Vacation Condo Rentals By Owner In Wintergreen Resort, VA

$369.79

Beautiful Mountain Condo…Steps to Resort/hiking/restaurants

Wintergreen Resort, Virginia, United States

Our Pet Friendly condo is situated right on Eagle Swoop. Step out the back door & you are on the slope. Enjoy gorgeous views of the mountains, wake up early & catch an amazing sunrise! We are centrally located & steps from the Mountain Inn, ski check in, market, restaurants, shops & entertainment. A short walk to some of the best hiking trails & lookouts. Put your skis on from the comfort of the back deck & ski right out onto Eagle Swoop... prime ski location!brbrOur condo offers 2 bedrooms, 1.5 baths. A nicely renovated kitchen stocked with everything one might need to make a delicious meal, brew a wonderful cup of coffee or pour a fabulous glass of wine! Relax in the living room and cozy up in front of the beautiful, stone fireplace. Firewood is complimentary and stacked out in front of the condo. Our bedrooms are furnished with comfortable and cozy beds & linens. We have a washer and dryer and provide laundry detergent, dryer sheets, and dish washer detergent. brbrWe have a smart TV in the living area and smaller TV with a DVD in the master. We offer plenty of board games, books and DVDs.

1

Bath

5

Sleeps

Exceptional(2)

$383.32

/ Nightly

Condo

NEW! Your Ski-In/Ski-Out Wintergreen Escape

Wintergreen Resort, Virginia, United States

Summary:brbrStay at Mountain Mama, a prime ski-in/ski-out condo on Eagles Swoop at Wintergreen Resort. Enjoy direct slope access, mountain views, and an easy walk to Wintergreen Village. The open main level overlooks the slopes, and the 3-bedroom layout sleeps 7 comfortably. Enjoy year-round adventures including hiking, skiing, snow tubing, pools, tennis, pickleball, and golf. A perfect four-season retreat. Mountain Mama is for families and friends seeking convenience and a true mountain escape.brbrbrbrThe Space:brbrLocation. Location. Location!brbrbrbrWelcome to Mountain Mama, your ultimate Wintergreen getaway! Perfectly perched right on Eagles Swoop. Step out the back door and glide straight onto the slopes. Whether you prefer a smooth green run or a more adventurous blue, this ski-in/ski-out condo puts both right in your backyard.brbrbrbrJust a short walk to Wintergreen Village, you’ll be close to restaurants, shops, the market, and year-round activities. Park once and enjoy the entire resort on foot.brbrbrbrInside, the open main level is designed for relaxed time together, complete with large windows overlooking the ski slopes and stunning mountain views. It’s the perfect setting for a winter retreat with family or friends.brbrbrbrWintergreen is a true four-season resort, offering skiing, snow tubing, hiking, pools, tennis, pickleball, golf, and endless mountain adventures all year long.brbrbrbr-Sleeps 7 Comfortably-brbrPrimary Bedroom: KingbrbrBedroom 2: Queen + TwinbrbrBedroom 3: QueenbrbrbrbrWhether you’re here to ski from sunrise to sunset or take in peaceful mountain scenery on the back deck, Mountain Mama delivers the perfect blend of convenience, adventure, and relaxation.brbrbrbrBook your stay and experience Wintergreen’s magic right from your doorstep.brbrbrbr***Same-Day Bookings: Please contact the host prior to booking to confirm the home has been cleaned and is available.***brbrbrbr***Minimum Booking Age: 24+brbrWe kindly request that no parties take place, and guests must be 24 years of age or older to book the home. Thank you for your cooperation!brbrbrbrGuest Access:brbrGuest has full access on our property.brbrbrbrThe Neighborhood:brbrWintergreen ResortbrbrPerched on 11,000 breathtaking acres along the eastern slopes of the Blue Ridge Mountains, Wintergreen Resort is a true four‑season playground. Surrounded by winding trails, cascading streams, and lush forests, it’s the perfect place to unwind, explore, and reconnect with nature. Here you’ll find endless possibilities—whether you’re chasing outdoor adventure, indulging in relaxation, or gathering with family and friends.brbrbrbrIn winter, carve through fresh powder with skiing, snowboarding, and snow tubing. When the weather warms, tee off on 27 holes of championship golf at the Stoney Creek Course, play on award‑winning tennis courts, hike scenic mountain trails, cast a line fly fishing, or cool off with a refreshing swim. Pamper yourself at the full‑service mountaintop spa, then enjoy a variety of delicious dining options.brbrbrbrFamilies love Wintergreen’s Treehouse Children’s Programs, seasonal packages, and year‑round calendar of events designed to delight all ages. Whether you come for the crisp mountain air, the sweeping views, or the countless activities, Wintergreen Resort offers a refreshing escape and unforgettable memories in every season.brbrbrbrGetting Around:brbrNeed transportation or trip planning brbrWe work with a private concierge service that will make your getaway effortless. Offering private transportation, wine and brewery tours, in‑home chefs, spa services, yoga, grocery delivery, and more. They’ll create a personalized experience so you can simply relax and enjoy. Ask host for more info.brbrbrbrOther Things to Note:brbrWintergreen Resort features 26 runs across 129 skiable acres, energetic après-ski dining, and night skiing on 45 acres. With Eagles Swoop right in your backyard, slope access couldn’t be easier. The resort is also home to The Plunge, Virginia’s largest and most thrilling snow tubing hill.brbrbrbrDiscovery Ridge Adventure Center features rock climbing, bungee trampolines, a 25‑ft climbing tower, gem mining, disc golf, 18‑hole mini golf, ninja course, archery, and more!brbrbrbr❄️ Wintergreen Activities (Backyard & Nearby)brbrWintergreen Ski Resort Base Lodge brbrbrbrTennis and PickleballbrbrbrbrThe Plunge Snow Tubing Park brbrbrbrDiscovery Ridge Adventure Center brbrbrbrWintergreen Adaptive Sports brbrbrbrShamokin Springs Nature Preserve brbrbrbrStoney Creek Golf Course – 25 minbrbrbrbr Nearby AttractionsbrbrAppalachian Trail Head – 15 minbrbrbrbrBlue Ridge Parkway – 8 minbrbrbrbrThree Ridges Overlook – 10 minbrbrbrbr Wine & BeerbrbrDevil’s Backbone Basecamp Brewpub – 15 minbrbrbrbrThree Notch’d Brewing - 20 minbrbrbrbrHill Top Berry Farm & Winery – 20 minbrbrbrbrBold Rock Nellysford Cidery - 20 minbrbrbrbrWood Ridge Farm Brewery – 35 minbrbrbrbrSeven Arrows Brewing Company – 35 minbrbrbrbrBlue Mountain Brewery – 40 minbrbrbrbrVeritas Vineyards & Winery – 40 minbrbrbrbrAfton Mountain Vineyards – 40 minbrbrbrbr Hiking HighlightsbrbrHighlands Leisure Trail – 4 minbrbrbrbrUpper Shamokin Falls Trail – 5 minbrbrbrbrAppalachian Trail – Three Ridges Hike – 10 minbrbrbrbrCrabtree Falls – 35 minbrbrbrbr✈️ AirportbrbrCharlottesville–Albemarle Airport – 1 hrbrbrbrbr Water & Pool AccessbrbrChestnut Springs Pool (on‑mountain) – 5 minbrbrbrbrRodes Farm Pool (valley) – 25 minbrbrbrbrLake Monocan (Stoney Creek) – 25 minbrbrbrbrSherando Lake Recreation Area – 30 minbrbrbrbrWater Activities & Pool AccessbrbrGuests may use the HOA pools at Chestnut Springs (on‑mountain) and Rodes Farm (valley) from Memorial Day weekend through Labor Day. brbrbrbrLake Monocan (20-acre resort lake at 239 Camping Ridge Lane, Stoney Creek) offers swimming, aqua cycles, paddleboards, kayaks, snack bar, and grills; day-use fees please check on Wintergreen Resort Website. brbrbrbrSherando Lake Recreation Area features a scenic 25-acre spring-fed lake with sandy beaches, shaded picnic areas, rustic architecture, and adjacent trailheads. Day-use is $8 per vehicle (up to eight passengers).brbrbrbrImportant Resort Policy UpdatebrbrAs of newly enacted Wintergreen Resort policy: unaccompanied guests (renters) cannot access the gym, indoor pool, or Devils Knob golf course.brbrbrbrInteraction with Guests:brbrMountain Mama has a wonderful team. We want all our guest to have a 5 star experience. Customer service is important to us. Holly will be your main point of contact for bookings, questions, planning, check-in, and through your stay!

Bed

Bath

Sleeps

$327.89

/ Nightly

Condo

The Fairway Chalet / 2 BR + Loft

Wintergreen Resort, Virginia, United States

Our newly renovated mountain home on Wintergreen’s golf course is minutes from the slopes, trails, and breweries. Relax by the fireplace, unwind on the oversized couch, or sip coffee on the deck overlooking the trees. With 2 bedrooms and an upstairs bonus suite, there’s space for everyone to rest and recharge. Every detail was handpicked during our year-long renovation to make The Fairway Chalet warm, modern, and truly one of a kind.

Bed

Bath

Sleeps

$224.6

/ Nightly

Condo

Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC

Wintergreen Resort, Virginia, United States

Escape to this cozy condo in Wintergreen Resort. The sunrises are spectacular and the views glorious! This charming property features 2 bedrooms, including a primary queen bedroom with en suite bath and 2nd bedroom with twin beds, perfect for 2-4 guests. With 2 bathrooms, including a relaxing jetted bathtub, you'll feel right at home. Enjoy the convenience of amenities like AC, WiFi, and a washing machine. Feel free to reach out to us during your stay - we're happy to suggest local spots to check out.

Bed

Bath

Sleeps

$159.25

/ Nightly

Condo

Wintergreen Resort Vacation Rental w/ Balcony!

Wintergreen Resort, Virginia, United States

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

Bed

Bath

Sleeps

$157.47

/ Nightly

Condo

First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge

Wintergreen Resort, Virginia, United States

Nestled in Wintergreen Resort, this delightful studio condo offers a perfect retreat for guests. Enjoy a fully stocked kitchenette, a newly renovated bathroom with all essential amenities, and a king bed with extra pillows and blankets. This beautiful property ensures a comfortable stay.brbrWake up to beautiful Blue Ridge mountain views from your private deck. This first floor slopeside condo offers unparalleled ski-in and ski-out access just steps away from the main lodge and lifts. Short walk to shopping and restaurants.

Bed

Bath

Sleeps

$224.6

/ Nightly

Condo

Uncork and unwind Mountain Retreat -Wintergreen Resort

Wintergreen Resort, Virginia, United States

Uncork and unwind Mountain Retreat brbrWhether you are looking for a romantic getaway, a fun family trip or even just a place of solitude than you can find it all right here!brbrOur cozy condo provides a year-round escape located on the Mountain of Wintergreen Resort just minutes off the Blue Ridge Parkway. Come experience the charm of Virginia in every season. We look forward to hosting you!!brbrThis recently renovated unit is at the top of the mountain close to many hiking trails. Beautifully updated kitchen with granite tops and breakfast bar. Lovely primary suite with lots of windows and a private bath. Bunk bedroom (sleeps 4) with a hall bath. Private rear deck for morning coffee.brbrExcellent for groups coming to hike, ski, tour award winning breweries, wineries, distilleries, and cideries! Ideal for those staying for UVA/Charlottesville visits and even weddings !

Bed

Bath

Sleeps

$161.71

/ Nightly

Condo

Wintergreen 1bed Condo, Walk to slopes, close to Hiking, Breweries, Wineries

Wintergreen Resort, Virginia, United States

Walking distance to the slopes brlocated in WintergreenbrbrNew 1BR 1BA centrally located in WintergreenbrEnjoy the beautiful Blue Ridge Parkway with over 30 miles of hiking trails on the mountain. brbrClose to many hiking trails & outlooks with views of the Blue Ridge ParkwaybrEnjoy the many breweries, cideries and wineries in the area. brEat at Mountain top restaurants (5 min walk)brMountaintop Market is across the streetbrbr1 Bedroom 1 Bath & a new queen sleeper sofabrStocked kitchen, cookware, spices & cooking oils brPremium coffee & assorted teabrbrSleeping Areas: br- Bedroom: Queen Size Bed br- Living Room: Pull-Out Sofa *New* Queen Size brbr- Private back porch - furnished br- Wood burning fireplace br- Flat screen TV with streaming device & logged in channels brbrbrProvided: br- All linens: sheets (all sizes), towels, and kitchen towels provided br- Toilet paper, paper towels, trash bags br- Detergent: dish and laundry br- Fully stocked kitchen with all cooking necessities br- Cooking spices, olive oil, vinegars, flour sugar etc. br- Coffee bar: Coffee provided, assorted tea, coffee maker, and milk frother br- Firewood and starter log provide

Bed

Bath

Sleeps

$159.75

/ Nightly

Condo

Wintergreen Resort Condo: Deck & Golf Course Views

Wintergreen Resort, Virginia, United States

On-Site Golf & Ski Storage | Covered Deck | Near HikingbrbrEmbark on a nature escape worth remembering at this 2-bedroom, 2-bath vacation rental in the heart of Wintergreen Resort. The condo offers a furnished deck with golf course views, games for all ages, and proximity to everything the resort area offers. After an exciting of trekking the trails or teeing off on the course, head home to round out the evening with a home-cooked meal in the kitchen or grab a drink at a brewery!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bedbr- Bedroom 2: 1 bunk bed (twin/full)br- Living Room: 1 queen sleeper sofabrbrINDOOR LIVINGbr- 3 Smart TVs, DVD playerbr- Dining tablebr- Fireplace (wood provided)br- Pac-Man, golf arcade game, board gamesbrbrOUTDOOR LIVINGbr- Deck, outdoor dining setbr- Golf/ski storage rackbr- Golf course viewbrbrKITCHENbr- Dishwasher, refrigerator, stove/oven, microwavebr- Keurig pod/drip coffee maker, toasterbr- Crockpot, blender, spices, mixer, griddlebr- Cooking basics, dishware & flatware, trash bags & paper towelsbrbrGENERALbr- Electric heating, window A/C unitbr- Towels & linens, complimentary toiletries, 2 hair dryersbr- Washer & dryerbr- Free WiFi, keyless entrybrbrFAQbr- 1 Ring doorbell (facing out)brbrACCESSIBILITYbr- Single-story condo, 2nd floor, exterior staircase to enterbrbrPARKINGbr- Open community parkingbrbr-- THE LOCATION --brbr- Close to shopping & local restaurantsbr- 0.3 miles to Wintergarden Aquatics And Fitness Centerbr- 1 mile to The Mountain Innbr- 2 miles to Loggers Alley ski lift & The Plunge Snow Tubing Parkbr- 2 miles to Upper Shamokin Falls Trailbr- 1 mile to Devils Knob Golf Coursebr- 14 miles to Stoney Creek Golf Coursebr- 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 single-story condo is on the 2nd floor and requires an exterior staircase to enterbr- Guests booking through Evolve enjoy access to select amenities. For details, please reach out to the Guest Contact. Please note that some resort features are only available to guests who book directly with the resortbr- The through-the-wall A/C unit effectively cools the main living area, but during very hot days, it may not fully cool the entire condobr- Your safety matters. This property features a Ring doorbell device with an exterior security camera facing the front outdoor entry. The camera does not look into any interior spaces. The camera records video and sound when motion is detected by the device. The camera is not monitored

Bed

Bath

Sleeps

$252.72

/ Nightly

Condo

Beautiful Mountain Getaway - Walk to Everything at Wintergreen!

Wintergreen Resort, Virginia, United States

This beautifully renovated 3 BR / 2 BA mountain condo is very centrally located in the main Wintergreen village - steps from the Mountain Inn, ski slopes, restaurants and trails. The corner unit is at the end of the building (closest to the slopes) which means it gets a ton of natural light! All of the furniture is brand new including the sectional sofa in the living area. The place comes fully stocked with everything you need and includes outdoor storage for any gear & equipment.brbrThis bright & spacious condo contains an open concept kitchen/living room area, 3 bedrooms, 2 full bathrooms and a large balcony with electric grill and table/chairs. brbrKitchen - stainless steel appliances, granite countertops, Keurig machine, drip coffee maker, electric stove. Brand new washer/dryer just off the kitchen. brbrMain Living Area - new carpet, new large sectional, fireplace with plenty of free wood, 50 Roku TV with soundbar mounted to the rustic stone wall. Shelving & storage with board games included! Tons of natural light in this space. brbrTwo downstairs bedrooms - one with a queen bed, the other with a bunk bed that contains a full, a twin and an additional trundle twin below the full. The bunk bedroom has a 32 Roku TV. Both bedrooms have sound machines if needed. brbrDownstairs bathroom - has tub/shower & fully stocked linen closetbrbrUpstairs Primary Bedroom - large bedroom with king bed and large mirror. Alcove off the bedroom with a small desk & chair for working virtually. Large walk-in closet. Full bathroom with tub/shower and additional storage. brbrOther - high speed wireless internet, Nest thermostat & smoke/carbon monoxide detectors, keyless Yale/Nest entry, plenty of indoor and outdoor storage (your very own keyed, outdoor closet), pack & play and high chair are also available if you are bringing little ones!

Bed

Bath

Sleeps

$184.14

/ Nightly

Condo

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

Wintergreen Resort, Virginia, United States

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.

Bed

Bath

Sleeps

$164.71

/ Nightly

Condo

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

Wintergreen Resort, Virginia, United States

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.

Bed

Bath

Sleeps

$641.72

/ Nightly

Condo

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

Wintergreen Resort, Virginia, United States

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.

Bed

Bath

Sleeps

$279.49

/ Nightly

Condo

Luxury Condo in the Sky! Finest in Wintergreen!

Wintergreen Resort, Virginia, United States

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.

Bed

Bath

Sleeps

$206.37

/ Nightly

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

Bed

Bath

Sleeps

$159.73

/ Nightly

Condo

Majestic Mountain View’s from The Cliffs

Wintergreen Resort, Virginia, United States

Located at the top of the mountain with views of Rockfish Valley and Wintergreen ski slopes. Our Majestic Mountain View condo has breathtaking sunrises. Ground floor 1BR/2BA luxury condo sleeps up to two (2) guests. Guests can enjoy all seasons of fun, from skiing, hiking, enjoying breweries, cideries and distilleries' or relax and partake at the Wintergreen spa. Enjoy our newly installed sliding glass doors leading to our beautiful ground level deck.

Bed

Bath

Sleeps

$247.06

/ Nightly

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

Bed

Bath

Sleeps

$158.37

/ Nightly

Condo

Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Resort, Virginia, United States

Discover the perfect blend of comfort and adventure at our Wintergreen Resort condo. Nestled amidst the pristine beauty of winter landscapes, our cozy retreat offers a warm haven for relaxation after a day of thrilling outdoor pursuits. Immerse yourself in the charm of winter living with breathtaking views and modern amenities, creating cherished memories in every snow-kissed moment.Walk to The Mountain Inn for many food options and also to the Market Deli for food and groceries. parking onsite.brClose to all restaurants wintergreen resort has to offer

Bed

Bath

Sleeps

$157.55

/ Nightly

Condo

Ski In & Out Mountain & Firework Views Studio

Wintergreen Resort, Virginia, United States

Enjoy a stylish experience at this centrally-located studio next to the Mountain Inn. Our spacious deck overlooks the ski slopes with fabulous sunrise mountain views. Just walk out the condo and find yourself steps away from the resort restaurants, activities and shops. brbrOur full kitchen has a stove, microwave, refrigerator and everything you need for an intimate meal. Movies, games and a smart TV with cable are all available for your entertainment.

1

Bed

1

Bath

2

Sleeps

$347.01

/ Nightly

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.

2

Bed

2

Bath

5

Sleeps

Vacation Condo Rentals By Owner In Wintergreen Resort, VA

$369.79

$383.32

$327.89

$224.6

$159.25

$157.47

$224.6

$161.71

$159.75

$252.72

$184.14

$164.71

$641.72

$279.49

$206.37

$159.73

$247.06

$158.37

$157.55

$347.01

Rent a place that suits your needs

Most popular vacation rentals in Wintergreen Resort

$963.43

$1558.11

$1525.35

$1501.44

$1393.14

$1365.56

$1361.36

$1210.60

$992.72

$969.99

Most Popular Cities in Virginia