Vacation Condo Rentals By Owner In Wintergreen Resort, VA

$207.91

Wintergreen Mountain Views - Diamond in the Slopes - Close to Breweries & Hiking

Wintergreen Resort, Virginia, United States

Soak in the spectacular views of the Blue Ridge Mountains from the top of Wintergreen Resort. High ceilings and open layout make it easy to take in the breathtaking views as soon as you walk in. Enjoy nearby golfing, hiking, and breweries on Nelson 151. Or just hunker down in the fully stocked condo that has everything you need to enjoy a relaxing getaway. Watch a movie by the cozy fire, play games at the 8 person dining table, or curl up with a book in the reading nook overlooking the slopes.brbrDiamond Hill provides gated access (Jan - Mar) to the private parking area. From there, you have 44 steps down to the entrance of the condo. Once inside, open the blinds and enjoy expansive views of the slopes and Blue Ridge Mountains. brbrThere is plenty of space to spread out with the 4 counter seats, dining table that seats up to 8, and a large living room with couch, love seat, recliner, and daybed. The main outdoor space is the deck off of the dining room overlooking the ski slopes that has a table with seating for 4. The kitchen is equipped with stainless steel appliances and is very well appointed with all the tools you need to make a home cooked meal or manage take out from one of the nearby (and amazing) restaurants.brbrWintergreen property owners and their guests can enjoy two swimming pools during the summer; Chestnut Springs on the mountain and Rodes Farm in the valley. The two pools are in well-landscaped settings and have playgrounds for children. Since it can be cool on the mountain even in the summer, the Chestnut Springs pool is heated. Rodes Farm has a park with picnic tables, a pond, a joint pickleball and tennis court, and horseshoes. The summer pool hours for these facilities are typically 10 a.m. to 6 p.m. Memorial Day through Labor Day.brbrNote that the The Aquatics & Fitness Center is only open to members and is not included in your stay. However, Spa Day Guests may use the Aquatics & Fitness Center with the same day purchase of a full length Spa service.brbrFor more of the latest happenings on the mountain, check-out the Wintergreen Resort website events section.

2

Bed

2

Bath

8

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$147.72

/ Nightly

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Where the Trail Ends

Wintergreen Resort, Virginia, United States

Some trips are about doing everything. This one's about slowing down.brbrNestled inside Wintergreen Resort, this updated mountain retreat puts hiking trails, ski slopes, wineries, and breweries at your door - then gives you a warm space to come home to. Curl up by the fireplace, cook a real meal in a full kitchen, or take the morning slow on your private patio with mountain views.brbrWhen you're ready to explore, everything is close. When you're not, the community pool and quiet will keep you busy.

1

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1

Bath

6

Sleeps

$216.74

/ Nightly

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You deserve it all! Awesome Views, Comfy Condo & Elevator!

Wintergreen Resort, Virginia, United States

Looking for an all inclusive family vacation Look no further! We have your total four seasons get away solution with our comfortably furnished and fully equipped 1226 sq. ft. two-bedroom condo with stunning mountain top views from our third floor unit situated at 4000' in the Wintergreen Resort. Summer comfort with temperatures averaging 10 degrees cooler and minimal humidity. Stay busy while you enjoy hiking, golfing, tennis, skiing, swimming and so much more! Or, relax in comfortable surroundings while you view the Rockfish & Shenandoah Valleys. Weekly & monthly rates available!brbrPlenty to do at Wintergreen Resort!br - Winter Activities: Skiing, Snowboarding, Tubingbr - Summer Activities: Hiking, Tennis, Biking, Zip Line, Archery, Outdoor Poolsbr - Lake Monocan: Beach, Boating, Fishing (Available most days to the public.)br - Stoney Creek Golf Facilitiesbr - Summer Music Festivalbr - Restaurants and convenience stores on sitebr brMany Nearby Attractions within an hour of the Resort!br - Historical Sites: Monticello, Woodrow Wilson Visitor Centerbr - Cultural Events: Shakespeare Theater, Polo Matches, Summer Music Festivalbr - Wineries (50+), Cideries, Breweries, & Distilleriesbr - Kids' Fun: Fastrax Bumper Carsbr - Farm Fresh Produce & Orchardsbr - Ample Choices of Family Owned RestaurantsbrbrYour Vacation Home Includes:br - Easy access to 3rd floor unit by elevator or stairsbr - Fully equipped kitchen, complete with Keurig (first 6 pods on us!)br - Master en suite with king bed & large Jacuzzibr - Second bedroom with 2 twin bedsbr - Two full sized bathrooms br - Porta cribbr - Brand new washer/dryerbr - Outside ski lockerbr - 3 TV's for your viewing pleasurebr - Cable & WI-FIbr - And, our favorite, a wood burning fireplace with firewood provided!brbrOur guests have access to the Stoney Creek Golf Course, Chestnut Springs Pool area and Rodes Farm Park (pool & tennis court). The Wintergarden Spa is open to the public for spa treatments. FYI, some years ago, the Resort eliminated access to the Devils Knob area amenities and the aquatics center for guests staying at non-Resort-managed properties. brbrRecent Guest Reviews:brbrThe kids especially loved all the fluffy blankets to cuddle in. The shuttle to the ski slopes made getting around really easy.brbrThis is the nicest condo we've ever rented at Wintergreen and we've been coming for years.brbrGreat location on top of the mountain had a million dollar view.

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$360.02

/ Nightly

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Best view in Wintergreen! Large, comfortable 3 bedroom, 3 bath condo.

Wintergreen Resort, Virginia, United States

3-bedroom 3-bathroom condo in The Vistas with beautiful views of the mountains, the valley, and the slopes. Perfect for family vacations, golf retreats, hiking, skiing, or any reason you want to get away. Make your favorite meal in the well stocked kitchen and walk right on over to the dining area or the living room and eat your meals looking out at the beautiful landscape! To please all coffee lovers, we have a Nespresso Ventura machine with plenty of pods as well as an Oxo 8 cup coffee maker. We also have an insta-pot, a ninja blender, and a flip Belgian waffle maker. Be sure to wake up early at least one morning to watch the sun rise over the Blue Ridge mountains. Enjoy the 75 inch Samsung Frame Smart TV in the living room or quality sound from the new Sonos speakers with a subwoofer. The living room offers a wood burning fireplace. Wood is regularly stocked mid-October through mid-March. All of our guests are supplied with a starter supply of toilet paper, paper towels, dish detergent, and trash bags. brbrOne of the bedrooms is fitted with 2 sets of bunk beds. The loft bedroom offers a queen size bed and a cozy couch. The loft also has a desk where you can work sitting down or standing up. The master bedroom offers a king size bed and its own bathroom. The master also has an 75 inch wall mounted Smart TV. All of the beds have 100% cotton and down duvets and all of the mattresses are modern adaptive foam blend. Very comfortable! There are duplicate wireless phone chargers next to the queen and king size beds. This condo offers the best of both worlds-vacationing with the family and being able to have your own space! brbrSkiing, tubing and shopping are located within a 5 minute drive of the condo. Off the mountain, enjoy the many local breweries, wineries and restaurants - Devils Backbone, Veritas Winery, Bold Rock Cidery, Giuseppe's Restaurant to name a few. There is also a grocery store, ABC Store, and Dollar General in Nellysford. If you are here during the summer and you like a good farmer’s market, be sure to go to ones on Saturday morning in Waynesboro or Nellysford. We love both of them. brbrPlease note: We are not considered Resort Members so you will not have access to The Devils Grill, Devils Knob Golf Course or the Wintergarden Spa. You may be able to book a spa treatment to access the indoor pool etc. but we HIGHLY recommend checking with the resort directly to confirm.brbrWe highly recommend reserving your lift tickets and ski equipment in advance as they are NOT guaranteed. Check the Wintergreen Resort website for availability.brbrGuests will have access to the Chestnut Springs and Rodes Farm outdoor pools from 2PM to 6PM. (Memorial Day Weekend-Labor Day Weekend). A valid I.D. will be required for access. Lake Monocan is also available on Sundays, Tuesday-Friday. Check the WPOA website for hours and pricing.brbrThe use of motorcycles are prohibited on the mountain. Guests driving motorcycles will need to park at the Wintergreen PD and have transportation up to the condo.brbrEARLY CHECK INS MUST BE PRE-APPROVED. Check with us a few days prior to your stay to see if we can accommodate an early-check in. Early check-ins are NOT guaranteed.brbrWe won't be available in person but are always reachable through the app. You'll be provided with an emergency contact during your stay as well.brbrPlease note: There is a NO-smoking policy at this condominium that includes the balconies & stairwells.

3

Bed

3

Bath

8

Sleeps

$187.17

/ Nightly

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Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!

Wintergreen Resort, Virginia, United States

Directly on the slope of Eagle's Swoop our condo is in a central location to everything in the Wintergreen Resort! Enjoy a true ski in/ski out experience with mountain views. Park your car in our designated parking spot and walk to The Market at Wintergreen, the Skyline Pavilion (Ski Rental & Lift Ticket Office) and The Edge & Coppermine restaurants that overlook the slopes. The condo has 2 bedrooms with queen beds and one pullout sectional with a memory foam mattress in the living room. 1 and a half bathrooms. Fast WiFi and 3 TVs with streaming capabilities. Firewood is provided for our wood burning fireplace. The kitchen is renovated with granite countertops and a white tile backsplash. It's fully equipped with kitchen essentials and a Keurig coffee machine. The unit is recently updated with fresh paint, new furniture, new mattresses on both beds, new carpet in the bedrooms and more modern hardware. Use our ski closet to safely store your gear! Dogs are welcome with a pet fee. (Some restrictions apply). brbrWintergreen is truly a 4 season destination! Enjoy skiing, snowboarding and tubing in the winter. The spring and fall are great seasons for golfing and hiking. Or get your adventure on at the Discovery Ridge Adventure Center and visit the local breweries and wineries. Enjoy our two community pools- Rhodes Farm (in the valley) and Chestnut Springs (heated and on the mountain) available Memorial Day- Labor Day or visit Lake Monocan if you're coming for a visit in the summer! Come enjoy views of the Blue Ridge Mountains all year long!brbr**Please note- we have a Ring cam outside the front door of the condo to monitor for theft, parties and undisclosed pets. Failure to disclose of pets (or pay the associated fees) will result in additional charges. Parties are not allowed.**

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$240.32

/ Nightly

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Mountain View Vista: Resort Condo w/ Views

Wintergreen Resort, Virginia, United States

The condo's main features are as described: brbrKITCHEN: Newly renovated and fully stocked with a fridge, dishwasher, oven, Keurig, tea kettle, pantry, washer & dryer. brbrDINING/LIVING AREA: Table and chairs with seating for 4, sofa, armchairs, wood-burning fireplace, games, access to balcony. brbrBATHROOM 1: Full hall bathroom with single vanity sink and walk-in shower. brbrBEDROOM: King bed, dresser, smart TV, closet with hangers, access to balcony. brbrBATHROOM 2: En-suite with single vanity sink and bath tub/shower combo brbrBALCONY Table and chairs with seating for 4.brbrThis condo is NOT pet friendly, violations subject to fines. The complex has a very strict no smoking policy and does not permit smoking on balconies, walkways, or in stairwells, and violation of this policy is subject to a fine.

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$154.23

/ Nightly

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Cozy Studio Overlooking 18 Hole

Wintergreen Resort, Virginia, United States

A slice of paradise overlooking the 18th hole and Devils Grill. Located across the street from the spa and Nature Foundation. Our cozy newly remodeled studio has everything you need to call this your home - fully equipped kitchen, movies, games and more.brbrWintergreen is a family orientated four season resort with 30+ miles of trails, championship golf and tennis academy and fabulous skiing and tubing. Cycling, fishing, kayaking and wine tastings are all waiting for you to enjoy! Book today!

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$200.01

/ Nightly

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Cozy Wintergreen Resort Condo: Walk to Ski Lifts!

Wintergreen Resort, Virginia, United States

Experience the unparalleled beauty and easy relaxation that Wintergreen Resort provides when you book this cozy 2-bedroom, 2-bath vacation rental. Situated less than a half-mile from the ski slopes and just minutes to The Plunge Snow Tubing Park, this condo ensures your holidays will be filled with a winter wonderland-like feel. Come summertime, visit Shenandoah National Park or hike a section of the Appalachian Trail before returning to your abode to dine on the deck with stunning wooded views.brbr-- THE PROPERTY --brbrPrivate Deck | Wood-Burning Fireplace | Central LocationbrbrPerfect for a small family or two couples, this condo is the prime destination for travelers looking for a private feel, modern amenities, and easy access to the beauty of the Blue Ridge Mountains!brbrBedroom 1: King Bed | Bedroom 2: Queen BedbrbrOUTDOOR LIVING: Outdoor dining area, wooded views, covered patiobrINDOOR LIVING: 3 cable TVs (2 Smart TVs), 2 Fire Sticks, dining table, ceiling fansbrKITCHEN: Fully equipped, breakfast bar, drip coffee maker, toaster, blender, dishware/flatwarebrGENERAL: Free WiFi, washer & dryer, window A/C units, baseboard heating, linens, towels, complimentary toiletries, hair dryer, dehumidifier brFAQ: 2 outdoor flights of stairs required to access, Ring Doorbell security camera (facing out)brPARKING: Community parking lot (2 vehicles)brbr-- THE LOCATION --brbrWINTERGREEN WONDERS: Wintergreen Ski Resort (0.3 miles), Lift C - Loggers Alley (0.6 miles), Wintergreen Adaptive Sports (0.7 miles), Discovery Ridge Adventure Center (0.9 miles), The Plunge Snow Tubing Park (0.9 miles), Shamokin Springs Nature Preserve (2.1 miles), Stony Creek Golf Course (13.5 miles)brEXPLORE NATURE: Three Ridges Overlook (4.3 miles), Blue Ridge Parkway North Entrance (17.3 miles), Shenandoah National Park (17.9 miles), Appomattox Court House National Historical Park (56.3 miles)brLOCAL EATERIES: Copper Mine Bistro (0.3 miles), Devils Backbone Basecamp Brewpub (7.4 miles), Basic Necessities (9.7 miles), Blue Ridge Pig (9.7 miles), Wild Wolf Brewing Company (9.9 miles), Giuseppes Ristorante Italiano (10.3 miles)brHIKE + BIKE: Highlands Leisure Trail (0.5 miles), Upper Shamokin Falls Trail (3.3 miles), Three Ridges Hike (3.7 miles), Appalachian Trail (5.7 miles), Crabtree Falls (19.4 miles)brAIRPORT: Shenandoah Valley Airport (42.8 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- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: There are two mountainside sets of stairs required to get to the condo and one flight of interior stairs to reach the first bedroom. This property may not be suitable for guests with mobility issuesbr- NOTE: The property is equipped with window air conditioning units and baseboard heating; it does not have central heating or central air conditioning

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$210.82

/ Nightly

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Wintergreen Resort Vacation Rental w/ Pool Access!

Wintergreen Resort, Virginia, United States

No matter the season, you’ll have easy access to endless outdoor adventures when you stay at this cozy Wintergreen Resort condo! Enjoy all the comforts of home at the 3-bedroom, 2-bathroom vacation rental, including a fully equipped kitchen, in-home laundry, and free WiFi. Plus, hiking trails, skiing, snow tubing, and more are just minutes away! When you’re ready to explore the area, take the Blue Ridge Parkway up to Shenandoah National Park for incredible waterfall hikes and mountain views.brbr-- THE PROPERTY --brbrPet Friendly w/ Fee | Electric Grill | Washer & DryerbrbrBedroom 1: California King Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Living Room: Full Sleeper SofabrbrCOMMUNITY AMENITIES (seasonal): 2 Outdoor Community Pools, tennis courtsbrCONDO FEATURES: 2 flat-screen TVs, DVD player, board games, wood-burning fireplace, indoor dining table, furnished balconybrKITCHEN: Dishwasher, stove/oven, refrigerator, microwave, cooking basics, dishware & flatware, Keurig, toaster, air fryer, trash bags & paper towelsbrGENERAL: Free WiFi, central A/C & heating, A/C unit in living room & bedroom 1, complimentary toiletries, linens & towels, hair dryer, hangers, iron & boardbrFAQ: Stairs required for access, 3rd-floor unit, pet fee (paid pre-trip)brPARKING: Community parking lot (open parking; first-come, first-served)brbr-- THE LOCATION --brbrRESORT ATTRACTIONS: Wintergreen Resort (1 mile), The Plunge Snow Tubing Park (2 miles), Stoney Creek Golf Course (14 miles)brEXPLORE OUTDOORS: Blue Ridge Parkway (4 miles), Appalachian Trail (4 miles), Shenandoah National Park (19 miles), Grand Caverns (34 miles), Natural Bridge State Park (53 miles)brVA HOTSPOTS: Waynesboro (19 miles), Staunton (27 miles), Charlottesville (44 miles)brAIRPORTS: Charlottesville–Albemarle Airport (48 miles), Richmond International Airport (118 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet friendly w/ $50 fee (+ fees & taxes)br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This condo is on the building’s 3rd floor and does not include elevator accessbr- NOTE: The community pools and tennis courts are open seasonally Memorial Day to Labor Day

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Sleeps

$252.19

/ Nightly

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Diamond Adventure at Wintergreen Resort *FULLY UPDATED*

Wintergreen Resort, Virginia, United States

Updated 2 bedroom/2 bathroom slope-side condo with amazing mountain views. Short walk around the building gets you to our door! Slope side to enjoy the best of Wintergreen skiing in the winter months or for hiking and mountain adventures during the rest of the year. View the fireworks from your private balcony on the 4th of July and New Years. Located in the heart of Wintergreen and high atop Upper Diamond Hill, it is convenient for skiing, dining, hiking and just relaxing with some of the most beautiful views.brbrPrime, High Demand LocationbrWith just a short 5 minute walk to Mountain Inn, restaurants, shops, and concerts, this is the perfect slope-side getaway. brbrEnjoy your morning tea or coffee on the deck overlooking the breath-taking mountain sunrises or your sipping your glass of wine as the day winds down and the last light illuminates the slopes with the amazing colors. Catch the best views the mountain has to offer with amazing private fireworks views from the deck. brbrGated (during peak demand) slope-side parking right in front of the condo reserved for our Diamond Hill guests. brbrThe spacebrHigh end updates top to bottom finish this space off in grand splendor. Our well appointed condo is furnished with all the comforts of home that you'd want from preparing meals to relaxing in front of the wood burning fire or watching the 65 TV after an amazing day on the mountain. Our bedrooms are furnished with high end comfortable beds and linens. We have a washer and dryer and provide laundry detergent, dish detergent, dish washer detergent, paper towels, toilet paper and hand soap. With conveniently located USB outlets throughout the condo, your devices are always charged up and ready to go! brbrThe second bedroom has a Twin XL over Queen bunk bed with a Twin XL trundle. Other exciting updates on the horizon include massage chair, arcade game and foosball table. brbrThe living room is equipped with Queen and Twin Sleeper sofas with upgraded gel foam mattresses (installed for stays after 10/26/2022) to allow for maximum flexibility for your sleeping arrangements. brbrPersonal code electronic door locks on the condo and ski locker to relieve you of the worry of losing keys while out shredding up the mountain. No more coordinating with others in your party to get into the locker at the end of the day! brbrNote: No access to resort amenities (gym, indoor pool, racquet courts) granted with rental.

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$164.11

/ Nightly

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Escape to the Blue Ridge Mountains at Wine-tergreen!

Wintergreen Resort, Virginia, United States

Your perfect escape in the beautiful Blue Ridge Mountains! Enjoy a glass of the region's famous wines in front of the wood-burning fireplace or sip some coffee over-looking the 12th hole from the balcony at this Tanners Ridge condo. This unit sleeps 5 comfortably with a queen bed in the master bedroom, and a bunk bed with twin beds and a trundle bed in the guest room. Two full size bathrooms, a dining area with bar stools for extra seating and a well-equipped kitchen help to round out your perfect vacation destination. A washer and a dryer are located within the unit, as well as two Smart TVs and wireless internet.brbrTanners Ridge is conveniently located near the Wintergarden Spa and Aquatics Center and is a short walk to the Wintergreen Nature Center with guided hiking trail, tours and maps. The shuttle bus comes every 15 minutes, or so, during ski season at the foot of the driveway. You are a short four minutes away from the lodge and lifts (the shuttle is also available in the offseason by demand). Tanners Ridge is within a short walking distance to the following amenities: -Tennis facilities with 23 clay and 4 indoor courts, daily activities, group and private lessons and a pro shop. In addition to hiking, biking, fly fishing, skiing, tubing (winter and summer), golfing, hanging out, music festivals, wineries and breweries, you can also choose to Zipline! The ski slopes, Stoney Creek golf course, Discovery Ridge, Coppermine Restaurant, The Edge Sports Bar, Lake Monacan (except Saturdays) and resort sponsored activities are open to the public. A property owner guest pass is included providing unlimited access to Chestnut Springs Park and Pool on the mountain top and Rodes Farm pool and clubhouse in the Stoney Creek Valley.brbr*Please note that this unit is on the third floor and is only accessible by several sets of stairs.

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$320.06

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Wintergreen Ski Retreat, Cozy Condo Near Slopes & Devils Knob Golf

Wintergreen Resort, Virginia, United States

Enjoy a cozy mountain getaway at this 2BR, 2BA Wintergreen condo, ideally located for ski season and year-round resort activities. Nestled on the 12th hole of Devils Knob Golf Course, Virginia’s highest elevation course, this inviting retreat offers scenic views, comfort, and convenience in one of Wintergreen’s most desirable areas.brbrAfter a day skiing or exploring nearby trails, relax by the wood-burning fireplace, unwind in the comfortable living area with smart TV and fast Wi-Fi, or step onto the private deck to enjoy the crisp mountain air. The condo features a fully equipped kitchen, king and queen beds, smart-lock entry, and easy access to ski slopes, hiking, dining, and the Wintergarden Spa. Seasonal resort shuttle service to the slopes is available during winter, making this the perfect Wintergreen ski retreat or relaxing mountain escape.

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$613.16

/ Nightly

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New Listing!100 FT FROM THE SLOPES! 4bd/3bth Ski In/Out Dobie Condo + Loft ❄⛄⛷

Wintergreen Resort, Virginia, United States

❄Best Location! Ski-In/Ski-Out Slopeside family-sized Dobie Condo with loft RIGHT NEXT to the Blue Ridge Express and Mountain Inn! 4 bedrooms (two masters) and 3 full baths with huge loft and high-speed WIFI. Top floor end unit. **Contact for more photos** brbr We are on the slope with a full view to the North East. Dobie Mountain Condominium: 4 Bedroom, 3 Bath and recently updated. The floor-to-ceiling stone fireplace, sunroom, extra-large loft, custom barn doors, full laundry room, and heated ski closet are beautiful!! THE LARGEST DOBIE CONDO floor plan. The stone fireplace and spectacular views overlooking the slopes make this the perfect spot for skiers and nonskiers.brbr⛷ For the skiers: clip in just feet from the back deck, and off you go. Start something savory in the full-service kitchen.brbr For the nonskiers, and curl up by the fire with a great book. You don't have to leave the condo to watch the skiers on the slopes! The unit is 500 ft from the Mountain Inn, restaurants, ski rentals, lift ticket office, and more!brbr Comes with Youtube TV w/ NFL Pass and ChromeCast to watch your favorite teams, shows, and more! Perfect place to come and work-from-home for the week with our high-speed wifi! Includes a parking space (contact for extra parking information).brbrAlthough well known for the ski season, spring, summer, and autumn are also favorite times to visit Wintergreen. A sampling of outdoor activities includes hiking, wine tasting, antiquing, and music festivals. A personal favorite: take the Highlands Hiking trail to the overlook (seen above) and continue to Fire and Frost for a morning patisserie or evening slice! Everything is centrally located, and most activities are within a short walk.brbr For young children, The Treehouse is a one-minute walk from the condo and offers half and full-day children's activities.brbrAll-season resort. Skiing, snowboarding, beginner & intermediate snow tubing park, Hiking, Festivals, Concerts, and Wineries. Don't forget you are minutes from a large selection of local craft breweries, all part of the Brew Ridge Trail!

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$149.36

/ Nightly

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Treetop Mountain Escape - Fireplace, Views & Pool

Wintergreen Resort, Virginia, United States

Wake up above the treetops in this beautifully updated top-floor condo at Wintergreen Resort — Virginia’s premier four-season mountain destination. Whether you’re here for skiing, hiking, or simply doing nothing at all, this stylish retreat has everything you need to unplug and recharge.brbrThe open living area features a cozy gas fireplace, a leather sofa, and a one-of-a-kind foosball coffee table — perfect for groups and families. Step directly onto the private balcony with string lights and a full sectional sofa, overlooking peaceful mountain greenery. The dining nook seats four around a gorgeous walnut table beneath a brass pendant light, wrapped by windows on three sides with treetop views. The fully equipped kitchen has granite counters, stainless steel appliances, a shiplap backsplash, and a full coffee station — everything you need for a cozy night in after a day on the mountain.brbrThe primary suite features a queen bed, vaulted ceilings, and an en-suite bath with a tub/shower combo. The second bedroom is a mountain-themed retreat with a queen bed and a twin trundle — ideal for kids or extra guests — with a full bath conveniently across the hall. The space comfortably sleeps 6.brbrWintergreen Resort has something for every season. Ski and snowboard in winter, hike over 30 miles of trails in summer, and enjoy access to two resort pools when the weather warms. The Wintergreen Spa is just steps away, and the resort’s restaurants and golf course are all within easy reach. Free parking is right in front of the building.brbrPets are welcome! We’re hands-on hosts — a teacher and her husband — who are always just a message away. The entire condo is yours; we keep just one small closet locked for storage. Self check-in via smartlock.

2

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2

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Exceptional(2)

$160.29

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Walk to Slopes and Restaurants - Cozy 1 Bedroom Condo

Wintergreen Resort, Virginia, United States

Escape to the mountains and relax in this cozy 1-bedroom Wintergreen condo located in the heart of Wintergreen Resort. Perfect for couples or solo travelers, the condo offers a peaceful retreat just minutes from skiing, hiking, wineries, breweries, golf, and the Blue Ridge Parkway.brbrThe bedroom features a comfortable queen bed, while the living room includes a sleeper sofa, smart TV, fireplace, and large windows that bring in the mountain atmosphere. Step outside onto the private deck with gliders and enjoy fresh mountain air, sunset views, and the quiet wooded setting.brbrThe kitchen is fully stocked with cookware, dishes, coffee maker, microwave, stove, refrigerator, and essentials for preparing meals during your stay. The condo also includes high-speed WiFi, streaming TVs, heating and air conditioning, fresh linens, towels, hair dryer, and convenient self check-in with smart lock access.brbrGuests can walk to nearby resort amenities, restaurants, the market, and seasonal activities. Whether you're here for ski season, hiking the Blue Ridge trails, winery weekends, fall colors, or simply a quiet mountain escape, this condo is a comfortable home base for exploring everything Wintergreen and Nelson County have to offer.brbrCome relax, recharge, and enjoy the beauty of the Blue Ridge Mountains.

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$223.27

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Pet-Friendly Retreat | Walk to Slopes & Village!

Wintergreen Resort, Virginia, United States

Summary:brbrBear Paw is a newly renovated, pet friendly two bedroom, two bath condo located in the Three Ridges community at Wintergreen Resort. One of the most walkable areas on the mountain, it is just a short stroll to the Village, where you will find restaurants, ski check in, shops, and the Mountain Inn.brbrbrbrWhether you are visiting for skiing, hiking, golf, or a peaceful getaway with your four legged companion, this inviting retreat offers the perfect base camp for every season.brbrbrbrThe Space:brbrBear Paw is perfectly situated in one of Wintergreen’s most connected locations. Step right out your door to access the Highlands Leisure Trail, or enjoy a short walk to the Village hub, home to the Mountain Inn, The Edge, Copper Mine Restaurant, Upper Crust Pizza, The Market, ski check in, and Discovery Ridge Adventure Center. On weekends and holidays, the free resort shuttle stops nearby, making it easy to explore without ever needing your car.brbrbrbrThis radiant end-unit condo is designed for both comfort and convenience, featuring vaulted ceilings and an abundance of windows that fill the space with natural light.brbrbrbrThe comfortable living area invites you to relax by the wood-burning fireplace with a beautiful brick surround (firewood provided), perfect after a day on the slopes or trails. The updated kitchen offers granite countertops and newer appliances, while luxury vinyl plank flooring throughout (no carpet!) adds a clean, modern touch.brbrbrbrStep outside onto your private deck overlooking the peaceful woods. An ideal spot for morning coffee or unwinding in the evening.brbrbrbrPets are welcome at Bear Paw, we love your four legged family members! Well behaved dogs are invited with no breed restrictions. Step right outside to the Highlands Leisure Trail for easy morning walks, or explore the surrounding woods full of new scents and adventure. A pet fee of $75 per stay applies, with a maximum of 2 pets, please disclose at booking.brbrbrbrYou’re just a short walk to The Village and Highland Leisure Trail, placing you right in the heart of everything Wintergreen has to offer.brbrbrbrFrom snowy ski days to summer hikes, vibrant fall foliage, and fresh spring escapes; Bear Paw is your perfect four-season mountain retreat!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: 21+brbrWe kindly request that no parties take place, and guests must be 21 years of age or older to book the home. Thank you for your cooperation!brbrbrbrGuest Access:brbrGuest has access to whole property.brbrbrbrThe Neighborhood:brbrBear Paw is ideally located in the heart of Wintergreen’s mountaintop community, just a short walk to Blackrock Village, the center of resort life. Here you will find local favorites like The Edge, Copper Mine, and Upper Crust Pizza, along with The Market for groceries and grab and go meals, the Mountain Inn, ski check in, and Discovery Ridge Adventure Center. The Highlands Leisure Trail winds through beautiful old growth forest right from the neighborhood, perfect for a peaceful hike. On weekends, the free resort shuttle makes it easy to explore the mountain without a car. Just a short 15 to 20 minute drive down the mountain brings you to Devil’s Backbone Brewpub and Bold Rock Cidery for even more local flavor.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 Ski Resort offers 26 runs across 129 skiable acres, vibrant après‑ski dining, night skiing on 45 acres, and Virginia’s largest snow tubing hill—The Plunge 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 mechanical bull rides.brbrbrbr✨ Wintergreen Activities (On‑Site & Nearby)brbrbrbrWintergreen Ski Resort Base Lodge – walking distancebrbrbrbrWintergreen Spa - 4 minbrbrbrbrThe Plunge Snow Tubing Park – 4 minbrbrbrbrDiscovery Ridge Adventure Center – 4 minbrbrbrbrWintergreen Resort Indoor and Outdoor Tennis and Pickleball Courts - 4 min (small fee to play)brbrbrbrShamokin Springs Nature Preserve – 6 minbrbrbrbrChestnut Springs Pool (on‑mountain) – 6 minbrbrbrbrStoney Creek Golf Course – 19 minbrbrbrbrbrbr Hiking HighlightsbrbrbrbrHighlands Leisure Trail – walking distance brbrbrbrBlue Ridge Parkway – 9 minbrbrbrbrThree Ridges Overlook – 9 minbrbrbrbrReid’s Gap Trailhead AT – 9 minbrbrbrbrUpper Shamokin Falls Trail – 10 minbrbrbrbrAppalachian Trail Head – 15 minbrbrbrbrCrabtree Falls – 35 minbrbrbrbrbrbr✈️ AirportbrbrCharlottesville–Albemarle Airport – 1 hrbrbrbrbr Water & Pool AccessbrbrChestnut Springs Pool (on‑mountain) – 6 minbrbrbrbrRodes Farm Pool (valley) – 25 minbrbrbrbrLake Monocan (Stoney Creek) – 25 minbrbrbrbrSherando Lake Recreation Area – 30 minbrbrbrbrbrbrWater 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 Update:brbrAs of newly enacted Wintergreen Resort policy: unaccompanied guests (renters) cannot access the gym, indoor pool, or Devils Knob golf course.brbrbrbrInteraction with Guests:brbrBear Paw 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!

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$167.58

/ Nightly

Condo

Wintergreen Condo w/ Pool: Near Hike & Market!

Wintergreen Resort, Virginia, United States

Walk to Wintergreen Conference Center | Near Hiking Trails | Community Pool AccessbrbrExperience the best of the mountains at this Wintergreen vacation rental! This inviting condo offers a prime location within walking distance of the Wintergreen Conference Center, making it the perfect base for events and outdoor adventures. Spend your days exploring nearby hiking trails or visiting the Market before returning home to relax by the pool. Your mountain escape awaits—book today!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bedbr- Bedroom 2: 1 queen bedbr- Living Room: 1 queen sleeper sofabrbrLAURELWOOD CONDOS AMENITIESbr- Seasonal outdoor pool (opens early June)br- Complimentary firewoodbrbrKITCHENbr- Stove/oven, refrigerator, microwave, dishwasherbr- Drip coffee maker (bring your own coffee)br- Blender, toasterbr- Cooking basics, trash bags/paper towels, dishware & flatwarebrbrINDOOR LIVINGbr- Smart TV, wood-burning fireplacebr- Dining tablebrbrOUTDOOR LIVINGbr- Patio, bistro tablebr- Pool viewsbrbrGENERALbr- Central heating & A/Cbr- Washer/dryer, iron/boardbr- Linens/towels, complimentary toiletries, hair dryerbr- Free WiFibr- Keyless entrybrbrFAQbr- 1 exterior security camera (facing out)brbrACCESSIBILITYbr- Single-story condo, exterior stairs to accessbrbrPARKINGbr- Community lot (2 vehicles)brbr-- THE LOCATION --brbr- Centrally located near hiking trails & ski slopesbr- Access to on-site dining, kids' snowboard/ski programs, & panoramic viewing platformbr- 0.4 miles to Discovery Ridge Adventure Center, The Plunge Snow Tubing Park, & Wintergreen Adaptive Sportsbr- 3 miles to Shamokin Springs Nature Preservebr- 7 miles to Ravens Roost Overlookbr- 8 miles to Sherando Lakebr- 28 miles to Frontier Culture Museumbr- 33 miles to Grand Cavernsbr- 48 miles to Charlottesville–Albemarle Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- No outdoor fires or grillingbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This single-story condo requires exterior stairs to accessbr- The seasonal outdoor pool will open early Junebr- Your safety matters. This property features 1 exterior camera at the front door facing the front outdoor entry. The camera does not look into any interior spaces. The camera records video and sound when activated by motion

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$574.76

/ Nightly

Condo

Spacious 3BR 3BA Pet Friendly Resort Condo

Wintergreen Resort, Virginia, United States

Escape to our spacious 3-bed, 3-bath mountain condo, perfect for families or groups. Enjoy cozy evenings by the gas fireplace, a fully equipped kitchen, and a private patio with a grill. With 3 king beds, everyone has a comfortable retreat. Located on the 18th fairway, you're moments from world-class skiing, hiking, and championship golf. Your year-round adventure starts here!brbrThe spacebrStep into a warm and welcoming mountain retreat. The open-concept living space is perfect for relaxing and socializing after a day of adventure.brbr**Living Area:** br* Large sectional sofa invites you to relax by the cozy gas fireplace. br* Smart TV for your entertainment needs. br* Large windows fill the room with natural light and offer peaceful views of the 18th fairway. brbr**Kitchen & Dining:** br* Modern, fully equipped kitchen with stainless steel appliances. br* All necessary cookware, dishes, and utensils provided. br* Spacious dining table perfect for sharing meals or enjoying a game night. brbr**Bedrooms & Bathrooms:** br* Primary Bedroom: King bed with a private ensuite bathroom. br* Bedroom 2: King bed with a private ensuite bathroom. br* Bedroom 3: King bed with easy access to a modern, updated full bathroom. br* All 3 full bathrooms are stocked with fresh towels and essential toiletries. brbr**Outdoor Space:** br* Private walk-out patio with outdoor seating to enjoy the fresh mountain air while you overlook the 18th fairway through the trees.br* Electric grill available for your use.brbrGuest accessbrGuests will have private and exclusive access to the entire 3-bedroom, 3-bathroom condo. This includes the living room, fully equipped kitchen, all bedrooms, and the private walk-out patio with a grill. brbrCheck-in is seamless and contact-free via a keyless entry system. You will receive your unique, private door code through the app prior to your arrival for easy self-check-in at your convenience.brbrThe neighborhoodbrDiscover the charm of Wintergreen Resort, your perfect base for a Blue Ridge Mountain adventure! brbrOur condominium is nestled in a tranquil neighborhood, ideal for families and nature enthusiasts. You'll find yourself surrounded by lush forests, scenic overlooks, and miles of hiking trails, perfect for morning walks or evening stargazing. brbrEnjoy direct access to year-round activities like skiing, snowboarding, golf, and tennis with a free resort shuttle. brbrJust a short drive away, explore award-winning wineries and savor farm-to-table dining in Nelson County. brbrThis family-friendly neighborhood offers a blend of adventure and relaxation, making it a welcoming retreat for all.

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$176.87

/ Nightly

Condo

Serene haven The Nest in Wintergreen, close to activities and restaurants.

Wintergreen Resort, Virginia, United States

A warm space to relax and recharge. Close to it all or simply do nothing. Near hiking, golf, the slopes, tennis, spa and scenic overlooks. Curl up with a book by the fire or grab your boots and head out for some fun. Enjoy your coffee on the deck or a game with friends. Or have a meal out in one of the local eateries. Lots to choose from on the mountain and off.

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$138.18

/ Nightly

Condo

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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