Vacation Rentals By Owner In Wintergreen Resort, VA

This 1 bedroom (king size bed), comfy couch sleeps one and feel free to bring an air mattress. 1 bath condo is cozy and has everything you need to enjoy your stay in the Mountains of Virginia.brbrA close walk to Blue Ridge Terrace, Mountain Inn, The Edge, and other activities at the top of the hill – It is ideally located to get away and have easy access to the activities you want. brbrThe fireplace with firewood provided welcomes you after a day of hiking, sightseeing or fun on the slopes. Smart TVs in the living room and bedroom so you can tune into your favorite shows. There is no sofa bed but you are welcome to bring an air mattress.brVery clean and carpeted unit offers a full kitchen with full sized appliances stocked with everything you'll need to make your own meals if you prefer. brbrLocation is just steps from The Market for all your snacking & beverage needs, and a wonderful Boarshead Deli for pizza, sandwiches and breakfast biscuits. The Edge, Coppermine and Upper Crust are also short walks to enjoy additional meal options.brSki Slopes are a quick walk to either Eagles Swoop or Dobie (Upper & Lower.)brbrBest ski area in the region, 26 slopes and trails with terrain for never-evers to advanced skiers and riders.brVirginia’s largest snow tubing hill.brThe only ski area in the region with two high-speed 6-pack chairlifts for a quick trip back up the mountain.brRidgely's Fun Park for the little ones!brSNOWPOWER with a sophisticated snowmaking system on 100% of the terrain.brbrWintergreen Resort offers over 30 miles of hiking trails and the Appalachian trail is within 1 mile of the entrance to Wintergreen Resort.brbrAt the base of the mountain you'll find Breweries, Wineries and Cideries galore! Visit www.nelsoncounty.com to make a list of all there is to do when visiting the area.

Ideal Location: 1-bedroom condo. Top of Wintergreen Resort. Easy walk all around

Wintergreen Resort, Virginia, United States

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Bath

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$491.8

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

Bright Wintergreen Resort Home; Deck & Grill!

Wintergreen Resort, Virginia, United States

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Bath

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$164.71

Take advantage of all the Blue Ridge Mountains have to offer while staying at this charming first floor condo. Enjoy ski season or year round activities including hiking, swimming, tubing, rock climbing, biking, tennis/pickle ball, golfing at this premier Wintergreen vacation rental that is ideally situated on the 12th hole of Devils Knob Golf Course within walking distance of the Wintergreen Resort Spa and the Nature Foundation. brbrYou'll find the home impeccably decorated throughout with comfortable furnishings, making the space feel inviting while maintaining its rustic charm. All the amenities you want in your ultimate home-away-from-home are here, including a new comfy King bed, Queen memory foam sleeper sofa, wood burning fireplace, in unit stacked washer and dryer, wireless high speed internet and Google Home. Our condo comfortably accommodates up to 4 guests and is perfect for families, couples or friends.brbrAfter a day of relaxing, skiing, sledding, swimming or hiking, come home and prepare a delicious meal in the fully equipped kitchen (pots, pans, pizza pan, Keurig, tea kettle, Keurig coffee pod, sugar, hot chocolate provided). Later, unwind by the cozy fireplace as you watch your favorite streamed shows (Hulu provided, your own subscription needed for other services) on one of the two flat screen TVs (55 Smart TV in the living room) or access the internet with Firefly Fiber Broadband high speed WiFi. You'll experience the best of mountain living with big windows to let nature in and a private patio, where you can enjoy a glass of wine and relax in the crisp mountain air. Surrounded by dense wooded foliage and fascinating wildlife, this home's outdoor space offers plenty of peace and privacy.brbrOne of the top features of this condo is its location within walking distance of the Wintergreen Spa, steps away from 30 miles of marked hiking trails and 1 mile from the ski resort. No matter the season, Wintergreen Resort offers an endless supply of outdoor activities. In addition, this condo is close to several great local microbreweries, cideries, distilleries and wineries.brbrPlease no smoking inside or outside of the condo. There is a Ring doorbell with camera next to the front door.

Cozy Wintergreen Retreat- Clean, Updated & Convenient, King Bed, Non-Smoking

Wintergreen Resort, Virginia, United States

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Bath

Sleeps

$398.07

Welcome to Onyx Hill, a custom built 4-bedroom, 3.5-bathroom home nestled within the picturesque Wintergreen Resort! Every inch of this home has been designed with impeccable attention to detail and designer finishes, ensuring a memorable stay. Managed by Chris at New School Hosting. brbr*Newly built in 2023br*Fully equipped gourmet kitchenbr*Family room w/ electric fireplace, 65” TVbr*FAST WiFibr*Smart TV in every bedroombr*Pet friendly! (1 dog max)brbrOnyx Hill is located in a peaceful area of the resort, away from the hustle and bustle and close to Upper Shamokin Falls, hiking trails and just a short drive to the slopes and all the amenities of Wintergreen resort. Some of the best hiking trails in the state are off the Blue Ridge Parkway (15 minutes from the home). Also nearby are two sandy-beach-entrance lakes plus a community pool for swimming, and over dozen wineries, breweries, and distilleries- all within a 30 minute drive.brbrThe home layout is as follows:brbrMain level (0 steps required to enter main level from driveway):brbrStep inside Onyx Hill to discover a spacious open-concept living area bathed in natural light, adorned with contemporary furnishings, and accented with tasteful décor. The open living space on the 1st floor has a family room with plenty of seating to enjoy movies, play board games or just hang out.brbrThe fully equipped kitchen boasts stainless steel appliances, ample counter space, and all the essentials you need to whip up delicious homemade meals during your stay. Whether you're brewing a fresh pot of coffee to start your day or preparing a gourmet feast, this kitchen is sure to inspire your inner chef. The dining room is just next to the main entry and comes with soaring vaulted ceilings and a table large enough for the whole house to eat a cozy meal together.brbrThe primary bedroom suite (BR1) is also on the main level, with king bed and hybrid mattress, comfortable bedding, soft linens, and plenty of storage space to make you feel right at home. The ensuite bathroom features double vanity, soaker tub, and tile shower.brbrOutside, a private deck offers the ideal spot to soak up the serene mountain views and crisp alpine air. Sip your morning coffee as you listen to the sounds of nature, or simply relax with a good book and a glass of wine from one of the hundreds of local family-owned vineyards and let the worries of everyday life melt away.brbrRounding out the main level are a half bath and laundry room.brbrUpper level:brbrUp the stairs, you'll find 3 additional bedrooms and 2 additional full bathrooms:brbr- BR2: Two queen bedroom with ensuite bathroom featuring double vanity and shower/tub combobr- BR3: Queen bedroombr- BR4: Bunk bedroom with two sets of twin-over-queen bedsbr- Hall full bath with double vanity and tile showerbrbrOther things to note:brbr↪Onyx Hill is pet friendly! We allow up to 1 dog with a $100 pet fee (total, not per night).brbr↪Parking: Gravel driveway can accommodate 6 vehicles.brbr↪Gas Grill (propane provided)brbr↪Entry: There is a ramp to the main entrance to the home, please hold the railings when walking to the entry as in inclement weather (snow, ice or rain) it can become slippery even with non-slip strips. There is also a side entry that leads into the mudroom, this entry has a few steps.brbr↪Bugs and wildlife: With the home being on the mountain and in a wooded area, please be aware of all the bugs and wildlife that you might encounter (insects, spiders, mice, snakes, and bears). Although we treat the home for insects, they do find their way inside the cabin despite all efforts to keep them out.brbr↪Zero tolerance policy for parties or events.brbr↪Sports and activities such as Snow and Summer Tubing, Golf, Lake Monocan beach park access for swimming, fishing, paddle boats, kayaks, and other water activities available with a fee - more details in our guidebook received upon bookingbrbr↪Guests can enjoy free community pool access in the summer season (though the HOA rules stipulate no more than 6 guests at a time, and the permitted hours are 2-6pm).brbr↪We provide our guests $1500 of coverage for accidental damage to the property or its contents. The cost of this is already embedded in the cleaning fee.brbr↪Wifi is fast with a strong signal throughout the house and deck. All four bedrooms plus the living room feature smart TVs where you can access all the main streaming services.brbr↪Linens and towels provided.brbr↪Pack n play, high chair, and kid dishes provided.brbr↪We do require a separate rental agreement, which we will send a link to e-sign after you book. There are no additional fees beyond those listed here.

Newly Built Designer Home in Wintergreen

Wintergreen Resort, Virginia, United States

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Bath

Sleeps

$256.94

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

Relaxing Wintergreen Chalet

Wintergreen Resort, Virginia, United States

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Bath

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$641.72

Cozy, well appointed, 2 floor condo, located steps from the top of the Dobie lift. Vaulted ceiling gives spacious feel! 2 bedrooms and 2 full baths on the first floor, take the spiral staircase up to find one bedroom with bunk bed and single bed, a bonus room with a futon, and a full bath; perfect for families to have their own space after a long day of skiing or hiking. Cozy fireplace nook in the downstairs offers a great way to relax in the warmth while overlooking the slopes. Condo is in walking distance to Blackrock market, Mountain Inn, and all the Wintergreen festivities.

Prime Location! Ski In, Ski Out 3BDR plus bonus room, 3BA, Condo on Dobie

Wintergreen Resort, Virginia, United States

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Bath

Sleeps

$411.24

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

Modern Townhome at Wintergreen Resort

Wintergreen Resort, Virginia, United States

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Bath

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$421.13

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

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

Wintergreen Resort, Virginia, United States

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Bath

Sleeps

$602.68

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

SERENITY 4 ALL SEASONS

Wintergreen Resort, Virginia, United States

Bed

Bath

Sleeps

$506.32

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

Spacious and Updated Home in Wintergreen

Wintergreen Resort, Virginia, United States

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$741.23

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

Cozy 5-bedroom home for large gatherings.

Wintergreen Resort, Virginia, United States

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Bath

Sleeps

$405.69

Welcome to Serenity Cabin: Your Perfect Woodland RetreatbrbrNestled among the trees, this recently renovated timber-framed home combines rustic and modern interior design aesthetics for a unique feel that provides both an escape from life's stresses and a welcoming space to recharge and reinvigorate! Relax in the high-ceiling great room, unwind on the expansive deck, or head downstairs to the basement to hang out.

Serenity Cabin-Woodland Retreat

Wintergreen Resort, Virginia, United States

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Bath

Sleeps

$279.49

Welcome to our recently renovated luxury condo in the sky! Perched on the edge of the Wintergreen ridgeline, we are just a stone’s throw from nature’s bounty. Our condo offers the perfect blend of relaxation and access to recreation. Hit the ski slopes, take a hike, or explore the bountiful brew and wine scene and then come enjoy the view. The horizon is 75 miles distant from our balcony on a clear day! We love hosting families with kids or couples coming to enjoy all that Wintergreen offers!br brThe Space:brUpon arriving at our property, you will find plenty of parking in the spacious lot for your vehicles. A short, landscaped walkway leads to our building. Once inside, walk up a short set of steps and find the front door on your right.brbrAdjacent to the front door sits a lockable ski locker, available for your use and convenience during the winter season. Additionally, a stylish bench is provided to make taking off boots a breeze.brbrUpon entering the property through the front door you will be welcomed into a cozy and uplifting space. Luxurious furniture and finishes abound, while thoughtful décor and artwork hang throughout.br brLIVING ROOM:brImmediately on your left as you step into the condo you will walk into our open floor plan living area. The living room provides seating for 5 on our comfy sofa and stylish armchairs. A large double window provides abundant natural lighting and expansive views of the Blue Ridge Mountains and Rockfish Valley.brbrNo tired old 1980’s fireplace façade here! Our renovated living room includes a high-end white quartz wall and apron in front of a cozy fireplace. Firewood is included! A smart TV with Roku sits mounted above the fireplace. Bring your own logins and enjoy any streaming app.brbrThe other end of the room provides space for dining at our table for 6. Guests love to enjoy a home cooked meal or take-out while communing over the views from our dining table through the large sliding glass door.brbrHighlights of the living room include:br✧ Breath taking views!br✧ Mid-century modern!br✧ Smart TV with Roku!br✧ Open to the kitchen and dining areas!br✧ Warming fireplace w/wood included!br✧ Incredible artwork!brbrKITCHEN:brThe living room space opens to the kitchen with a large white quartz bar-top counter. Four modern bar stools allow for even more room to spread out and socialize as a family or group while dinner is prepared. Luxury abounds in the kitchen with gorgeous stainless-steel appliances and modern cabinetry.brbrThe fully stocked kitchen comes equipped with all the necessary cooking tools, coffee, paper goods, and dinnerware. Our guests appreciate the option to enjoy preparing a home cooked meal in the kitchen while gathering around the bar top to partake in a local craft beer or wine and great conversation. brbrHighlights of our kitchen include:br✧ Luxury throughout!br✧ Plenty of seating and gathering space!br✧ Fully stocked with cookware and dinnerware!br✧ Large bar-top counter!br✧ Coffee/creamer/sugar/tea provided!brbrMASTER BEDROOM:brA small hall leads to the bedrooms and bathrooms. The master bedroom and en-suite bathroom sit in the back corner of the condo. The queen bed sits between twin nightstands with reading lights. brbrA large closet provides added convenience and touches of home for your trip. A smart TV with Roku is provided here as well (bring your own login). brbrThe modern en-suite bathroom features a tile shower and comes equipped with towels and washcloths from Pottery Barn. brbrHighlights of the master suite include:br✧ Luxury memory foam mattress!br✧ Smart TV!br✧ Private renovated bathroom!br✧ Full size shower/tub combo!br✧ Premium linens from Pottery Barn and The Company Store provided!brbrOTHER BEDROOMS AND BATHROOM:brbrThe second bedroom is also off the same short hallway as the master. brbrBedroom 2 provides a fun space for kids and adults alike. Three twin beds – a bunk bed and additional twin bed - and a large built-in table give all the space needed to sleep 3. brbrKids enjoy the bunk bed setup while adults have the option of the bottom bunk and the other twin bed at standard height. Another Roku enabled smart TV is mounted on the wall.brbrThe second bathroom sits off the hallway across from the kitchen area and provides a shower/tub combo and well sized vanity. A washer and dryer are also available for your use in a closet in this bathroom.brbrOUTDOOR SPACE: brThe balcony, accessible from the living area, is one of the highlights of the condo. Well-appointed luxury outdoor furniture give our guests an incredible space to take in the natural beauty of the Shenandoah region while indulging in a morning coffee or an evening beverage.brbrLOCATION:brbrWe are only:br✧ 30 seconds to the nearest hiking trail!br✧ 2 minute walk to Highlands Express Chairlift!br✧ 2 minute walk to Fire and Hearth bakery!br✧ 10-30 minutes from the wide array of outdoor activities and breweries/wineries of Nelson County, VA!brbrATTENTION TO DETAILbr br✔ Cleanliness is a top priority for us and we pride ourselves on welcoming you into a sparkling clean home!br br✔ Our home has a washer and dryer for your use. Dryer sheets and detergent are available.brbr ✔ We keep a first aid kit in the kitchen for minor cuts and scrapes.brbr ✔ We provide premium linens for each guest.brbr ✔ We provide basic paper goods and consumables - paper towels, tissues, toilet paper, dishwasher tablets, dish soap, sponges.brbr ✔ Coffee, creamer, sugar, tea, and local honey are included.brbrGuest Access:brbrYou will have access to the entire condo and property with the exception of two small, locked owner’s closets.brbrEntry is via keypad on the front door. A unique code will be provided in your check in email.brbrOther Things to Note:brbrWe are on the ski shuttle route! The shuttle picks up for free from our lot. We are also walking distance to Highlands Express Chairlift.brbrOur guests have access to two outdoor pools between Memorial Day and Labor Day. A pool pass is kept just inside the front door.

Luxury Condo in the Sky! Finest in Wintergreen!

Wintergreen Resort, Virginia, United States

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Bath

Sleeps

$1558.11

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

Insane Mountain Views - New Listing

Wintergreen Resort, Virginia, United States

Bed

Bath

Sleeps

$378.99

Stay minutes from Wintergreen and come home to a place built for group fun — hot tub evenings, a game room for the kids, and space to gather after a day hiking or at nearby wineries. Designed to make mountain trips easy and memorable.brbrWhy Guests Love It:brbr• Private hot tub & fire tablebr• Game room with Nintendo Switch, Xbox & Arcadebr• Quick access to slopes, trails & diningbr• Wineries, breweries & Sherando Lake nearbybr• Sleeps 12 with a full kitchen & gathering spacebrbrMid‑Century Modern Comfort Designed for Groups & Families:brStep into a stylish mid‑century modern mountain retreat, complete with clean lines, warm wood accents, and curated décor that blends cozy luxury with timeless character. The open living area features a sleek modern fireplace, soaring ceilings, and peaceful forest views, creating the perfect backdrop for reconnecting with the people you love.brbrThe fully equipped kitchen has everything needed for shared meals, coffee mornings, and late‑night snacks. With spacious lounging areas across two floors, everyone has room to spread out—or come together.brbrSleeping Arrangements:br• 4 bedrooms, 2 baths — sleeps 12 comfortablybrDownstairs: bunk room with twin‑over‑full bunks + trundle — great for kids, cousins, or extra guestsbr• Upstairs: 3 bedrooms including a luxurious king master suite; shared upstairs bath for the additional roomsbr• Extra flexibility: pull‑out bed in the living roombrbrLuxury & Group‑Friendly Extras:br• Private hot tub tucked into the treesbr• Fire table for relaxed evening conversationsbr• Game loft for kids, teens, and competitive adultsbr• High‑speed WiFi for work or streamingbr• Fully stocked kitchen with modern essentialsbr• Driveway fits 4+ vehicles—easy arrivals for group tripsbrbrPerfectly Located:br• Minutes from wineries, breweries, mountain hiking trails, and beautiful Sherando Lake. In winter, enjoy all the skiing, tubing, and cozy mountain nights that Wintergreen Resort offers.

Mid‑Century Retreat • Near Breweries • Sleeps 12

Wintergreen Resort, Virginia, United States

Bed

Bath

Sleeps

$644.51

Welcome to the Castor Cabin - an impeccably decorated home in the heart of Wintergreen! This recently renovated space and its rich amenity list will satisfy your every need. Learn more below!brbr✔ Game room w/ arcade + foosball + shuffleboard br✔ Spacious deck with alfresco diningbr✔ Golf course viewsbr✔ Fully equipped + stocked kitchenbr✔ 4 mins to Wintergreen Resortbr✔ Master suite with kingbr✔ Outdoor play structure for kidsbr✔ Indoor fireplacebrbrWe will be accessible 24/7 for our guests, you can text or email the property manager. This contact information will be provided after booking. You can expect a quick and prompt response. We give our guests space but are available for every inquiry.brbrThe Castor Cabin is situated among the trees on the 7th hole of the Devil's Knob Golf Course. Its convenient location is ideal for travelers who want to experience privacy and have easy access to restaurants and attractions just minutes away.brbr✔ Wintergreen Resort & Ski Slopes (4 min away)br✔ Devils Backbone Brewery (17 min away)br✔ Humpback Rock Trail (24 min away)br✔ Veritas Winery (35 min away)br✔ Downtown Charlottesville (57 min away)br✔ Monticello (58 min away)brbrThe cabin is exclusively yours, without interruption for the duration of your stay, so relax, unwind, and make yourself at home. brbrOther than the already mentioned amenities, our home is also equipped with:brbr✔ High-Speed Wi-Fibr✔ Heatingbr✔ Iron + Boardbr✔ Hair Dryerbr✔ Free Parkingbr✔ Cental Air Conditioning, but no vents are in the upstairs bedrooms. Vans are provided for additional cooling. brbrWelcome to your perfect mountain escape!brbrThe Castor Cabin blends rustic charm with all the modern comforts — 4 bedrooms, a cozy fireplace, a game loft, a big deck for starry nights, and Wintergreen adventures right outside your door. Family-friendly, dog-approved, memory-making guaranteed! brbr✨ COZY LIVING SPACESbrGather, relax, and soak in the serene mountain views.br✔ Vaulted ceilings, a stunning stone fireplace, and oversized windows that flood the space with natural lightbr✔ Smart TV with Netflix, YouTube TV, Disney+ and morebr✔ Plush leather seating, cozy throws, and curated touchesbr✔ A record player and vinyl collection to set the perfect cabin vibebr✔ Book and DVD library for fireside loungingbrbr WELL-STOCKED KITCHEN & DININGbrCook, connect, and share meals at the heart of the home.br✔ Modern appliances: microwave, fridge/freezer, toaster oven, blender, crockpotbr✔ Keurig coffee maker with complimentary podsbr✔ Full sets of cookware, utensils, and dinnerwarebr✔ Dining table for 6–7, plus bar seating for 3brbr 4 COMFORTABLE BEDROOMSbrRoom for everyone to unwind after a day in the mountains.br✔ Primary Suite: King bed with luxury linensbr✔ Guest Room: Queen bed with soft, inviting beddingbr✔ Bunk Room: Two twin bunk sets — a kid favorite!br✔ Extra Bedroom: Twin bed with a pull-out trundlebrbr GAME ROOM LOFT FUNbrIndoor entertainment, whatever the weather.br✔ Shuffleboard, arcade and foosball tablesbr✔ Games, puzzles, and books for all agesbrbr OUTDOOR LIVINGbrStep outside and let the fresh mountain air work its magic.br✔ Spacious deck with outdoor seating and diningbr✔ Fire pit perfect for stargazing and s’moresbr✔ Kids’ climbing structure for backyard adventuresbr✔ Just steps to Devil’s Knob Golf Course and easy access to hiking, skiing, and Wintergreen Resort activitiesbrbr WHY GUESTS LOVE THE CASTOR CABINbr✔ Family- and dog-friendly setupbr✔ Thoughtful amenities and cozy detailsbr✔ Peaceful, scenic location with adventure around every cornerbrbrFrom slow mornings with coffee on the deck to laughter-filled nights around the fire, The Castor Cabin isn't just a stay — it’s a feeling. ✨brbrWe can’t wait to host you — feel free to message us with any questions! Ready to escape to the mountains Book The Castor Cabin today!brbrIf you arrive by car, you will be happy to know that we offer plenty of free parking spots.brbrA digital guest guidebook will be sent to guests before their stay. It includes check-in/out details, driving directions, a detailed cabin manual, area restaurants & recommendations, and more!brbrNo smoking, no parties; please respect our home, neighbors, and surrounding property. No marijuana on the property. If you’re booking this home for a party, this isn’t the right home for you.brbrThe maximum number of guests is 10. No outside guests are allowed during the entirety of your stay. Minimum age of primary renter: 25brbrYour rate includes a $90 non-refundable Damage Waiver fee, which is required for all reservations. The damage waiver covers up to $500.00 of accidental damage. These damages must be disclosed to Valerie McFarland before or upon check-out of your stay. Damages deemed intentional, negligent, or pet damage will not be covered by the damage waiver and will be the guest's sole responsibility.

The Castor Cabin | Patio, Game Loft, Golf Course View

Wintergreen Resort, Virginia, United States

Bed

Bath

Sleeps

$518.79

Welcome to Blue Ridge Hollow! This designer-decorated cabin in the heart of Wintergreen has one of the best outdoor spaces in the area. Relax in the hot tub or cedar barrel sauna, nap in the daybed, then enjoy a meal at the oversized outdoor table or sip wine around the firepit. The updated kitchen is fully stocked and open to the living room and sun-drenched dining room. 3 bedrooms are masters, the others share a bathroom, and the downstairs game room can be a 6th bedroom. Plus, pet friendly!brbrThe cabin is walking distance to both the community pool and a short hiking trail, and about a 5 minute drive to the slopes, dining, and everything else Wintergreen has to offer. If you’re willing to venture a bit further, some of the best hiking trails in the state are off the Blue Ridge Parkway (15 minutes from the cabin), and there are over dozen wineries, breweries, and distilleries within a 30 minute drive.brbrThe home layout is as follows:brbrMain level:br- Great room with working gas log fireplace (super simple to operate)br- Kitchen with new appliances and everything you need to prepare large meals, and bar seating for 3br- Sun-drenched dining room with table for 10, plus sitting area, and room to set up the kids table if needed, which seats 4br- BR1: Master bedroom, king bed, ensuite bathroombr- Half bath, laundrybr- Upper deck with table seating for 10, propane grill, and multiple couches around propane fire tablebrbrUpper level:br- BR2: Master bedroom with king bed and ensuite bathroombr- BR3: Master bedroom with queen bed and ensuite bathroombrbrLower level:br- Additional living room / game room with sofa that converts to full bed (memory foam mattress topper provided which makes it but pretty comfy for a sofa bed!)br- BR4: Queen bedroombr- BR5: Two sets of twin-over-twin bunk beds (4 beds total)br- Jack and Jill bathroom between the bedrooms with showerbr- Lower deck with hot tub, 4-person cedar barrel sauna, and daybed that converts to table and seating areabrbrOther things to note:brbr- Blue Ridge Hollow is pet friendly! We allow up to 4 pets with a $100 pet fee (total, not per pet or per night). We provide some helpful supplies for pet-owners.br- Wintergreen offers hiking, skiing, snowboarding, tubing, swimming, dining, spa, ropes course, golfing, and much more.br- There are no steps to access the property, and the main level of the home (where you enter) features a master bedroom, plus the kitchen, dining, and living rooms.br- Bring your electric vehicle! Level 2 EV charger is available in the driveway.br- Parking is available both in the driveway and in front of the house. 4-5 vehicles fit easily, 6-7 if you get creative.br- Wifi is fast with a strong signal throughout the house and deck. Each bedroom, plus the great room and the downstairs living room, features a smart TV where you can access all the main streaming services.br- We provide a fully stocked coffee bar with multiple coffee drip and Keurig optionsbr- Guests can enjoy free community pool access in the summer season (though the HOA rules stipulate no more than 6 guests at a time, and the permitted hours are 2-6pm).br- Crib, pack n play, high chair, baby monitor, stroller, board games and puzzles providedbr- Please note that if you would like to send packages to the property, you do so at your own risk. USPS is particularly unreliable. We can not be held responsible for late or undelivered packages. Additionally, we charge $25 for any return services requested, in additional to actual postage.brbrTips for a Happy Hot Tubbr- Be sure to unclip the hot tub cover before removing it.br- Please do not put anything besides people in the hot tub (like mulch or toys).br- If the water level doesn’t cover the jets, you can use the hose to add water. Please disconnect the hose when done, especially in cold weather when it could freeze.br- Always put the cover on the hot tub when not in use - this keeps the hot tub warm & filled with water. Using the plastic clips helps keep it from blowing off.br- For safety reasons, please don’t add chemicals to the hot tub yourself. If the water looks murky or has a smell, let us know, and we'll have our hot tub expert come by to treat it.br- Do not drain the hot tub.br- There's no need to turn off the hot tub. It may run the jets on low periodically to circulate water through the filter—that’s totally normal.br- Use plastic drinkware around the hot tub.

Modern Wintergreen Cabin with Hot Tub, Sauna

Wintergreen Resort, Virginia, United States

Bed

Bath

Sleeps

$313.34

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

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

Wintergreen Resort, Virginia, United States

Bed

Bath

Sleeps

$759.94