Vacation Rentals By Owner In Wintergreen Resort, VA

Welcome to our cozy Wintergreen home, located on one of the most private lots in the area. You'll truly feel at peace with nature on the two levels of decks and seasonal views of the mountains. Sip wine by the two propane firepits or share a meal with outdoor dining for 10. Inside, you'll love the light-drenched living room with a wall of windows that brings the sense of nature inside. Managed by Chris at New School Hosting- check my profile for more reviews. Plus, pet friendly!br brWe have named our home Chat n Chill on the Hill, because it is the perfect setting to connect with loved ones in a peaceful setting. We are located in the heart of beautiful Wintergreen in Virginia, which has tons to do for all ages, year-round. We are just a few minutes’ drive to the slopes and all the dining and entertainment at Wintergreen. Some of the best hiking trails in the state are off the Blue Ridge Parkway (15 minutes from the home), plus there is a great waterfall trail just down the street (see the photo in the listing). Also nearby are two sandy-beach-entrance lakes plus a community pool for swimming, and over dozen wineries, breweries, and distilleries- all within a 30 minute drive.brbrThe house has 4 bedrooms and 3.5 bathrooms, with the layout as follows:brbrMain level:brbr- Main level deck features two propane firepits with ample seating, outdoor dining table that seats 10, and gas grill (propane provided)br- Living room with working propane fireplace and big screen smart TVbr- Dining area for 8, plus room for 4 more at the kitchen barbr- Fully stocked kitchen with granite counters, stainless appliances, plus coffee bar (coffee provided)br- BR1: Queen master bedroom with ensuite full bathroombr- Half bathbrbrUpper level:brbr- Loft area overlooking living room with Peleton exercise bikebr- BR2: King master bedroom with ensuite full bath featuring soaker tub and tile showerbrbrLower level:brbr- Additional living room / game room with pullout sofa, shuffleboard, darts, and arcade gamebr- BR3: Queen bedroombr- BR4: Bunk bedroom with queen bed on the bottom, twin on the topbr- Full hall bath with dual vanitiesbr- Laundry room with full size washer and dryerbr- Lower deck features additional seatingbrbrOther things to note:brbr- We allow one dog (50 lbs max) with a $100 pet fee. Also, the upper deck is entirely enclosed, so they can be outdoors off-leash on the back deck while you enjoy the firepits!br- We provide our guests $1500 of coverage for accidental damage to the property or its contents. The cost of this is already embedded in the cleaning fee.br- Wintergreen offers hiking, skiing, snowboarding, tubing, swimming, dining, spa, ropes course, golfing, and much more.br- The driveway is flat and can accommodate 3 vehicles without double parking, and 6+ with double parkingbr- Wifi is fast with a strong signal throughout the house and decks.br- We provide a fully stocked coffee bar with multiple coffee drip and Keurig optionsbr- Linens and towels providedbr- Guests can enjoy free community pool access in the summer season (though the HOA rules stipulate no more than 6 guests at a time, and the permitted hours are 2-6pm).br- Pack n play, high chair, and kid dishes providedbr- We do require a separate rental agreement, which we will send a link to e-sign after you book. There are no additional fees beyond those listed here.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.

Privacy and Views in Wintergreen

Wintergreen Resort, Virginia, United States

Bed

Bath

Sleeps

$252.65

Escape to a tranquil 2-bedroom condo at Wintergreen Resort! This well appointed property offers a perfect place for unwinding after a day of adventuring at the local pools, breweries, wineries, many hiking trails or after a long day of skiiing . With amenities like WiFi, smart tv, high end coffee machines and a washing machine and dryer, guests can enjoy a stress-free stay complete with everything you need to make your stay truly enjoyable and stress free. Our patio offers an abundance of seating and is great place to settle in for happy hour in the evening or to take in a breath taking sunrise in the morning. Master bedroom with king bed and private full master bathroom attached. Second room with queen bed. Comfortable pull out Olympic queen sized pullout couch bed in living room. Pack n play always available in closet.

Cozy dog- friendly condo that sleeps 6 -with pools and VIEWS, minutes to slopes

Wintergreen Resort, Virginia, United States

Bed

Bath

Sleeps

$199.28

Welcome to Pepper’s Mountain Pad, nestled in the Blue Ridge Mountains at Wintergreen Resort. Within walking distance to all the resort attractions; this 2-bedroom, 2-bathroom mountain condo has so much to offer. Highlights include: Just a 3 minute walk to The Market, The Village, and Laurelwood private pool. The master bedroom features a king bed, Bedroom 2 features a queen bed and one set of single bunk beds, and the living room has a queen sleeper sofa. Two full bathrooms. Cozy wood-burning fireplace w/firewood. Three Smart TV’s for streaming, no cable. Fully stocked kitchen. Keurig or coffee drip machine. Washer/dryer. Private parking and a parking pass. Secluded outdoor patio around back with a seasonal mountain view. End unit offers added privacy.

Pepper’s Mountain Pad, nestled in the Blue Ridge Mountains at Wintergreen Resort

Wintergreen Resort, Virginia, United States

Bed

Bath

Sleeps

$617.36

Welcome to your mountain retreat at Wintergreen Resort! This newly updated 4-bedroom, 4-bathroom condo offers stunning mountain views and the perfect blend of comfort and convenience for families and groups.brbrEnjoy two spacious primary suites, each with an en-suite bathroom featuring double sinks, a soaking tub, and a separate shower. The additional bedrooms provide comfortable accommodations for everyone in your group.brbrGuests will appreciate the fully equipped kitchen, complete with both a Keurig and a traditional drip coffee maker, and a spacious dining area perfect for family meals or gatherings after a day on the slopes.brbrSkiing is easy and convenient. A short 5–8 minute drive brings you to the Mountain Inn / resort‑village base area, where lifts, dining, and amenities await. For those who enjoy a scenic stroll, the Highlands Lift, a black diamond slope, is reachable on foot in about 15–25 minutes, offering a pleasant mountain walk before hitting the slopes. As our guest, you’ll have access to our Priority Parking Pass, allowing you to park right next to the main ski lodge — a rare and valuable perk during ski season!brbrRelax in the bright, open living space with large windows showcasing breathtaking Blue Ridge Mountain views, or unwind on the balcony surrounded by the beauty of Wintergreen.brbrPlease note:br • No pets or animals are allowed due to family allergies.br • No smoking inside the unit.br • Please remove outside shoes upon entering to help keep our home clean and comfortable.brbrWe’re happy to answer any questions and share local tips to make your Wintergreen stay unforgettable!

Brand-New Listing! Newly Updated 4BR/4BA Condo with Stunning Mountain Views

Wintergreen Resort, Virginia, United States

Bed

Bath

Sleeps

$527.06

The snow is here! Be the envy of your neighbors with panoramic views ALL year long! Step out on your private deck and breath deep in your Wintergreen Oasis! All the resort amenities are minutes away from this cozy and comfortable 5B/4.5B home located in a quiet cul-da-sac in Wintergreen Mountain Resort Village. Built on top of the Black Rock Mountain with incredible year-round views of Devil's Knob Mountain and the Blue Ridge Mountains. Ideal for retreats, romantic weekends or adventurous getaways!brbrMake Wintergreen Black Bear Lodge your home base to rest and recharge between exploring local activities like golf, tennis, hiking, skiing, swimming, fishing, shopping, dining! Don't forget those brewery & winery tours!brbrThe Space:brFloor plan is made for entertaining with friends and family, (or multiple families) or even well suited for your corporate getaway. With 5 private bedrooms on 3 floors, people can spread out! Entering on the second level is a spacious great room with soaring cathedral ceiling, and a gorgeous native stone gas fireplace. The huge deck overlooking the mountains is the perfect spot for that glass of wine. The kitchen and dining area is open to the great room and feature granite countertops, custom maple cabinetry, and stainless steel appliances. This floor also has a guest suite, with queen size bed and private bath leading to deck. There is also a laundry room and powder room.brbrThe third level has a spacious master suite with king bed, maximum mountain views, soaking tub, and heated towel bar. A second master suite with king bed and full bath and additional sweeping views is across the hall.brbrThe first level is great for children, or children at heart to lounge or challenge each other to game or two. Maybe even give parents time for a nap! A fourth bedroom with king and full bath allows for additional private accommodations and still leaves the fifth room with two bunk bed sets that the kids will love.brbrAdditional home amenities include free WIFI, three TV's (47',42', 32') in main living spaces, plus four flat screen TV's in bedrooms, DVD player, heated tile floors in the bathrooms, ceiling fans, central air conditioning, heated storage for your ski boots, and a quiet cul-de-sac location.brbrLocal Offerings:brWe can't wait for you to check out your backyard at Wintergreen Resort! Let your vacation come to you. Minutes away from skiing, pools, spa, ninja course, hiking, golf and more! 11,000 awe inspiring acres of Blue Ridge Mountains and valleys with Virginia's highest mountain golf course, ranked one of the top 50 golf resorts in the world. It also claims 'Tennis' magazine's Top Five family tennis resorts in the country, the South's single best ski area with ski lessons offered daily, with two high speed six person ski lifts. You also have seasonal access to outdoor pool and Lake Monacan with beach, and countless wineries, breweries and restaurants just minutes away.

Luxury Black Bear Lodge: Stunning 4 Season Mountain Views! Perfect for Families.

Wintergreen Resort, Virginia, United States

6

Bed

4

Bath

14

Sleeps

$231.16

2 bedroom 2 bath and a queen sofa bed. Sleeps 4-6 very comfortably. brThis is our second condo here as we’ve fallen so in love with Wintergreen as a four season resort.br(Dobie is our other condo also 2/2 with Queen Sofa bed next to the Mountain Inn also ski in ski out ~ beginner slopebrVRBO property ID 7973682) brbrWelcome home to the Highlands. Overlooking the advanced Black Diamond ski Slope.brRead all of my description here for lots of information if you are new to the area...brTake your vacation up a few notches in our thoughtfully curated space. brFeel instantly relaxed when you step inside and see the never ending backdrop of vast peaks and valleys. brNewly renovated with fresh finishes throughout. Both bedrooms have brand new carpet, mattresses and bedroom furniture & closet with plenty of hangers provided. Brand new tile flooring in each bathroom as well. We offer central heat and a/c or grab some readily available fresh cut firewood and cozy up by the fireplace. We have a full size washer and dryer, laundry basket, lint rollers, iron and ironing board etc. brOur condo sleeps 6 very comfortably with a *Queen sofa bed in the living room. You’ll find 2 full bathrooms, a shower in the primary/King bedroom and a shower/tub in the guest bath. Queen guest bedroom - Stream your favorite show or movies on any of the 3 smart tv’s in king bedroom, guest bedroom & 65 inch smart tv in family room- 3 TVs total.brHighlands is our personal condominium when we visit Wintergreen and it is cleaned and sanitized thoroughly as we would our own home and according to recommended guidelines prior to every check in. brbrPlenty of extra linens, Bath Towels, dish towels and essential paper products including paper towels, hand soap, TP, garbage bags etc. restocked prior to every check in. Keurig K-cup and standard coffee pot and filters provided so you can brew a pot of your favorite coffee or bring your favorite single use K-cup flavor. Whether you’re meeting up with friends or spending time with family- take a break from the hustle and bustle atop this beautiful Mountain Resort. brbr*While we are home owners in Wintergreen we are no way affiliated with Wintergreen Inn Resort- you as our guests staying in our Wintergreen home have access to the Chestnut Springs outdoor Pool & Pavilion seasonally- *We are Not Club members and do Not have access to the indoor pool or fitness center so if you are wanting to use these two facilities we graciously ask that you please “Do Not” book with us as we are not able to offer access. brbrNew to Wintergreen Take a moment and Google “Wintergreen Resort” for real time current events and download their App- as there's almost always something fun happening on the mountain! brbrOur Highlands condo is just a short walk across the street to the newest eatery on the mountain “Fire @ Frost” for all things gourmet pizza. We have many lovely hiking trails or a short drive to local state parks, several wineries, breweries, restaurants & antique stores. brHistoric “Monticello” the Estate of Thomas Jefferson has reopened with enhanced cleaning and safety measures in place- they offer a beautiful garden and tours of the estate & are family friendly-located in nearby Charlottesville. Check out Blue Ridge Fruit Loop- we love Strawberry picking nearby as well. brbrShenandoah National Park is just a short drive and brDevils Backbone restaurant and brewery, Blue Mountain Restaurant and Brewery, Blue Toad Hard Cider Brewery & Bold Rock Cidery are a few of the local faves & just 15 min drive from the condo.

Highlands Condo LOTS OF DETAILED INFO LISTED☺️ Views for days!

Wintergreen Resort, Virginia, United States

2

Bed

2

Bath

6

Sleeps

$468.5

Wintergreen Resort is a fantastic, all season destination, with adventures for everyone! We are a pet and kid friendly, 2br/2ba townhome, located in the heart of all the action. Ski check-in, Mountain Inn, restaurants, & the Market stocked with all the essentials located right next to our community.brbrCome hike, swim in our private pool or lakes, ski, snowboard, tube, and vineyard, brewery, distillery, or cider hop. We have it all!brbrWe respect your privacy and want your stay to be as relaxing and uninterrupted as possible. Our goal is to give you complete space to enjoy the home. At the same time, we’re always here if you need us.brbrWhether it’s a question about the property, local recommendations, or help with anything else, you can reach us anytime by phone or message. Your comfort and satisfaction are our top priorities, and we’re happy to provide support whenever needed.brbrRest easy knowing that you’ll have both privacy and peace of mind, with a dedicated team available whenever you require assistance.brbrExplore the best of the Blue Ridge! Hike Humpback Rocks, visit Crabtree Falls, or drive the scenic Blue Ridge Parkway. In winter, ski and snowboard right from the resort; in summer, swim at Lake Monacan or Sherando Lake. Enjoy Route 151’s wineries, breweries, and Bold Rock Cidery. ⛳ Golf at Stoney Creek, relax at the spa, or enjoy festivals, concerts, and family fun at the Treehouse & tubing park. Wintergreen has it all—year-round adventure awaitsbrbrGuests enjoy full access to our townhome during their stay through a contactless, key-code entry and adjacent, complimentary parking. Key-code on door handle will be provided prior to check-in. Guests are also welcome to enjoy the private pool during the summer months, as well as nearby Lake Monocan and Lake Sherando. Free wi-fi and cable is included!brbr*Wintergreen Abode is located in the peaceful and serene Laurelwood community, which is truly the ideal location at Wintergreen Resort. Excellent for groups coming to hike, ski, vineyard and brewery hop, or for those staying for UVA/Charlottesville visits or weddings!*brbrWe are the perfect jumping off point for slope access (just a few minute walk to the main slopes and equipment rentals), breath-taking hikes, scenic overlooks, multiple golf courses, the Blue Ridge Parkway, and award winning breweries, wineries, distilleries, and cideries! brbrPark right in front of the townhome, and enjoy a short walk to everything, including the Mountain Inn where you can get situated for skiing and snow boarding and access the slopes, the Market where you can grab all of your essentials, the private seasonal pool (the only community at the resort with a private pool!), beautiful scenic overlooks, and multiple restaurants, coffee bar, and shopping. No need to drive or shuttle to the slopes when you stay here!brbrThe space itself is a loft-style home, with four beds on the ground floor, and the main bedroom with queen bed upstairs. Perfect for group visits with friends and family of the human and furry variety, or for couples who wish to stretch out! We have all you need to make your stay relaxing: 2 fully stocked bathrooms, fully appointed kitchen with cooking essentials, ample parking right in front of the townhome, private community seasonal pool, in-unit washer/dryer, plenty of extra towels/linens, balcony, wood burning fireplace with free wood available, wi-fi and basic cable, and much more.brbrLaurelwood community is just a short drive to fantastic hiking, biking, golf, archery, scenic drives and overlooks on the Blue Ridge Parkway, and Route 151 for amazing wineries, breweries, cideries, and distilleries with a view! Just a stone’s throw away from historic Charlottesville, Monticello, and UVA. Come see what this slice of heaven has to offer!brbrSee our guidebook for area recommendations!brbrWe have some of the most scenic routes to drive (or bike for advanced bikers!) in the country. Nestled in the Blue Ridge Mountains, the views and scenic overlooks will take your breath away!brbrPlease view the Wintergreen Abode digital Guidebook for our favorite area establishments. brbrRecommendations and information are also available @wintergreenabode on IG. We look forward to welcoming you to our home!

Escape to Wintergreen Resort! Our pet & kid-friendly 2BR/2BA townhome is steps from skiing, dining & the Market. Hike, ski, swim, or sip at nearby wineries & breweries—adventure awaits year-round!

Wintergreen Resort, Virginia, United States

Bed

Bath

Sleeps

$1393.14

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!

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

Wintergreen Resort, Virginia, United States

Bed

Bath

Sleeps

$136.62

The ultimate Blue Ridge Mountain adventure awaits with this lovely cabin-inspired studio as your home base! Nestled in Wintergreen Resort just steps from the slopes and a short trip to area favorites like the Three Ridges Wilderness, this vacation rental ensures a carefree trip with your fellow outdoorsmen. There’s nothing better than relaxing after an action-packed day — return to this 1-bathroom condo to curl up with a warm beverage in the inviting living space or refuel in the kitchenette.brbr-- THE PROPERTY --brbr1 Mi to Trailhead | Year-Round Adventure | Keyless EntrybrbrStudio: Full Bed, Twin/Full Bunk BedbrbrINDOOR LIVING: Flat-screen TV, board games, breakfast barbrKITCHENETTE: Mini refrigerator, stove, microwave, Keurig coffee maker, toaster, cooking basics, dishware & flatware, trash bags & paper towelsbrGENERAL: Free WiFi (community), towels & linens, hair dryer, central A/CbrFAQ: Stairs required to accessbrPARKING: Community parking (3 vehicles)brbr-- THE LOCATION --brbrWINTER SPORTS: Wintergreen Resort (on-site), The Plunge Snow Tubing Park (1 mile), skiing & snowboarding lessons, tubingbrHIKE + EXPLORE: Cedar Cliffs Main Trailhead (1 mile), Sherando Lake Recreation Area (8 miles), Three Ridges Wilderness (9 miles), Humpback Rocks (10 miles)brTHINGS TO DO: Discovery Ridge Adventure Center (1 mile), Ravens Roost Overlook (6 miles), local restaurants, wineries, breweries, shopsbrAIRPORT: Shenandoah Valley Airport (42 miles), Richmond International Airport (119 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: The property requires stairs to access

Apartment

Snug Wintergreen Resort Studio: Ski In & Out!

Wintergreen Resort, Virginia, United States

Bed

Bath

Sleeps

$318.35

Escape to the mountains with this spacious 4-bed, 3-bath Virginia vacation rental home! Tucked into the Wintergreen Resort community, this house boasts a spacious deck with views of the mountains, an enclosed patio with a grill, and an upscale interior with vaulted ceilings. Enjoy year-round adventures with skiing and tubing in the winter and hiking and golfing in the summer. This well-stocked home has everything you need for a relaxing stay; you'll never want to leave this mountaintop retreat!brbr-- THE PROPERTY --brbr1.3 Miles to Ski Slopes | Deck w/ Views | 2,350 Sq FtbrbrWith all the comforts of home and an ideal resort location, this renovated abode is perfect for family or friends looking for an outdoor adventure at any time of the year!brbrBedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3 (Loft): Queen Bed | Bedroom 4: 2 Twin Bunk BedsbrbrCOMMUNITY AMENITIES (Seasonal): Outdoor pool, golf course, clubhouse, fitness center, tennis courtbrOUTDOOR LIVING: Enclosed patio, dining table, couch, ceiling fan, gas grillbrINDOOR LIVING: 3 flat-screen Smart TVs w/ cable, 2 dining tables, vaulted ceilings, exposed beams, floor-to-ceiling windows, ceiling fans, 2 wood-burning fireplaces, books & gamesbrKITCHEN: Fully equipped w/ cooking basics, stainless steel appliances, granite counters, microwave, Keurig coffee maker, toaster, island w/ seatingbrGENERAL: Free WiFi, washer/dryer, laundry detergent, towels/linens, cleaning essentials, central heating, air conditioningbrPARKING: Driveway (4 vehicles)brbr-- THE LOCATION --brbrWINTERGREEN RESORT(1.3 miles): Skiing, tubing, fishing, hiking, golfing, swimming, snowshoeingbrNEARBY ADVENTURES: Three Ridges Hike (4.8 miles), Appalachian Trail (8.9 miles), Shenandoah National Park (33.4 miles), Appomattox-Buckingham State Forest (59.1 miles)brEASY-ACCESS EATS: Devil's Knob Grill (1.1 miles), The Copper Mine Bistro (1.7 miles), The Edge (1.7 miles), Devil's Backbone Basecamp Brewpub (8.5 miles), Wild Wolf Brewing Company (10.9 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- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: Some community amenities may not be available at this time

Mountaintop Wintergreen Resort Home w/ Deck, Views

Wintergreen Resort, Virginia, United States

Bed

Bath

Sleeps

$472.37

Hot Tub Coming Dec. 2025*** We added a beautiful 8 seater hot tub for our deck overlooking the serene deck and creek below! Perfect to soak your worries away after skiing or hiking!! Escape to our peaceful 3BR/4Bath mountain cabin nestled in the trees along a beautiful creek—just 2 minutes from the lodge and close to scenic hiking trails. Sleeps 9–10 with a spacious layout, huge covered back porch, cozy firepit, and fun Pac-Man arcade machine. Enjoy a brand-new kitchen with 2 dishwashers, full laundry, and plenty of space to unwind. Pet-friendly and perfect for families or groups seeking comfort, nature, and connection. 3 pools, 3 golf courses, tennis, pickle, archery etc

The Snow House New Hot Tub Pet Friendly Creek PacMan

Wintergreen Resort, Virginia, United States

Bed

Bath

Sleeps

$255.62

Mountain Memories is our cozy, renovated chalet that is just a 5-minute walk to the slopes, lodge, and dining. The trails and many tastings (breweries, wineries, and cideries) of Route 151 are just minutes away as well. Enjoy spacious living areas, a fully equipped kitchen, and peaceful mountain views. Perfect for every season—ski, hike, tube, or explore nearby amazing food, drinks, and agri-tourism. With high-speed wifi, espresso/hot chocolate machines, and a unique feel, this is the ideal Wintergreen getaway for family, friends, or a romantic retreat.brbrbrThe spacebrWelcome to your mountain retreat! From the parking lot, take a short walk down approximately 16 steps to reach this spacious, multi-level condo—perfect for families, friends, or groups.brbrMain Floor:brStep into an open-concept living space featuring a fully equipped kitchen and cozy living room that opens out onto a scenic deck—ideal for morning coffee or evening relaxation. This floor also includes a bedroom with a twin-over-queen bunk bed plus an additional twin bed, as well as a rollaway twin in the bedroom closet. There is a full bathroom that has a shower/tub for bathing.brbrLoft Level:brUpstairs, the loft offers a queen-size bed and a twin bed—perfect for extra guests or kids who want their own space. The board games are stored in the loft area.brbrLower Level:brDownstairs, you'll find the private, primary bedroom with a queen-size bed, a second full bathroom, and a laundry area with a washer and dryer. Step outside onto your own secluded patio, complete with comfy chaise lounges—great for enjoying a quiet moment outdoors.brbrWhat's nearby:brWintergreen Resort - ‪5 min walk‬/30 sec drivebrRaven's Roost Overlook - ‪4 min drive‬brBlue Toad Cidery & Devil's Backbone Basecamp and Brewery - 13 min drivebrBold Rock Hard Cider Nellysford Cidery - ‪15 min drive‬brStoney Creek Golf Course - ‪19 min drive‬brSherando Lake Recreation Area (hiking/lake beach/fishing/paddling)- ‪17 min drive‬

Stylish Mountain Retreat Close to Trails & Tastings

Wintergreen Resort, Virginia, United States

Bed

Bath

Sleeps

$248.78

Panoramic Peak is situated in the heart of Wintergreen Resort and boasts stunning mountain views from every window. The condo is one bedroom with 2 full bathrooms, but the unit comfortably sleeps four with a well-appointed sleeper sofa in the living area. Guests will have access to Wintergreen's Chestnut Springs and Rodes Valley pools for limited hours during summer months.brbrWhether you are coming for a summer getaway, or to enjoy winter skiing, tubing or snowboarding trip, Panoramic Peak is a great place to set up home base. From exploring Nelson 151, hiking, golfing, or swimming, you will never be at a loss for activities, regardless of the season. Panoramic Peak is family friendly! The condo's main features are as described:brbrKITCHENbrFridge, dishwasher, oven, Berkey Water Filter, coffee pot, tea kettle, pantry, washer & dryer.brbrDINING/LIVING AREAbrTable and chairs with seating for 4, WFH space (desk and chair), pull-out sleeper sofa, armchair, wood-burning fireplace, games, access to balcony.brbrBATHROOM 1brFull bathroom with shower/bath combo.brbrBEDROOMbrKing bed, dresser, tv with cable, armchair, bench, access to balcony.brbrBATHROOM 2brEn suite, full bathroom with shower/bath combo.brbrBALCONYbrTable and chairs with seating for 4.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.brbrNO pets, violations subject to fines.brWhether you are coming for a summer getaway, or enjoying a winter skiing, tubing, or snowboarding trip, Panoramic Peak is a great place to set up home base. From exploring Nelson 151, hiking, golfing, or swimming, you will never be at a loss for activities, regardless of the season. Panoramic Peak is family friendly! The condo's main features are as described:brbrKITCHENbrNew stainless steel kitchen appliances includes Fridge, dishwasher, LG stove as well as coffee pot, tea kettle, pantry, washer & dryer.brbrDINING/LIVING AREAbrTable and chairs with seating for 4, WFH space (desk and chair), pull-out sleeper sofa, armchair, wood-burning fireplace, games, access to balcony.brbrBATHROOM 1brFull bathroom with shower/bath combo.brbrBEDROOMbrKing bed, dresser, tv with cable, armchair, bench, access to balcony.brbrBATHROOM 2brEn suite, full bathroom with shower/bath combo.brbrBALCONYbrTable and chairs with seating for 4. Please note: 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.brbrNO pets, violations subject to fines.

Panoramic Peak: Wintergreen Condo with Views

Wintergreen Resort, Virginia, United States

Bed

Bath

Sleeps

$327.55

Come spend your vacation in one of the best properties new to the Wintergreen market, conveniently located in the resort and close to all the resort amenities! This is beautiful and cozy 4 BR plus Loft area with extra bed, 3 full bathrooms home. It has fully equipped and well stocked kitchen. All brand new bedrooms furniture, mattresses, bedding, etc. Enjoy an amazing 3 story deck on each floor. Spacious parking that can get up 5 cars. Enjoy the day on the slopes or watch your favorite movie/TV show on one of the 6 smart TVs with internet/cable or video game. We just added a combo pool/air hockey/ tennis table in the basement floor. You relax and enjoy one of the two fireplaces, first one is in the living room/ kitchen eating area (firewood provided) and the second one is at the lower level. Massive wrap-around multi-level decks with outdoor furniture and gas grill (propane tank supplied)!brThe house is nested 5 min from the slopes, and 2 min from all the hiking trails in the Wintergreen Resort.brCome and see it for yourself!

Beautiful Wintergreen Retreat 5 min from the slopes

Wintergreen Resort, Virginia, United States

5

Bed

3

Bath

12

Sleeps

$403.16

Welcome to your perfect mountain getaway at Wintergreen Resort! Nestled in the Blue Ridge Mountains, our home offers an idyllic retreat for those seeking adventure and relaxation. Our home sleeps 6-8 with 3 bedrooms. Wake up to beautiful winter sunrises over Humpback Mountain. The large dining area is perfect for enjoying meals together. The rec room is a fun hang out for board games after a day on the nearby hiking trails. Modern conveniences include a coffee bar, gas firepit, hot tub and EV charger.

The perfect Blue Ridge mountain getaway awaits at Wintergreen resort!

Wintergreen Resort, Virginia, United States

Bed

Bath

Sleeps

$332.7

Nestled high in the Blue Ridge Mountains, this condo is ideally located within Wintergreen Resort, one of Virginia’s premier four-season destinations.brbrLIVING ROOM - large sectional sofa, smart TV, desk, wet bar with sink and mini fridge brbrDINING ROOM - formal dining area for 6 guests, plus 4 additional bar stoolsbrbrKITCHEN - fully stocked kitchen with oven, refrigerator, dishwasher, toaster, Keurig brbrLAUNDRY - full-size washer and dryer in-unit for guests to use (laundry detergent provided) brbrBEDROOM 1 - king bed, two wall mount lamps, desk with ample storage, smart TV, closet with clothes hangers brbrBATHROOM 1 - hallway bathroom with single vanity, walk-in shower and toilet brbrBEDROOM 2 - king bed, two nightstands, dresser, smart TV, private walk-out patio with seating, closet with clothes hangers brbrBATHROOM 2 - private en-suite with double sinks, large walk-in shower with rain head shower, water closet with toilet brbrDECK - private walk-out porch with lounge seating and an compact size electric grill

Firefly on The Ridge: Mountain + Ski Slope Views

Wintergreen Resort, Virginia, United States

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Bath

Sleeps

$969.99

Welcome to Escape to Blue Ridge Haven on Wintergreen Resort, your peaceful mountain getaway! Whether you're looking for a relaxing place to stay while you're skiing at Wintergreen or enjoying all the fun that Nelson 151 has to offer, Blue Ridge Haven is the place for you! We are on the mountain tucked inside the Wintergreen Resort. We are a a short drive away from Stoney Creek Golf Course the Route 151 Brew Trail. You will be able to enjoy hiking/walking trails within feet of the house! It is less than 2 miles to the ski slopes in Wintergreen. Whether you're coming for a family getaway, college reunion, girls' or guys' week, or wedding, Blue Ridge Haven has all the amenities you would want and then some.brbrBed layout by room and floor:brbr7 BedroomsbrbrLowest LevelbrBedroom 1 has two (2) Queen bedsbrBedroom 2 has three (3) twin bedsbrBedroom 3 has two (2) Queen bedsbrbrMid-Level brBedroom 4 has one (1) King bedbrbrUpper LevelbrBedroom 5 has one (1) King & one (1) Double bedbrBedroom 6 has one (1) Double bedbrBedroom 7 has one (1) King & one (1) Double bedbrbrIn the basement, there is also a second common area Just outside is the private hot tub that you can enjoy with friends and family!brFeatured Amenities (outdoor) — open deck with dining table as well as a charcoal grill.brOther Amenities —Hair dryer in each bathroom, iron and ironing board, smoke alarms, fire extinguishers, linens, and towels.brbrOur property management company will provide a start kit for all supplies: (5 garbage bags, 5 laundry pods/5dishwashing pods, kitchen soap, hand soap, and toilet paper and 2 paper towels. If you are coming with a large group, you may want to pack additional items.brbrWhile the resort’s pools are reserved for members only, this property has access to the HOA pools at Chestnut Springs on the mountain (94 Timber Camp Dr) and Rodes Farm in the valley (Stoney Creek). These pools operate from the Saturday of Memorial Day Weekend through Labor Day. Unaccompanied guests of property owners may use the pools from 2 pm until 6 pm daily. With a guest pass, six guests can access the pool. The limit on people using WPOA pools per property is six. In addition to the pools, there are two fresh water lakes with swimming nearby. Lake Monocan, a 20-acre lake and park operated by the resort that is located at 239 Camping Ridge Lane in Stoney Creek. There is a fee per person to enter and it is closed to the public on Saturdays. Sherando Lake Recreation Area is also nearby. Known locally as the jewel of the Blue Ridge Mountains. Families enjoy picnicking in this shaded and woody area, while relaxing on the sandy beach of a 25-acre spring-fed lake. Access to multiple trailheads and rustic architecture provide numerous points of interest for families to enjoy. $8 per vehicle up to 8 passenger capacity for day use.brbrCurrently, due to a new policy of Wintergreen resort, unaccompanied guests (renters) are not allowed access to the gym, indoor pools or Devils Knob golf course.brbrSpanning 11,000 acres on the eastern slopes of the Blue Ridge Mountains, our spacious condominiums and vacation homes are surrounded by winding trails, cascading streams and lush forests. The ultimate four-season vacation or conference spot, Wintergreen Resort is peaceful and refreshing, with an endless variety of activities. The resort features four seasons of mountain recreation and amenities including 27 holes of championship golf at Stoney Creek Course; exhilarating winter skiing, snowboarding and snowtubing; an award-winning tennis program; a full-service, mountaintop spa; outdoor recreation such as hiking, fly fishing, and swimming; a variety of enticing dining options; and much more. For those seeking a memorable family vacation, Wintergreen offers special packages, children's programs at The Treehouse, and a host of special events and activities to keep everyone entertained. WINTERGREEN ACTIVITIES: 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 platform ATTRACTIONS: Appalachian Trail Head (across the street), Blue Ridge Parkway (5.0 miles), Three Ridges Overlook (5.5 miles), Shenandoah National Park (19.2 miles), Appomattox Court House National Historical Park (57.8 miles) WINE and BEER: Devil's Backbone Basecamp Brewpub (8.7 miles), Hill Top Berry Farm and Winery (14.1 miles), Wood Ridge Farm Brewery (20.7 miles), Seven Arrows Brewing Company (20.8 miles), Blue Mountain Brewery (21.6 miles), Veritas Vineyards and Winery (22.3 miles), Afton Mountain Vineyards (22.6 miles) HIKING: Highlands Leisure Trail (1.7 miles), Upper Shamokin Falls Trail (1.8 miles), Appalachian Trail-Three Ridges Hike (5.0 miles), Crabtree Falls (20.7 miles) AIRPORT: Charlottesville Albemarle Airport (49.2 miles)brbrOur home is Wintergreen Resort. Renters have access to Stoney Creek golf course and Rodes Farm Pool (both of which are in the Valley) and Chestnut Springs Pool (a heated pool which is on the mountain) and the Wintergreen Spa. Currently, due to a new policy of Wintergreen resort, unaccompanied guests (renters) are not allowed access to the gym, indoor pools or Devils Knob golf course. Pools are outdoor and only operate during summer months.

The Getaway at Wintergreen Resort

Wintergreen Resort, Virginia, United States

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Sleeps

$202.43

New Listing! Welcome to Vista Haus, a cozy 1BR / 1BA condo in the Cliffs condos at Wintergreen. The Cliffs are known for their amazing views overlooking the Blue Ridge Mountains and the ski slopes. Soak in the sunrise view from the living room, bedroom, or patio. The kitchen is fully stocked, and the unit is on the ground level, allowing for easy access in and out. Walk your dog directly out the back door! Managed by Chris at New School Hosting.brbrVista Haus is located in the heart of beautiful Wintergreen in Virginia, which has tons to do for all ages, year-round. We are just a few minutes’ drive to the slopes and all the dining and entertainment at Wintergreen. Some of the best hiking trails in the state are off the Blue Ridge Parkway (15 minutes from the home), plus there are other great trails just down the street. Also nearby are two sandy-beach-entrance lakes plus a community pool for swimming, and over dozen wineries, breweries, and distilleries- all within a 30 minute drive.brbrThe living room features a wood-burning fireplace (firewood provided) and custom-built live edge wood tables. The kitchen is full sized and fully loaded with plenty of bar seating. The bedroom features a queen bed and great views of the mountains.brbrOther things to note:brbr- Vista Haus is pet friendly! We allow 1 dog with a $50 pet fee (total, not per night).br- Wintergreen offers hiking, skiing, snowboarding, tubing, swimming, dining, spa, ropes course, golfing, and much more.br- The living room and bedroom have smart TVs where you can access whatever streaming services you subscribe to. We do not subscribe to cable.br- Linens and towels providedbr- Guests can enjoy free community pool access in the summer season (though the HOA rules stipulate the permitted hours are 2-6pm).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.

Amazing views! Wintergreen ground-level condo

Wintergreen Resort, Virginia, United States

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Bath

Sleeps

$459.51