Vacation Rentals By Owner In Wintergreen Resort, VA

$138.18

Updated! Cozy and clean two bedroom condo.

Wintergreen Resort, Virginia, United States

It's cooler in the mountains! Come relax at this clean and cozy two bedroom condo. We are on the top floor but there are no stairs! Walk to one of Wintergreens many trails. Cool mountain breezes in the summer and a wood burning fireplace for the winter. It is an all season paradise.

2

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2

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4

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$306.03

/ Nightly

Condo

Enjoy breweries, wineries, hikes & music · Short walk to the resort and dining!

Wintergreen Resort, Virginia, United States

Welcome to The Retreat at Three Ridges! Our cozy, Scandinavian-inspired condo is your perfect Blue Ridge Mountain getaway. With a short walk to Wintergreen Resort and all of its amenities, you’ll be right where the action is!brbrThe condo has been completely renovated!brbrHighlights include:brbr * A modern, clean aestheticbr* Cozy fireplace with provided firewoodbr* 2-minute walk to the slopes & Mountain Innbr* Relaxing outdoor spacebr* Well-stocked kitchen with cooking essentials & spicesbrbrHighlights include:brbr* A modern, clean aestheticbr* Cozy fireplace with provided firewoodbr* 2-minute walk to the slopes & Mountain Innbr* Relaxing outdoor spacebr* Well-stocked kitchen with cooking essentials & spices brbrWelcome to The Retreat at Three Ridges, a Scandinavian-inspired escape where comfort meets natural beauty. Nestled in the heart of Wintergreen, our stylishly designed and newly renovated 2-bedroom, 2-bathroom condo is just steps from the Resort, and all of its restaurants and amenities. brbrWhether you’re here for a family vacation, a romantic retreat, a girls’ getaway, a nature adventure, or a ski weekend, this serene and centrally-located haven is perfect for your stay. brbrStep inside and feel instantly at ease with our thoughtfully designed space, featuring clean lines, warm wood accents, and soft natural tones inspired by modern Scandinavian aesthetics. After a day of outdoor activities, unwind in our cozy retreat, designed to offer both relaxation and comfort from the moment you arrive. brbrEPICUREAN KITCHENbrbrOur cozy kitchen area provides the essentials for preparing meals. With our open-concept design, you can stay connected with others while relax in the living room or enjoy a peaceful moment on the connecting balcony patio. brbrThe kitchen includes a refrigerator, microwave, dishwasher, and electric stove with an oven. Several small appliances are also included, including a toaster, coffee maker, kettle, blender, and crockpot. The cupboards are stocked with dishes, glasses, mugs, pots, pans, silverware, Tupperware, mixing bowls, baking pans, a pizza stone, and muffin tins. brbrIn addition, the pantry is stocked with various spices, oils, teas, sugars, and creamers. brbrDining options include a dining room table with two chairs and a bench. Three bar stools at the kitchen island are available for a quick bite. A table with four chairs is available for a meal outside. brInside the pantry, you’ll find various spices, oils, teas, sugars, and creamers, as well as a stackable washer/dryer unit. brbrbrLIVING ROOMbrbrThe living room is the perfect spot to kick back and relax. You’ll find a comfy couch right next to the wood-burning fireplace – ideal for curling up with a movie after a day of adventure. brbrThe couch opens up to a queen-sized sofa bed, giving you an array of sleeping arrangement options. Linens for this bed can be found in the downstairs bedroom closet. brbrThere’s a mounted TV with a Roku system, so you can easily log into your own Hulu, Amazon Prime, YouTube TV, and more. We also include a Nintendo Switch and some games (Mario Kart 8, Mario Party, and Just Dance 2020) to provide extra entertainment for all the gamers out there. As a compliment, we have Netflix available for you to enjoy.brbrJust a heads-up: the upstairs bedroom is open to the living room below, so you might want to keep the volume down if you’re planning on any late-night news or binge-watching.brbrbrBATHROOMSbrbrThere are two bathrooms in the condo, both with a shower-tub combination. Each one is stocked with in-shower shampoo, conditioner, and body wash so that you have one less thing to pack. We also provide Q-tips, makeup-removing wipes, and cotton rounds. brbrAdditionally, a hair dryer can be found in the downstairs bathroom drawer. brbrbrBALCONY PATIObrbrNext to the kitchen, you can open the door wall and step onto a comfy balcony patio. There is a table and four chairs, as well as an oversized egg chair, so you can relax with a beverage, enjoy a meal, or cozy up with a good book during the warmer months. brbrMASTER LOFT BEDROOMbrbrThe master bedroom is up in the loft, featuring a comfy queen-sized bed and its own en-suite bathroom. If you’re planning to work remotely, you’ll find an adjustable sit-and-stand desk with cozy chair and lovely view – perfect for getting some work done while enjoying the surroundings. brbrThe room has big windows on both sides of the bed, so you’ll feel immersed in nature. With a lot of natural light, the sun can serve as your alarm clock each morning. But if you prefer a more restful experience, don’t forget to pack your sleep mask. brbrSince the loft is open to the living room below, we’ve included a sound machine to help you block out any noise and get a great night’s sleep. There’s also a fan for added comfort. brbrFor convenience, you’ll find a luggage rack for your suitcase, a dresser for your clothes, and a closet to hang your garments. brbrbrTHE DOWNSTAIRS BEDROOMbrbrThe second bedroom is downstairs and comes with two twin beds, a big dresser, and a closet. Inside the closet, you’ll find extra linens for the sofa bed, plus an ironing board and iron. brbrThis room also has a TV with Roku, so you can stream your favorite apps or watch Netflix, which is provided. brbrThe blackout curtains will help you hibernate like the local black bears, and we’ve got a sound machine and fan in here too, for extra comfort. brbrbrENTRYWAYbrbrAs you enter our condo, you’ll find a wall rack to hang your lighter coats and purses, as well as hangers inside a coat closet for your bulkier items. Additionally, there are two boot trays for your shoes. On a small shelf in the coat closet you’ll find a few basic cleaning supplies in case you need them during your stay. brbrSKI LOCKERbrbrRight outside the front door, you’ll find a handy ski locker – ideal for keeping your outdoor gear secure. In winter, it’s perfect for storing skis, boards, boots, and poles. In the summer, it’s great for fishing gear, golf clubs, and kids’ bikes. The ski locker is locked, and a code will be provided for you to use during your stay. brbrbrPARKINGbrbrOur condo includes two unassigned parking spots for your convenience. During the winter months, you’ll need a gate code to access the condo and parking area, and we’ll make sure to send that to you before your stay. Additional parking can be found in the lots near the Mountain Inn. Keep in mind that these will require an uphill walk in order to reach The Retreat at Three Ridges. brbrbrOTHER HIGHLIGHTSbrbrHere are just a few more things that make our condo special: brbr✓ We have high-speed WiFi availablebrbr✓ Bedroom nightstands and lamps have USB outlets, making overnight charging super easy.brbr✓ A first-aid kit is provided in the hall closet in case of any unwelcome boo-boos. brbr✓ We have added books, games, and puzzles into our hall closet for added entertainment, especially for any rainy days. brbr✓ Fresh bed linens and towels are provided for every guest.brbr✓ Our condo has a secure number lock for easy, keyless access. No need to stress about losing keys while you’re exploring.brbrFinally, we take cleanliness seriously and work with top-notch professional cleaners to ensure everything is in excellent condition for your stay.brbrThe whole place is yours to enjoy, including parking, the ski locker, and the outdoor balcony patio. In the upstairs master loft bedroom, you’ll find a locked owner’s closet, which is off-limits to guests.

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$347.74

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Private Vacation Home

Pet Friendly Cozy Mountain Retreat-sleeps 10!

Wintergreen Resort, Virginia, United States

A quiet and relaxing escape for up to 10 people only a 2 minute drive to the Wintergreen Village.brParking for up to 3 vehicles, 2 spacious decks and large vaulted ceilings on the main floor with seating for all guests and a place to gather and unwind after a fun day of adventure!brThe main level is finished off with a primary bedroom with king size bed and private deck.brUpstairs you will find a queen size bed, 2 sets of bunk beds and a day bed that can be converted to a queen bed!

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$214.12

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Condo

Wild Wintergreen Retreat

Wintergreen Resort, Virginia, United States

2 bedroom/ 2 bath condo located at Wintergreen Resort is awaiting your visit. It’s newly updated with stainless steel appliances, new furniture, and fixtures. From the great room, a lateral view of Humpback Mountain and ski slopes that will delight you. A large wrap around deck is accessible from the master suite and the great room where you can repeat and gaze Blue Ridge mountains endlessly. Walkable distance to Devils Knob golf course. Less than a mile to the ski resort with shuttle service.

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$372.48

/ Nightly

Private Vacation Home

One of the Best Views in Wintergreen!

Wintergreen Resort, Virginia, United States

This unique property has some of the best views in Wintergreen. Make this your retreat after a day filled with hiking, skiing, golfing or visiting the local award winning wineries, brewery's, or cidery's. Decks off the townhome are perfect for sunset viewing and taking in the expansive views. Enjoy a cozy evening by the fire with your family & dog by your side. This property is the perfect place to come with your family if you are looking for a getaway filled with fun, beauty and adventure.brbrThe main entrance level has a large living room with open floor plan including the kitchen and dining room with vaulted ceilings, fireplace, floor to ceiling windows that provide beautiful views of the Shenandoah Valley. The fully stocked kitchen includes a new stove, microwave, toaster/air fryer, dishwasher, full size fridge, coffee pot, and enough dishes, utensils, barware, and cooking wares for a full house. We have put a lot of attention and detail in making this home full of the comforts of home with comfortable beds and bedding, great selection of pillows, cozy places to rest and all the cooking and baking kitchen ware you would need. brbrWith 4 bedrooms there is room for everyone including your beloved family dog! brThe top level holds a cozy bedroom with a Queen size bed and a full bath. The Main entrance level holds the living room, deck, kitchen, dining room and a 1/2 bath. br3rd level holds the master bedroom with deck overlooking the mountains, queen size bed and a large bathroom with a jacuzzi tub. Sharing this level is a bedroom with full bath that sleeps 2 adults or 3 kids in bunk beds (full bottom bunk and twin top bunk) and the full sized washer and dryer.br The lower level floor has a bedroom with a king sized bed and full sized bath with windows with mountain views, offering privacy and a quiet space.br brMattresses, bedding and pillows were selected for comfort and warmth. brbrA dog bed, toys and dinner tray await your furry family member. It gets pretty cold and windy in the winter, so your pooch may need a coat for night time walks.brbrWintergreen is a four-season resort offering ziplining, Winter skiing and tubing, indoor and outdoor tennis courts, private pools, two golf courses (one at the top and bottom of the mountain), miles of hiking trails and Lake Monocan, a 20-acre lake and park is located at Stoney Creek. Lake Monocan is open Memorial Day Weekend through Labor Day. During the ski season a shuttle with pick you up just outside and take you to the main lodge and ski slopes. brWintergreen’s more than 30 miles of marked hiking trails are developed and maintained by The Nature Foundation at Wintergreen which offers guided hikes every Saturday and Wednesday in summer. The entrance into Wintergreen is located just 1 mile to the Blue Ridge Parkway which has the areas most scenic drive as well and loads of hiking trails and overlooks. br Shenandoah Ridge is located just above Devils Knob Golf Course and a 2 minute walk up our private road will lead you to a High Country Park which has a viewing platform with picnic tables, gazebo and a fenced in dog area. Just next to that is the Wintergreen spa and indoor pool and Gym. Any Spa treatment will give you access to the gym and indoor pool and hot tubs. Also next to the dog park is the DeVine Cafe & Wine shop which loans out sporting equipment for bocce, cornhole, and shuffleboard courts located on top of the hill in the High Country Park.

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$292.14

/ Nightly

Cabin

Lofty Pursuits: Spectacular View + EV Charger

Wintergreen Resort, Virginia, United States

Welcome to Loft Pursuits! This cliff-hanging cabin amidst arboreal oasis featuring deck with view of Three Ridges. Unwind in comfort at this cozy and stylish getaway, perfect for families or groups! This home comfortably sleeps 8 guests with 2 king bedrooms and a loft bedroom with 1 queen and a set of twin bunk beds —plenty of space for everyone to spread out and relax.brbrLIVING ROOM - Large living room with wood burning fireplace and 40 Smart TVbrbrDINING ROOM - Dining table and chairs for 6 guests (plus two bar stools at the kitchen counter) brbrKITCHEN - Fully stocked chef's kitchen with all major appliances and a drip coffee machine brbrBEDROOM 1 - King bedbrbrBEDROOM 2 - King bedbrbrBEDROOM 3 - Queen bed & Twin bunk bed (located upstairs accessed by spiral staircase) brbrBATHROOMS - 3 full bathrooms with towels, shampoo, conditioner, body wash and a hair dryer providedbrbrPARKING: space for 3 vehicles + EV charger available for guests to usebrbr*** Guests have seasonal access to an outdoor pool and tennis courts ***brLIVING ROOM - Large living room with wood burning fireplace and 40 Smart TVbrbrDINING ROOM - Dining table and chairs for 6 guests (plus two bar stools at the kitchen counter) brbrKITCHEN - Fully stocked chef's kitchen with all major appliances and a drip coffee machine brbrBEDROOM 1 - King bedbrbrBEDROOM 2 - King bedbrbrBEDROOM 3 - Queen bed & Twin bunk bed (located upstairs accessed by spiral staircase) brbrBATHROOMS - 3 full bathrooms with towels, shampoo, conditioner, body wash and a hair dryer providedbrbrPARKING: space for 3 vehicles + EV charger available for guests to use

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$240.91

/ Nightly

Apartment

All Downhill From Here

Wintergreen Resort, Virginia, United States

pEnjoy everything you need atop Virginia's strongWintergreen Resort/strong. This newly renovated condominium is located just steps from the strongDiamond Hill ski slope/strong and the strongBlue Ridge Express lift/strong. The strongMountain Village/strong is a 7 minute walk where you can shop, get coffee, pizza, and dine. No need to hop on the shuttle. /pbrbrpOur condominium is ready for visitors. You'll find everything you need to start your adventure in central Virginia where trails are nearby and ready for you to explore. strongSki, snowboard, hike, fish, mountain bike, explore/strong; all of this is at your disposal when you vacation at Wintergreen Resort. /pbrbrpThe master bedroom has a comfortable king-size bed and TV. Upstairs has its own, full bathroom and two, single beds. When the weather is nice you can sit on the deck and enjoy the rustling trees. The family room has a functional, wood fireplace and TV for relaxing after a long day of activities. In the kitchen you'll find everything you need (minus the food) to make meals for everyone./pbrbrpWintergreen has something for every season. The primary season is in the strongwinter/strong when the mountain opens up for skiing and snowboarding. You’ll find great snow-making capabilities to stretch the season. The hill’s variety of terrain will challenge a wide variety of skill levels./pbrbrpstrongSpring/strong being a time of rejuvenation it’s the perfect season to hit the hiking trails. There are great trails within the Resort property as well as off-site, thanks to the proximity of the Appalachian Trail and the Blue Ridge Mountains. Just outside the condo front door is a trailhead for Highlands Leisure Trail. An enjoyable half-mile hike, one way./pbrbrpstrongSummer/strong is a great time to stay at Wintergreen and enjoy the cooler weather at the top of the mountain. If you’re tired of the stifling humidity near the urban areas, Wintergreen may be the perfect remedy. There are plenty of creeks, streams, and waterfalls to explore and enjoy during the heat of summer./pbrbrpWintergreen and the surrounding area come alive in the strongfall/strong as the cooler weather makes it more enjoyable to sit outside and enjoy entertainment. Leaf peepers will love the view from the top of Wintergreen as the mountains change colors./pbrbrpIf you haven’t been to Wintergreen in the off-season, prepare yourself for an amazing experience. If you’re a Wintergreen veteran and looking to hit the slopes, you’ll find strongAll Downhill From Here/strong to be a fantastic place to stay at the top of the lift./p

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$1501.44

/ Nightly

Chalet

Dragon's Back, 9BR 10BA in Wintergreen

Wintergreen Resort, Virginia, United States

Welcome to Dragon’s Back, one of Virginia's premier mountain chalets. With 6200 sq ft and some of the best views in the state, this 9 bedroom- each with it's own bathroom- was custom built for groups and sleeps 18 comfortably. You’ll love the oversized gourmet kitchen, grand octagonal dining room, decks with stunning views, game room, and gorgeous bathrooms. Also, pet friendly! Managed by Chris at New School Hosting.brbrThere's a ton to do in the area! Dragon’s Back 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:brbrMain level:br(Note: main entrance enters this level with zero steps from the flat driveway)brbr- Primary living room with sectional sofa, gas fireplace, extra table and chairs, and big screen TVbr- Grand dining area for 20 with custom circular table serving as focal point of room. TV and fireplace also in this room.br- Large, fully stocked gourmet kitchen with 2 full size refrigerators, 2 dishwashers, 2 ovens, 6 burner gas stove, and island / bar seating for 8.br- BR 1: Primary bedroom with king bed, seating area, gas fireplace, and deck access. Ensuite bathroom features double vanities and oversized tile shower with side-by-side shower heads with individual controlsbr- Attached to BR 1 is an office with its own private half bathbr- BR 2: Queen bedroom with ensuite bathroombr- BR 3: Two twin bedroom with ensuite bathroombr- Additional half bath near kitchenbr- Laundry roombr- Upper deck features multiple sitting areas, dining tables for 12 and 6, and a propane grill and fire table (propane provided for each)brbrLower level:brbr- Additional living room / game room with 3 big screen TVs, kitchenette, shuffleboard table, 2 arcade machines, and table for 6 with lots of gamesbr- BR 4: Queen bedroom with ensuite bathroombr- BR 5: King bedroom with ensuite bathroombr- BR 6: Queen bedroom with ensuite bathroombr- BR 7: King bedroom with ensuite bathroombr- BR 8: Queen bedroom with ensuite bathroombr- BR 9: 2 twin beds with full bathroom just across the hall (shared with common space)br- Lower deck features large octagonal screened in porch with seating and a few smaller dining tablesbrbrOther things to note:brbr- Dragon's Back is pet friendly! We allow up to 2 dogs with a $200 pet fee (total, not per dog or per night). Please do not let your dogs on the furniture, and remember to pick up after them outside :)br- We are open to hosting small weddings or other events, but only with advance notice before booking. Additional charges may apply, and we may decline certain requests. Do not book this property if you intend on having more than 18 people at the property at any time, without checking with us first.br- Wintergreen offers hiking, skiing, snowboarding, tubing, swimming, dining, spa, ropes course, golfing, and much more.br- The large flat driveway can easily fit 6-7 vehicles.br- Wifi is fast with a strong signal throughout the house and decks. Most bedrooms, plus both living rooms and the dining 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, high chair, and board games 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.br- Please note that if you would like to send packages to the property, you do so at your own risk. USPS is particularly unreliable. We can not be held responsible for late or undelivered packages. Additionally, we charge $25 for any return services requested, in additional to actual postage.

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$370.59

/ Nightly

Chalet

Spectacular Ski Chalet, 3 BR, 2.5 Bath, Great Location.

Wintergreen Resort, Virginia, United States

This chalet offers a spacious panaromic view, with a high wooden vaulted ceiling. Only 5 min away from ski slopes, and other popular amenities. br 1900 sq. ft. home. 1st floor master bedroom with king size bed and shower, double sink vanity, large jacuzzi-tub, half bath and laundry room. Spacious living room with large walk out deck, propane BBQ grill, fire pit and tiki torches. Kitchen offers newer appliances, double sinks, dish washer, oven, microwave, duel carafe and Keurig coffee maker and island. br 2nd floor includes I full bathroom with two separate sinks and two bedrooms. One bedroom has a queen bed and the second room has a twin and twin/full bunk bed. br Amenities include: Free wireless internet 50Mbps, Netflix, TV’s with DVD players in upstairs bedroom. WiFi is sufficient enough for work from home or virtual online schooling.

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$454.22

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Private Vacation Home

Wintergreen Mountain Top Escape: Steps to Golf, Hiking & High-Country Views

Wintergreen Resort, Virginia, United States

• Things to know (we want you to relax, not waste your time!)br• 4 bedrooms (sleeps 10)br• 3 Full bathsbr• No petsbr• Yes, very family friendlybr• LOTS of parkingbr• Close to everything. br• Black Diamond skiier You can walk to those slopes.br• Hot Tubbr• Wifibr• Outdoor fireplacesbr• All linens supplied...brNow you can read on!brRelax with the whole family at this peaceful getaway in Wintergreen Resort, VA. This single-story home features two primary suites, three full bathrooms, laundry facilities, and a fully stocked kitchen. Outside, enjoy a unique flat lot, ample parking, a hot tub, outdoor fireplaces, a covered patio, and more. Just minutes from all the attractions Wintergreen has to offer, this home is perfect for any season!brA unique feature to this home is that it is a single-story home, located on a flat lot with lots of parking available.brWintergreen Resort has so many wonderful things to do and experience all throughout the year! Paradise Peak is located just over a mile from the ski slopes and only a few minutes’ drive from various dining options, attractions, and hiking opportunities at Wintergreen. If you’re open to traveling a bit further, you’ll find some of the finest hiking trails in the state along the Blue Ridge Parkway, which is a mere 15 minutes from the house. Additionally, there are over a dozen wineries, breweries, and distilleries within a 30-minute drive. During the summer months, you can relax at Sherando Lake and Lake Monocan, both featuring sandy beach entrances, or take a refreshing swim in the heated community pool.brOur home features:brBedroomsbr- BR 1: Primary 1- King bed, sofa and Ensuite with double vanity, soaker tub and walk in shower.br-BR 2: Primary 2- King bed, sofa and Ensuite with double vanity, and walk in shower.br-BR 3: Queen bedroom, large TV, closet. br-BR 4: Bunk bed with a full on the bottom, a twin on top and also cribbr- Full bath in hallway with Tub and shower combobrLiving Space:br-Living room with propane fireplace and Smart TVbr- 6 person dining table with additional seating at the bar topbr- Fully stocked kitchenbrLots of sofa space and chairs for relaxing for the whole familybrOutdoor SpacebrFully covered patio with fireplace and ample seating and outdoor dining table.broutdoor patio space with fireplace, hot tub, and grillbrLots of parkingbrFor the family:brThere is a crib provided as well as a pack and play available.brHighchair available brKid dishes brCoffee bar stocked for those early mornings before the adventure begins!brWhat else should you know br-All doors have keyless accessbr- Wintergreen offers hiking, skiing, snowboarding, tubing, swimming, dining, spa, ropes course, golfing, and much more.br- Wifi is fast with a strong signal throughout the house and decks. br- We provide a fully stocked coffee bar with a drip coffee maker. br- 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- The property is not pet friendly, but note that owners occasionally bring their dog so we don't recommend the property for guests with severe allergies.br- We do require a separate rental agreement, which we will send a link to e-sign after you book. There are no additional fees beyond those listed here.br- The best way to be in the know of Wintergreen Happenings is to download the Wintergreen App!

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Condo

Wow! What A View!

Wintergreen Resort, Virginia, United States

Experience the Beauty of Wintergreen Resort from Our Cozy Condo!brbrWelcome to your perfect mountain getaway! Our recently renovated 2-bedroom, 2-bathroom condo offers breathtaking ridge views and all the comforts of home. With two king beds, a fully stocked kitchen, and modern amenities like WiFi, air conditioning, and an in-unit washer/dryer, this is the ideal retreat for your next adventure—whether it's skiing, hiking, or simply relaxing in nature.brbrWhy You'll Love Our Condo:brSpectacular Views: A wall of windows fills the space with natural light and showcases stunning ridge views.brbrUpdated & Comfortable: Enjoy new stainless steel appliances, granite countertops, and a Platinum GE washer/dryer.brbrFully Equipped Kitchen: Prepare your favorite meals or quick snacks after a fun-filled day.brbrRelaxing Outdoor Space: Unwind on the deck while soaking in the peaceful mountain scenery.brbrConvenient Amenities: We provide fresh linens, towels, and starter supplies of essentials like toilet paper, paper towels, dishwasher pods, and trash bags—so you can pack light!brbrWintergreen Resort Activities & Tips:brSki Rentals & Lift Tickets: We recommend booking in advance as availability fills up quickly. Visit the Wintergreen Resort website for details.brbrOutdoor Pools: Guests have access to the Chestnut Springs and Rodes Farm outdoor pools (Memorial Day–Labor Day, 2 PM–6 PM, valid ID required).brbrLake Monocan Access: Available on Sundays, Tuesday–Friday—check the WPOA website for hours and pricing.brbrSpa & Indoor Pool: While we are not resort members, you may be able to book spa treatments at the Wintergarden Spa, which could include access to the indoor pool and hot tub—please confirm directly with the resort.brbrImportant Notes:brMotorcycles: Not permitted on the mountain. If you arrive by motorcycle, parking is available at the gatehouse at the base of the mountain.brbrEarly Check-Ins: Must be pre-approved. Let us know in advance, and we’ll do our best to accommodate.brbrNo Smoking Policy: Smoking is strictly prohibited inside the condo, on balconies, and in stairwells. Violations may result in fines.brbrPack your bags, leave your worries behind, and book your stay today! We look forward to hosting you!

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Select Dates for Price

Cabin

The View at Crawfords Edge - Trails+Tastings+Peace

Wintergreen Resort, Virginia, United States

Escape to The View at Crawfords Edge—a luxurious 4BR/4 ensuite bath mountain retreat nestled on top of Wintergreen Resort. This stunning daylight washed home offers picturesque views of the Blue Ridge Mountains from every room, ensuring that no matter where you are, you’re always connected to the natural beauty that surrounds you. Perfect for families & groups, this retreat features spacious outdoor living areas, two separate living rooms, all designed for relaxation, entertainment, and delight.brbr✓ALL-YEAR FUNbr✓FURNISHED EXTERIOR LIVINGbr✓VIEWS IN EVERY BEDROOMbr✓TWO SEPARATE LIVING ROOMSbr✓HIGH-SPEED FIBER WIFIbr✓MINI SPLITS FOR INDIVIDUAL CONTROLbr✓SMART TVs br✓MINI-FRIDGEbr✓NESPRESSO, French Press, & Mr. Coffeebr✓OUTDOOR POOLS (seasonal availability) (community)brbrThe View is a short drive to the main lodge and with close proximity to everything, it’s the perfect home base to venture out and explore. Embark on a flavorful journey touring the local hotspots along the iconic Nelson 151 or explore one of the numerous waterfalls and trails. After an exciting day, find tranquility on the exterior living areas with a refreshing drink in hand as the sun sets.brbr★FIRST FLOOR OVERVIEW★brbr✓VAULTED WOOD CEILINGSbr✓OPEN PLAN KITCHEN, DINING, LIVINGbr✓CONVENIENT HALF-BATHbr✓FULLY EQUIPPED KITCHENbr✓COZY WOOD-BURNING FIREPLACEbr✓COMPLIMENTARY FIREWOODbr✓BUILT-IN WINDOW SEATINGbr✓PROFESSIONALLY DESIGNEDbrbr★SECOND FLOOR (DOWN) OVERVIEW★brbrBEDROOM 1:br✓King Bedbr✓Mountain Viewsbr✓Premium Pillows, Linens, and Sheetsbr✓White Noise Machinebr✓Ample Bedside Chargingbr✓Closets w/ Hangers & ShelvesbrbrENSUITE BATH:br✓Double Sinkbr✓Double Shower headsbr✓Essential Toiletriesbr✓Premium Native ProductsbrbrBEDROOM 2:br✓Full Bedbr✓Mountain Viewsbr✓Terrace Accessbr✓Premium Pillows, Linens, and Sheetsbr✓White Noise Machinebr✓Ample Bedside Chargingbr✓Closets w/ Hangers & ShelvesbrbrENSUITE BATH:br✓Essential Toiletriesbr✓Premium Native Productsbr✓BathtubbrbrDEDICATED WORK ROOM:br✓Computer Deskbr✓Mountain Viewsbr✓Printerbrbr★THIRD FLOOR (DOWN) OVERVIEW★brbrBEDROOM 3+4:br✓King Bedbr✓Mountain Viewsbr✓Terrace Accessbr✓Premium Pillows, Linens, and Sheetsbr✓White Noise Machinebr✓Ample Bedside Chargingbr✓Closets w/ Hangers & ShelvesbrbrENSUITE BATH 3+4:br✓Essential Toiletriesbr✓Premium Native ProductsbrbrSECOND LIVING ROOM:br✓COZY FURNISHINGSbr✓MOUNTAIN VIEWSbr✓SMART TVbr✓BOOKS + GAMESbr✓WALL GAMESbr✓DARTSbrbr★EXTERIOR LIVING★brbr✓FIRE TABLEbr✓BERTELLO PIZZA OVENbr✓AMPLE SEATING FOR ALLbr✓MULTI-LEVEL SETUPbrbrAs the day turns to dusk, retreat to the comfort of one of our outdoor living areas. Equipped with comfortable furniture and awe inspiring views, it's the perfect spot for quiet reflection or lively conversation under the starlit sky. Morning coffees are equally delightful, enjoyed in the refreshing mountain air with your favorite book. We always try to watch the sunrise!br_________________________________brbrIn addition to our central location -merely a few minutes drive to the restaurants around the Resort- Here are some other fun places to consider during your stay! brbr★PANORAMIC PURSUITS★brbr1. Founders Vision Overlook - (6 minute drive, 2 miles)br2. Devil’s Knob Overlook - (7 minute drive, 2.5 miles)br3. Raven’s Roost Overlook - (19 minute drive, 9 miles)br4. 20-Minute Cliff Overlook - (22 minute drive, 11.6 miles)brbr★UNCORK AND UNWIND★brbr1. Veritas Vineyards - (26 minutes, 18.3 miles)*br2. Hazy Mountain - (27 minutes, 19.6 miles)*br3. Cardinal Point - (24 minutes, 16.7 miles)*br4. Flying Fox - (23 minutes, 16.8 miles)*br5. 12 Ridges - (22 minutes, 12.9 miles)*brbr★HOP TO IT★brbr1. Blue Toad Hard Cider - (8 minutes, 4.6 miles)*br2. Bold Rock - (9 minutes, 5.9 miles)*br3. Devil’s Backbone Basecamp - (14 minutes, 7.6 miles)*br4. Three Notch’d Brewery - (16 minutes, 10 miles)*br5. Blue Mountain Brewery - (29 minutes, 20.5 miles)*brbr★STEP INTO NATURE★brbr1. Upper Shamokin Falls and Morgan’s Loop - (9 min drive, 3.1 miles)br2. Three Ridges/A.T. Trail - (14 min drive, 6.2 miles)br3. White Rock Falls Loop - (21 min drive, 11 miles)br4. Crabtree Falls - (39 min drive, 21.9 miles)brbr★TEE TIME TRIUMPH★brbr1. Stoney Creek Golf Course (25 minutes, 13.7 miles)br2. Swannanoa Golf Course and Country Club (26 minutes, 16.2 miles)br3. Old Trail Golf Club (30+ minutes in Crozet)brbrDistances from WTG Entrance*br_________________________________brbr★POLICIES/HOUSE RULES★brbrWe want all of our guests to enjoy their stay. To ensure this, we kindly ask you to observe the following policies:brbr*No Parties or Events: To maintain a peaceful environment and respect our neighbors, we do not permit parties, events, or large gatherings.brbr*No Smoking: Smoking is strictly prohibited inside and outside the cabin. No illegal substances allowed on the premises.brbr*Booking Guest Age Minimum : 25 or older, Host reserves the ability to check ID.brbr*Occupancy: The maximum number of guests allowed is as per the booking details. No additional overnight guests are permitted without prior approval from the owner. brbr*Local Laws & Ordinances: Guests must comply with all local laws, rules, and ordinances during their stay. brbr*Pets: 3 Dogs less than 50 lbs ea allowed with a one-time $50 pet fee per week. Must be paid when booking. Exceptions may be made for registered service animals, but please notify us in advance. If approved, guests are responsible for cleaning up after their pets and ensuring they do not cause damage or disturbances. Pets are not to be left alone unless crated. No pets on the beds please.brbr*Quiet Hours: To respect our neighbors and maintain a peaceful environment, we ask that you observe quiet hours from 10:00 PM to 8:00 AM. During this time, please keep noise levels to a minimum, particularly when outdoors.brbr*Cleanliness: We ask that you maintain the cleanliness of the cabin during your stay. Kindly remove your shoes when entering the cabin. Please don’t eat or drink in the bedrooms. brbr*Respect for Nature: As our cabin is located in a beautiful natural setting, we ask that you respect the environment by not littering, disturbing wildlife, or damaging any natural features.brbrNote: Breaking any of these or any House Rules may result in immediate termination of your reservation. Guests will be required to vacate the property, and no refund will be provided for any remaining nights. Additionally, any damages caused as a result of violating these rules will be charged to the guest. Guests who no reviews must complete additional 3rd party verification though Superhog Know Your Guest.brbrNote: This property features a Blink doorbell device with an exterior security camera on the front outdoor entry. The camera does not look into any interior spaces. The camera actively records video when motion is detected by the device and records until there is no longer motion.brbrWe appreciate your understanding and cooperation. Thank you! :)

Bed

Bath

Sleeps

$303.36

/ Nightly

Cabin

Cozy 'Hillside Hideaway' in Wintergreen Resort!

Wintergreen Resort, Virginia, United States

A peaceful mountain Wintergreen stay awaits at this 3-bedroom, 2-bath vacation rental! Just a short walk from the ski lifts and lodge, and boasting 2 spacious outdoor seating areas, this cabin ensures you make the most of your time in the Blue Ridge Mountains! Shenandoah National Park and Skyline Drive are just a scenic 30 miles away, while countless hiking trails, including the Appalachian Trail, are only minutes away. Golf, leaf-peeping, and blissful relaxation are nearby!brbr-- THE PROPERTY --brbrPets Allowed w/ Fee | 2 Living Areas | Walk to Chair Lift | Large DeckbrbrAfter each thrilling day on the mountain or hiking the trails, return to the tastefully furnished 'Hillside Hideaway' fully outfitted with all the cabin essentials for your family getaway or trip with friends!brbrBedroom 1: King Bed | Bedroom 2: Full Bed | Bedroom 3: Queen Bed | Living Room: Queen Sleeper Sofa | Kids’ Loft: 2 Twin BedsbrbrOUTDOOR LIVING: Wraparound deck w/ ample seating, gas grill, covered patio w/ seating,brINTERIOR SPACE: Rustic furnishings, marble wood-burning fireplace (wood provided), hardwood floors, vaulted ceilings, 2-story windows, 2-person expandable breakfast table, 6-person dining table, club chairsbrKITCHEN: Fully equipped, granite counters, stainless steel appliances, drip coffee maker, toaster, cooking basics, dishware & flatwarebrLOWER LIVING AREA: Flat-screen TV, couch, decorative fireplace, kitchenette w/ mini refrigerator, drip coffee maker & 2-person bar, walkout patio accessbrGENERAL: Washer/dryer, linens/towels, central heating & A/C, ceiling fans, 1,100 square feetbrFAQ: Stairs required for access, wildlife may be present, pet fee (paid pre-trip)brPARKING: Paved driveway/parking area (5 vehicles)brbr-- THE LOCATION --brbrWINTERGREEN: Wintergreen Ski Resort, Discovery Ridge Adventure Center, Wintergreen Adaptive Sports, Shamokin Springs Nature Preserve, The Plunge Snow Tubing Park, Stony Creek Golf Course, on-site dining, walking trails, panoramic viewing platformbrATTRACTIONS: Blue Ridge Parkway (5.3 miles), Three Ridges Overlook (5.8 miles), Shenandoah National Park/Skyline Drive-Rockfish Gap Entrance Station (33.7 miles), Appomattox Court House National Historical Park (57.6 miles)brDINING: Copper Mine Bistro (2.0 miles), Devils Backbone Basecamp Brewpub (8.7 miles), Basic Necessities (9.9 miles), Blue Ridge Pig (11.0 miles), Wild Wolf Brewing Company (11.2 miles), Giuseppes Ristorante Italiano (11.6 miles), HIKING: Highlands Leisure Trail (0.7 miles), Upper Shamokin Falls Trail (2.4 miles), Appalachian Trail-Three Ridges Hike (5.3 miles), Three Ridges Hike (5.3 miles), Crabtree Falls (20.7 miles)brDAY ACCESS: Charlottesville (44.7 miles), Washington, D.C. (156 miles)brAIRPORT: Charlottesville Albemarle Airport (49.8 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet friendly w/ $150 fee (+ fees & taxes)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 and may be difficult for guests with limited mobilitybr- NOTE: Due to local wildlife, food and trash should not be left outdoorsbr- NOTE: The home is in bear country. Please lock all house doors and car doors at night, as bears know how to open unlocked doors

Bed

Bath

Sleeps

$262.7

/ Nightly

Private Vacation Home

Springtime Getaway at Serenity Summit: Trails, Tastings, Peace

Wintergreen Resort, Virginia, United States

Discover the perfect getaway at Serenity Summit, a stunning 3BR, 3.5BA home nestled in the heart of Wintergreen Resort. Ideal for families and friends, this spacious retreat sleeps 8 and offers the perfect blend of comfort, modern amenities, and serene natural surroundings.brbr✓ ALL-YEAR FUNbr✓EXTERIOR LIVING W/ FIRE TABLEbr✓ OPEN CONCEPT KITCHEN DINING/LIVING SPACES br✓STONE WOOD-BURNING FIREPLACEbr✓COMPLIMENTARY FIREWOODbr✓TWO LIVING ROOMSbr✓HIGH-SPEED FIBER, WIFI (~100MBS)br✓CENTRAL A/Cbr✓ MUDROOM FOR WINTER GEAR STORAGEbr✓OUTDOOR POOLS (seasonal availability)brbr★FIRST FLOOR OVERVIEW★brbrStep into an airy, open-concept living space featuring a triple-height ceiling, vaulted wood beams, and a beautiful stone fireplace. The living, dining, and kitchen areas flow seamlessly, making it easy to entertain and connect with your group. Step outside from the living room to the expansive back deck, complete with an additional dining table, sectional seating, and a fire table, all surrounded by tranquil forest views and glimpses of the nearby golf course.brbr-FULLY EQUIPPED KITCHENbr-TRIPLE HEIGHT LIVING ROOMbr-COZY WOOD-BURNING FIREPLACEbr-DIRECT TERRACE ACCESSbrbr★SECOND FLOOR OVERVIEW★brbrThe second floor is home to Bedrooms 2 and 3, along with a spacious loft area that serves as a second living room. Each bedroom offers the comfort of a queen bed and generous built-in window seating. The loft is perfect for lounging or catching up on your favorite shows.brbr-Bedroom 2 with Ensuite Bathbr-Bedroom 3 with Access to Hall Bathbr-Loft with Entertainment Area and TVbr-Built-in Windows Providing Natural Light Throughoutbrbr★PRIMARY BEDROOM w/ Ensuite Bath★br[FIRST FLOOR]brbrThe primary bedroom is conveniently located on the first floor, offering direct access to the back terrace. Enjoy a peaceful morning with a cup of coffee, or unwind in the evening surrounded by nature. The ensuite bathroom features premium amenities for added comfort.brbr✓King Bedbr✓Premium Pillows, Linens, and Sheetsbr✓White Noise Machinebr✓Ample Bedside Chargingbr✓Closets w/ Hangers & Shelvesbr✓Newborn Essentials (Pack n' Play, High Chair & more)br✓Essential Toiletriesbr✓Premium Native Productsbrbr★BEDROOM 2 w/ Ensuite Bath★brbrLocated on the second floor, Bedroom 2 offers privacy and comfort, complete with an ensuite bathroom. Large built-in windows provide beautiful natural light, and the queen bed ensures a restful night’s sleep.brbr✓Queen Bedbr✓Premium Pillows, Linens, and Sheetsbr✓White Noise Machinebr✓Ample Bedside Chargingbr✓Closets w/ Hangers & Shelvesbr✓Essential Toiletriesbr✓Premium Native Productsbr✓Spacious Built-in Windows Seatingbr✓Futon for additional sleeping capacitybrbr★BEDROOM 3 w/ Hall Bath★brbrAlso on the second floor, Bedroom 3 features a queen bed and plenty of space to unwind. This bedroom has easy access to the nearby hall bath and enjoys the same large built-in windows, providing a bright and welcoming atmosphere.brbr✓Queen Bedbr✓Premium Pillows, Linens, and Sheetsbr✓White Noise Machinebr✓Ample Bedside Chargingbr✓Closets w/ Hangers & Shelvesbr✓Spacious Built-in Windows Seatingbr✓Bathtubbr✓Essential Toiletriesbr✓Premium Native Productsbrbr★THE LOFT★br[SECOND FLOOR]brbrThe cozy loft area serves as a second living room, perfect for unwinding with family or friends. Equipped with a TV and entertainment center, it’s a great spot to catch up on your favorite shows or enjoy some downtime after a day of exploring.brbr✓Bonus Living Area with TVbr✓Plenty of Seating for Relaxing or Entertainingbr✓Futon for additional sleeping capacitybrbr★OUTDOOR LIVING SPACES★brbrNestled among the trees, the expansive back deck is perfect for outdoor gatherings. Whether you’re sitting around the fire table, or simply enjoying the fresh mountain air, the outdoor space at Serenity Summit provides the ideal backdrop for a relaxing retreat.brbr✓Fire Table with Cozy Seatingbr✓Outdoor Dining Tablebr✓Forest and Fairway Viewsbrbr★LOCATION & ACTIVITIES★brbrLocated in Wintergreen Resort, Serenity Summit offers easy access to skiing/snowboarding/tubing, hiking, Resort Restaurants and much more. After a day of adventure, return to the comfort of the cabin to relax and recharge for the next day’s exploration.br_________________________________brbrIn addition to our central location -merely a few minutes drive to the restaurants around the Resort- Here are some other fun places to consider during your stay! brbr★PANORAMIC PURSUITS★brbr1. Founders Vision Overlook - (2 minute drive, 0.5 miles)br2. Devil’s Knob Overlook - (4 minute drive, 1.5 miles)br3. Raven’s Roost Overlook - (14 minute drive, 7 miles)br4. 20-Minute Cliff Overlook - (17 minute drive, 9 miles)brbr★UNCORK AND UNWIND★brbr1. Veritas Vineyards - (26 minutes, 18.3 miles)*br2. Hazy Mountain - (27 minutes, 19.6 miles)*br3. Cardinal Point - (24 minutes, 16.7 miles)*br4. Flying Fox - (23 minutes, 16.8 miles)*br5. 12 Ridges - (22 minutes, 12.9 miles)*brbr★HOP TO IT★brbr1. Blue Toad Hard Cider - (8 minutes, 4.6 miles)*br2. Bold Rock - (9 minutes, 5.9 miles)*br3. Devil’s Backbone Basecamp - (14 minutes, 7.6 miles)*br4. Three Notch’d Brewery - (16 minutes, 10 miles)*br5. Blue Mountain Brewery - (29 minutes, 20.5 miles)*brbr★STEP INTO NATURE★brbr1. Upper Shamokin Falls and Morgan’s Loop - (8 min drive, 3.4 miles)br2. Three Ridges/A.T. Trail - (9 min drive, 4.2 miles)br3. White Rock Falls Loop - (16 min drive, 8.9 miles)br4. Crabtree Falls - (33 min drive, 19.8 miles)brbr★TEE TIME TRIUMPH★brbr1. Stoney Creek Golf Course (25 minutes, 13.7 miles)br2. Swannanoa Golf Course and Country Club (26 minutes, 16.2 miles)br3. Old Trail Golf Club (30+ minutes in Crozet)brbrDistances from WTG Entrance*br_________________________________brbr★POLICIES/HOUSE RULES★brbrWe want all of our guests to enjoy their stay. To ensure this, we kindly ask you to observe the following policies:brbr*No Parties or Events: To maintain a peaceful environment and respect our neighbors, we do not permit parties, events, or large gatherings.brbr*No Smoking: Smoking is strictly prohibited inside and outside the cabin. No illegal substances allowed on the premises.brbr*Booking Guest Age Minimum : 25 or older, Host reserves the ability to check ID.brbr*Occupancy: The maximum number of guests allowed is as per the booking details. No additional overnight guests are permitted without prior approval from the owner.brbr*Local Laws & Ordinances: Guests must comply with all local laws, rules, and ordinances during their stay. brbr*No Pets. Exceptions may be made for registered service animals, but please notify us in advance. brbr*Quiet Hours: To respect our neighbors and maintain a peaceful environment, we ask that you observe quiet hours from 10:00 PM to 8:00 AM. During this time, please keep noise levels to a minimum, particularly when outdoors.brbr*Cleanliness: We ask that you maintain the cleanliness of the cabin during your stay. Kindly remove your shoes when entering the cabin. Please don’t eat or drink in the bedrooms. brbr*Respect for Nature: As our cabin is located in a beautiful natural setting, we ask that you respect the environment by not littering, disturbing wildlife, or damaging any natural features.brbrNote: Breaking any of these or any House Rules may result in immediate termination of your reservation. Guests will be required to vacate the property, and no refund will be provided for any remaining nights. Additionally, any damages caused as a result of violating these rules will be charged to the guest.brbrNote: This property features a Blink doorbell device with an exterior security camera on the front outdoor entry. The camera does not look into any interior spaces. The camera actively records video when motion is detected by the device and records until there is no longer motion.brbrWe appreciate your understanding and cooperation. Thank you! :)

Bed

Bath

Sleeps

$1210.6

/ Nightly

Private Vacation Home

Oh Deer NEW LUXURY-renovated, hot tub/sauna, views

Wintergreen Resort, Virginia, United States

OH DEER! Welcome to your perfect escape in the Blue Ridge Mountains! Nestled just steps from the slopes of Wintergreen Ski Resort, our uniquely designed home offers a cozy, family-friendly retreat with all the charm of a luxury lodge--PLUS a creative twist. Each room is inspired by a different aspect of the Wintergreen experience, bringing the mountain magic indoors.This fully renovated home boasts six Bedrooms, five full baths, and half bath. Each uniquely designed to capture the adventures of Wintergreen Resort.brbr-Wilderness room-King bed en suite-top floorbr-Wine room- King bed-top floorbr-Hiking room- King bed-top floorbr-Snow room- King bed en suite- main floor with balconybr-Golf room- King bed- lower level with large “cave” bathroom across hallbr-Ski room- Lower level- one queen, one double and 2 XL twin built- in bunks with adjacent ski theme bathroom.br-half bath off living area main floorbrbrWine and Hiking room share Jack and Jill style bathroombr-All Bedrooms have 50-55 smart TVsbrbrAll rooms have luxury mattresses, bedding, and towels. brbrEnjoy the view of the mountain from your 8 person hot tub or head to the sauna for some relaxation. Perfect way to settle in after a long day of skiing, golfing, hiking or winery/brewery hopping. brbrAccess to the slopes via Tyro Slope at the end of the street a few houses down or take a quick 3 min drive to the main clubhouse. brbrThis home has a fully equipped, state of the art kitchen but also close to the many dining options that Wintergreen Resort offers. brbrEV charger for those with electric cars! No need to share community chargers on the mountain. brbrPool table and arcade games as well as a large 32 IPAD gaming coffee table to access 1000+ games to keep entertained. brbrYour dream lodge vacation starts here---book your adventure today!

Bed

Bath

Sleeps

$294.87

/ Nightly

Private Vacation Home

Mountain Escape: Newly renovated, walk to nature center, pet friendly!

Wintergreen Resort, Virginia, United States

Spacious pet/family-friendly mountain top property filled with natural light. Inviting living room and convenient location - perfect for skiers, hikers, golfers, and large groups. Relax by the fire after a day of activity. Walking distance to Wintergreen shuttle stop pick up/drop off to the slopes. Furnished with one king master bedroom, two queen beds, two twin beds. Located on Wintergreen Resort with easy access to local wineries and breweries.

4

Bed

3

Bath

8

Sleeps

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