Home Vacation Rentals By Owner In Roseland, VA

Showing 80 Of 84 Vacation Rentals
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Exceptional(18)

$1334.72

/ Nightly
Private Vacation Home

Historic Farm Renovated with Comfort, Mountain Views, Hot Tub, Pond, & Animals!

Roseland, Virginia, United States

Lovingly maintained and beautifully updated, this 1840s farmhouse is the treasure you’ve been looking for! Every room is a feast for the eyes, with historic furniture and designer details. For an additional fee, add two more houses on the property to accommodate more guests.brbrOn over 70 acres, our small herds of Scottish Highland cattle and miniature donkeys graze in green pastures and patches of Virginia woodland. The South Rockfish River and a peaceful pond are perfect for swimming, fishing, and exploring.brbrWe invite you to enjoy this slice of heaven in the Blue Ridge Mountains!brbrHIGHLIGHTS:brbr- 5 bedrooms in the Main Farmhousebr- ADD ON the 4-bedroom Guest Cottage and/or 2-bedroom historic Schoolhouse for an additional nightly fee (details below)br- 1 crib, 1 toddler bed, and 2 pack n playsbr- 7 full baths and 2 half bathsbr- Blackout curtains and sound machines in most bedroomsbr- 2 fully equipped kitchensbr- High-Speed fiber Wi-Fibr- Hot tubbr- Weber grillbr- 3 outdoor dining areasbr- Outdoor play area (trampoline, slack line, swings, bocce court)br- Outdoor firepitbr- Pets welcome!brbrROOM BREAKDOWN:brbrMain House—5 bedrooms, 4 full bathrooms, 2 half bathrooms:br1st - Kingbr2nd - King + cribbr3rd - 2 Twinsbr4th - Double, Twin, and toddler bedbr5th - Double and TwinbrbrADD ON the Cottage—4 bedrooms, 3 full bathrooms:br1st - Kingbr2nd - Queenbr3rd - QueenbrLoft - 3 SinglesbrbrADD ON the Schoolhouse—2 bedrooms, no bathrooms:br1st - Fullbr2nd - 3 TwinsbrbrDETAILS:brbrIn the Main Farmhouse, enjoy 5 beautiful bedrooms, 6 lovely bathrooms (4 full, 2 half), a comfortable modern family room with 65-Inch OLED Smart TV, a spacious farmhouse kitchen with mountain views, and a dining room with a table that can expand to seat 14 guests.brbrADDITIONAL SPACES: brbrYou can add the Guest Cottage and/or the Schoolhouse to your reservation for an additional fee. The Guest Cottage is just a 2-min walk down the grassy hill from the Main Farmhouse. It includes 1 king bedroom, 2 queen bedrooms, and a loft with 3 single beds, and 3 additional full bathrooms. The Schoolhouse has 2 additional bedrooms (1 full bedroom and one loft with 3 twin beds) and no bathroom, so guests will need to share the bathrooms in the Main Farmhouse. Please send us a message to inquire about adding these spaces to your reservation!brbrThe property also includes a brand new hot tub comfortable for 6-7 adults, a large Springfree trampoline, tree swings, patio dining furniture, Weber grill, bocce ball court, large wooden picnic table, boxwood garden, and plenty of games and sports equipment, both indoors and out.brbrThis is the perfect spot for a gathering of friends and family of all ages!brbrGUEST ACCESS:brbrYou will have access to our entire 70+ acre property! We invite you to explore and enjoy. Several creeks, the South Rockfish River, and Blue Toad Hard Cider are all within an easy walk. Nearby, the Rockfish Valley Loop Trail system and Wintergreen Resort offer miles and miles of well-maintained hiking trails. The drive beyond our farm is a private road used by other neighbors, so please do not go further up the hill beyond the farm entry sign.brbrWe do have about 20 Scottish Highland cattle and 7 miniature donkeys, so please check with us before entering any pastures currently in use by animals.brbrNATURE: High View is a historic farm, so with that comes some proximity to nature. The home will be meticulously professionally cleaned before your arrival, but it's possible that you may be visited by insects or other small creatures.brbrHere in the mountains, we regularly see wild rabbits and deer outside, and you might also see snakes, coyotes, or even a black bear. (We still haven’t seen one, though!)brbrFor those who love star-gazing, the farm is delightful—dark and quiet at night in the country, and the summertime fireflies are breathtaking! However, this also means that you might need a flashlight if arriving after dark, or to walk between the Main Farmhouse and Guest Cottage after the sun goes down.brbrACCESSIBILITY: brbrFor those with mobility concerns, the farm might be challenging at times.brbrA short walk (~50 yards) on a brick pathway leads from the parking area to the Main Farmhouse. To enter and then access bedrooms, you must go down and then up a few stairs.brbrIf you are staying in the Guest Cottage or want to use the hot tub, you also must be comfortable walking up and down a grassy hill.brbrPETS AND OTHER FEES:brbrPets are most welcome at the farm! Our pet fee ($95) covers up to two pets. Dogs must stay on leashes when outdoors because our horned cows and donkeys can be dangerous to dogs, and vice versa. We also ask dogs to stay off beds and furniture.brbrWe try to provide early check-in and late check-out whenever our guests request it, if we are able. Usually we can offer check-in by 1pm (instead of 4pm) for $95, and check-out by 2pm (instead of 11am), for $95 each. brbrPlease let us know if you’d like to add pets and late or early check-in to your stay!
Bed 11

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Bath 8

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Sleep 26

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$358.48

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Cottage

Waterfront Blue Ridge Cabin on Piney River, Wi-Fi, Fishing, Near Wintergreen

Roseland, Virginia, United States

Waterfront cabin on the Piney River in the Blue Ridge Mountains with high-speed Wi-Fi and no hidden fees.brWelcome to Sycamore Shade, a secluded riverfront cottage in Roseland, Virginia, nestled between Cardinal Mountain and Little Priest Mountain. Located along the banks of the Piney River and adjoining the George Washington National Forest, this charming Blue Ridge retreat offers privacy, tranquility, and direct access to the river, park and nature — while still being an easy drive to Charlottesville, Lexington, Lynchburg, and Staunton.brRelax on the deck, read in the hammock, or fall asleep to the calming sound of the river flowing over rocks. The Piney River is home to native brook trout and stocked brown trout, making this an ideal spot for fishing. Bring your fishing tackle, snorkel masks, and inner tubes for enjoying the river year-round.brOutdoor adventures are right outside your door, including:brHiking the Appalachian TrailbrExploring the Shoe Creek Jeep TrailbrMountain biking scenic gravel roads along the riverbrSkiing and snowboarding at Wintergreen Resort (30minutes away)brNelson County is known for its wineries, breweries, orchards, and seasonal festivals, all nearby and easy to explore.brYear-Round AppealbrSpring: Wildflowers including trilliums, mountain laurel, and jack-in-the-pulpitbrSummer: Fresh, Cool, spring-fed river perfect for tubing and swimmingbrFall: Stunning Blue Ridge foliage and visible trout spawning from the deckbrWinter: Cozy evenings by the wood stove and movie nights from the extensive DVD library after skiingbrThe cabin stays approximately 10 degrees cooler than the city, offering comfort even in summer. Whether you’re seeking a romantic getaway, honeymoon cabin, fishing retreat, or peaceful mountain escape, Sycamore Shade is designed to help you fully unwind.brOff-the-grid feel with modern comfort.brNow High-speed Wi-FibrAll prices include fees — no surprises
Bed 5

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Bath 3

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Sleep 8

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Exceptional(309)

$291.98

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Condo

Time to Book for Spring and Summer...Amazing Views and 5-Star Amenities

Roseland, Virginia, United States

While it may be getting hot where you live, at Wintergreen the spring and summer are much cooler and very pleasant. brbrWintergreen Resort, high in Virginia's Blue Ridge Mountains, features many outdoor activities, or you can just sit back and enjoy the scenery. This fantastic condo will provide a great base to help you enjoy it all!brbrWhether you are a skier, boarder,golfer, tennis player, hiker, or cyclist, or perhaps you merely enjoy reading a good book on the deck, a Wintergreen getaway is just what you need. At 3,500 feet astride the Blue Ridge Mountains, adjacent to the Appalachian Trail and Blue Ridge Parkway, Wintergreen has become a four-season resort that will provide a natural backdrop for whatever you like to do. And what better way to enjoy all that Wintergreen has to offer than a stay at a luxury, two bedroom condominium with a view that can only be described as 'breathtaking 'brbrAnd as of 2015, we now own a second condo in the building next door, 1925 High Ridge Place. This three-bedroom, three-bathroom condo (VRBO Listing #751707) is beautifully decorated and offers a stunning view from it's huge deck. It is a mere 90 second walk from our front door, so if you have a big group, and need five bedrooms, five baths, and two kitchens, then reserve both condos at the same time for a special discount!brbrThe living room of 1831 High Ridge Court is large and airy, and has a fireplace (with all the free firewood you can use), a 55-inch LCD Hi-Def cable TV, the ability to play streaming Netflix movies (account included), over 200 TV channels, BluRay discs, DVDs (we have over 50 movies, for kids and adults, but be sure to bring some of your favorites), CDs, a sleeper sofa (queen-size bed), and two side chairs. The living room has a door opening to the deck, which has a table for dining in the warmer months and a grill for outdoor cooking. The dining room has a six-person table and, like the living room, features oversized windows looking eastward. The view is amazing, and you can see the ski slopes below, Charlottesville to the northeast, and even the glow of Richmond on moonless nights some 70 miles away. brbrThe master suite of 1831 features a king-size bed, with its own door onto the deck. The views are gorgeous, to the east primarily, but you can also see westward into the Shenandoah Valley. This room has a 32-inch LCD HDTV and Blueray DVD player. The master bath has a double vanity, Jacuzzi tub, walk-in shower, and walk-in closet. The second bedroom has a queen-size bed, a closet, and is adjacent to the second bath, which contains a full tub/shower. The second bedroom has a 32-inch LCD HDTV.brbrThe kitchen has all appliances including refrigerator, electric range with smooth cooking surface, dishwasher, disposal, combination range hood/microwave, and most every small appliance and utensil you could need. The condominium has new full-size front-loading washer and dryer, and an outside ski locker for storing wet and icy gear out of the way. The unit is on the second floor, but an elevator makes loading and unloading a breeze. The building also has available covered parking, further protecting you from the weather. Our condominium is No Smoking, No Pets for everyone’s enjoyment.brbrOur guests can use the Stoney Creek Golf Course, and the Chestnut Springs Pool. The Wintergarden Spa is open to the public for spa treatments. (Please note--as of December 1, 2020, the Resort, in an effort to steer visitors to the privately-owned rental properties that they manage, has eliminated access to the Devils Knob Golf Course, Devils Knob Tennis Facilities, Devils Grill Restaurant, and the Wintergarden pools, to guests staying at non-Resort-managed properties. They charge an additional 10% over their published rates for this access as a Resort Fee . But if you decide these amenities are crucial to you, then your only choice is to rent through the Resort).brbrWe have a WiFi hi-speed internet connection in the condo, so you can use your laptop inside or on the deck to keep up with e-mail and the office. The land line phone in the condo has unlimited long distance in the US and Canada.brbrThe ski area, shopping, and other restaurants are a five-minute drive, or you can take a free shuttle bus that runs every 15 minutes and stops outside our door. There are numerous hikes that you can tackle without driving at all (including the Appalachian Trail), while the nearby Blue Ridge Parkway is perfect for cycling or cross country skiing.brbrSorry, resort policies prohibit motorcycles and RVs.brbrKeywords: Condominium
Bed 2

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Bath 2

Bath

Sleep 6

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$287.88

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Cottage

Charming cozy RIVERFRONT cottage on the Piney River. A little slice of heaven!

Roseland, Virginia, United States

The Chestnut HousebrbrThe perfect place for you and your family to rest, unplug, enjoy novice trout fishing, and stargaze under the clean country sky.brbrWelcome to the Chestnut House. This recently renovated riverfront home is a blend of historic charm and modern elegance. Originally built in 1926 as a log cabin made of real chestnut, it has since been used as a US Post office, country market, and later a house in 1936. The home is nestled between the Cardinal and Little Priest mountains in the Blue Ridge Range and the George Washington & Jefferson National Forest.brbrThe main attraction of the Chestnut House is the outdoors. Just a step away from the back door is the Piney River. Enjoy the sounds of this rushing river from the beautiful sundeck furnished with Adirondak chairs, or the picnic tables, rock fire-pit, or hammock. This two-story cottage offers scenic river and mountain views, a wood stove, chef’s kitchen, and sleeping accommodations for up to six guests. Open the windows and enjoy the sounds of the rushing Piney River and nature throughout the house. brbrA fun fact about the home: Growing on the side of the home facing the river is a very old, almost extinct, American Chestnut Tree. This is why we call it the “Chestnut House”.brbrLastly, don’t forget your fishing rods! Native brook trout and wild brown trout populate the river.
Bed 2

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Bath 2

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Sleep 6

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$352.24

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Cottage

Modern Farmhouse w/ Hot Tub, Yard. Pet Friendly!

Roseland, Virginia, United States

Welcome to Tupelo, a designer-decorated Blue Ridge home on one acre at the base of the mountain. Located between the Blue Ridge Parkway and Rt. 151, Tupelo is in the perfect location for everything you want to do! A stay at Tupelo puts you a just stone's throw from:brbr- Wintergreen Resort (3 minutes)br- 5 min. to Rt. 151 for touring breweries, cideries, and vineyardsbr-Blue Ridge Parkway and Appalachian Trails (5 minutes)br-Lake Monocan, Sherando Lake, and George Washington National Park nearbybrbrOutdoor features:brbr- Lounge in the brand new (2026) hot tub, or sip wine by the propane firepit on the deck (propane provided)br-Roast s’mores around the wood-burning firepit in the yard and enjoy mountain nightsbr- Let the kids and dogs play in the flat yard, or challenge your party to a game of cornholebr- Sip coffee on the covered front porch and enjoy a view of the mountainsbrbrIndoor features:brbr-Cozy up to the gas powered wood stovebr-Blackout curtains in every bedroom for a restful sleepbr-Dimmable lights in living and dining rooms for a moody atmospherebr-Enjoy the pitter patter of rain on the tin roofbr-Workspace with high-speed internet for knocking out work before playbrbrBedrooms and Bathrooms:brbr- BR1 (downstairs): King bed with dedicated workspacebr- BR2 (upstairs): Queen bedbr- BR3 (upstairs): 2 twin beds with 2 additional trundles (toddler bed-railings, plus child safe dining plates, bowls, forks, and sippy cups are conveniently provided for any little ones)br- Each floor has a full bathroombrbrOther things to note:brbr- We welcome dogs! Your one time $100 pet fee covers up to 2 dogs. Simply register your pets when you select the number of guests for your reservation.br- Wifi is fast with a strong signal throughout the house and deck. The living room, BR1 and BR2 feature smart TVs where you can access all the main streaming services.br- Linens and towels provided
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Bath 2

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Sleep 8

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Exceptional(183)

$508.16

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Private Vacation Home

Fantastic Mountain & Valley Views! Top of the Mountain & Close to the Resort!

Roseland, Virginia, United States

Bright and open Wintergreen contemporary 5 bedroom home perfectly situated on the top of Black Rock Mountain. Gorgeous breathtaking mountain and valley views from the house, multi-level deck, and patios. Enjoy the twinkle of the village lights below and the brilliant stars above while relaxing by the 2-story stone fireplace. Enjoy the stunning fully equipped updated kitchen with stainless steel appliances, breakfast bar, and stone countertops. Large enough to entertain, this open plan seats 14 for meals (inside or out). Ample parking on level surface with house.brbrThe main level features an open floor plan great room with vaulted wood ceilings, wet bar, and 2 story stone fireplace, flowing into dining area and kitchen with access to multi level deck overlooking mountain view. The great room 65 Samsung Ultra HD flat screen TV is equipped with DVD player, Onkyo Receiver, and Bose Surround Sound stereo system, HD Cable TV, Wifi, YouTube TV, Netflix, Hulu, Disney+. Super fast high speed wireless internet can easily handle multiple devices, Zoom, video conferencing, streaming, gaming, etc. All bedrooms include flat screen TV's with cable, Wifi, Netflix, etc. br brPrimary Suite with king bed is conveniently situated on the main level. The lower level features: a second king bedroom; third bedroom with queen; fourth bedroom with double; and fifth bedroom with two pyramid bunk beds, private walk out patio with beautiful view of mountains and valley, two gaming chairs, and large 65 Samsung Ultra HD flat screen TV, HD Cable, Wifi, Netflix, Hulu, Disney+. brbrLocated near the beautiful Wintergreen Resort, a magnificent four-season retreat offering ski slopes, restaurants, relaxation, golf, tennis, snow tubing, snowboarding, hiking, swimming, spa, horseback riding, wine tastings, fishing, outdoor concerts, art & craft shows, Kid's Adventure Park, etc. brbrWalkable to several hiking trails, the Mountain Inn Resort and The Market on a nice day! Walk down the street a few doors to Black Rock Park featuring 'The Plunge' hiking trail with some of the most photographed lookouts in Wintergreen. brbrThe year-round 27 hole valley golf course at Stoney Creek is nationally ranked!brWintergreen rated #1 Ski Resort in the Mid-Atlantic by Washingtonian. brTennis Magazine ranks Wintergreen Resort tennis facilities in the Top 50 for the past 17 years.brParent's magazine named Wintergreen Resort one of the country's top 10 best ski resorts and summertime kid-friendly and best program resorts. brbrLooking for additional space for larger family gatherings or a wedding party and need two homes Ask us about jointly renting our fabulous Wintergreen resort house and our friend's house across the street (sleeps 12).brbrIf any questions please call 804-364-4663brbrFive Bedroom Mountain Top House with Gorgeous Mountain and Valley View. Easy Access to Resort and Slopes.
Bed 5

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Bath 2

Bath

Sleep 14

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Exceptional(17)

$274.02

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Private Vacation Home

Wintergreen Resort Getaway w/ Deck, Mountain View!

Roseland, Virginia, United States

Enjoy easy access to all of the excitement Wintergreen Resort has to offer at this charming Roseland vacation rental! Located less than a mile from ski slopes, snow tubing, dining and shopping options, and more, this 4-bedroom, 4-bath house guarantees entertainment for everyone during your stay. Spend warmer days enjoying summer attractions, like Devils Knob Golf Course, scenic nature trails, or the seasonal community pool, before heading home to unwind on the private furnished deck.brbr-- THE PROPERTY --brbrCommunity Outdoor Pool (Available in Summer) | Fireplace | In-Unit Laundry | Pet Friendly w/ FeebrbrBedroom 1: Queen Bed | Bedroom 2: 2 Twin Beds, Twin Bunk Bed | Bedroom 3: Queen Bed, Full Daybed w/ Full Trundle | Bedroom 4: Full Bed, Twin Bed | Loft Game Room: Twin Futon | Additional Sleeping: Crib, Pack ‘n PlaybrbrINDOOR LIVING: Smart TVs, video games, board games, books, dining table, wet bar, en-suite bathrooms, jetted tub, ceiling fansbrOUTDOOR LIVING: Spacious deck, 2 furnished patios, outdoor dining, mountain view, charcoal grillbrKITCHEN: Refrigerator, coffee maker, stove/oven, microwave, dishwasher, toaster, kitchen island, dishware & flatware, cooking basicsbrGENERAL: Self check-in, free WiFi, cable, 1 window A/C unit (living room), washer & dryer, laundry detergent, iron/board, towels/linens, trash bags/paper towels, complimentary toiletries, hair dryerbrFAQ: Pet fee (paid pre-trip)brACCESSIBILITY: 2-story house, exterior staircase required to enter, 2 bedrooms & full bathrooms on main floor, interior staircase required to reach 1st-floor bedroomsbrPARKING: Community parking lot (4 vehicles)brbr-- THE LOCATION --brbrWINTERGREEN RESORT: Ski Lift C - Loggers Alley (0.6 miles), The Plunge Snow Tubing Park (0.9 miles), Discovery Ridge Adventure Center (0.9 miles), Devils Knob Golf Course (1 mile)brOUTDOOR FUN: Blackrock Park (1 mile), Shamokin Springs Nature Preserve (2 miles), Upper Shamokin Falls Trail (3 miles), Lake Monocan Park (13 miles)brSCENIC SPOTS: Three Ridges Overlook (4 miles), Ravens Roost Overlook (7 miles), Rock Point Overlook (7 miles)brAIRPORTS: Charlottesville-Albemarle Airport (47 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/ $25 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 2-story house requires using an outdoor staircase to enter on the 2nd floor. While 2 bedrooms and full bathrooms are accessible on the 2nd floor, an interior staircase is required to reach the 2 additional 1st-floor bedrooms
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Bath 4

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Sleep 13

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Exceptional(109)

$341.21

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Cabin

Gorgeous Rustic Mountain Cabin with Scenic Views! Welcome to Green Oak Cabin

Roseland, Virginia, United States

Instantly escape when you walk through the front door. The calmness of the cabin and the serenity of the mountains offer the opportunity to relax, refresh, and rejuvenate. brbrWhat do you need to recharge brIs it being in nature Staying in our tree house cabin, you’re surrounded by forest and overlook spectacular views of the Blue Ridge Mountains. The sunsets from our two wraparound porches are truly breathtaking. brIs it being active Whether you’re skiing in the winter or hiking throughout the year, this area has so much to offer. We even have a hiking trail at the end of our road. Through Wintergreen amenities you can enjoy a day at the pool, or fishing in the lake, or take the kids to the Adventure Center. Wintergreen’s two golf courses (one on the mountain, and one in the valley) are top notch! brPerhaps retail therapy is more your scene; then exploring the local antique shops will be for you.brIf enjoying a flight at a local winery or brewery is more your style, we can give you tips on some of the areas best.brAnd while on vacation, why not pamper yourself with a relaxing day at Wintergreen’s spa brbrAt Green Oak Cabin, we invite you to unwind, sink into our luxurious, buttery soft leather sofa, take in the views, and breath in fresh mountain air. Relax and read a book in our comfy and cozy beds, including two rooms with built-in bunk beds. The home is outfitted with granite countertops, copper sinks, a wood-burning stove,  and over 1,000 square feet of wrap around decking on two levels. The Great Room boasts a 30-foot high ceiling surrounded by spacious windows on every wall that bring the mountain views inside. You will not find another property like it. Green Oak Cabin is your own private sanctuary amidst the tranquil beauty of the mountains.brbrNestled on a quiet and secluded street, the cabin is only three minutes away from the heart of Wintergreen's 'downtown' resort facilities, including the ski slopes and main lodge area. Wintergreen is packed with activities, including hiking, flyfishing, cycling, mountain biking, summer tubing, a zipline, shopping, archery and performing arts. They also have incredible programs for kids, including a drop-off tree house programs so adults can take some time alone.brbrWe know you’ll love Green Oak Cabin as much as we do! brbrBe sure to find us on Instagram @GreenOakCabin
Bed 4

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Bath 2

Bath

Sleep 8

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