Home Vacation Rentals By Owner In Wintergreen Resort, VA

Showing 120 Of 256 Vacation Rentals
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Exceptional(2)

$932.85

/ Nightly
Cabin

Blue Ridge Bliss 9BR/6BA: 2 Homes Across the Street from each other! Sleeps 24

Wintergreen Resort, Virginia, United States

Discover Blue Ridge Bliss Across Two Homes:brbrExperience the ultimate retreat with two homes across the street from one another: Pleasant Point, a 6-bed, 4-bath luxury escape with hot tub, sauna, game room with shuffleboard and arcade games, and more; and Quisisana South, a cozy 3-bed, 2-bath cabin with a hot tub, ping pong table and outdoor firepit nestled in serene woods. Perfect for family reunions, weddings and events in the heart of the Blue Ridge Mountains.brbrBlue Ridge Bliss is thoughtfully appointed to ensure your stay is enveloped in comfort:br✔ 2 Homes with plenty of space for large gatherings of friends and familiesbr✔ Inviting great rooms with 3 ambient wood-burning fireplacesbr✔ 2 Modern kitchens and a kitchenette, recently updated, complete with culinary essentialsbr✔ Multiple indoor and outdoor dining spaces with plenty of seating for everyonebr✔ 4 bedrooms with king beds (2 with en suites)br✔ 2 secondary queen bedrooms that offer peaceful relaxationbr✔ 3 playful bunk bedrooms that offer a fun space for the kids to relax.br✔ Hot tub and Sauna in screened in and covered patio accessible from the basement and an additional hot tub under the trees at Quisisana Southbr✔ Game room with Arcade games, Darts and Shuffleboard, additional screened in game room with ping pong, darts and foosball at Quisisana Southbr✔ Wet bar in basement with HD television and space to play cardsbr✔ Outdoor firepits with plenty of seatingbr✔ Tetherball, Disc Golf and Corn Hole for outdoor tournamentsbrbrGuest accessbrbrUnlock the full Blue Ridge Bliss experience with these exclusive features:br✔ Effortless check-in with keyless entrybr✔ Expansive decks for leisurely outdoor momentsbr✔ Private hot tubs and sauna to unwind under the starsbr✔ Gameroom with shuffleboard, darts and arcade gamesbr✔ Exclusive screened in exterior game room for entertainment and fun (accessible via exterior staircase)br✔ ✔ Pet-Friendly ($300 additional pet fee for up to four dogs) brbrbrNeighborhoodbrbrExplore the enchanting surroundings of Blue Ridge Bliss:br✔ Traverse the family-friendly Old Appalachian Trail for a nature adventurebr✔ Engage in winter sports or golf, right at your doorstepbr✔ Delight in local cuisine or indulge in a spa day nearbybr✔ Immerse yourself in the vibrant local culture and outdoor activitiesbrbrYour mountain sanctuary awaits at Blue Ridge Bliss Book now and step into a storybook setting that's sure to become a cherished chapter in your life's adventures.brbrThe home is stocked with a starter supply of paper products and toiletries to get going, but it is recommended that you bring or purchase more to last for the duration of your stay.brbrHigh speed Wifi is an amenity that is provided at the property but we cannot guarantee functionality for issues that are beyond our control. Potential Wifi outages will always be handled in a timely manner and resolved to the best of our ability. Unfortunately it is not guaranteed that our solutions will fix the issue and refunds will not be given for Wifi malfunctions.
Bed 9

Bed

Bath 6

Bath

Sleep 25

Sleeps

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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 3

Bed

Bath 2

Bath

Sleep 7

Sleeps

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Exceptional(7)

$567.45

/ Nightly
Private Vacation Home

Hilltop Hideaway - Wintergreen 5BR with Hot Tub

Wintergreen Resort, Virginia, United States

Welcome to Hilltop Hideaway! Located in the heart of Wintergreen, Hilltop Hideaway features a hot tub, 2 propane firepits with seating, and covered outdoor dining. Inside, you'll love the soaring ceiling with a light-drenched open concept living room / dining / kitchen, plus a separate living room / game room downstairs. With 5 bedrooms, the house sleeps 12 comfortably. Zero steps to enter the home. Plus, pet friendly! Managed by Chris at New School Hosting.brbrHilltop Hideaway is located in the heart of beautiful Wintergreen in Virginia, which has tons to do for all ages, year-round. We are just a few minutes’ drive to the slopes and 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), plus there are other great trails just down the street. 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 house has 5 bedrooms and 3 bathrooms, with the layout as follows:brbrMain level (note: zero steps required to enter home from driveway):brbr- Main level deck features covered dining for 6, propane firepit with 4 adirondack chairs, and gas grill (propane provided for firepit and grill)br- Living room with wood-burning fireplace (wood provided) and big screen smart TVbr- Dining area for 8, plus room for 4 more at the kitchen barbr- Fully stocked kitchen with brand new counters, stainless appliances, island with bar seatingbr- BR1: King bedroom with workspace area and bathroom accessbr- Full bath with dual entry (BR1 and hallway)- double vanity and shower/tub combobr- Laundry room with washer / dryerbrbrUpper level:brbr- Loft area overlooking living room with deskbr- BR2: King bedroom with workspace areabr- BR3: Small bedroom with sofa bed and smart TVbr- Full hall bath with showerbrbrLower level:brbr- Lower level deck features hot tub and propane firepit with seating for 8br- Additional living room / game room with pool table, shuffleboard, arcade machine, large smart TV, and multiple seating areasbr- BR4: Queen bedroombr- BR5: Bunk bedroom with twin-over-full bunk bed plus twin-over-twin bunk bed, and smart TVbr- Full hall bath with shower/tub combobr- Laundry room with full size washer and dryerbrbrOther things to note:brbr- Hilltop Hideaway is pet friendly! We allow up to 2 dogs with a $100 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 can easily fit 5-6 vehicles. There is an overflow parking lot nearby if needed.br- Wifi is fast with a strong signal throughout the house and decks.br- The living room, downstairs living room/game room, and 2 of the bedrooms have smart TVs where you can access whatever streaming services you subscribe to. We do not subscribe to cable.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, high chair, and kid dishes 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.
Bed 5

Bed

Bath 3

Bath

Sleep 12

Sleeps

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Exceptional(9)

$547.71

/ Nightly
Private Vacation Home

Wintergreen Resort Retreat: Ski, Hike, Golf!

Wintergreen Resort, Virginia, United States

From skiing at Wintergreen Resort to hiking the Appalachian Trail, this 4-bedroom, 3-bath house is perfect in any season. The vacation rental features at-home comforts, including furnished multi-level decks, a wood-burning fireplace, Smart TVs, and a fully stocked kitchen. Enjoy a round of golf, a scenic drive on the Blue Ridge Parkway, or grab a drink at a local brewery. Between your outdoor adventures, unwind with a family cookout and an al fresco meal surrounded by the mountain vistas.brbr-- THE PROPERTY --brbrPool Access | Outdoor Dining | In-Unit Washer & Dryer | Free WiFibrbrCreate new family traditions at this charming Wintergreen Resort home, perfect for ski vacations, leaf-peeping adventures, and golf getaways in the mountains.brbrBedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3: Queen Bed | Bedroom 4: 2 Twin BedsbrbrOUTDOOR LIVING: Furnished multi-level decks, gas grill, mountain viewsbrINDOOR LIVING: 3 Smart TVs, wood-burning fireplace, jetted tub, dining table, ceiling fans, board gamesbrKITCHEN: Fully equipped, cooking basics, dishware & flatware, drip & Keurig coffee makers, toaster oven, blender, knife set, breakfast bar w/ seatingbrGENERAL: Central heat & A/C, laundry detergent, linens & towels, complimentary toiletries, keyless entry, hair dryers, iron & boardbrFAQ: 5 exterior stairs required to enter, bedroom & bathroom on main level, 3 exterior security cameras (facing out)brPARKING: Gravel driveway (3 vehicles)brbr-- THE LOCATION --brbrWINTERGREEN RESORT ( 2 miles): Skiing, tubing, fishing, boating, hiking, golfing, mountain bikingbrOUTDOOR RECREATION: Three Ridges Hike (2.8 miles), Three Ridges Overlook (3.4 miles), Upper Shamokin Falls Trail (4.8 miles), Cedar Cliffs/Appalachian Trail (6.6 miles), Humpback Rock (16.0 miles), Blue Ridge Parkway (16.4 miles)brHIT THE LINKS: Devils Knob Golf Course (2.8 miles), Stoney Creek Golf Course (12.6 miles), Swannanoa Golf Course and Country Club (14.8 miles), Orchard Creek Golf Course (16.6 miles), Old Trail Golf Club (27.7 miles)brVINEYARDS: Caihailian Vineyard (5.9 miles), 12 Ridges Vineyard (14.1 miles), Valley Road Vineyards (19.9 miles), Afton Mountain Vineyards (20.4 miles), Lovingston Winery (24.2 miles), Mountain Cove Vineyards (26.9 miles), Ankida Ridge Vineyards (33.9 miles)brBREWERIES: Devils Backbone Basecamp Brewpub (6.5 miles), Wild Wolf Brewing Company (9.0 miles), Brewing Tree Beer Co. (15.8 miles), WildManDan Brewery (17.1 miles), Blue Mountain Brewery (19.5 miles)brAIRPORT: Charlottesville - Albemarle Airport (47.0 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 gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: While there is a bedroom and bathroom on the main level, the property requires 5 exterior stairs to enter and may be difficult for guests with limited mobilitybr- NOTE: Your safety matters. This property features 3 exterior security cameras: 1 camera is located at the front door and faces the entryway, and cameras 2 and 3 are located on the back of the house facing the back entrances. The cameras are outward facing and do not look into interior spaces. The cameras record video and sound when activated by motion. They will record when they first sense motion and 30 seconds after the last motion is detected
Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps

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Exceptional(17)

$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 2

Bed

Bath 2

Bath

Sleep 4

Sleeps

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Exceptional(9)

$724.34

/ Nightly
Apartment

Sauna, dog friendly Amazing views to ski slopes

Wintergreen Resort, Virginia, United States

Welcome to Your View Above the CloudsbrbrThis spacious, sunlit, two-floor penthouse condo sits right on the ridge at Wintergreen Resort, offering stunning views of the mountains and ski slopes. Wall-to-wall windows span the width of the living and dining areas, showcasing breathtaking vistas. Sunlight floods the vaulted living room on clear days, perfect for curling up with a good book — and a wood-burning fireplace creates the ideal cozy atmosphere on chilly evenings.brbrWe value your privacy and want to ensure that you have a relaxing and uninterrupted stay. As such, our approach is to provide you with complete privacy throughout your time at the house. However, we also understand that sometimes you may need assistance or have questions during your stay.brbrRest assured; our dedicated team is available to assist you whenever you need. Whether you have inquiries about the property, need recommendations for local attractions, or require any other assistance, our team is just a phone call or message away. We are committed to making your stay as enjoyable as possible, and we are more than happy to address any concerns or provide any necessary support.brbrYour comfort and satisfaction are our top priorities. We strive to strike the perfect balance between respecting your privacy and ensuring that you have access to the assistance you need. Enjoy the peace of mind knowing that a helpful team is available to support you whenever necessary.brbrThings to Do at & Around Wintergreen Enjoy everything Wintergreen and the surrounding Blue Ridge Mountains have to offer: br-Drive the Blue Ridge Parkway for breathtaking overlooks br-Go tubing or skiing down the mountain br-Hike Humpback Rocks br-Relax at Lake Monacan br-Visit Upper Shamokin Falls br-Attend concerts or theatrical productions br-Explore the Nature Foundation and the children’s “Treehouse” br-Rejuvenate at the Wintergreen Spa br-Golf at Stoney Creek in the Valleybr brIn July and August, Wintergreen hosts its renowned Summer Music Festival with concerts and master classes — a beautiful time to visit. Winter is prime season. Lift and tubing tickets sell out quickly, so we recommend purchasing in advance. Ski rentals can be reserved at The Ski Barn at the base of the mountain (Rt. 151 & Rt. 664).brbrbrGuests will enjoy exclusive access to the entire property, ensuring complete privacy and freedom during their stay. Ample parking space is available in a private area. Guests will receive the door code 24 hours prior to their scheduled check-in.brbrDuring the summer, you will have access to the Chestnut Springs Pool on the mountain and the Rodes Farm Pool down in the valley. Spa Day Guests may use the Aquatics & Fitness Center the same day of a full-length Spa service for more information about access and rates please contact the Aquatics & Fitness at Wintergreen ResortbrbrWith four bedrooms and four baths, there’s plenty of room for family and friends to get together for fun and relaxation. Sunlight floods the spacious vaulted living room on sunny days, perfect for curling up with a good book, and there’s a wood-burning fireplace for cozying up on a chilly night. On warm days, you can soak in the sun and dine al fresco on the enormous wraparound deck, stretching the width of the living room and wrapping all the way around to the master bedroom suite.brbrThe condo is well stocked with books and games, and it has high speed internet and Roku TV offering all your streaming favorites. If you’re feeling musical, there’s a guitar just waiting to be played.brbrThe condo has four bedrooms, three of them en suite. brbrThere are two bedrooms on the first floor. The master bedroom suite has a king-size bed, a spacious bathroom with a Jacuzzi and shower, a Roku TV, and a private entry to the wraparound deck. The second bedroom has a queen-size bed and a small balcony overlooking the Devil’s Knob golf course.brbrThere are two additional bedrooms on the second floor, both with private baths. One of them has a queen-size bed, Roku TV, and a wide window overlooking the mountains. The other has two twin beds and overlooks the golf course.brbr1. High-speed wifi: But of course!br2. Bed and bath linens: The best. We love luxe.br3. Hair dryers: Each bathroom has one.br4. Toiletries: We have you covered. We provide shampoo, conditioner, bath wash, hand soap, and all paper products.br5. Coffee: Again, we have you covered. There’s a 14-cup coffee maker on the counter, and we’ll spot you for your first morning or two.br6. Laundry: Second floor laundry closet, with a brand new washer and dryer.br7. TV: Roku TV in the living room and all four bedrooms.br8. Work stations: Two of the four bedrooms have desks.br9. Free firewood: Available right outside the condo’s front door, next to the parking lot.br10. Yoga mats and hand weights: They’re stored in the small closet under the stairs.br11. Infrared sauna: Big enough for two people.br12. Guitar and ukulele: Give them a try! brbrThe condo is on the top floor, and elevator access is not available, so it might not be a good choice for guests with limited mobility.brbrDuring ski season, there’s a shuttle bus to the Mountain Inn that stops in front of the condo every 30 minutes. Or, it’s about a 10-minute walk from the condo to the Highland Express chairlift, on Black Diamond ski slopes.brbrChair lift and tubing tickets sell out quickly! We recommend buying tickets before you arrive. You’ll find links on Wintergreen Resort’s website. You may need to reserve ski rentals ahead of time, also (you can rent ski equipment in winter and bicycles in summer from The Ski Barn, at the intersection of Rt. 151 and Rt. 664, at the bottom of the mountain).brMotorcycles are prohibited on the mountain. brbrGuests driving motorcycles may park them at the entrance to the WPOA community office building during their stay.brbrThere is a Ring doorbell next to the front door (for security) and a Ring camera on the deck, looking out over the valley and ski slopes and pointed away from the condo. You’ll have complete privacy inside the condo and on the deck.brbrWe welcome friendly, well-behaved, completely housebroken dogs under 45 pounds. There is anbradditional fee for bringing your dog.
Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps

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Exceptional(10)

$1365.56

/ Nightly
Chalet

Fully Loaded 8BR in Wintergreen! Sleeps 23

Wintergreen Resort, Virginia, United States

Welcome to Crawfords Escape, a designer-decorated 8BR 4500 sf chalet in scenic Wintergreen that sleeps 23. Outside, enjoy the barrel sauna with mountain views, hot tub, firepit with outdoor projector screen, spiral slide and playground, and multiple dining / lounging areas. The interior is equally impressive, with post and beam architecture, gourmet kitchen, dining space for 21, and two game rooms. Plus pet friendly! Managed by Chris at New School Hosting.brbrThere's a ton to do in the area! Crawfords Escape is about a 5 minute drive to the slopes and 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:brbrOutside, ground level:brbr- Brand new 7 person hot tubbr- Redwood Outdoors cedar barrel sauna with panoramic views of the mountainsbr- Wood-burning firepit area with 8 adirondack chairs. There is a pull-down screen for an outdoor projector so you can watch a movie under the stars! Firewood is provided.br- Playground area, including a spiral slide from the upper deckbr- Front porch with seating area and mountain viewsbrbrInside, main floor (the middle floor):brbr- Grand living room with vaulted post and beam architecture, big screen TV, and mountain viewsbr- Dining area with primary table that seats 12, plus an additional smaller table nearby seats 6. 3 more can fit at the adjoining kitchen bar.br- Gourmet kitchen with granite counters and stainless appliances, including 2 ovens, a large primary refrigerator and 2 smaller beverages coolers.br- BR1: Master bedroom with king bed, vaulted ceiling, and private balcony. Ensuite bathroom features double vanity, tile shower, soaker tub, and heated floors.br- BR2: Queen bedroom with electric fireplace and outdoor access. NOTE: there is a half bath just outside this bedroom, but the nearest full bathroom options are the master bath on this level, or the hall bath downstairs.br- Half bathbr- Laundry roombr- Deck #1 off of living room features couch area with propane firepit and mountain views. Propane provided.br- Deck #2 off of living room features outdoor dining for 12, bar seating overlooking view for 6, and gas grill (propane provided)brbrInside, ground level:brbr- The main entrance of the home enters the game room with pool table, racing arcade game, and big screen TVbr- BR3: Master queen bedroom with smart TV and ensuite bathroom with tile shower.br- BR4: Two queen bedroom plus a twin-over-twin bunk bed and smart TVbr- BR5: Bunk bedroom with 2 sets of queen-over-queen bunk beds. Room also features a foosball table, Infinity Game Table (100's of classic board games in digital format), smart TV, and Peloton bike.br- Hall full bath with shower/tub combobrbrInside, upper level:brbr- BR6: King bedroombr- BR7: King bedroom with additional twin bed lofted above king bedbr- Hall full bath with tile shower. Note: you can access this bathroom directly from BR6, or from the hall.br- BR8: This is actually the loft area up the spiral stairs. There is a queen murphy bed in this area. This room has the best views in the house! NOTE: the loft has curtains to provide visual privacy from the living room, but not sound privacy. This loft area does NOT directly connect to the other part of this floor with BR6 / BR7. The nearest bathroom options include the half bath on the main level, the master bath on the main level, or the hall bathrooms on either 1st or 3rd floors.brbrOther things to note:brbr- Crawfords Escape 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 large driveway can fit 7-10 vehicles.br- Wifi is fast with a strong signal throughout the house and decks. Six of the eight bedrooms, 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- 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.
Bed 8

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Bath 4

Bath

Sleep 23

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Exceptional(9)

$896.2

/ Nightly
Private Vacation Home

Family Fun + Wellness • Hot Tub, Massage Chair, Sauna, 4 Outdoor Areas, GameRoom

Wintergreen Resort, Virginia, United States

Escape to Chateau Greenstone, the Wintergreen retreat where wellness & family fun shine. Something for EVERYONE: adults unwind in the Zen Den mini-spa w/ massage chair, red-light therapy, hot tub, sauna, fire pit & Vista Balcony. Plus Spiral Slide! 3 game areas (shuffleboard, bumper pool, ping pong, foosball, darts, pinball, arcade, kids’ cubby) plus heated outdoor TV/game lounge. 4 outdoor areas (2 covered), 9 huge TVs! Expansive view Nov-April, filtered mountain view May-Oct. Sleeps 18 cozily!brbrThe Propertybrbr...absolutely AMAZING! We've stayed at quite a few Airbnbs around the world, we've never seen anything like this. Your attention to every single detail is recognized in every corner of the house. - Schneur W.brbr• This welcoming abode will immediately start to nurture your need for both fun and serenity. All new modern furniture and amenities. brbr• Decorated in rustic and mid-century styling, with an added twist of funky/fun. Dramatic front window wall with lovely views beyond. with the screen room and the peaceful mini-spa. brbr• Top it off with unique views on the intimate for morning coffee, afternoon iced tea, or an evening nightcap. Breathe easy knowing that the younger ones are happy and occupied with loads of games, books, outdoor activities, and special areas just for them. Let your sojourn set its own path.brbr Designated beds & bedrooms for all - no messy, uncomfortable sleeper sofas, air mattresses, or open lofts.brbr 4 full bathrooms, including 2 true en-suite bathrooms + 1 dual-access en-suite bathroom.brbr Abundance of child/baby accessories - Pack n play, highchair, chair insert, tableware, potty seat, baby monitor, baby bath, extra bunk rail guard, outlet covers, and baby gates.brbrProperty Layout:brbr•• ••br▶ Great room with easy starting gas fireplace, high ceiling, and a bright and airy feel. 75” Smart TVbr▶ Dining room with table for 10, primary bar for 4, and secondary bar for 3 in living room for memorable group mealsbr▶ Kitchen with gas range, heavily stocked with virtually every accessory you’ll need for quick bites or large feastsbr▶ Coffee bar with combo Nespresso & K-pod machine, drip machine, French press, all needed accessories, charcuterie, plus unlimited ground coffee (decaf & regular,) and a healthy starter supply of numerous coffee pod, teas, hot chocolate & ciderbr▶ BR1: Primary bedroom, king bed, additional seating, large Smart TV, and ensuite bath with showerbr▶ BR2: King bed, large Smart TVbr▶ Main bath: full bath in hallbr▶ Laundry: centrally locatedbr▶ Front Deck (1st outdoor living area) with dining for 10 and bar for 2, several sofas and chairs around gas fire pit. Stainless BBQ, stainless pizza oven and utility cartbr▶ Covered & screened dining and game lounge (2nd outdoor living area) with dining for 4, plus 4 swivel conversation chairs, shuffleboard, mid-sized ping-pong, 75 Smart TV, and two commercial grade heatersbrbr•• ••br▶ BR3: Bunk room with 2 twin over full bunks, foosball, safe darts, arcade game, and kids’ cubby loaded with fun and kids’ sofa. Huge Smart TV with Xbox gaming console. Ensuite full bathroombr▶ Vista Balcony (3rd outdoor living area) has intimate bar seating for 4 with unique, distant viewsbrbr•• ••br▶ BR4: Two queen beds, vignette seating, in-room laptop-friendly workspace, huge Smart TVbr▶ Combo Game room / Theater room with massive 85” Smart TV, versatile bumper pool/card table, arcade game, pinball, large variety of board & group games (seniors, adults & kids), and mini fridgebr▶ BR5: King bed and large Smart TVbr▶ BR6: Adult friendly Queen bunks, love seat, and large Smart TVbr▶ Covered patio (4th outdoor living area) with covered hot tub for all-weather usage, 4-person sauna, various seating optionsbr▶ Zen Den mini-spa with massage chair, red-light therapy, electric fireplace, and water featurebr▶ Lower bath: bath with shower and dual access en-suite from hall or BR6brbr & br▶ 5 min walk (3 min drive) to the slopes (Tyro)br▶ 3 min walk to hiking br▶ 20 min drive to sandy beach lakes br▶ Numerous great dining options, golf, skiing, snowboarding, snow tubing, swimming, and Adventure Center (seasonal) within the resort complexbr▶ Wineries, breweries, distilleries, farmer markets, & bakeries within a 30 min drivebr▶ Renowned & inspiring Blue Ridge Parkway within 15 minutesbr▶ Close to everyone’s favorite activities for all 4 seasons brbr br▶ Guests have access to the entire home with a keyless entry codebr▶ Good comparative privacybr▶ Paved parking for 5-9 carsbrbr br▶ 2 Complimentary pools (HOA rules stipulate no more than 6 guests at a time, permitted hours are 2-6pm, Memorial Day-Labor Day)br▶ Wi-Fi – high speed, reliable, and strong connectionbr▶ Stocked essential spices, oils, spare bags, in kitchenbr▶ Linens & towels providedbr▶ Pack n play, highchair, chair insert, tableware, potty seat, baby monitor, baby bath, extra bunk rail guard, outlet covers, and baby gatesbr▶ Several outdoor gamesbr▶ Folding chairs available if neededbr▶ Level 2 EV charger (220v, 50A, 30ft charger – bring your adapter for Tesla) brbr br▶ Quiet hours 10PM to 8AM. Please respect our neighbors – no refund if asked to vacate for loud or disrespectful behaviorbr▶ House is 3 stories with 2 internal staircases & 1 external entry staircase to main entrance. Ground level access from parking to first floorbr▶ Like many Wintergreen homes, driveway is steep. Plan accordingly if winter weather. AWD or 4WD helps, but drive is usually plowed and cleared of most snow and 2WD typically sufficesbr▶ No refunds due to bad weather or roadsbr▶ Please, no open fires, charcoal grills, candles, etc other than fire pit or BBQbr▶ This property is in the mountains, in a heavily wooded area. The occasional bug may find its way inside. Rest assured, the house has regular pest control service for your comfort br▶ Please be Bear Aware - no food or trash to be left outside or in vehiclesbr▶ Requires separate rental agreement and house rules to ensure a smooth and pleasant stay for all parties. An e-sign link is sent to you after booking. 24 hrs to sign before the reservation is cancelled. No additional fees than what is shown here, other than potential damage/violation fines noted in house rules. Government issued ID's required for all adult bookers.br▶ $500 security damage hold (hold only, not charged.) br▶ Travel insurance encouraged. Life happens, protect yourself so you can re-book with peace of mindbr▶ Please be aware that there are exterior security cameras in place for your safety, aimed away from house
Bed 6

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Bath 4

Bath

Sleep 18

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Exceptional(1)

$884.97

/ Nightly
Private Vacation Home

Our Mountain Getaway

Wintergreen Resort, Virginia, United States

Come make Our Mountain Getaway your own! This is a very private home surrounded by beautiful mountain views with lots of gathering space for all to enjoy. The resort & its surrounding areas offer a wide variety of activities (hiking, golfing, swimming, skiing, breweries, etc.), sights, & views to meet each person's expectations of what their getaway should be. Whatever it is you may be looking for, it is sure to be nearby. So come! Relax, explore, get together or don't, just enjoy!brThe spacebrWalking through the front door of your getaway you will find a beautiful large family room with a fire place, high ceilings, and lots of windows over looking the golf course. This room is open to the dining room with a table for seating for 10 and a bar with an additional four seats. The kitchen has up to date appliances and even features TWO dishwashers to help make clean up a little easier! You can head outside onto the porch from either the kitchen or living room to enjoy the view, the outdoor dinning table, or to use the grill . On the main floor you will also find a large laundry room, a half bathroom, and the master bedroom. This bedroom has beautiful large windows so you can enjoy the view from the privacy of the king size bed, and its bathroom features double sinks, a private toilet, and a shower that doubles as a steam room. Up stairs you will find three more bedrooms. The smaller one has two twin beds. Then two larger rooms that both have their own private bathroom and a queen size bed. Downstairs is another large family room with a pool table and plenty of seating. Here you can find the door to the lower porch and the large inviting hot tub. Downstairs you'll also find a second large laundry room and two more bedrooms, also each with their own private bathrooms and Queen beds.brGuest accessbrThis home is close to many historical attractions, including Thomas Jefferson's Monticello, the National Historical Park at Appomattox Court House, the US National Parks Services Appalachian Trail which runs thru Wintergreen, the Shenandoah National Park with Skyline Drive and the Blue Ridge Parkway. Experience the incredible music scene here in the mountains, including festivals like Lockn, Festy, and Hoopla.brOther things to notebrYou can go to the Wintergreen web site to book activities, full and half day camps for children or ask for the activities center to arrange for babysitting. The Chestnut springs pool is available after 2 for your use and Lake Monacan is available every day but Saturday, this day you could check out Sherando lake.brbrAdditional rulesbrPlease have all dishes clean, I can unload dishwasher . brStrip the sheets off used bedsbrTrash goes to dumpster in the parking lot below spa.brPlease no pets
Bed 6

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Bath 5

Bath

Sleep 12

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Exceptional(1)

$435.67

/ Nightly
Private Vacation Home

Cliffs Edge-A Contemporary Mountain Home

Wintergreen Resort, Virginia, United States

An open floor plan with high ceilings and large skylights, this amazingly engineered home will stun you with its incredible mountain views! This spacious home, with its cantilevered decks, makes this perfect for any family. The large upstairs loft, adjacent to the upstairs bedrooms, offers movies, games, puzzles, and comfortable seating. Wi-Fi, Netflix, and Samsung Smart hub give plenty of entertainment options. The spacious living area and dining room have abundant seating for all.brThe spacebrFeatured in Southern Living magazine when originally constructed, this Contemporary Mountain Home has an open floorplan with high ceilings and large skylights. This amazingly engineered vacation home that will stun you with its spectacular mountain views! Has magnificent cliff views of Crawford's Knob Mountain and the 1400-acre conservation easement of the Wintergreen Nature Preserve. Situated in the treetops, this cantilevered home extends outward into nature with expansive decks and a living area perfect for entertaining. It also has a desk/table area with the best working views of mountains you'll ever experience. The shoji screens are designed to give the loft elegant privacy. This is truly a four-season home where you can enjoy vistas of the National Parks Service's Blue Ridge Parkway and watch the seasons change from spring to summer to the beautiful fall foliage of Autumn. In Winter, enjoy cozying up in front of the fireplace after a day of skiing and tubing. Explore everything Nelson County and Wintergreen has to offer from breweries, wineries, cideries, hiking, biking, swimming, skiing, snow tubing, antiquing, fishing, archery, tennis and golf. This home is close to many historical attractions, including Thomas Jefferson's Monticello, the National Historical Park at Appomattox Court House, the US National Park Service's Appalachian Trail which runs through Wintergreen, the Shenandoah National Park with Skyline Drive and the Blue Ridge Parkway, the most visited National Park in the US with 15.9 million visitors. Experience the incredible music scene here in the mountains, including festivals like Lockn', Festy, and Hoopla!brGuest accessbrParking is available in the driveway and up near the road in the grass areas. The fireplace is wood burning, and you'll find that starter logs and firewood are supplied. In the outside closet you can find a charcoal grill, grill utensils, and foil there for your use. Paper products, trash bags, and a coffee/tea setup are in the kitchen for your use, as well as condiments that can be found in the refrigerator. Linens and towels are provided as well as guest soap. Three TVs, two with integrated Netflix, Amazon, various Apps, and one with a DVD player that also includes Netflix are in the home.brNature Foundation Passes are located in the Guest Information Booklet. You can go to the Wintergreen web site to book day activities, full or half day camps for children or ask for the activities center to arrange for a babysitter.brOther things to notebrSmoking, Pets, & Parties/events are not allowed. Self-check-in and check-out is with a lockbox. Lockbox is located behind the wall on your right while standing at the front door. A maximum of six people are allowed to stay in the home. Telephone usage REQUIRES WIFI CALLING to be ENABLED on your cell phone. This home does NOT have a landline and cell service can be spotty on the mountain without WIFI calling.brbrThe fireplace is wood burning, and the flue is open when you pull the handle (pulled forward). The charcoal grill must be used on the gravel in the front of the house. Charcoal and lighter fluid are not provided. Please be sure to clean the grill and utensils after use. This house uses a grinder pump, a device common to many homes in mountain communities. Please refer to the House Rules below, to see instructions on how to maintain it properly. Move-out instructions can be found in The Guest Information Booklet in the home. In addition, detailed information about the house and the community can be found in the Booklet.brbr-A more detailed list of instructions and community regulations can be found under -Additional Rules.brbrAdditional rulesbr•Please no shoes in the house. There are trays provided by the front door for shoes.brbrPlease no more than 3 cars in driveway, if extras park at the Wintergarden spa . brbr•Please refrain from making noise after 11PM!brbr•Please leave skis, poles, and snowboards outside or in the outdoor closet. Boots are allowed inside in trays provided.brbr•Maximum number of people allowed on deck is 10. No one is allowed on deck with heavy snow. Children need supervision of an adult while on deck.brbr•Wintergreen HOA does NOT allow motorcycles on the mountain. They must be parked at the Visitor Check-in Building.brbr•Grinder pump information: Grinder pumps allow sewage to flow in mountain communities more easily. Please do not dispose of any paper products other than toilet paper in the toilets. Failure to follow these instructions can result in sewer backups. Personal product bags are located in each bathroom. A grinder pump monitor is located in the kitchen. If you notice the red light turning on , please call us immediately. More information can be found in The Guest Information Booklet In the home. brbrUpon departure, please start the dishwasher with all the dishes, make sure you have cleaned the grill & utensils if you have used them! Turn OFF the upstairs thermostats, turn the downstairs thermostat to 55 degrees in the winter & 82 degrees in the summer. Lock ALL windows & doors. Please remove all the trash to the dumpsters at the Wintergarden parking lot and leave Wintergreen and Nature Foundation guest passes in the Booklet. Please place the original key in the lockbox. brbrThank you very much, we hope you enjoy your stay.
Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps

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