Vacation Home Rentals By Owner In Wintergreen Resort, VA

Modern Mountain Retreat in Wintergreen brWalkable to the park, seasonal pool, and trails - The home's located directly across from Chestnut Springs Park offering easy, car-free access to the seasonal pool, playground, and hiking trails, and a 5 Minute drive to the Slopes and Clubhouse.brPerfect for families, groups, and couples traveling together for hiking/skiing trips, mountain adventures, and peaceful getaways with plenty of comfortable spaces to relax together or spread out and take in the mountain air.brbrWelcome to your private mountain escape in the heart of Wintergreen Resort. This beautifully updated home combines comfort, convenience, and stunning seasonal viewsbrbrWake up to beautiful mountain and winter sunset views, relax beside the fireplace or on the large deck after a day on the slopes, hiking, or touring wineries, or step right across the street to enjoy Chestnut Springs Park with its seasonal pool, picnic pavilion, grills, playground, and open green space. Plus Shamokin Springs Hiking Trail is a 8-10 minute walk (0.4 miles) from the housebrbrLocated in a quiet, wooded setting and close to everything Wintergreen offers, the home is only a short drive to Fire and Frost, the Wintergreen Resort Main Lodge, ski lifts, Copper Mine Restaurant, Upper Crust, The Edge Pub, shops, and hiking trailheads.brbrThe Spacebrbr• This spacious mountain home is designed for comfort and convenience across two levels:brbrEntry Level (Ground Floor)brbr• Large foyer with 9’ shuffleboard table, bench seating, and gear hooksbr• Primary bedroom with en suite bathroombr• Two additional bedroomsbr• Bonus bunk roombr• Full bathroombr• Stacked washer & dryerbrbrUpper Level – Great Roombrbr• Bright open-concept living space with mountain viewsbr• Fully stocked chef’s kitchen with island seating for 3br• Large living room with fireplace and Smart TVbr• Dining area perfect for group mealsbr• Half bathroombr• Spacious deck with outdoor dining and a propane fire pit table overlooking the woods and mountainsbrbrHeating & Cooling brbr• Comfort year-round with:br• Mini-split systems (heat + cool) in all bedrooms and the great roombr• Baseboard heaters in every room for supplemental warmthbrbrOutdoor & Indoor Enjoymentbrbr• Firewood provided under the covered front porchbr• Cozy wood-burning fireplace (flue must be opened before use)br• Propane grill on the deckbr• Propane fire pit table for relaxing eveningsbr• Smart TVs throughout the home for streaming your favoritesbrbr Fully Equipped Kitchen brbr• Kitchen includes everything you need: cookware, utensils, dishes, glassware, and tools for cooking at home. br• Note: There is no ice maker, but ice trays are provided.brbr Location Highlights brbr• Directly across from Chestnut Springs Park (pool, pavilion, playground, picnic area)br• 10-minute walk / 0.4 miles to Shamokin Springs Hiking Trailsbr• Short drive to ski lifts, Wintergreen Lodge, restaurants, coffee shop, and shopsbr• Minutes to hiking trails, overlooks, and scenic Blue Ridge Parkway accessbrbrPerfect For:brbr• Familiesbr• Ski tripsbr• Mountain retreatsbr• Weekend escapesbr• Remote work with a viewbr• Adventure vacationsbrbrWeek long stays, 7 days or more, include a weekly discount. Stay longer and explore everything the area has to offer.

Wintergreen Cabin, Hot Tub, Sauna, Walk to Trails

Wintergreen Resort, Virginia, United States

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Bath

Sleeps

$215.47

Beautiful cabin in the woods!brbrWelcome to our home! This beautiful mountain cabin is located on the top of Wintergreen Resort, and we are pleased to offer your family the same stress free, relaxing getaway we love to come enjoy!brbrThe house is a perfect for fit to enjoy Wintergreen with family and friends. It has a great open living and dining area on the middle floor where groups can spend their time together, as well as an upper and lower floor that offer quiet and privacy. There is wonderful wood burning fireplace and firewood is provided. The kitchen is well stocked with all of the pots and pans you will need and there is even a gas grill. A Keurig and regular drip coffee pot are provided, bring your own K-cups. All linens are provided, one set per person.brbrThe entry way to the home is very easy access with a flat driveway(steps are required to get to the front door). There is a wraparound deck on the main level, privacy deck attached to the master bedroom and a lower deck for the two lower bedrooms. The “stairway to heaven” puts you on an observation deck with seating and a serene view perfect for a picnic or evening around the fire pit.brbrWifi, Roku and loads of old DVDs can fill the downtime.brbrIt is in a great location with easy access to skiing, snow tubing, outdoor swimming pools and tons of hiking trails right out the front door. The Mountain Inn and Conference center are also a short distance away.brbr• Ski Access/Mountain Inn and Plunge tubing: 5 mins by car inside of resort to Mountain Inn/Ski main parking.brbr• Hiking: 700 yards to the Shamokin Springs Nature Preserve and trail.brbrWe are also centrally located to other nearby attractions such as wineries, breweries, several apple and strawberry orchards and fishing.brbr• Wineries: There are a ton! Veritas is about a 30 minute drive and has great wine and even better views.brbr• Breweries: 15 mins to Devils Backbone and Blue Toad Cidery. Several others within a few miles.brbr• Distilleries: VA Distillery Co. has great Whisky and Silverback has a smooth vodka!brbr• Orchards: Chiles Peach Orchard is 45 mins and Carter Mountain Apple Orchard is an hour away. Dickies Bros Orchard is about 30 mins on a beautiful mountain drive.brbr• Fishing: You can fly fish the Tye River for Browns and Rainbows and the Upper and Middle James for small mouth and much more.brbrWe are NOT club members. This means when you stay with us you will NOT have access to the fitness and aquatics center. However, daily family club pass are available for purchase through the resort with spa service purchase. The only way to get access to these amenities is to book through Wintergreen Resort or to have guest passes from a member.brbrWe have recently added air conditioning for the summer. Although, it usually stays pretty comfortable year round on the top of the mountain where we are located without it. Fans and open windows are quite comfy! One fan is provided for each bedroom.brbr**Sorry, no pets allowed.** A $510 deep cleaning fee will apply if this rule is broken and the pet will need to leave the property immediately.brbrPlease accurately enter the total amount of guests. The price shown is for maximum number of guests allowed at the property at all times-6. No parties or events are allowed. Any guests over the maximum amount of 6 are subject to extra person fees($50/person/night) unless previously discussed. brbr**There are outdoor security cameras located at the entrances of the home, which are “on”, for your safety, security of the property, and wildlife.

Relaxing 3 bdrm Mountain Cabin on Wintergreen Resort

Wintergreen Resort, Virginia, United States

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Bath

Sleeps

$222.09

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

Wintergreen Resort Condo: Walk to Ski Lift!

Wintergreen Resort, Virginia, United States

Bed

Bath

Sleeps

$504.02

Nestled at Wintergreen Resort, this unique Treeloft home is just steps from the slopes! Walking access just 4 houses down. Enjoy a spacious open-plan living area that leads to a large deck with seasonal mountain views—perfect for après-ski relaxation. Two primary bedrooms with king beds and attached ensuites provide ultimate comfort, while the cozy loft with bunk beds is ideal for kids or extra guests. Relax by the propane fireplace and take in the natural beauty—your perfect mountain escape!brbrPlease feel free to message us with any questions during your stay. We want to provide you with the best experience possible!brbrYou will have access to the entire home. You can walk a few houses down and access the Wintergreen slopes from there.brbrThe house has two main level primary bedrooms (king beds) with attached ensuites. The main bedroom also has a designated workspace with connection tot he back deck. brbrThe upstairs loft has a bunkbed and two twins. It is open to the family room down below with a spiral staircase.brbrOnly two vehicles can park in the driveway when it snows and the other vehicles must be parked on the lookout point. If cars are on the road during the plow, they may be towed.brbrFor guests staying more than a week, the Pet Fee for each pet is an additional $90/week. For one week or less, it would be at a regular charge of $90/pet max of two pets only.brbr***Please Note Regarding Cancellations:brIf you book through VRBO or directly with us, any cancellations will be refunded according to the terms of the selected cancellation policy. However, please be aware that credit card processing fees are non-refundable and will be deducted from the refunded amount.

The Distinguished Squirrel Chalet walking distance

Wintergreen Resort, Virginia, United States

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Bath

Sleeps

$325.83

Smart TV | Patio | EV Charger Across the Street (Charges Apply)brbrExperience the quintessential four-seasons getaway at this Wintergreen Resort condo, situated minutes from skiing, tubing, hiking, biking, summer concerts, wine/beer festivals, and so much more! With a polished interior, this family-friendly vacation rental boasts all the comforts of home, including Smart TVs in every room, al fresco dining, and a fully equipped kitchen. Don't wait, reserve your stay today!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bedbr- Bedroom 2: 1 queen bedbr- Bedroom 3: 1 queen bedbr- Bedroom 4: 2 twin bedsbrbrINDOOR LIVINGbr- Smart TVbr- Fireplacebr- Dining tablebr- Ceiling fansbr- Washer & dryerbrbrOUTDOOR LIVINGbr- Patiobr- Patio table & chairsbrbrKITCHENbr- Refrigerator, stove/oven, dishwasher, microwave, toasterbr- Drip coffee makerbr- Cooking basics, spicesbr- Dishware & flatwarebrbrACCESSIBILITYbr- Stairs are requiredbrbrPARKINGbr- Driveway (2 vehicles)br- Open lot & 2 EV charges (across the street, first-come, first-served)brbr-- THE LOCATION --brbr- Less than 1 mile to Wintergreen Ski Resort and Adventure Centerbr- Near Highlands Leisure Trailbr- 1 mile to Discovery Ridge Adventure Center and Snow Tubingbr- 10 miles to Humpback Rocksbr- 18 miles to Blue Ridge Parkway North Entrancebr- 43 miles to Charlottesvillebr- 119 miles to Richmond International 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- The property requires stairs for access

Groups Welcome! Condo ~ 1 Mi to Wintergreen Resort

Wintergreen Resort, Virginia, United States

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Bath

Sleeps

$438.52

Breathe in the fresh mountain air when you stay at The Retreat at Wintergreen in the Blue Ridge Mountains. This updated and spacious family-friendly home located in a quiet cul-de-sac includes two gas fireplaces, second floor deck, and a play area for the kiddos. The mountain has something for everyone from hiking, skiing, and swimming, to beer and wine tasting. The house is a short drive to the Wintergreen Spa and Lodge, and a quick walk to Devil's Knob Overlook and an Old Appalachian Trailhead.brbrThis spacious home has two large entertaining areas. On the main level enjoy the beautiful floor to ceiling windows offering a seasonal sunset mountain view with an up-to-date kitchen. Walk out onto the second floor porch to have your morning cup of coffee while listening to nature's serenade. The main floor also includes a gas fireplace, the master bedroom and bathroom with exposed beams and an extra half bathroom.brbrThe other entertaining space is located in the basement which has a gas fireplace along with a TV and fridge as well as another area for outdoor covered seating.. A full bedroom, bathroom, laundry room, and garage are also located on this level.brbrThe third floor boasts beautiful exposed hardwood ceilings and a special children's nook where they can enjoy playing games, coloring, and other kid-centric activities. Two bedrooms and one bath can also be found on this level.

Above the Clouds! Perfect Escape for Families!

Wintergreen Resort, Virginia, United States

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Bath

Sleeps

$434.15

This 4 bedroom / 3 bathroom beautiful mountain chalet with gorgeous panorama views offers ample space inside and out! Located on a private culdesac with nearly 4 acres and a long and flat driveway, you will be able to relax, unwind and explore with family and friends. We are less than a mile from the Wintergreen Lodge with access to restaurants, a deli/convenience store, and coffee shop.brbrThis home’s full renovation was just completed! Through the front door, you will enter into a stunning great room with a large stone fireplace. The updated kitchen comes with full size refrigerator, range, and dishwasher; stone countertops, coffee maker, toaster, microwave, Keurig, and wine fridge. The kitchen bar seats at least 4. The dining room table can seat 8, and the sunroom game table seats 4. brbrbrThere is a separate wing on the main floor with two bedrooms (Queen and 2-twin beds) and full bath. Upstairs, you will find the owner's bedroom (King) and bathroom. Downstairs is a large mudroom and laundry room, perfect for storing ski or hiking equipment as well as another full bath and large bedroom (King and 2-twin beds). The bedrooms boast beautiful mountain views and plenty of privacy.brbrThe sunroom includes a 14-foot Shuffleboard table and another large smart TV. brbrA very unique position on the mountain provides amazing sunrise and sunset views from the Great Room and two side porches. brbrThere is a large 55-inch TV in the great room as well as 2 smart tvs in the home.brbrAlso includes two convertible kid chairs that can serve as sleeping cots or just a cozy place to watch a movie. brbrFully stocked kitchen, games, puzzles and books. Nice bedding and linens. It has everything you need to relax, unwind and enjoy the gorgeous Blue Ridge mountains!

Private Mountain Lodge with Panorama Views

Wintergreen Resort, Virginia, United States

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Bath

Sleeps

$411.12

Discover the serenity of Eagle's Court in Wintergreen Resort when you stay at this 2-bedroom, 1.5-bathroom vacation rental. This condo offers the perfect escape for couples, families, and groups of friends. Hit the slopes directly from this rustic condo, practice your golf swing at Devils Knob Golf Course, or take a scenic drive along Blue Ridge Parkway. Unwind in the private hot tub or curl up by the cozy fireplace with your closest loved ones. This winter wonderland will warm your heart!brbr-- THE PROPERTY --brbrGas Fireplace | Pet Friendly w/ Fee | Washer/Dryer | ~0.2 Mi to Blackrock VillagebrbrBedroom 1: Queen Bed | Bedroom 2: Twin Bunk Bed w/ Twin TrundlebrbrWINTERGREEN RESORT (addt'l fees, paid on-site): Indoor & outdoor pools, fitness center, golf course, winter sportsbrMAIN FEATURES: Deck w/ private hot tub, forest & mountain views, 2 flat-screen TVs w/ cable, breakfast barbrKITCHEN: Refrigerator, stove/oven, microwave, dishwasher, drip coffee maker, blender, cooking basics, CrockpotbrGENERAL: Free WiFi, heat pump (warms and cools entire condo), towels/linens, trash bags/paper towels, hangers, hair dryerbrFAQ: Pet fee (paid pre-trip, 1 pet max)brACCESSIBILITY: Single-story condo on 1st floor, steps to accessbrPARKING: Community lot (1 reserved space), overflow lot (first-come, first-served)brbr-- THE LOCATION --brbrWINTERGREEN FUN: Wintergreen Mountain (direct ski-in/ski-out access), Wintergreen Resort (on-site), Eagles Swoop - ski in/out run (on-site), Discovery Ridge Adventure Center (0.3 miles), The Plunge Snow Tubing Park (0.3 miles), Wintergreen Resort Tennis/Pickleball (1 mile), Wintergarden Pool & Spa (1 mile), Devils Knob Golf Course (1 mile)brMORE OUTDOORS: Blackrock Park (0.7 miles), Shamokin Springs Nature Preserve (2 miles), Appalachian Trail & Blue Ridge Parkway at Dripping Rock Parking Area (8 miles)brENJOY THE VIEW: Devils Knob Overlook (1 mile), Ravens Roost Overlook (7 miles), Rock Point Overlook (7 miles)brAIRPORT: Richmond International Airport (118 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, 1 pet max)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 is located on the 1st floor and requires steps to access

Ski-In/Ski-Out Wintergreen Resort Condo + Hot Tub!

Wintergreen Resort, Virginia, United States

Bed

Bath

Sleeps

$215.25

Spend your days hiking the area’s 30+ miles of trails, completing the ninja warrior course, soaring down a zip line at ~40mph, tubing down a hill longer than 3 football fields, playing volleyball/kayaking in the lake or ski out/ski in the patio door to the best ski area in the region! Bring your friends/family to enjoy special home away from home! Book today & enjoy our two-level, two fireplaces, 3 bathroom unit with a warm cup of coffee/tea experiencing top-rated views! Dog friendly! Next to chairlift, hiking, deli, pet friendly, amazing views, wifi, & wineries!brThe spacebrTwo-level condo, each with it's own bathrooms and fireplaces! In addition to amazing views, our condo backs to hiking trails, sits at the top of the Highlands chair lift, and is a short walk to a dog park with another amazing view of the other side of the mountain!brGuest accessbrThe condo is all yours to enjoy while you’re there. We have two service closets for our cleaners and one closet for our owner’s personal items, all of which are locked. The rest of the space and all the fresh air you could wish for is yours to enjoy during your stay! There are five wide, with handrail steps to the building and then a flat walk to our condo’s front door. The main level is flat with the front entrance so main bedrooms, kitchen, dining, family room and large TV as well as the outdoor balcony overlooking the Mountain View are all accessible with no further steps.

Birds Eye: Mntn Views K-Bed DogOK Pool Tennis Golf

Wintergreen Resort, Virginia, United States

Bed

Bath

Sleeps

$289.73

Welcome to Blackrock Escape! Our home is the perfect getaway for couples and small families. brbr*Sleeps 4: Two King beds w/ Helix mattresses br*Wood burning fireplace *Hot tub br*Two decks *Gas grill br*Fast wifi *Smart TVsbr*Dogs Ok brbrWalk to hiking trails – the Plunge Trail at Blackrock Park is only a two-minute walk from the house. Three minute drive to the Mountain Inn and skiing. Endless activities await – hiking, cideries/breweries/wineries/distilleries, skiing, tubing...brbrHappy dog fee for first dog is $75/stay. Second dog considered on a case by case basis. If second dog is approved, an additional $75 fee will be collected separately after reservation is confirmed.brbrThe SpacebrbrOutside:brThere are two back decks for you to enjoy. The upper deck has a gas grill and table and chairs. The hot tub is on the lower deck – directly accessible from both bedrooms. brbrLiving Room:brSo many ways to relax – watch your favorite show or movie on the 65” smart TV, play a game, do a puzzle, enjoy the wood burning fireplace. (Note: Guests must provide their own firewood. We recommend purchasing firewood at The Market at Wintergreen Resort – two-minute drive from the house.)brbrBedroom One:brComfortable King bed w/ Helix mattress. En suite bathroom – with a tub/shower combo (early 80s vibe in bathroom is complimentary). 50” smart TV.brbrBedroom Two: brComfortable King bed w/ Helix mattress. En suite bathroom – with a tub/shower combo (early 80s vibe in bathroom is complimentary). 43” smart TV.brbrKitchen:brThe kitchen includes a Keurig K-Duo (single-serve and traditional coffee maker), Chemex pour-over coffee maker, dishwasher, microwave, crock pot, blender, hand mixer, pots, pans, baking sheets, baking dishes, and bowls. brbrLaundry: Full-sized washing machine and dryerbrbrAdditional Highlights/Amenities:br*Keyless accessbr*Hair dryersbr*Charging stations on nightstandsbr*Iron/ironing boardbr*Swim towels for hot tubbrbrGuest Access: Guests will be provided with a unique access code for keyless entry to the front door prior to arrival.brbrOther Things To Note:brbrThe house has one Ring floodlight camera in the front (covers the driveway and approach to front door area). brbrThe owner's storage area in the loft (accessed via the spiral staircase in the dining room) is not accessible to guests. brbrCertain Resort amenities are not available to anyone renting through VRBO. There is no guest access to The Aquatics + Fitness Center (indoor pool/fitness center), Devil's Knob golf course (on the mountain), Devil's Grill, or the Racquet Sports Facilities. The Resort does not currently offer day passes for purchase. (Note: Please contact Wintergreen Resort directly with any questions regarding access to specific Resort amenities.)brbrSeasonal resort activities (available for an additional fee) include: skiing, The Plunge Tubing Park, The Spa at Wintergreen, Discovery Ridge Adventure Center, The Treehouse, Stoney Creek golf course (in the valley), and on-site dining.brbrAccess to Lake Monocan (Sun, Mon, Wed, Thu, and Fri) is available for a fee. There are also a number of great hiking trails in/around Wintergreen.brbrGuests have free access to Chestnut Springs outdoor pool from 2pm - close daily (between Memorial Day and Labor Day) .

Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!

Wintergreen Resort, Virginia, United States

Bed

Bath

Sleeps

$253.94

Kick back and relax at this charming 3-bedroom, 3-bath Wintergreen Resort condo! Tucked away in the Blue Ridge Mountains with views of the Shenandoah Valley, this vacation rental is ideal for those seeking relaxation in the great outdoors. Hit the slopes at the resort, go tubing down the mountain, or simply stay home and enjoy the private balcony. When evening comes, you’ll love exploring different breweries and wineries on the Nelson 151 Trail!brbr-- THE PROPERTY --brbrPet Friendly w/ Fee | Wood-Burning Fireplace | Seasonal Resort Amenities | Dining Options On-SitebrbrBedroom 1: King Bed | Bedroom 2: 2 Twin Beds | Bedroom 3: King BedbrbrSEASONAL COMMUNITY AMENITIES: Resort, skiing, snow tubing, hiking, dining, nature center, golf course, equestrian center, lakebrMAIN FEATURES: 3 Smart TVs, private balcony, outdoor dining area, board games, booksbrKITCHEN: Cooking basics, refrigerator, microwave, stove/oven, dishwasher, dishware & flatware, blender, coffee maker, ice maker, toaster, spicesbrGENERAL: Free WiFi, central A/C & heating, in-unit washer/dryer, towels/linens, hair dryers, hangers, iron/board, trash bags/paper towels, complimentary toiletriesbrFAQ: Pet fee (paid pre-trip), stairs required to enterbrPARKING: Community parking lot (first-come, first-served)brbr-- THE LOCATION --brbrGET OUTSIDE: Wintergreen Resort (on-site), The Plunge Snow Tubing Park (2 miles), Shamokin Springs Nature Preserve (2 miles), Three Ridges Hike (5 miles), Ravens Roost Overlook (8 miles)brLOCAL EATS: The Copper Mine Bistro (1 mile), Upper Crust Pizza (1 mile), The Edge (2 miles), Stoney Creek Bar & Grill (12 miles)brTHINGS TO DO: Discovery Ridge Adventure Center (2 miles), Humpback Rocks (13 miles), Frontier Culture Museum (29 miles), Grand Caverns (34 miles), Monticello (44 miles)brBREWS + CIDER: Blue Toad Hard Cider (8 miles), Devils BackboneBasecamp Brewpub (8 miles), Bold Rock Nellysford Cidery (9 miles), Bryant's Cider & Brewery (15 miles), Brewing Tree Beer Co. (18 miles)brVINEYARDS: Caihailian Vineyard (8 miles), Hill Top Berry Farm Winery & Meadery (13 miles), 12 Ridges Vineyard (16 miles), Valley Road Vineyards (22 miles), Afton Mountain Vineyards (22 miles), Veritas Vineyards and Winery (22 miles)brAIRPORTS: Charlottesville Albemarle Airport (49 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 smoking or vaping of any kindbr- Pet friendly w/ $75 (+ fees & taxes, max 2 pets)br- 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 to enter

Wintergreen Resort Retreat w/ Skiing Access!

Wintergreen Resort, Virginia, United States

Bed

Bath

Sleeps

$363.89

Nestled among the trees, The Bear’s Perch is a cozy treetop retreat with a stone fireplace, spacious decks, and forest views. Sleeps 8+ with 3 bedrooms, 2.5 baths, and an extra bonus room. Only a 4-minute walk to the wintergreen slopes. hiking trails, and mountain overlooks. A warm, quiet escape to relax, gather with the New addition of a Sauna and Hottub Both with incredible Views tons to do in the summertime.

Beautiful 3 Bedroom Mountain House Private Sauna and Hottub

Wintergreen Resort, Virginia, United States

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Bath

Sleeps

$1,020

Escape to the mountains at this 5BR/4.5BA home in Wintergreen Resort! Enjoy breathtaking Blue Ridge Mountain views, cozy evenings by the firepit, hot tub, and direct trail access to the Old Appalachian Trail right from your backyard. Perfect for families, groups, and outdoor lovers.brbrSpacious & Fun: Two living areas offer plenty of room to relax and play. The main level features a bright open-concept living space with plenty of couches for the family, while the lower level includes a rock climbing wall a hit with kids and kids-at-heart! There are 4 bedrooms in the main house and one bedroom in the treehouse above the garage. brbrGather Together: The large kitchen is fully equipped for group cooking and flows into a dining area with seating for 14 - perfect for family meals and game nights. After exploring, unwind on the deck with a glass of wine and take in the mountain sunset.brbrSleeping Arrangements: 4 bedrooms in the main house and 1 bedroom in the treehouse. br• 2 upstairs in main house: King bed w/ ensuite bathroom + twin bunk bed roombr• 2 downstairs in main house: King bed w/ ensuite bathroom + 2 twin bunk beds room w/ bathroom outside roombr• 1 treehouse: King bed and twin bed with trundle with full bathbr(4.5 bathrooms total)brbr Extras You’ll Love:br• Garbage removal service (no trash hauling!)br• Washer & dryer br• Plenty of parking brbrAdventure Awaits: Step right onto the yellow-blazed trail that connects to the Old Appalachian Trail. Stunning overlook 1/5 mile from the house. brbrBook your stay and enjoy mountain views, outdoor adventure, and indoor fun for everyone.

Rock Climb Wall, “Treehouse” Suite, Hot Tub, Blue Ridge Views, Sleeps 14

Wintergreen Resort, Virginia, United States

Bed

Bath

Sleeps

$593.43

*NEW HOT TUB* 5/6 BR spacious home for friends and family retreat with EV Charger Level 2!brWe offer a 10% discount on the nightly rate to military, first responders, nurses and teachers. The discount is applied after booking (in the form of a refund) and after verification is provided.brNew hot tub! Water is changed after every guest stay to ensure fresh, clean water.brOnly a 5-minute walk to the slopes and located in the stunning Blue Ridge Mountains, this 5/6-bedroom, 4-bath home is perfect for a family retreat.brClose to hiking & wineries, this spacious & comfy spot offers something for everyone. Shenandoah National Park and the Appalachian Trail boast endless breathtaking views and hikes appropriate for all.brWe are only a short drive down the mountain to Nelson 151, which has many wineries, breweries, cideries, distilleries, and restaurants.brAs part of the Wintergreen Resort, guests have easy access to the Resort's year-round adventures including, of course, skiing and snow tubing during the winter months.brThe home is only a short 5-minute walk to the slopes; you can ski right down Upper Tyro.brThe main floor of the home consists of a fully stocked kitchen, large dining table and bar area, the Great Room with comfy seating and a propane fireplace, and a full bathroom.brA room is located off the Great Room which can serve as either another relaxation space or can be converted into an additional private bedroom with a queen-size futon.brAnother room which shares the fire place with the Great Room has a TV and game console.brThe deck off of the Great Room has a propane grill and propane heat lamp.brThe lower level of the home has all of the bedrooms, 3 full bathrooms, and a private office space.brIn the summer months, guests have access to two community pools and a lake with picnic tables and play areas perfect for all ages.brAdditionally, Wintergreen Resort has a spa that is open to the public! They offer many services and all rates/services are available on the resort website.brbr

Lodge

6 BR home, NEW HOT TUB, EV Charger.Walk to slopes! Close to wineries & breweries

Wintergreen Resort, Virginia, United States

Bed

Bath

Sleeps

$391.08

Welcome to the Hickory Hideaway! This 5 BR, 4 BA home is located in the heart of Wintergreen Resort. The home features a wood burning indoor fire place, 2 main level master suites, and a fully stocked kitchen. Downstairs you will find an additional gathering area and game room featuring a pool table, dart board, bar, card table and an assortment of games. All TVs (Living Room, Game Room & 2 Master BRs) are equipped with Youtube TV and Roku for all streaming services. Washer/Dryer and Wi-Fi are included. With 5 bedrooms and a loft, this home sleeps up to 12.brbrDue to the steepness of the staircase to the loft area, we request that the loft is only used by individuals 12+ years of age.brbrTo ensure the security of our guests, there is one security camera located on the exterior of the home. brbrAs a first responder family, we are honored to extend a 5% discount on the nightly rental rate to all Fire/EMS, Police, Healthcare workers, and Teachers. To obtain discount, please send us a message with proof of employment prior and requested dates prior to booking.

Hickory Hideaway- 5 BR 4 BA with game room and indoor fire place

Wintergreen Resort, Virginia, United States

5

Bed

4

Bath

12

Sleeps

$342.4

Welcome to our mountain top home, just minutes from the heart of the resort, connected to walking trails, and with spectacular views. Our home is ideal for families, getaways, exploring the brew and wine scene, and hiking and skiing.brbrEnter this recently renovated home and discover an open floor plan on the main level with endless views of Shenandoah Valley. brbrHighlights include:brbr⊹ Spectacular Mountain Top viewsbr⊹ Every bedroom has an en suite bath!br⊹ Helix Hospitality Mattressesbr⊹ Cozy wood-burning fireplacebr⊹ Three Roku TVsbr⊹ Recently Renovatedbr⊹ Private parkingbr⊹ Large lockable ski lockerbrbrBring the family or a large group and enjoy the common space for gathering and another 3 floors of bedrooms to spread out and enjoy privacy.brbrWhen you come in the front door you will immediately experience the updated coziness and attention to detail in this home.brbrMAIN LEVELbrbrThe Main Level features an open floor plan kitchen, dining, living space, and a half bath. The dining has seating for 8+ with additional bar seating for 5. The kitchen is well-equipped with updated finishes and all of the cookware/appliances you could need for a home-cooked meal. All of the basic necessities are provided- coffee, creamer, sugar, olive oil, salt & pepper. The living room boasts vaulted ceilings, wall-to-wall mountain views, a wood-burning fireplace (please bring your own firewood), and access to the scenic deck. The Roku TV has all of the standard apps- just bring your own login. There is a custom-made, detailed GuideBook that provides information about both the house and activities, food, wine, beer, hiking, etc in the local area. brbrBEDROOMSbrbrThere are 4 bedrooms, each with its own updated private full bath. brbr⊹Bedroom 1 (top floor) features a queen bed and a 3/4 bathroom.br⊹Master Bedroom (middle floor) features a king bed, a full bathroom with a double vanity, a walk-in closet, and a private deck with mountain views.br⊹Bedroom 3 (middle floor) features a queen bed and a private bathroombr⊹Bedroom 4 (bottom floor) features a queen bed, twin bunk beds, and a private br bathroom.br⊹All 4 en suite bathrooms have a hair dryer. br⊹A pack-n-play with sheets is available for use. brbrOUTDOOR SPACEbrbrA short 100 yard walk right up the hill from the home is a private community picnic area with gorgeous views of the mountains and valley. Enjoy an unforgettable mountain sunset as you relax and play bocci ball and corn hole.brYou will also have access to the outdoor Chestnut Springs and Rhodes Farms pools located nearby (Memorial Day through Labor Day)brbrTRIP GUIDEBOOKbrbrWe created a custom 34 page Trip Guidebook for our home that we will email to you a couple of days prior to check-in. A hard copy is also available in the home. Features include:brbr✔ Information about the house for check-in/out and during your staybr✔ Details about Wintergreenbr✔ Information about area food, breweries, wineries, cideries, and distilleriesbr✔ Ideas for things to do with kidsbr✔ Ideas for activities and day tripsbr✔ Our favorite hiking trails both in and around WintergreenbrbrATTENTION TO DETAILbrbr✔ We provide high-end and health-conscious Public Goods brand shampoo, conditioner, body wash, hand soap, and lotion.brbr✔ Our home has a washer and dryer, along with an ironing board and iron for your use.brbr✔ We keep a first aid kit in the kitchen for minor cuts and scrapes.brbr✔ The living room, master bedroom, and downstairs kid bedroom feature Roku TVs, just bring your own login and enjoy any standard app.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 are included.

Spacious + Serene Mtn Top Escape, 4 En Suites

Wintergreen Resort, Virginia, United States

Bed

Bath

Sleeps

$499.15

Welcome to The Honey Den - a warm 5BR, 4.5BA mountain home designed for slow mornings, golden-hour decks, and easy together time. Set among the trees, you get a dramatic double-height great room with a wood-burning fireplace, two levels of outdoor living including a hot tub and fire-table lounge, and flexible sleeping for families with two kid-friendly rooms downstairs. Slide open the doors to dine outside with a view, then wind down by the hearth after a day on the slopes or trails.brbrAt-a-Glancebrbr✓ ALL-YEAR FUNbr✓ HOT TUB + FIRE-TABLE LOUNGE (lower deck)br✓ DOUBLE HEIGHT LIVING/DININGbr✓ WOOD BURNING FIREPLACEbr✓ OPEN PLAN with sliders to decksbr✓ OUTDOOR DINING, HAMMOCK, BBQ GRILLbr✓ ENTERTAINMENT ROOMbr✓ HIGH-SPEED FIBER WIFIbr✓ NESPRESSO + DRIP COFFEE STARTER SETbr✓ DOG FRIENDLY (see Policies)brbr✓ 5 BEDROOMS • 8 BEDS • SLEEPS 11br✓ 4 FULL BATHS • 1 HALF BATH brbrbr★ FIRST FLOOR OVERVIEW ★brbr[ENTRY + POWDER]br✓ Step-in entry from boardwalk stairwaybr✓ Half bath and coat closet near the front door for easy access brbr[LIVING ROOM]br✓ Double-height vaulted wood ceiling, treetop viewsbr✓ Floor-to-ceiling stone wood-burning fireplacebr✓ Smart TVbr✓ Sliders to main deck for seamless indoor-outdoor flowbr✓ Après-ski ready: cocoa, a fire, and a movie night within steps brbr[OPEN KITCHEN + DINING]br✓ Fully equipped kitchenbr✓ Dining table with overflow table availablebr✓ Nespresso + drip coffee starter setbr✓ Easy pass-through to outdoor dining brbr[MAIN DECK: EXTERIOR LIVING]br✓ Outdoor dining with a viewbr✓ Hammock for afternoon readsbr✓ BBQ grillbr✓ Sunset-friendly seating areas brbr[PRIMARY FIRST-FLOOR BEDROOM w/ ENSUITE]br✓ Queen bedbr✓ Ensuite full bath with tub/shower combobr✓ Quality linens and bedside charging brbr★ SECOND FLOOR OVERVIEW ★ brbr[KING BEDROOM]br✓ King bed with vaulted ceilingbr✓ Dedicated sit/stand work deskbr✓ Quality linens and bedside charging brbr[QUEEN BEDROOM w/ENSUITE ACCESS]br✓ Queen bed with vaulted ceilingbr✓ Calming treetop outlookbr✓ Quality linens and bedside charging brbr[HALL BATH]br✓ Tub/shower combobr✓ Well-lit vanitybr✓ Fresh towels and bath essentials br✓ Ensuite access to Queen Bedroom brbrbr★ LOWER LEVEL OVERVIEW ★ brbr[ENTERTAINMENT ROOM]br✓ Flexible lounge set-up for games and movie timebr✓ Smart TVbr✓ Foosball Tablebrbr[LOWER DECK: HOT TUB + FIRE-TABLE LOUNGE]br✓ Plush sectional around a fire tablebr✓ Soak under the stars in the hot tubbr✓ Second outdoor zone separate from dining deck abovebrbr[LAUNDRY ROOM]br✓ Full size side-by-side washer and dryerbrbr[CHILDREN’S ROOM 1]br✓ Three twin beds (one as an upper bunk)br✓ Space to spread out toys and gearbr✓ Dedicated Hall Bathbrbr[LOWER HALL BATH]br✓ Convenient to bunk area and loungebr✓ Tub/shower combo br✓ Fresh towels and bath essentials brbr[CHILDREN’S ROOM 2 “GIRLS ROOM” w/ ENSUITE]br✓ Two twin bedsbr✓ Ensuite full bath adjacent with tub/shower combobr✓ Closet and nightstand storage brbrbrNearby Highlightsbrbr★PANORAMIC PURSUITS★brFounders Vision Overlook - (6 minute drive, 2 miles)brDevil’s Knob Overlook - (7 minute drive, 2.5 miles)brRaven’s Roost Overlook - (19 minute drive, 9 miles)br20-Minute Cliff Overlook - (22 minute drive, 11.6 miles)brbr★UNCORK AND UNWIND★brVeritas Vineyards - (26 minutes, 18.3 miles)*brHazy Mountain - (27 minutes, 19.6 miles)*brCardinal Point - (24 minutes, 16.7 miles)*brFlying Fox - (23 minutes, 16.8 miles)*br12 Ridges - (22 minutes, 12.9 miles)*brbr★HOP TO IT★brBlue Toad Hard Cider - (8 minutes, 4.6 miles)*brBold Rock - (9 minutes, 5.9 miles)*brDevil’s Backbone Basecamp - (14 minutes, 7.6 miles)*brThree Notch’d Brewery - (16 minutes, 10 miles)*brBlue Mountain Brewery - (29 minutes, 20.5 miles)*brbr★STEP INTO NATURE★brUpper Shamokin Falls and Morgan’s Loop - (9 min drive, 3.1 miles)brThree Ridges/A.T. Trail - (14 min drive, 6.2 miles)brWhite Rock Falls Loop - (21 min drive, 11 miles)brCrabtree Falls - (39 min drive, 21.9 miles)brbr★TEE TIME TRIUMPH★brStoney Creek Golf Course (25 minutes, 13.7 miles)brSwannanoa Golf Course and Country Club (26 minutes, 16.2 miles)brOld Trail Golf Club (30+ minutes in Crozet)brbr(All distances listed are from the WTG Entrance) brbrbr★ POLICIES / HOUSE RULES ★brNo Parties or EventsbrNo Smoking (inside or outside)brBooking Guest Age Minimum: 25brOccupancy per booking details. No additional overnight guests without prior approval.brLocal laws and ordinances apply.brQuiet Hours: 10:00 PM to 8:00 AMbrCleanliness: shoes off inside; no food or drink in bedrooms.brRespect Nature: no littering or wildlife disturbance.brbrPets (Dog-Friendly Home): up to 2 dogs under 50 lb each permitted with a one-time $50 pet fee per week. Notify in advance. Dogs not to be left alone unless crated. No dogs on beds. Registered service animals accommodated with notice. Guest is responsible for cleanup and any damages.brbrSecurity Camera Note: a Blink doorbell device may be present at the front entry, outward-facing only, motion-activated. No interior recording.brbrBreaking rules may result in termination of the stay with no refund. Guests without prior reviews may be asked to complete third-party verification via Truvi for a $30 fee. Thank you for helping us keep The Honey Den restful for everyone.

The Honey Den - Your Family's Spring Retreat

Wintergreen Resort, Virginia, United States

Bed

Bath

Sleeps

$963.43

Welcome to Alpenglow, one of the finest homes in Wintergreen! The year-round views are truly magnificent, especially from the deck which boasts a propane firepit, dining area, and our signature sunken hot tub. Inside, you'll love the vaulted ceilings, open floor plan, billiards room, and additional game room. The home is a sprawling 5600 sq ft, and all 5 bedrooms have private bathrooms. Plus, pet friendly! Managed by Chris at New School Hosting.brbrThere's a ton to do in the area! Alpenglow is about a mile to the slopes and a few minutes’ drive to all the dining and entertainment at Wintergreen. 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:brbrDeck:brbr- The main deck features outdoor dining for 10, a gas firepit (propane provided), and additional seating area.br- A few steps down, you'll find our sunken hot tub where you can soak in the views year-roundbr- The railings on both decks are glass, allowing for unobstructed viewsbr- The side of the deck also has a gas grill (propane provided)brbrMain level:br(Note: there are zero steps required to enter main level from driveway)brbr- Grand living room with large sectional, big screen TV, wood-burning fireplace, and separate seating area in front of the wall of windows.br- Dining table can seat 10, plus room for 4 more at the kitchen barbr- Fully stocked gourmet kitchen with top-tier Viking and Sub-Zero appliancesbr- Additional dining area that seats 6br- Billiards room with 2-sided fireplace, seating area with TV, and half bathbr- BR 1: Master bedroom with king bed and fireplace. Attached ensuite bathroom features double vanities, large jetted tub, and steam shower.br- BR2: Master bedroom with king bed and attached bathroom.br- BR3: Master bedroom with king bed and fireplace. Attached ensuite bathroom features large jetted tub and tile shower.br- Office with desk/chair and great viewsbr- Additional half bath by laundry roombr- Laundry room with full size washer and dryerbr- Mud room with storage for ski equipmentbrbrLower level:brbr- Downstairs, you'll find a rec room with foosball, air hockey, arcade game, and big screen TV with seating. Great place to send the kids when you want some peace and quiet!brbrUpper level:brbr- BR 4: Master bedroom with queen bed and attached full bathroom. This room also has a lofted area with an additional queen bed.br- BR 5: Master bedroom with 2 twin beds and attached full bathroom.brbrOther things to note:brbr- Alpenglow is pet friendly! We allow up to 4 pets with a $200 pet fee (total, not per pet or per night).br- Wintergreen offers hiking, skiing, snowboarding, tubing, swimming, dining, spa, ropes course, golfing, and much more.br- The driveway is large and can fit 5-6 vehiclesbr- Wifi is fast with a strong signal throughout the house and decks. Two bedrooms, the living room, the billiards room, and the rec 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- 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.

Chalet

Alpenglow- Amazing views, 5 Masters, 5600sf

Wintergreen Resort, Virginia, United States

Bed

Bath

Sleeps

$572.73