Home Vacation Home Rentals By Owner In Wintergreen Resort, VA

Showing 20 Of 126 Vacation Rentals
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Exceptional(223)

$887.17

/ Nightly
Private Vacation Home

Reconnect with family & friends at our large, private, stylish Wintergreen home

Wintergreen Resort, Virginia, United States

No need to leave the things you love about your home behind when you vacation! Our home features floor to ceiling windows, three expansive decks with a new outdoor stone fireplace, seasonal views, privacy, a cook's kitchen, and stylish decor. Located in Wintergreen Resort, it is convenient to all the amenities on the mountain, yet uniquely private. The home's backyard is the George Washington National Forest (1/3 mile away from the Appalachian Trail, which is best accessed directly from the house November - May because of the underlying foliage.) The rest of the year, a trailhead .5 miles down the road is the best access. The house is also situated across from the Shamokin Falls Trail on one of the most private double lots in Wintergreen. brbrOur home includes 2 master bedrooms, both with king beds and en suite bathrooms, 2 large living rooms, both with gas-fired stone fireplaces, a large well-stocked custom kitchen and a separate kitchenette on lower level making it the ideal vacation property for large family gatherings.brbrOur home is set up to sleep 14 in beds and 2 more in a brand new leather sectional king size pull-out sofa.brbrThe main level features a spacious living room with brand new furniture and beautiful dry bar, soaring pine clad cathedral ceiling, a gorgeous stone gas fireplace, amazing 180° views of the forest, smart HDTV, Blu-ray DVD player. The bright kitchen has granite countertops, custom cabinetry, two sinks, all new appliances, large farmhouse table, and large island with bar sink and comfortable stools for additional seating. brbrFrom the kitchen you can access the large deck, which is equipped with a large gas grill and patio furniture, including a dining table for eight, high-top table seating four, and six comfortable Adirondack chairs. The wrap-around deck is a wonderful vantage point from which to enjoy the sunrise or sunset, or to watch the wildlife visitors. Also, a new third deck provides comfortable and private seating and a huge wood-burning fireplace.brbrThe first floor also offers a powder room and a mud room with its own access door to the deck - perfect for coming in after a day of skiing! This level also has 2 bedrooms; one with two twin beds, and the other has a queen-sized bed. These rooms share a separate full bath with shower.brbrThe 2 master bedrooms are located on the upper level; both feature king sized beds. One master bedroom looks out over the valley, has an en suite bathroom with 2 sinks, a claw foot tub and separate shower. The second master looks out to the George Washington National Forest and has an en suite bathroom with double sinks and shower. Between the two bedrooms is a reading nook, which looks out over the open plan living area of the main level. brbrThe lower level has a large sitting room with gas stone fireplace, brand new furniture (including pullout king bed sectional) HDTV, and has direct access out to the lower deck. This deck has a porch swing, bar-top table with chairs, Adirondack chairs, corn hole set, and a ping pong table (paddles and balls supplied). Sitting area also includes kitchenette area equipped with fridge freezer, microwave, and sink. There are two bedrooms on this level with connecting french doors, making it ideal for families with young children. One has a queen-sized bed and the other has one set of bunk beds, and a single bed with a trundle bed underneath. These bedrooms share a separate bathroom with double sink, bath and separate shower. There is also a large laundry room/mud room on this level with washer and dryer and some exercise equipment. This is the main access room for the property as it leads directly out to the driveway, which has parking for four cars. Currently, the garage and apartment above the garage are not part of this rental and will not be occupied. They are used to house the owners' personal belongings. brbrAdditional home amenities include free WIFI, Bose 300 speakers, ceiling fans in all bedrooms, and central air conditioning.brbrWith our home as your rental, you will enjoy all the privacy, comfort, and charm of your own mountain retreat, while benefitting from the many amenities Wintergreen offers: wonderful hiking, skiing, tennis and golf. Furthermore, you'll also be a short drive from the many local vineyards, breweries, and gorgeous sites along nearby 151.
Bed 6

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Bath 4

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Sleep 16

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Exceptional(135)

$827.87

/ Nightly
Private Vacation Home

Modern Mountain Retreat: Hot Tub, Chef's Kitchen, Game Room & Ski Access

Wintergreen Resort, Virginia, United States

Welcome to your dream getaway at Wintergreen Resort — a stylish, fully renovated mountain retreat that blends high-end comfort with family-friendly fun. Perched at elevation with panoramic Blue Ridge views, this five-bedroom home features expansive living spaces, a massive fenced yard, and upgraded amenities tailored for both relaxation and recreation.brbr TWO Stunning Living Areas for Ultimate EntertainingbrInside, discover two levels of beautifully designed gathering spaces.brDownstairs: a spacious game lounge with pool table (ping-pong topper included), foosball, oversized sectional (with queen sleeper), smart TV, and a game/puzzle table — all opening to a large porch and 7-person hot tub, perfect for stargazing or soaking after a ski run.brUpstairs: a sun-drenched great room with soaring ceilings, breathtaking mountain views, a cozy stone fireplace, and plush seating around an HDTV — ideal for movie nights or game day.brbr Chef’s Kitchen + Designer DiningbrThe gourmet kitchen features eco-friendly recycled paper countertops, an induction cooktop, two dishwashers, wall oven, convection oven/microwave, beverage fridge, and two sinks — plus direct access to a gas grill for easy outdoor dining.brEnjoy meals around the elegant 10–12 person dining table or gather at the spacious kitchen island.brbr 5 Bedrooms + 5 Bathrooms | Sleeps 14brbrPrimary Suite (upstairs): King bed, gas fireplace, smart TV, two sitting areas, sunrise & sunset views, spa-style jetted tub, TV in the bathroom (!), and walk-in tiled shower.brbrDownstairs:brbrQueen guest suite w/ HDTV + luxury walk-in showerbrbrDouble bed guest room w/ en suite tub/showerbrbrTwo themed bunk rooms (each with private bathrooms)brbrPlus: Queen sleeper sofa in the game roombrbrOutdoor PerksbrbrOversized fenced yard — a rare find in the mountains — perfect for kids and pups to run freebrbrTwo-story deck with plenty of seatingbrbr7-person hot tub under the starsbrbrGas grill for mountain cookoutsbrbrTWO member-only parking passes for ski-out lot accessbrbrYear-Round AdventurebrWhether it’s ski season, leaf-peeping, or summer hikes, this home offers the perfect launchpad. Minutes to slopes, hiking trails, and golf — and loaded with amenities to keep everyone entertained when you’re home.
Bed 5

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Bath 5

Bath

Sleep 12

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Exceptional(139)

Select Dates for Price
Private Vacation Home

Briarpatch - Luxury 4BR House - in Wintergreen Retreat Collection of fine Homes!

Wintergreen Resort, Virginia, United States

Briarpatch is an upscale vacation rental home within Virginia’s Wintergreen Resort located in the prestigious Devil's Knob Loop area. Briarpatch is part of the Wintergreen Retreat vacation home collection and was built with attention to details, so you can be assured of a comfortable stay with high quality furnishings and accessories. The house is just a short hike to gorgeous scenic overlooks and within walking distance to the WinterGarden Spa. Ideally setup for 1-2 families - the house comfortably sleeps up to 10 in 4 bedrooms and 2-1/2 baths. brbrBriarpatch features many upscale amenities, including:brKitchen and Dining area - has been updated with a new GE Profile and Whirlpool premium appliances, and has a fully stocked kitchen with All-Clad cookware. Granite countertops with stools to seat 4 and a large dining table with chairs and benches for 8. Wood burning Stone fireplace with oak mantle.brbrDownstairs:brLiving Room - Large LED TV, assortment of movies on DVD.brDen with 50” Smart LED TV and large sleeper sofa.brMaster Bedroom Suite - Vaulted ceilings, LCD Flatscreen, king size bed, private bath separate shower and jetted tub.brbrUpstairs:brChildren’s Room with 1 Full Size trundle bed with a Twin bed underneath.brFamily Suite with 1 Queen bed, 50” Smart LED TV and an adjoining room with 2 Twin beds.brFull bath with separate section with two sinks.brbrRelax with wooded views and on the rear deck. In addition, this mountain escape boasts 4G cellular signal booster to allow better cell coverage . brbrPlease explore our site for pictures, a full 3D tour, rates and general Wintergreen Resort information. If you have any questions - please do not hesitate to reach out to us. We are here to make sure you have the vacation you deserve.br
Bed 4

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Bath 2

Bath

Sleep 10

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$430.73

/ Nightly
Private Vacation Home

Wintergreen Retreat - bespoke luxury post & beam home on Devils Knob loop

Wintergreen Resort, Virginia, United States

The Wintergreen Retreat is a vacation rental home within the Wintergreen Resort in Virginia in the prestigious Devil's Knob Loop area. This modern meets rustic elegant mountain getaway is just a few hundred yards from gorgeous scenic overlooks. The house comfortably sleeps 10 - 12 in 4 bedrooms and 3 full baths. Luxury furnishings throughout and a thoughtful home layout for family entertainment. brbrWintergreen Retreat is equipped with a whole-house germicidal UVC air purification and cleansing system. We have also worked closely with our housekeeping team to update our already high cleaning standards and have implemented an enhanced cleaning and disinfecting program.brbrThe house features many upscale amenities, including:brKitchen and Dining area - A chefs delight: Luxury Kitchenaid and Wolf appliances and accessories. Honed Granite countertops and large dining table with chairs for 8 and 4 additional stools at kitchen island.brbrMain Great Room with hand-scraped large plank wood floors, soaring ceilings with wood beams. 55' 4K LG OLED TV, Apple TV, cultured masonry stone fireplace, leather sofa, recliner and love seat. In addition to brbrDownstairs Great Room - 82' Home Theater with Dolby Atmos Surround Sound System, Apple TV, Nintendo Wii, HDMI connection for a game console, and solid teak billiard table. brbrRelax with wooded mountain views and grill out on in either of the 2 outdoor seating areas, including an upper deck and lower screened porch. brbrMaster Bedroom Suite - soaring vaulted ceilings, a 55 4K OLED Flatscreen, King Westin Heavenly bed, soaker tub, upgraded master bath suite.brbrWe built this house with attention to details, so you can be assured of a comfortable stay with quality furnishings and accessories. brbrPlease explore our site for pictures, rates and general Wintergreen Resort information. If you have any questions - please do not hesitate to reach out to us. We are here to make sure you have the vacation you deserve.brbr
Bed 4

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Bath 3

Bath

Sleep 12

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Exceptional(60)

$435.24

/ Nightly
Private Vacation Home

Find peace at Dove's Landing at Wintergreen resort - family- and pet-friendly!

Wintergreen Resort, Virginia, United States

Located in the heart of Wintergreen Resort with all the family-friendly activities that make the Mountain famous - great restaurants, spectacular views, skiing, hiking, golf, and spa. brGuest membership to The Nature Foundation at Wintergreen is included - free guided Living with Nature Hikes and discounts on other events and purchases.brDue to increased demand for bringing along a fur baby, we now allow 1-2 dogs for a $150 flat pet fee. If you have a (calm, well behaved) pup that you would like to bring along, she/he is welcome!brPlease send inquiry for specific questions about Wintergreen amenity availability. brbrYou’ll love Dove's Landing's quiet mountain setting, high quality furnishings, numerous amenities, and the comfy beds and linens. brOur place is perfect for couples, families, and large groups looking for a quiet getaway. With two bedrooms with bathrooms and a family room upstairs and two bedrooms with a bathroom and a bonus room downstairs, Dove’s Landing is perfect for three or four couples, two families with children, or extra large/extended families. Let the kids take over the basement and adults relax upstairs and on the peaceful deck.brNeed to check in with work or go online We've got 100Mbps Wi-fi to accommodate your needs (enough to even accommodate a whole family teleworking and learning virtually).brThe house has a total of five TVs - all of them are signed into a guest Netflix account and two are signed into a guest Disney+ account.brOur rec room in the basement includes a 70in. TV with surround sound and ample seating for the whole family. And when you want to unplug, there's a game table (air hockey and ping pong), dart board set, chalk board wall for kids, and a variety of puzzles, games, and books available for some good ole fashioned family time!brFor your convenience, Dove's Landing offers an exterior ski locker as well as exterior and interior boot lockers. Outside of ski season, the ski locker is stocked with a variety of outdoor toys such as balls, frisbees, bubbles, and sidewalk chalk. We have a swing, a bucket swing for babies and toddlers, and a bar w/ rings hanging under the back deck for kids to enjoy. We also have the hook and ring game under the deck for some friendly competition. brThere is a gas grill on the back deck (propane provided), as well as a table with 6 chairs for outdoor dining and relaxing. We also have a propane fire table that can be used as extra dining space for 2-3 when the fire cover is on, and enjoyed by many with the fire going. Behind the house we have a 360 degree chiminea (to meet VA/WTG fire regulations) with tree stump seating for 8 and firewood stocked. We also have a 2-person hammock where you can relax with a book and a cup of coffee or glass of wine.brDuring the summer you will have access to an outdoor heated pool with a playground and covered and screened in picnic area, all within a 2-3 minute drive from the house. Year round you will have access to a family- and dog-friendly park (less than a mile away) where you can watch the sunset, and there are stone cornhole boards, a bocce court, and shuffle board. We have cornhole bags and a bocce set at the house that you can take up and play. There is a fenced in dog park for the pups as well.brYou will find the cupboard stocked with coffee/coffee supplies, and there will be a bottle of wine in the wine rack! We also provide all linens and toiletry items.brComing with small children We have a pack n play, highchair, booster seat, and gates for the stairs available (if full-size high chair is required please send request ahead of time).br***Dove's Landing comfortably accommodates up to 11 adults, and up to 13 people total. If have more than 11 adults in your group please send me a message so that we can discuss your plans and ensure this is the right house for you. Nightly pricing is based on number of guests. VRBO lists additional guest fees depending on number of guests, even when under the max occupancy.brPlease keep track of keys - a $100 fee will be incurred for a lost key.
Bed 4

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Bath 3

Bath

Sleep 13

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Exceptional(5)

$1361.36

/ Nightly
Private Vacation Home

Pet-Friendly Snowflake Inn: Cozy Retreat with Sauna, Jacuzzi & Family Fun!

Wintergreen Resort, Virginia, United States

The Snowflake Inn is a family friendly home located in the coveted Blackrock district in the heart of the Wintergreen Resort. Walking distance to the slopes (Blues-Tyro), Mountain Inn, The Market, & restaurants.brbrLocated in Wintergreen, VA, this home allows you to enjoy the beauty of nature and the abundance of outdoor activities available in the area. Whether you're seeking a peaceful retreat or an adventure-filled getaway, this home offers the perfect base for creating lasting memories.brbrWe value your privacy and want to ensure that you have a relaxing and uninterrupted stay. As such, our approach is to provide you with complete privacy throughout your time at the house. However, we also understand that sometimes you may need assistance or have questions during your stay.brbrRest assured, our dedicated team is available to assist you whenever you need. Whether you have inquiries about the property, need recommendations for local attractions, or require any other assistance, our team is just a phone call or message away. We are committed to making your stay as enjoyable as possible, and we are more than happy to address any concerns or provide any necessary support.brbrYour comfort and satisfaction are our top priorities. We strive to strike the perfect balance between respecting your privacy and ensuring that you have access to the assistance you need. Enjoy the peace of mind knowing that a helpful team is available to support you whenever necessary.brbrDrive the Blue Ridge Parkway, Get Breathtaking Views at Wintergreen Overlooks. Go Tubing Down the Mountain. Have Brunch (or Dinner) at the Devil’s Knob Grill. Hike at Humpback Rocks, Hike to The Plunge. Play/Swim at Lake Monacan. See Upper Shamokin Falls. Take in a Concert (or Theatrical Production). Visit the Nature Foundation at Wintergreen and take part in one of their excursions or events, and the 'Treehouse', an activities area for children near the lodge. For older children there is a large video game room (including a bull-riding ride), put-put golf, snow tubing (or a zip line in the summer) and trampolines. Rejuvenate your body and spirit at Wintergreen spa and refresh your soul in the beautiful mountains. Golf at the Stoney Creek golf course down in the Valley.brbrIn July and August Wintergreen hosts a music festival with concerts, master classes, and lots of related activities. It's a great time to visit. brbrWinter is the prime season at Wintergreen due to its popular ski resort. During winter, the best part of this condo is that you can hit the slopes without having to drive or take a shuttle. Wintergreen offers plenty of activities and entertainment options for guests of all ages, from skiing and snowboarding to golfing and hiking. There are also many great restaurants, shops, and attractions to explore in the area. Don't miss out on the chance to experience Wintergreen in comfort and style. During winter Chair lift and tubing tickets sell out quickly! We recommend buying tickets before you arrive. You’ll find links at wintergreen resort. You may need to reserve ski rentals ahead of time, also (you can rent them from The Ski Barn which is located at the intersection of Rt. 151 and Rt. 664, at the bottom of the mountain.brbrThings to do around Wintergreen, VA:brbr1. Wintergreen Resort: This ski resort offers skiing, snowboarding, and other winter sports activities in the winter, and hiking, golf, music festival and other activities in the summer.br2. Blue Ridge Parkway: Take a scenic drive along this highway, which offers stunning views of the Blue Ridge Mountains. Blue Ridge Parkway and Afton Mountain also offer a variety of trails. The Blue Ridge Tunnel goes under Afton Mountain. Located off State Route 56 you can hike to Crabtree Falls, one of the tallest sets of waterfalls east of the Mississippi River.br3. Crabtree Falls: Hike to the top of Virginia's tallest waterfall, which offers beautiful views of the surrounding landscape.br4. Rockfish Valley Trail: This hiking and biking trail offers stunning views of the Blue Ridge Mountains and the surrounding valley.br5. Bold Rock Hard Cider: Take a tour of this local cidery, which offers tastings of their award-winning hard cider.br6. Stoney Creek Golf Course: Play a round of golf at this beautiful course, which offers stunning views of the surrounding mountains.br7. Sherando Lake Recreation Area: This beautiful lake and recreation area offers swimming, fishing, hiking, and camping opportunities. Please visit their website for more information about fees and schedule.brbrbrbrGuests will enjoy exclusive access to the entire property, ensuring complete privacy and freedom during their stay. Ample parking space is available in a private area. Guests will receive the door code 24 hours prior to their scheduled check-in.brbrDuring the summer, you will have access to the Chestnut Springs Pool on the mountain and the Rodes Farm Pool down in the valley. Spa Day Guests may use the Aquatics & Fitness Center the same day of a full-length Spa service for more information about access and rates please contact the Aquatics & Fitness at WintergreenbrbrbrUpon entering the home, you're welcomed by the first floor, boasting a room furnished with two bunk beds, making it ideal for hosting larger groups or families. A conveniently located bathroom in the hallway ensures comfort for all guests. The entertainment room is well-equipped with a foosball table, wet bar, beverage fridge, television, and video games. This room caters to the entertainment needs of those of every age. The standout feature of the first level is undoubtedly the 6-person Finlandia steam sauna. The steam sauna offers a perfect retreat to unwind and relax after a day filled with outdoor activities.brbrTransitioning to the second floor, you'll encounter an expansive living room area with a television and charming fireplace, setting a cozy, and inviting ambiance. This space seamlessly flows into a stunning kitchen equipped with a gas range, wine cooler, and dishwasher. Flowing from the kitchen is a dining table comfortably accommodating up to eight individuals, alongside a kitchen counter table for an additional four guests. Step outside onto the deck, providing an ideal setting for afternoon grilling and quality time with loved ones. Additionally, the second floor boasts a queen bedroom with a convenient half bathroom. What makes this room exceptional is the sliding door offering direct access to a luxurious jacuzzi. Open the door and indulge in a soothing soak while relishing the breathtaking views. An additional full bathroom is conveniently situated in the hallway next to the laundry room. brbrAscending to the third floor reveals the master bedroom, serving as a serene retreat. This expansive room features a luxurious king-size bed and a spa-like ensuite bathroom. The bathroom is equipped with a soaking bathtub, double vanity, and spacious walk-in shower, offering an ideal space for relaxation and rejuvenation. Adjacent to the master is an additional bedroom with a king-size bed and unique view of the treetops from the attached solarium seating area. The recessed, solarium seating area includes a single day bed and convertible chair which can sleep an additional two guests. brbrbrBreathtaking View Retreat at Wintergreen is located within the private community of Wintergreen Resort, offering easy paved-road access and ample parking directly at the property.brbrThe home is approximately 2 hours from Richmond and 3 hours from Washington, D.C., making it a convenient weekend or holiday escape.brbrDuring the winter season, road conditions in the mountains can change quickly — we recommend 4WD or AWD vehicles for safe travel in snowy or icy conditions. Once inside the resort, all main roads are maintained, making access smooth year-round.brbr1. Wi-Fi: you will have access to a high-speed Wi-Fi connection, we understand this is essential for many guests who need to stay connected to work, family, or friends.br2. Level 2 EV Charging: We provide a NEMA 14-50 outlet for level 2 charging. Bring your own charging cable to plug in and charge up your vehicle during your stay.br3. Bedding and linens: we will provide fresh, clean bedding and linens for a comfortable night's sleep.br4. Toiletries: we take care of basic toiletries like shampoo, conditioner, body wash, hand soap, and toilet paper so you don't have to worry about bringing these items themselves.br5. Towels: we will provide towels and a hair dryer during your stay.br6. Kitchen essentials: for your convenience we will provide basic cooking supplies like pots and pans, utensils, plates, and glasses. Also, basic spices like salt, pepper, and cooking oil.br7. TV and entertainment: We provide smart TVs with Roku live TV and major streaming services for you to log in to when you arrive as well as board games and books for you to enjoy.br8. Air conditioning and heating: We will make sure the temperature is comfortable, regardless of the weather outside.br9. Laundry facilities: you will have access to a washer and dryer, and we will provide a starter set of laundry detergent for your convenience.br10. Safety features: the home is equipped with smoke detectors, first aid kit and fire extinguisher to ensure guests' safety during their stay.
Bed 4

Bed

Bath 3

Bath

Sleep 14

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Exceptional(11)

$418.45

/ Nightly
Private Vacation Home

Whiskey Ridge - Luxury Mountaintop Family Retreat * Dog Friendly * Hot Tub

Wintergreen Resort, Virginia, United States

Perched atop Wintergreen Resort, our luxurious retreat offers 2800 sq ft of space that comfortably sleeps 12 guests. Boasting 4 bedrooms, 4 baths, a hot tub, fire pit, and stunning views over the 14th green of Devils Knob Golf Course, your year-round mountain escape begins here. Encounter world-class trails, savour local brews, or simply enjoy a cozy night by the fireplace. Experience the magic of the Blue Ridge Mountains at Whiskey Ridge Retreat.brbrYour memorable mountain escape begins at Whiskey Ridge Retreat, a newly renovated property set against the picturesque backdrop of Wintergreen Resort in Roseland, Virginia. Beautifully placed amidst lush surroundings, this exceptional retreat effortlessly captures both tranquility and adventure. Indoors, luxuriate in the spaciousness offered by the open floor plan. Curl up beside the fully functioning, stone fireplace underneath soaring vaulted ceilings. Or, gather the tribe around the dining table,sizable enough to seat 10 comfortably, and share stories as you dine under the ambiance of rustic elegance. Each of the four bedrooms has been thoughtfully designed for comfort and serenity. Offering three king beds and one full-over-full bunk bed, every room offers a restful retreat after the day’s excitement. two master bedrooms grace this home, one on each floor for convenience and inclusivity. Our fully-equipped kitchen invites you to whip up delicious meals with ease using the amenities provided: a coffee machine, cast iron, dutch oven, crock pot, etc. A kitchen island offers extra counter space and seating, while radiant heated floors keep your feet cozy in the mornings. brbrStep outside onto the expansive deck overlooking the beautiful 14th green of the Devils Knob Golf Course. Cook up a feast on the propane grill, relax in comfy Adirondack chairs, or spend the evening stargazing from the hot tub. With a Firepit and breathtaking mountain views, prepare for memorable nights under the starlit sky. Inclusive to all and prioritizing your convenience, our home boasts three full bathrooms with a handicap accessible shower and jetted bathtub. For your entertainment, six Smart TVs are located throughout the home, and our secure Wi-Fi connection ensures you stay connected during your stay. A game room with 3 arcade games and a Playstation 3 will keep the kids and family entertained.brShould heavy snow occur, we will have the premises cleared in a timely manner. A snow shovel and ice melt are provided and located in the closet on the front porch should this be needed in the meantime. brbrAdditionally, the driveway has an incline as you enter, 6 cars can fit at the top. In the event of snow, we advise to move cars to the street until our management team can clear the driveway. Do not attempt to drive up or down the driveway in snow without 4 wheel drive.brbrThe carriage house above the garage is frequently rented so please do not park in the single space provided for them at the beginning of driveway labeled Bear Essentials. Please respect the privacy of these renters as they will be respecting yours.brbr* Wood burning fires are prohibited outdoors.br* No candles allowed indoors.br* No smoking or vaping allowed indoors.brbrMust be 25 years old to book!
Bed 4

Bed

Bath 3

Bath

Sleep 14

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Exceptional(7)

$335.09

/ Nightly
Private Vacation Home

Luxe Cliff House Retreat: Hike, Sip, Relax

Wintergreen Resort, Virginia, United States

Discover the perfect getaway at Boho Cliff House, a stunning 3BR, 2BA home nestled in the heart of Wintergreen Resort. Ideal for couples, friends, and families, this elevated retreat sleeps 6 and offers the perfect blend of comfort, modern amenities, and serene natural surroundings. brbr✓ALL-YEAR FUNbr✓EXTERIOR LIVING W/ FIRE TABLEbr✓BIG GREEN EGGbr✓OPEN CONCEPT KITCHEN DINING/LIVING SPACES br✓STONE WOOD-BURNING FIREPLACEbr✓COMPLIMENTARY FIREWOODbr✓HIGH-SPEED FIBER WIFIbr✓CENTRAL A/Cbr✓RECORD PLAYERbr✓WALK TO SLOPESbr✓OUTDOOR POOLS (seasonal availability)brbr★FIRST FLOOR OVERVIEW★brbrRecent renovations and designer upgrades in 2025, the open-concept allows the living, dining, and kitchen areas to flow seamlessly, making it easy to entertain and connect with your group. Step outside from the dining room to the expansive back deck, complete with an additional dining table, sectional seating with a fire table, all elevated in nature among the trees with seasonal mountain views. brbrBedrooms 1 and 2 are located on the first floor.brbr-OPEN-PLANbr-FULLY EQUIPPED KITCHENbr-COZY WOOD-BURNING FIREPLACEbr-DIRECT TERRACE ACCESSbr-WALK TO SLOPESbr-BEDROOM 1 (ensuite)br-BEDROOM 2brbr★PRIMARY BEDROOM w/ Ensuite Bath★brbrThe primary bedroom is conveniently located on the first floor, offering bright and cheerful relaxation with high ceilings and numerous windows for added daylight. The ensuite bathroom features premium amenities for added comfort.brbr✓King Bedbr✓Premium Pillows, Linens, and Sheetsbr✓White Noise Machinebr✓Ample Bedside Chargingbr✓Closets w/ Hangers & Shelvesbr✓Essential Toiletriesbr✓Premium Native Productsbrbrbr★BEDROOM 2★brbrAlso located conveniently on the first floor, Bedroom 2 offers a king bed with super comfortable linens, ensuring a restful night’s sleep. brbr✓Queen Bedbr✓Premium Pillows, Linens, and Sheetsbr✓White Noise Machinebr✓Ample Bedside Chargingbr✓Closets w/ Hangers & Shelvesbr✓Newborn Essentials (Pack n' Play, High Chair & more)brbr★THE LOFT★br[SECOND FLOOR]brbrThe cozy multi-purpose loft area features the third bed, dedicated workspace, as well as relaxing lounge seating, perfect for unwinding.brbr✓Dedicated Workspacebr✓Double Height Spacebr✓Lounge seating for additional sleeping capacitybrbr★BEDROOM 3★brbr✓King Bedbr✓Premium Pillows, Linens, and Sheetsbr✓White Noise Machinebr✓Ample Bedside Chargingbr✓Essential Toiletriesbr✓Premium Native Productsbrbr★OUTDOOR LIVING SPACES★brbrNestled among the trees, the expansive back deck is perfect for outdoor gatherings. Whether you’re sitting around the fire table, or simply enjoying the fresh mountain air, the outdoor space at Boho Cliff House provides the ideal backdrop for a relaxing retreat.brbr✓Fire Table with Cozy Seatingbr✓Outdoor Dining Tablebr✓BBQ Grillbr✓Big Green Eggbr✓Mountain Viewsbrbrbr★LOCATION & ACTIVITIES★brbrLocated in Wintergreen Resort, Boho Cliff House offers easy access to skiing/snowboarding/tubing, hiking, Resort Restaurants and much more. After a day of adventure, return to the comfort of the cabin to relax and recharge for the next day’s exploration.br_________________________________brbrIn addition to our central location -merely a few minutes drive to WTG Market, the Mountain Inn, and restaurants around the Resort- Here are some other fun places to consider during your stay! brbr★PANORAMIC PURSUITS★brbr1. Founders Vision Overlook - (2 minute drive, 0.5 miles)br2. Devil’s Knob Overlook - (4 minute drive, 1.5 miles)br3. Raven’s Roost Overlook - (14 minute drive, 7 miles)br4. 20-Minute Cliff Overlook - (17 minute drive, 9 miles)brbr★UNCORK AND UNWIND★brbr1. Veritas Vineyards - (26 minutes, 18.3 miles)*br2. Hazy Mountain - (27 minutes, 19.6 miles)*br3. Cardinal Point - (24 minutes, 16.7 miles)*br4. Flying Fox - (23 minutes, 16.8 miles)*br5. 12 Ridges - (22 minutes, 12.9 miles)*brbr★HOP TO IT★brbr1. Blue Toad Hard Cider - (8 minutes, 4.6 miles)*br2. Bold Rock - (9 minutes, 5.9 miles)*br3. Devil’s Backbone Basecamp - (14 minutes, 7.6 miles)*br4. Three Notch’d Brewery - (16 minutes, 10 miles)*br5. Blue Mountain Brewery - (29 minutes, 20.5 miles)*brbr★STEP INTO NATURE★brbr1. Upper Shamokin Falls and Morgan’s Loop - (8 min drive, 3.4 miles)br2. Three Ridges/A.T. Trail - (9 min drive, 4.2 miles)br3. White Rock Falls Loop - (16 min drive, 8.9 miles)br4. Crabtree Falls - (33 min drive, 19.8 miles)brbr★TEE TIME TRIUMPH★brbr1. Stoney Creek Golf Course (25 minutes, 13.7 miles)br2. Swannanoa Golf Course and Country Club (26 minutes, 16.2 miles)br3. Old Trail Golf Club (30+ minutes in Crozet)brbrDistances from WTG Entrance*br_________________________________brbr★POLICIES/HOUSE RULES★brbrWe want all of our guests to enjoy their stay. To ensure this, we kindly ask you to observe the following policies:brbr*No Parties or Events: To maintain a peaceful environment and respect our neighbors, we do not permit parties, events, or large gatherings.brbr*No Smoking: Smoking is strictly prohibited inside and outside the cabin. No illegal substances allowed on the premises.brbr*Booking Guest Age Minimum : 25 or older, Host reserves the ability to check ID.brbr*Occupancy: The maximum number of guests allowed is as per the booking details. No additional overnight guests are permitted without prior approval from the owner.brbr*Local Laws & Ordinances: Guests must comply with all local laws, rules, and ordinances during their stay. brbr*Pets: 2 Dogs less than 50 lbs ea allowed with a one-time $50 pet fee per week. Must be paid when booking. Exceptions may be made for registered service animals, but please notify us in advance. If approved, guests are responsible for cleaning up after their pets and ensuring they do not cause damage or disturbances. Pets are not to be left alone unless crated. No pets on the beds please.brbr*Quiet Hours: To respect our neighbors and maintain a peaceful environment, we ask that you observe quiet hours from 10:00 PM to 8:00 AM. During this time, please keep noise levels to a minimum, particularly when outdoors.brbr*Cleanliness: We ask that you maintain the cleanliness of the cabin during your stay. Kindly remove your shoes when entering the cabin. Please don’t eat or drink in the bedrooms. brbr*Respect for Nature: As our cabin is located in a beautiful natural setting, we ask that you respect the environment by not littering, disturbing wildlife, or damaging any natural features.brbrNote: Breaking any of these or any House Rules may result in immediate termination of your reservation. Guests will be required to vacate the property, and no refund will be provided for any remaining nights. Additionally, any damages caused as a result of violating these rules will be charged to the guest.brbrNote: This property features a Blink doorbell device with an exterior security camera on the front outdoor entry. The camera does not look into any interior spaces. The camera actively records video when motion is detected by the device and records until there is no longer motion.brbrWe appreciate your understanding and cooperation. Thank you! :)
Bed 3

Bed

Bath 2

Bath

Sleep 7

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Exceptional(16)

$484.16

/ Nightly
Private Vacation Home

Mountain Views in Wintergreen

Wintergreen Resort, Virginia, United States

Welcome to Dogwood Retreat! This spacious Wintergreen home features two levels of decks. On the upper deck, you'll love the year-round mountain view with gas firepit and couches. The lower deck features a hot tub plus outdoor dining set. Inside, you'll love the open floor plan, renovated kitchen, game room downstairs, and 5 bedrooms that can sleep 14 comfortably. Plus, pet friendly! Managed by Chris at New School Hosting.brbrThere's a ton to do in the area! Dogwood Retreat is about a mile to the slopes and a few minutes’ drive to all the dining and entertainment at Wintergreen. Some of the best hiking trails in the state are off the Blue Ridge Parkway (15 minutes from the home), plus Wintergreen itself has a vast network of hiking trails right near the house. Also nearby are two sandy-beach-entrance lakes plus a community pool for swimming, and over dozen wineries, breweries, and distilleries- all within a 30 minute drive.brbrThe home layout is as follows:brbrMain level:brbr- Upper deck features outdoor couches and chairs around a propane fire table, plus gas grill. Enjoy the year-round mountain views!br- Living room with vaulted ceilings and wood burning fireplace (firewood provided)br- Newly renovated kitchen with everything you need to prepare large meals, and bar seating along the wall for 3br- Dining area with table for 10br- BR1: Master bedroom with king bed and ensuite bathroombr- Half bathbrbrUpper level:brbr- BR2: Queen bedroombr- BR3: Bedroom with 2 twins, a full bed, plus a bunk bedbr- Jack-and-Jill full bathroombrbrLower level:brbr- Additional living room / game room with kitchenette, air hockey, and arcadebr- BR4: Queen bedroombr- BR5: Two twin bedroombr- Full hall bathbr- Lower deck with hot tub and outdoor dining table / chairsbrbrOther things to note:brbr- Dogwood Retreat is pet friendly! We allow up to 4 pets with a $100 pet fee (total, not per pet or per night). The deck is entirely enclosed, so unless your pup has a penchant for fence-jumping, they can be outdoors off-leash on the back deckbr- Wintergreen offers hiking, skiing, snowboarding, tubing, swimming, dining, spa, ropes course, golfing, and much more.br- Bring your electric vehicle! Home features an EV Plug in Outlet - Level 2 (240V)br- There is room for 4-5 vehicles to park at the property. Additional overflow parking lot is available if needed.br- Wifi is fast with a strong signal throughout the house and deck. The living room and downstairs game room feature a smart TVs where you can access all the main streaming services.br- We provide a fully stocked coffee bar with multiple coffee drip and Keurig optionsbr- Linens and towels providedbr- Guests can enjoy free community pool access in the summer season (though the HOA rules stipulate no more than 6 guests at a time, and the permitted hours are 2-6pm).br- 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.
Bed 5

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Bath 4

Bath

Sleep 14

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Exceptional(12)

$485.79

/ Nightly
Private Vacation Home

Memorial Day Discount • Hot Tub • Firepit • Grill • 4BR w/Ensuites

Wintergreen Resort, Virginia, United States

*** 20% discount has already been applied to the Memorial Day weekend pricing (3 night minimum) ***brbrPROPERTY OVERVIEWbrWelcome to your premium mountain retreat at Wintergreen. This well‑appointed 4‑bedroom lodge sits at 3,800 feet in the Blue Ridge Mountains and offers a quiet, comfortable setting for adult groups traveling together. Each bedroom includes its own private, renovated en‑suite bathroom with premium bedding, making the home ideal for couples, friends, wedding groups, and multi‑suite adult gatherings. The home blends rustic charm with modern amenities, featuring expansive outdoor living, a gourmet kitchen, fast WiFi, and dedicated workspaces. Located minutes from Wintergreen amenities, the Blue Ridge Parkway, and Nelson 151 wineries and breweries.brbrLIVING SPACESbrFamily Roombr- Large windows with natural light and forest viewsbr- Comfortable seating for groupsbr- Gas fireplacebr- Rustic, cozy atmospherebr- Ideal for relaxing, reading, or board gamesbrbrDining Areabr- Seats 8 comfortably at a farmhouse tablebr- Bright, open layoutbr- Adjacent to kitchen and living room for easy flowbrbrGOURMET KITCHENbrDesigned for travelers who enjoy cooking and entertaining.br- Six-burner commercial gas rangebr- Convection oven and microwavebr- Large refrigeratorbr- Separate wine coolerbr- Farmhouse sinkbr- Dishwasher and trash compactorbr- All stainless KitchenAid appliancesbr- Fully stocked cookware, utensils, and essentialsbr- Plenty of counter space for meal prepbr- Weber gas grill on the deck for outdoor cookingbrbrOUTDOOR LIVINGbrThe home features an expansive 1,500 sq ft deck designed for relaxation and gathering.br- Saltwater hot tubbr- Firepitbr- Weber gas grillbr- Overhead cafe lightsbr- Forest and golf-course viewsbr- Ample seating and space to spread outbrbrBEDROOMS AND BATHROOMSbrAll four bedrooms include:br- Private en-suite bathroomsbr- Premium beddingbr- Ample storagebr- Quiet, restful surroundingsbrbrWORK-FRIENDLY FEATURESbr- High-speed WiFibr- Two bedrooms with dedicated workspacesbr- Quiet environment suitable for calls and remote workbr- Strong cell servicebrbrLOCATION HIGHLIGHTSbr- 5 minutes to Wintergreen Resort amenitiesbr- Located on the 14th green of Devil's Knob Golf Coursebr- 5 miles to the Blue Ridge Parkway and Appalachian Trailbr- 7 miles to Nelson 151 wineries and breweriesbr- Quick access to hiking, scenic overlooks, and outdoor recreationbr- Peaceful, wooded setting away from traffic and noisebrbrPERFECT FORbr- Adult groups traveling togetherbr- Couples' getawaysbr- Wedding weekendsbr- Friends' tripsbr- Multi-suite adult gatheringsbr- Ski weekendsbr- Golf tripsbr- Wine and brewery toursbr- Remote work retreatsbrbrAFTER A DAY OF ADVENTUREbrWhether your day includes:br- Golfingbr- Hikingbr- Skiingbr- Visiting wineries and breweriesbr- Exploring the Blue Ridge Parkwaybr- Relaxing on the deckbrbrYou will return to a home designed for comfort and connection. Enjoy the hot tub, gather around the firepit, cook a great meal, or settle in by the fireplace for a cozy evening.brbrSUMMARYbrThis home offers the rare combination of four private en-suite bedrooms, premium bedding, a gourmet kitchen, expansive outdoor living, and a quiet mountain setting close to everything Wintergreen offers. Spacious, comfortable, and thoughtfully equipped, it is an ideal retreat for adult groups seeking a premium experience in the Blue Ridge Mountains.
Bed 4

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Bath 4

Bath

Sleep 8

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Exceptional(6)

$519.38

/ Nightly
Private Vacation Home

Wintergreen 5BR with Hot Tub, Sauna, Firepit

Wintergreen Resort, Virginia, United States

Welcome to Marigold on the Mountain! Located in the heart of Wintergreen, Marigold features a hot tub and cedar barrel sauna on the lower deck, and a propane fire pit plus dining for 10 on the upper deck. Inside, you'll love the soaring ceiling with a light-drenched open concept living room / dining / kitchen. A separate living room / game room downstairs can double as a 6th bedroom. Plus, pet friendly! Managed by Chris at New School Hosting.brbrMarigold is located in the heart of beautiful Wintergreen in Virginia, which has tons to do for all ages, year-round. We are just a few minutes’ drive to the slopes and all the dining and entertainment at Wintergreen. Some of the best hiking trails in the state are off the Blue Ridge Parkway (15 minutes from the home), plus there are other great trails just down the street. Also nearby are two sandy-beach-entrance lakes plus a community pool for swimming, and over dozen wineries, breweries, and distilleries- all within a 30 minute drive.brbrThe house has 5 bedrooms and 3.5 bathrooms, with the layout as follows:brbrMain level:brbr- Living room with wood-burning fireplace (wood provided) and big screen smart TVbr- Dining area for 10, plus room for 2 more at the kitchen barbr- Fully stocked kitchen with granite counters, stainless appliances, island with bar seatingbr- Main level deck features propane firepit with comfy seating, outdoor dining for 10, and gas grill (propane provided for firepit and grill)br- BR1: Master bedroom with king bed and ensuite bathroom, featuring double vanities, tile shower, and oversized tubbr- Half bathbrbrUpper level:brbr- Loft area overlooking living room with deskbr- BR2: Queen bedroombr- BR3: Queen bedroombr- Full hall bath with shower/tub combobrbrLower level:brbr- Additional living room / game room with shuffleboard, large smart TV, futon that unfolds into full size bed, and wet barbr- Lower deck features hot tub and 4 person cedar barrel saunabr- BR4: Queen bedroombr- BR5: Bunk bedroom with Full-over-Queen bedbr- Full hall bath with shower/tub combobr- Laundry room with full size washer and dryerbrbrOther things to note:brbr- Marigold is pet friendly! We allow up to 4 pets with a $100 pet fee (total, not per pet or per night).br- Wintergreen offers hiking, skiing, snowboarding, tubing, swimming, dining, spa, ropes course, golfing, and much more.br- The driveway can easily fit 4-5 vehicles. The beginning of the driveway is sloped, so if you are traveling during the winter months, a 4 wheel drive vehicle is recommended, or you are welcome to park in the cul-de-sac and simply walk up the short driveway.br- Wifi is fast with a strong signal throughout the house and decks.br- The living room, downstairs living room/game room, and 3 of the bedrooms have smart TVs where you can access whatever streaming services you subscribe to. We do not subscribe to cable.br- We provide a fully stocked coffee bar with multiple coffee drip and Keurig optionsbr- Linens and towels providedbr- Guests can enjoy free community pool access in the summer season (though the HOA rules stipulate no more than 6 guests at a time, and the permitted hours are 2-6pm).br- Pack n play, high chair, and kid dishes providedbr- We do require a separate rental agreement, which we will send a link to e-sign after you book. There are no additional fees beyond those listed here.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.
Bed 5

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Bath 3

Bath

Sleep 14

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Exceptional(6)

$549.11

/ Nightly
Private Vacation Home

Mountain Views, Hot Tub, Impeccable Design

Wintergreen Resort, Virginia, United States

Welcome to Chasing Altitudes, a designer-decorated Wintergreen home with fantastic year-round views. The multiple decks feature a hot tub, gas firepit, and dining for 10. Inside, you'll love the fully remodeled interior with double sided fireplace, game room downstairs, and 5 bedrooms / 4.5 baths. Literally next door is a small park with viewing platform and hiking trail. Plus, pet friendly! Managed by Chris at New School Hosting.brbrChasing Altitudes 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. The Old Appalachian Trail hiking trail is just a few doors down from the house. If you’re willing to venture a bit further, some of the best hiking trails in the state are off the Blue Ridge Parkway (15 minutes from the house), and there are over dozen wineries, breweries, and distilleries within a 30 minute drive. During the summer, enjoy Sherando Lake and Lake Monocan with sandy beach entrances, or take a dip in the heated community pool.brbrThe home layout is as follows:brbrMain level:br- Deck with great views, comfy seating around the gas firepit, dining for 10, and propane grillbr- Living room with wood burning fireplace (firewood provided)br- Dining area with ample space for 10 at the main table, plus another 4 at the adjoining barbr- Fully stocked kitchen with stainless with everything you need to prepare large mealsbr- BR 1: Master bedroom with king bed, private balcony, and ensuite bathroom with double vanities and tiled showerbr- Half bathbrbrUpper level:brbr- BR 2: Master bedroom with king bed and mountain views. There's a semi-private additional area in this room that can support either a twin bed, or 2 twins pushed together to form a king.br- Ensuite bathroom with soaker tub. *NOTE: no shower in this bathroom... only the tub.brbrLower level:brbr- Additional living room / game room with big screen TV, seating area, pool table, and dart boardbr- Lower deck features brand new hot tubbr- BR 3: Master bedroom with king bed and ensuite bathroombr- BR 4: King bedroombr- BR5: Bunk bedroom with 2 sets of twin-over-twin bunk beds and small children's tablebr- Hall full bathbr- Laundry roombrbrOther things to note:brbr- Chasing Altitudes is pet friendly! We allow up to 4 pets with a $100 pet fee (total, not per pet or per night).br- Wintergreen offers hiking, skiing, snowboarding, tubing, swimming, dining, spa, ropes course, golfing, and much more.br- The flat driveway can easily fit 4-5 vehicles. There is an overflow parking lot at Wintergreen if needed.br- 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.
Bed 5

Bed

Bath 4

Bath

Sleep 14

Sleeps

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