brent Manor Vineyards (23.6 miles), Mountain Cove Vineyards (27.8 miles) BREWERIES: Devils Backbone Basecamp Brewpub (7.7 miles), Wild Wolf Brewing Company (10.2 miles), Brewing Tree Beer Co (16.9 miles), Wood Ridge Farm Brewery (19.7 miles), Blue Mountain Brewery (20.6 miles) AIRPORT: Charlottesville-Albemarle Airport (47.3 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 - Please observe quiet hours after 10:00 PM - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - Wintergreen Resort now has an app that you can download on your phone to get tons of information about WG activities, maps, weather, and more Licence number: 1467

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

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.