Home Vacation Rentals By Owner In Wintergreen Resort, VA

Showing 180 Of 256 Vacation Rentals
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Exceptional(8)

$206.37

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Condo

1 Mi to Wintergreen Resort: Mtn-View Condo!

Wintergreen Resort, Virginia, United States

Outdoor Dining w/ Sweeping Views | 5 Mi to Blue Ridge Parkway | Community EV Charger (w/ Fee) | 3 Smart TVsbrbrPerched 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!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bedbr- Bedroom 2: 1 queen bedbrbrINDOOR LIVINGbr- 3 Smart TVsbr- Wood-burning fireplace (wood provided)br- Owner-photographed artworkbr- Dining table, high-top seatingbrbrOUTDOOR LIVINGbr- Furnished balcony w/ Blue Ridge Mountain viewbrbrKITCHENbr- Refrigerator, dishwasher, stove/oven, microwavebr- Cooking basicsbr- Drip & Keurig coffee makers, coffee providedbrbrGENERAL br- Free WiFibr- Central A/C & heating, heat pumpbr- Washer & dryerbr- Linens/towels, complimentary toiletriesbrbrACCESSIBILITYbr- Single-story unit, 2nd-floor condobr- 4 exterior steps + interior steps for entrybrbrPARKINGbr- Community lot (first-come, first-served)br- Community EV charger (w/ fee, paid on-site)brbr-- THE LOCATION --brbr- Quiet area, close to hiking trails and skiingbr- 7 miles to Ravens Roost Overlookbr- 9 miles to Sherando Lakebr- 29 miles to Frontier Culture Museumbr- 33 miles to Grand Cavernsbr- 48 miles to Charlottesville–Albemarle Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This single-story condo on the 2nd floor requires 4 exterior steps and additional interior steps for entrybr- All guests are required to review and adhere to the HOA regulationsbr- 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 areabr- Wintergreen Resort features a community EV charger, available for use with an additional fee, paid on-site
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Bath 2

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Sleep 4

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Exceptional(107)

$343.15

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Private Vacation Home

Family Friendly Mountain Home! Great Location on Devils Knob

Wintergreen Resort, Virginia, United States

Beautiful family friendly mountain home in a great location within the Wintergreen Resort on the prestigious Devil’s Knob loop. A few minutes’ walk to the Wintergreen Spa, several hiking trails, and the Nature Foundation Center! Only one mile from the Wintergreen Mountain Inn, the Market, skiing, tubing, snowboarding, and multiple restaurants!brbrThere are also many wineries and breweries in the area and the Blue Ridge Parkway is only a few minutes away, as well!brbrIn addition to its great location, the house has an ideal open floor plan that is perfect for any family gathering. brIts main floor includes the living room, dining room, and kitchen are all connected as one, open living area in a beautiful spacious setting. It also includes 3 bedrooms/2.5 bathrooms; Master Suite w/private bathroom/jetted tub/King size bed, Second Bedroom: King size bed, Third Bedroom: Queen bed and a Day BedbrThe Upstairs Den is perfect for either the children or visiting families. It is a spacious open area that has a bunk bed, a day bed w/ trundle, a pull-out sofa bed, recliner chairs and another full-bathroom.brGuests can enjoy the outdoor patio, spacious deck, beautiful front porch, the outdoor fire pit in such a lovely and relaxing setting! Also enjoy the basketball hoop and corn hall game.brThis quiet, beautifully decorated mountain home offers all the necessary amenities to make your stay as comfortable as possible. brbrAmenities: brHigh-Speed Internet, 2 Smart TV, Xbox w/games (you can also bring your own favorite games), and a Foosball table.brA washer/dryer, fully equipped kitchen, dishwasher, microwave, crock-pot, toaster, coffee machine and KeurigbrMassage Chair (use under your own discretion)brOutdoor fire-pit, heater, Charcoal Grill, Electric Grill brThis cozy house is also stocked with plenty of games, movies, and books for everyone to enjoy!brbrWe provide hand soaps, paper products, and laundry/dish washing detergents. We have electric grill and a charcoal grill (Bring your own charcoal)brbrAREA ATTRACTIONS: brThree Ridges Overlook (0.5 miles), Blue Ridge Parkway (4.5 miles), Shenandoah National Park/Skyline Drive-Rockfish Gap (18 miles)brLake Sherando and Lake Monacan (canoeing, kayaking, biking, fishing, sand volleyball court, sandy beach, and picnic areas)brDAY TRIPS: Charlottesville (45 miles), Richmond (110 miles), Washington, D.C. (150 miles)
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Bath 3

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Sleep 10

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Exceptional(10)

$493.5

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Cottage

Mountain Mindset: Pup Friendly + Trail

Wintergreen Resort, Virginia, United States

DownstairsbrbrLiving Room: Smart TV, 2 couches, accent chairs (comfortable seating for 7-8).brbrSitting Room: 4 lounge chairs, coffee table, wood-burning fireplace (seating for 4). brbrKitchen: Fully stocked kitchen with gas stove, fridge, microwave, dishwasher, duo Keurig (ground coffee and k cups), and French press. Note: Ground coffee, k cups, sugar, and creamer are provided.brbrDining Room: Dining space for 8 guests (new dining table coming soon!). The dining area is small, but we have made the most of the space with plenty of seating.brbrLaundry: Washer and dryer located right off the kitchen in closet.brbrBedroom 1: King bed, dresser, large closet, and luggage bench.brbrBedroom 2: King bed, dresser, large closet, smart TV, and two chairs.brbrBedroom 3: Queen bed, 2 nightstands, large closet.brbrNote: None of the bedrooms at Mountain Mindset have an en suite bathroom. Both of the full bathrooms are located on the first floor across from the three ground floor bedrooms. All bedrooms are equipped with blackout curtains and a DOHM sound machine.brbrBathroom 1: Single vanity, toilet and walk-in shower.brbrBathroom 2: single vanity, toilet and tub/shower combo.brbrUpstairsbrbrNote: The stairs leading upstairs are steep, please navigate with caution. Please note that there is a gate at the top.brbrBedroom 4 (Loft): 2 twin beds, nightstand with lamps, full-length mirror, arm chairs. This bedroom is a loft and open to the sitting area below.brbrBedroom 5: Queen daybed and desk.brbrOutdoors: Hot tub, ski closet, door dining set, Adirondack chairs, gas firepit, grill, and EV charger (50 amp outlet)brbrOther Notes: The house is not equipped with central AC, but we do have window AC units for the summer months to keep the house cool. brbrDog-friendly with a $100 one-time fee. No cats, fines may apply.brFirewood not providedbrMountain Mindset is located on Wintergreen Resort (0.6 miles from the ski slopes) and just a short (10 min) drive to Nelson 151's award winning wineries, cideries and the Brew Ridge Trail. brbrThis home features a private hot tub, grill, large deck, ski closet, and outdoor entertaining space, multiple living spaces, and wood burning fireplace. This is the perfect gathering place for friends and family!
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Bath 2

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Sleep 10

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$652.03

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Private Vacation Home

Mountain Escape: Golf, Hiking, Hot Tub & Scenic Views at 5BR Wintergreen Home

Wintergreen Resort, Virginia, United States

The Hot Tub Time Machine is a beautiful 5 bedroom, 4 bathroom home that sleeps 12 located in the Blue Ridge Mountains of Virginia on the 12th Fairway of Devil’s Knob Golf Course in Wintergreen Resort. brbrThe Hot Tub Time Machine boasts beautiful seasonal views of the Shenandoah Valley and is within 1 mile of most amenities includes golf, tennis, snow skiing, swimming, hiking, restaurants and the WinterGarden Spa. brbrA 6 person hot tub is provided for year round fun and relaxing. A gas grill is provided. brbrImportant things to note: brPlease note that fireplaces are not available for guest use. brDue to allergies, this property is not pet friendly. brPlease do not wear ski/snowboard boots and dirty hiking boots in the house. brNo skis or snowboards in the home. There is a ski closet on the front of the house that will hold these items.brPlease clean and cover the grill after use. For the sake of the wildlife (especially bears), DO NOT LEAVE FOOD OR TRASH OUTSIDE! Lock all cars and house doors!brSince we do not live on the mountain full time, we do have outdoor only security cameras on the property. brAs you plan your trip to the mountains, please remember we do get rain, snow, ice, some foggy days, and some occasional inconveniences which are out of our control. Winter weather in the Blue Ridge Mountains can occur from November through April. The mountain roads can be icy and could be dangerous in winter weather. For the safety of you and your party, please be prepared to drive in snow and/or ice during these months. This means 4-wheel drive/AWD, good tires, and/or chains. We cannot give refunds due to weather.brbrProperty layout is as follows:brUpper Level – 1 Queen bedroom, Twin bed, full bathroom with shower.brMiddle Level – Living Room, Dining Room, Kitchen, access to rear deck, King bedroom with full bathroom including Tub/Shower combination. brLower Level – King Bedroom, Queen Bedroom, Twin Bunk and standalone twin bed bedroom, 2 full bathrooms with tub/shower combinations, Laundry RoombrbrThings to Do:br-Wintergreen Resort: ski, golf, tennis, spa, nature center, restaurants, br-Pools: As our guest you’ll have free access to 2 outdoor pools (Memorial Day to Labor Day); Chestnut Springs on the mountain (heated) with a pavilion area. You also also have free access to the Rhodes Farm outdoor pool, pavilion area, tennis court, volleyball pit, horseshoe area at Stoney Creek, Wintergreen’s property just down the mountain in the valley. br-Lake Monacan: located in Stoney Creek just down the mountain in the valley. Fee for use available Sunday through Friday.br-Outdoors: Minutes from the Upper Shamokin Falls Trail, a family friendly hike with amazing waterfalls; just a few mile from Skyline Drive/Blue Ridge Parkway; multiple mountain biking trails.br-Adulting: 151 craft beverage trail that features multiple wineries, cideries, a distillery, a meadery, and breweries/restaurants.br-Children: Trillium Nature Center, Treehouse, Discovery Ridge Adventure Center (rock climbing wall, ninja warrior course, mini golf, bungee jumping). br-You will have full access, at regular resort prices, to all other resort facilities including but not limited to skiing, golf at Stoney Creek, dining, the spa and all other activities, with the following limitations:br- The WinterGarden Aquatics and Fitness center may be used as part of a spa treatment at the WinterGarden Spa.brbrInternet: High Speed WiFi
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Bath 4

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Sleep 12

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Exceptional(16)

$287.81

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Private Vacation Home

Mountain home close to resort, trails, breweries, & more!

Wintergreen Resort, Virginia, United States

3-story single-family mountain chalet on a quiet street at Wintergreen Resort. King master en suite on third floor with Mountain View’s, Queen bdrm downstairs next to bunk room w/ two bunks - full on bottom & twins on top (total 4 beds in bunkroom). 2 story great room with towering stone fireplace adjacent to kitchen, dining room, large deck, and foyer half bath. Please note home does not have air conditioning. Temps are generally 20 degrees cooler than off the mountain. Shady tree cover and plenty of fans.We have access to the Chestnut Springs outdoor pool seasonally from 2 to 6pm.brbrFour-season resort with hiking, golf, horseback riding, watersports, fishing, hiking, pools and a lake with beach. In winter skiing, snowboarding, and tubing. Close to resort shops, restaurants and bars. 10 minutes to breweries, wineries, distilleries, antiquing, parks and more. Tons of great hiking trails near!brbrGuests can enjoy two swimming pools–Chestnut Springs on the mountain brand Rodes Farm in the valley. The two pools are in well-landscaped settings and offer large pavilions which can be reserved for private parties. Both sites have playgrounds for children. Both pools restrict guests to afternoon hours.brbrRodes Farm also has a park with picnic tables, a pond, a joint pickleball and tennis court and horseshoes as well, plus an archery range managed by the Wintergreen Sporting Club. brbrBring your bikes, this is one of the flattest streets at Wintergreen and ends in a cul-de-sac, perfect for little ones who want to bike all day long.brbrHiking trails galore, both within walking distance, and a short drive away.brbrLarge wrap-around front porch with grill, deck chairs, hammock, and sunset and sunrise views. brbrGolf year round in the Rockfish River valley on our nationally ranked Stoney Creek Golf Course, and you'll discover why Conde Nast Traveler magazine selected Wintergreen as one of the Top 50 Golf Resorts in the World. Upon completion of this gem, the Open Doctor Rees Jones remarked, I think what Stoney Creek is to me, is one of the great settings in mountain golf. And why not Offering spectacular vistas of the Blue Ridge Mountains, the Monocan, Shamokin and Tuckahoe nines wind their way through the Rockfish Valley and combine to make this a contemporary design classic. With elevation changes, contoured greens and the occasional side hill lie, Jones brought the natural elements of the landscape into play: meandering streams, hardwood forests and pristine wetlands.brbrWintergreen Resort features Lake Monocan, a private lake tucked into the Rockfish Valley at the base of the mountain. Lake Monocan is a 20-acre lake perfect for swimming and cooling off during the summer months. Guests can relax and play on the sandy beach area, pack a picnic to enjoy in the shaded picnic area. A larger pavilion is available to rent for private parties or events. Watercraft rentals including paddleboards, kayaks and aquabikes are available for rent so guests can explore the entire lake. The Beach Hut can answer any questions and offers snacks and drinks for sale. There are convenient restrooms with showers available for lake-goers. Guests are permitted to bring their own beach chairs, shades, kayaks or paddleboards.brbrDiscovery Ridge Adventure Center at Wintergreen Resort is where your family vacation begins, with indoor and outdoor fun for the entire family. Experience a thrilling Blue Ridge family vacation in the mountains - with a host of activities that will satisfy even the most adventurous spirit. Archery - think Hunger Games, Robin Hood, your childhood summer camp! Test your skill with a bow & arrow. Bungee trampoline - a hybrid trampoline / bungee apparatus, enabling jumpers to reach heights of 25 feet and higher. brbrClimbing tower - a 25-foot structure with a belay apparatus on top, featuring varying degrees of difficulty. brbr4 TV's, board games, playing cards, puzzles, books, well equipped kitchen allows you to cook and dine on site. Large screen television for movies at night. brbr3 minute drive to Wintergreen shops, restaurants, and attractions and so much more within easy drive https://www.nelson151.com/map/brbrFor your convenience, we provide firewood, linens and towels and a starter supply of toilet paper, paper towels, trash bags, dish detergent, laundry detergent and hand soap.brbrOn the mountain, we are a short drive to The Market, The Edge, Mountain Inn, Wintergarden Spa, the Discovery Ridge Adventure Center, ski slopes, and The Plunge Tubing Park. brbrOff the mountain, enjoy the many local breweries, wineries and restaurants - Short drive to Devils Backbone Basecamp and Brewpub, Bold Rock Cidery, Ski Barn for ski rentals, Blue Ridge Pig for barbecue, Black Bear Creamery for ice cream, Basic Necessities for brunch, lunch and dinner, & Chirios Pizza for pizza (they deliver!) There is also a grocery store, ABC Store, Dollar General, pharmacy, and antiquing in Nellysford.brbrShort drive, 3 minutes, to the slopes. Ski boot and glove dryer included! Gorgeous floor to ceiling stone fireplace is center piece of cozy living room. Apres Ski in front of fire while enjoying both sunrise and sunset views.brbrThe Plunge is Virginia's largest tubing park. Imagine being on top of a ten story building and looking out over a hill that's longer than three football fields. Now imagine going downhill on a tube at speeds reaching 30 mph. That's The Plunge! Thrills and chills without the spills. To make it even easier, our conveyor lift will bring you and your tube comfortably and quickly back up the hill so you can do it again and again. Some of our guests call it the scream machine and we think you'll agree! It's just plain tubular fun. Because after all, anyone can slide!
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Bath 2

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Sleep 10

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Exceptional(58)

$247.06

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Condo

3 Bedroom Condo on the 18th hole within walking distance to many amenities.

Wintergreen Resort, Virginia, United States

This top level fully renovated 3-bedroom condo is on the 18th fairway of Devil's Knob Golf Course. The condo is also within walking distance to hiking trails, the nature center, aquatic center, spa, tennis facilities and restaurants. The condo has 2 bedrooms (both with a king beds) on the main floor and an enclosed loft that sleeps 5 (full bed, full bed, twin bed). The unit also has two full baths. Guests will really enjoy the spacious family room, with the wood burning fireplace, and flat screen TV (fire wood is included and is readily available).brbrOur condo has a fully stocked kitchen with all the necessary utensils to make any cook happy. We have a microwave, Mr. Coffee coffee pot, oven, stove, and dishwasher. The unit also has a large washer and dryer. The dining table seats up to 8 people for family meals. The counter has an additional seating for 4. There is also a high chair available if needed. Games, puzzles, and books are provided for our guests so there is no need to bring activities for the family. Wi-Fi is included.brbrWintergreen is an all season resort with numerous recreational amenities. Many are located on the mountain top very close to the condo. The Wintergreen Spa is only a short 6 minute walk. The 18th hole of the Devils Knob can be seen from the deck. On ski weekends, the Wintergreen shuttle will pick guests up at the parking lot stop. During the summer and fall months, guests can hike the Old Appalachian Trail, venture to Shamokin Falls or enjoy the water activities (water trampoline and iceberg) at Lake Monacan.brbrbrbr
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Bath 2

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Sleep 9

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Exceptional(132)

$437.97

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Private Vacation Home

Calm Creek Retreat - minutes from slopes, hot tub, large cozy family room!

Wintergreen Resort, Virginia, United States

After a day on the slopes, return to Calm Creek Retreat for a relaxing hot tub soak and cozy night in by the fire!brbrStep into this spacious home with open first floor - great for gathering with family and friends. Well stocked kitchen with dishes and cookware, large shaded deck with a grill and dining area, soak in the hot tub or enjoy the rocking chairs by a fire pit and listen to the babbling brook as you take in the scenes of the 7th fairway of Devil’s Knob golf course. Brand new comfy couch to relax in front of the fireplace and watch a movie on multiple provided streaming services. brbrThe house has two bedrooms with king beds and two bedrooms with queen beds. Downstairs there is a half bath adjacent to the entry and a Jack and Jill style bathroom with private sink areas and a shared toilet/bathing area between a king and queen bedroom. Upstairs, the king and queen bedrooms each have a private bathroom with the queen bathroom also having a hall entrance for anyone sleeping on the queen sofa bed in the loft to use. There are room darkening/noise muffling curtains that can be pulled across the opening of the loft for privacy. There are balconies off of each king bedroom. brbrThe house is minutes from multiple popular hiking trails of various degrees of difficulty. Guests are welcome to use an assortment of games, puzzles and DVDs. brbrWasher/dryer available. Please bring detergentbrbrFor security purposes, this property has a doorbell camera at the front entrance and a security camera overlooking the side yard/corner of back deck
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Bath 3

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Sleep 10

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$244.02

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Chalet

Cozy chalet on Wintergreen Mountain

Wintergreen Resort, Virginia, United States

On a private, wooded lot, this chalet home is perfectly located in the year-round Wintergreen Resort. We’re less than a mile to the main ski lodge, restaurants, and market. In the winter months you can enjoy a view of the mountain ranges as you relax by the wood stove in the two-story great room. During warmer seasons enjoy a hike on the nearby hiking trails, a swim in the resort pool, or a picnic on the large front deck. New AC window unit in living room in July 2022. brbrThe spacebrThe house features solid hickory wood floors, new kitchen appliances, a custom concrete countertop, 50 flat screen smart tv, and wireless internet.brbrSheets, towels, utilities and firewood are provided free of charge. Dogs may be allowed by prior agreement only; extra fees and deposits may be required.brbrUPPER FLOOR: There is a private bedroom with a queen-size bed and a private bathroom with a walk-in shower in the enclosed loft area. This room features a vaulted ceiling and beautiful views.brbrMAIN LEVEL: There are 2 private bedrooms and 1 full bathroom (with shower/tub) on the main level. One bedroom features a queen bed. The other has two twin beds.brbrGuest accessbrGuests have seasonal access to two resort outdoor pools and tennis a short drive away from the house (one on the mountain, one in the valley). If golf is your sport, you can enjoy a round of golf, which is located about a 15 minute drive away in the Stony Creek neighborhood part of Wintergreen. Lots of nearby hiking, including a trail right from White Oak Drive; the Appalachian Trail is a very short drive, as are many hikes along the Blue Ridge Parkway, just a few minutes away. Great breweries, food, wineries, a cidery, distillery, all within a half hour.brbrOther things to notebrbrAs you plan your trip to the mountains, please remember we do get rain, snow, ice, some foggy days, and some occasional inconveniences which are out of our control. Winter weather in the Blue Ridge Mountains can occur from November through April. The mountain roads can be icy and could be dangerous in winter weather. For the safety of you and your party, please be prepared to drive in snow and/or ice during these months. This means 4-wheel drive/AWD, good tires, and/or chains. We cannot give refunds due to weather.br
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Sleep 6

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$347.01

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Condo

Wintergreen. Panoramic Sunsets, Mountain Views, Private Deck + Fireplace

Wintergreen Resort, Virginia, United States

Wake up abve the mountains and end your day with a front-row seat to unforgettable sunsets. Ask us about early check-in or late check-out to enjoy even more of the viewbrbrWELCOME to Sunset Vista Villa, where the view isn't just a feature it's the experience. Whether you're sipping coffee as the clouds roll through the valley or unwinding with a glass of wine as the sky turns gold, this is a place designed for slowing down and soaking it all in. brbrbrDesigned for slowing down and soaking in the view, this cozy mountain retreat blends comfort with a front-row seat to some of the most unforgettable sunsets in the area.brbrThe heart of the home is the inviting living area, where you can relax by the fireplace, unwind after a day of exploring, or enjoy a quiet night in. Large windows fill the space with natural light and keep the mountain views front and center, creating a calm and welcoming atmosphere throughout the day. A large HDTV with streaming makes it easy to settle in and relax with your favorite show or movie.brbrOne of the things guests love most is how easy it is to arrive and settle in. With just a short walk and a few steps to the entry, unloading luggage and groceries is simple—while still enjoying elevated, top-of-the-building views from your private deck. It’s a rare combination of convenience and scenery in a mountain setting.brbrStep outside and you’ll see why guests keep coming back. Start your morning with coffee above the clouds, enjoy cool mountain breezes and songbirds throughout the day, and end your evenings with a glass of wine as the sky turns gold, pink, and deep orange over the Blue Ridge Mountains and Shenandoah Valley.brbrThe open living, dining, and kitchen area is perfect for gathering—whether you're sharing a meal at the table for six or simply enjoying the mountain views together.brbrEach bedroom is spacious and designed for comfort, featuring king beds and private en-suite bathrooms, giving everyone their own space to relax. One bathroom includes a jetted tub for an added touch of relaxation. A foldable bed with a memory foam mattress is also available for additional flexibility.brbrThe home is thoughtfully stocked with everything you need—from kitchen essentials to towels and everyday conveniences—so you can settle in easily and feel at home from the moment you arrive.brbrHighlights:brEasy entry with only a few stepsbrPrivate deck with panoramic sunset views at 3,800 ftbrTwo king bedrooms with en-suite bathroomsbrJetted tub in one bathroombrCozy fireplace for relaxing eveningsbrBright, open living space with mountain viewsbrDining area seating sixbrLarge HDTV with streamingbrPeaceful setting with fresh mountain air and seasonal beautybrAccess to the owners heated swimming pool (Memorial Day to Labor Day)brAccess to Stony Ridge Golf CoursebrbrWhether you're here for a romantic escape, a weekend with friends, or a quiet reset, this space is designed to help you slow down, recharge, and enjoy every moment.
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Bath 2

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Sleep 5

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Exceptional(17)

$207.91

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Condo

Wintergreen Mountain Views - Diamond in the Slopes - Close to Breweries & Hiking

Wintergreen Resort, Virginia, United States

Soak in the spectacular views of the Blue Ridge Mountains from the top of Wintergreen Resort. High ceilings and open layout make it easy to take in the breathtaking views as soon as you walk in. Enjoy nearby golfing, hiking, and breweries on Nelson 151. Or just hunker down in the fully stocked condo that has everything you need to enjoy a relaxing getaway. Watch a movie by the cozy fire, play games at the 8 person dining table, or curl up with a book in the reading nook overlooking the slopes.brbrDiamond Hill provides gated access (Jan - Mar) to the private parking area. From there, you have 44 steps down to the entrance of the condo. Once inside, open the blinds and enjoy expansive views of the slopes and Blue Ridge Mountains. brbrThere is plenty of space to spread out with the 4 counter seats, dining table that seats up to 8, and a large living room with couch, love seat, recliner, and daybed. The main outdoor space is the deck off of the dining room overlooking the ski slopes that has a table with seating for 4. The kitchen is equipped with stainless steel appliances and is very well appointed with all the tools you need to make a home cooked meal or manage take out from one of the nearby (and amazing) restaurants.brbrWintergreen property owners and their guests can enjoy two swimming pools during the summer; Chestnut Springs on the mountain and Rodes Farm in the valley. The two pools are in well-landscaped settings and have playgrounds for children. Since it can be cool on the mountain even in the summer, the Chestnut Springs pool is heated. Rodes Farm has a park with picnic tables, a pond, a joint pickleball and tennis court, and horseshoes. The summer pool hours for these facilities are typically 10 a.m. to 6 p.m. Memorial Day through Labor Day.brbrNote that the The Aquatics & Fitness Center is only open to members and is not included in your stay. However, Spa Day Guests may use the Aquatics & Fitness Center with the same day purchase of a full length Spa service.brbrFor more of the latest happenings on the mountain, check-out the Wintergreen Resort website events section.
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Bath 2

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Sleep 8

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$216.74

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Condo

You deserve it all! Awesome Views, Comfy Condo & Elevator!

Wintergreen Resort, Virginia, United States

Looking for an all inclusive family vacation Look no further! We have your total four seasons get away solution with our comfortably furnished and fully equipped 1226 sq. ft. two-bedroom condo with stunning mountain top views from our third floor unit situated at 4000' in the Wintergreen Resort. Summer comfort with temperatures averaging 10 degrees cooler and minimal humidity. Stay busy while you enjoy hiking, golfing, tennis, skiing, swimming and so much more! Or, relax in comfortable surroundings while you view the Rockfish & Shenandoah Valleys. Weekly & monthly rates available!brbrPlenty to do at Wintergreen Resort!br - Winter Activities: Skiing, Snowboarding, Tubingbr - Summer Activities: Hiking, Tennis, Biking, Zip Line, Archery, Outdoor Poolsbr - Lake Monocan: Beach, Boating, Fishing (Available most days to the public.)br - Stoney Creek Golf Facilitiesbr - Summer Music Festivalbr - Restaurants and convenience stores on sitebr brMany Nearby Attractions within an hour of the Resort!br - Historical Sites: Monticello, Woodrow Wilson Visitor Centerbr - Cultural Events: Shakespeare Theater, Polo Matches, Summer Music Festivalbr - Wineries (50+), Cideries, Breweries, & Distilleriesbr - Kids' Fun: Fastrax Bumper Carsbr - Farm Fresh Produce & Orchardsbr - Ample Choices of Family Owned RestaurantsbrbrYour Vacation Home Includes:br - Easy access to 3rd floor unit by elevator or stairsbr - Fully equipped kitchen, complete with Keurig (first 6 pods on us!)br - Master en suite with king bed & large Jacuzzibr - Second bedroom with 2 twin bedsbr - Two full sized bathrooms br - Porta cribbr - Brand new washer/dryerbr - Outside ski lockerbr - 3 TV's for your viewing pleasurebr - Cable & WI-FIbr - And, our favorite, a wood burning fireplace with firewood provided!brbrOur guests have access to the Stoney Creek Golf Course, Chestnut Springs Pool area and Rodes Farm Park (pool & tennis court). The Wintergarden Spa is open to the public for spa treatments. FYI, some years ago, the Resort eliminated access to the Devils Knob area amenities and the aquatics center for guests staying at non-Resort-managed properties. brbrRecent Guest Reviews:brbrThe kids especially loved all the fluffy blankets to cuddle in. The shuttle to the ski slopes made getting around really easy.brbrThis is the nicest condo we've ever rented at Wintergreen and we've been coming for years.brbrGreat location on top of the mountain had a million dollar view.
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Bath 2

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Sleep 4

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Exceptional(57)

$360.02

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Condo

Best view in Wintergreen! Large, comfortable 3 bedroom, 3 bath condo.

Wintergreen Resort, Virginia, United States

3-bedroom 3-bathroom condo in The Vistas with beautiful views of the mountains, the valley, and the slopes. Perfect for family vacations, golf retreats, hiking, skiing, or any reason you want to get away. Make your favorite meal in the well stocked kitchen and walk right on over to the dining area or the living room and eat your meals looking out at the beautiful landscape! To please all coffee lovers, we have a Nespresso Ventura machine with plenty of pods as well as an Oxo 8 cup coffee maker. We also have an insta-pot, a ninja blender, and a flip Belgian waffle maker. Be sure to wake up early at least one morning to watch the sun rise over the Blue Ridge mountains. Enjoy the 75 inch Samsung Frame Smart TV in the living room or quality sound from the new Sonos speakers with a subwoofer. The living room offers a wood burning fireplace. Wood is regularly stocked mid-October through mid-March. All of our guests are supplied with a starter supply of toilet paper, paper towels, dish detergent, and trash bags. brbrOne of the bedrooms is fitted with 2 sets of bunk beds. The loft bedroom offers a queen size bed and a cozy couch. The loft also has a desk where you can work sitting down or standing up. The master bedroom offers a king size bed and its own bathroom. The master also has an 75 inch wall mounted Smart TV. All of the beds have 100% cotton and down duvets and all of the mattresses are modern adaptive foam blend. Very comfortable! There are duplicate wireless phone chargers next to the queen and king size beds. This condo offers the best of both worlds-vacationing with the family and being able to have your own space! brbrSkiing, tubing and shopping are located within a 5 minute drive of the condo. Off the mountain, enjoy the many local breweries, wineries and restaurants - Devils Backbone, Veritas Winery, Bold Rock Cidery, Giuseppe's Restaurant to name a few. There is also a grocery store, ABC Store, and Dollar General in Nellysford. If you are here during the summer and you like a good farmer’s market, be sure to go to ones on Saturday morning in Waynesboro or Nellysford. We love both of them. brbrPlease note: We are not considered Resort Members so you will not have access to The Devils Grill, Devils Knob Golf Course or the Wintergarden Spa. You may be able to book a spa treatment to access the indoor pool etc. but we HIGHLY recommend checking with the resort directly to confirm.brbrWe highly recommend reserving your lift tickets and ski equipment in advance as they are NOT guaranteed. Check the Wintergreen Resort website for availability.brbrGuests will have access to the Chestnut Springs and Rodes Farm outdoor pools from 2PM to 6PM. (Memorial Day Weekend-Labor Day Weekend). A valid I.D. will be required for access. Lake Monocan is also available on Sundays, Tuesday-Friday. Check the WPOA website for hours and pricing.brbrThe use of motorcycles are prohibited on the mountain. Guests driving motorcycles will need to park at the Wintergreen PD and have transportation up to the condo.brbrEARLY CHECK INS MUST BE PRE-APPROVED. Check with us a few days prior to your stay to see if we can accommodate an early-check in. Early check-ins are NOT guaranteed.brbrWe won't be available in person but are always reachable through the app. You'll be provided with an emergency contact during your stay as well.brbrPlease note: There is a NO-smoking policy at this condominium that includes the balconies & stairwells.
Bed 3

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Bath 3

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Sleep 8

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Exceptional(55)

$283.68

/ Nightly
Cabin

Serene Hideaway with Views, 1 Mi to Hike & Ski!

Wintergreen Resort, Virginia, United States

‘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!brbr-- THE PROPERTY --brbrSecluded Location | Indoor Fireplace | Recently Renovated | 350 Yards to Slope AccessbrbrWith 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.brbrBedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Twin Beds | Additional Sleeping: Full Air MattressbrbrINDOOR LIVING: Smart TV w/ cable, gas fireplace, dining table, spiral staircase, ceiling fans, picture windows brOUTDOOR LIVING: Deck w/ dining table & gas grill, mountain & forest views, private yardbrKITCHEN: Fully equipped w/ cooking basics, drip coffee maker, dishware/flatware, full knife set, microwave, toaster oven, Crock-Pot, blenderbrGENERAL: Free WiFi, linens/towels, air conditioning, central heating, hair dryer, in-unit laundry machines, complimentary toiletries, keyless entrybrFAQ: Stairs required for access, exterior security cameras (3)brPARKING: Gravel driveway (5 vehicles)brbr-- THE LOCATION --brbrWINTERGREEN 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, geocachingbrHIKING: 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)brATTRACTIONS: 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)brLOCAL 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)brHISTORIC 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)brAIRPORT: Charlottesville-Albemarle Airport (49.8 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: The property requires stairs and may be difficult for guests with limited mobilitybr- 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
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Sleep 6

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Exceptional(4)

$180.56

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Guest House

Cozy Mountain Retreat * Dog Friendly

Wintergreen Resort, Virginia, United States

Immerse in nature’s beauty at the Bear Essentials Retreat located close to Wintergreen Resort, a year-round haven for outdoor enthusiasts. Bask in the comforts of our dog-friendly carriage house offering parking, accommodating up to 4 guests. Enjoy close proximity to breathtaking views at Devils Knob or savor a glass of local wine along the famed Nelson151 trail. Ideal for families or groups relishing mountain adventures or tranquil retreats.brbrStep inside our carriage house that carefully marries traditional mountain charm with modern conveniences. The heart of the home is our living room, featuring two plush chairs for Cozy conversations, a queen-sized sleeper sofa for extra resting space and a 55 smart TV for your entertainment needs. As you flow from the living space, you'll find our fully-equipped kitchenette, thoughtfully appointed with a refrigerator/freezer, an air fryer/toaster, and a griddle, perfect for crafting a hearty breakfast before heading out for a day of adventure. The nearby dinette offers the perfect space for enjoying meals and creating lasting memories. Our private bedroom is a haven of its own, featuring a queen bed with a trundle underneath for added comfort. Ample closet and dresser space are available for storage, providing a homely feel. The carriage house also houses a full bathroom located in the living area, ensuring convenience and comfort throughout your stay. Remember, our home is your home during this stay. We cater to both short term explorers or long term seekers of peace and tranquility.brShould heavy snow occur, we will have the premises cleared in a timely manner. A snow shovel and ice melt are provided and located in the entryway at bottom of stairs.brbrAdditionally, the parking space is on an incline. In the event of snow, we advise to move your vehicle to the street until our management team can clear the driveway. Do not attempt to drive up or down the driveway in snow without 4 wheel drive.brbrThe main house is frequently rented so please do not park in the driveway in front of the garage. The space provided for the carriage house is at the beginning of driveway labeled Bear Essentials. Please respect the privacy of these renters as they will be respecting yours.brbr* Wood burning fires are prohibited outdoors.br* No candles allowed indoors.br* No smoking or vaping allowed indoors.
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Bath 1

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Sleep 4

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$187.17

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Condo

Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!

Wintergreen Resort, Virginia, United States

Directly on the slope of Eagle's Swoop our condo is in a central location to everything in the Wintergreen Resort! Enjoy a true ski in/ski out experience with mountain views. Park your car in our designated parking spot and walk to The Market at Wintergreen, the Skyline Pavilion (Ski Rental & Lift Ticket Office) and The Edge & Coppermine restaurants that overlook the slopes. The condo has 2 bedrooms with queen beds and one pullout sectional with a memory foam mattress in the living room. 1 and a half bathrooms. Fast WiFi and 3 TVs with streaming capabilities. Firewood is provided for our wood burning fireplace. The kitchen is renovated with granite countertops and a white tile backsplash. It's fully equipped with kitchen essentials and a Keurig coffee machine. The unit is recently updated with fresh paint, new furniture, new mattresses on both beds, new carpet in the bedrooms and more modern hardware. Use our ski closet to safely store your gear! Dogs are welcome with a pet fee. (Some restrictions apply). brbrWintergreen is truly a 4 season destination! Enjoy skiing, snowboarding and tubing in the winter. The spring and fall are great seasons for golfing and hiking. Or get your adventure on at the Discovery Ridge Adventure Center and visit the local breweries and wineries. Enjoy our two community pools- Rhodes Farm (in the valley) and Chestnut Springs (heated and on the mountain) available Memorial Day- Labor Day or visit Lake Monocan if you're coming for a visit in the summer! Come enjoy views of the Blue Ridge Mountains all year long!brbr**Please note- we have a Ring cam outside the front door of the condo to monitor for theft, parties and undisclosed pets. Failure to disclose of pets (or pay the associated fees) will result in additional charges. Parties are not allowed.**
Bed 2

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Bath 1

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Sleep 6

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