Charming Vacation Rentals in Wintergreen Resort, VA

Serene Hideaway with Views, 1 Mi to Hike and Ski!
House
Wintergreen, VA, USA

Both parking on-site and free Wifi are accessible at Serene Hideaway with Views, 1 Mi to Hike and Ski!. The air-conditioned vacation home is composed of 3 separate bedrooms, a living room, a fully equipped kitchen with a dishwasher and oven, and 2 bathrooms. Towels and bed linen are offered in the vacation home. The property has an outdoor dining area. Shenandoah Valley Regional Airport is 43 miles from the property.

Guest Reviews:

- "Perfect!" - "Wonderful weekend with old friends."

Wintergreen Resort Home w/2 Decks + Ski Access!
Cottage
115 Tyro Ln, Nellysford, VA, 22967, USA

Close to skiing, this smoke-free cottage brings it all within reach. There's convenient onsite parking, so you can leave your vehicle behind and head out to Wintergreen Resort and George Washington National Forest, just a short walk away.

Relax by the outdoor pool or sip a drink in the garden of this cottage, which also features a porch or lanai and a firepit. As for the great indoors, you can come inside and enjoy the free WiFi and TV.

This 3-bedroom, 2-bathroom rental features a living room, a fireplace, and a desk. The kitchen is equipped with an oven, a stovetop, and a dishwasher, as well as a coffee maker, an ice maker, and a microwave.

Amenities:

Balcony/Terrace • Laundry • Other • Child Friendly • Parking • Entertainment • Tv • Fireplace/Heating • Sports/Activities • Pool • Kitchen • Security/Safety

Wintergreen Resort Home with 2 Decks and Ski Access!
House
Roseland, VA, USA

This vacation home offers a garden as well as a bar. There's an outdoor pool and guests have access to free Wifi and parking on-site. The vacation home consists of 3 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a bath and a hair dryer. Towels and bed linen are featured in the vacation home. The accommodation has a fireplace. Skiing is possible within the area and Wintergreen Resort Home with 2 Decks and Ski Access! offers ski-to-door access. Shenandoah Valley Regional Airport is 42 miles away.

Amenities:

Bar • Pool • View • Guest Services • Parking • Fireplace/Heating • Security/Safety • Skiing • Accessibility • Sports/Activities • Other • Internet

Wintergreen Home w/Hot Tub, Deck & Mountain Views
Cottage
26 Shagbark Lane, Nellysford, VA, 22967, USA

Close to skiing, this family-friendly cottage brings it all within reach. There's convenient onsite parking, so you can leave your vehicle behind and head out to Wintergreen Resort and George Washington National Forest, just a short walk away.

This 3-bedroom, 2-bathroom rental features a computer station, a BBQ grill, a fireplace, and air conditioning. Connect to the free WiFi, or get cozy in front of the flat-screen TV; there's also a video-game console and a DVD player. The kitchen is equipped with an oven, a stovetop, and a dishwasher, as well as an ice maker, a microwave, and cookware. And you won't have to pack extra clothes, because you'll also have a washing machine. Other amenities include bed sheets, an ironing board, a ceiling fan, and heating.

Amenities:

Business Services • Tv • Air Conditioner • Other • Child Friendly • Fireplace/Heating • Kitchen • Internet • Laundry • Entertainment • Sports/Activities • Security/Safety

Wintergreen Home with Hot Tub, Deck and Mountain Views
House
Wintergreen, VA, USA

This vacation home provides air-conditioned accommodations with free Wifi. Guests have access to a hot tub and spa center. Wintergreen Home with Hot Tub, Deck and Mountain Views features 3 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a hair dryer. A flat-screen TV with cable channels, game console, and DVD player, as well as a computer and a laptop are provided. The property has an outdoor dining area. Ski-to-door access is available on-site and skiing can be enjoyed close to the vacation home. Shenandoah Valley Regional Airport is 42 miles away.

Amenities:

Guest Services • Hot Tub • Skiing • Sports/Activities • Security/Safety • Transportation/Shuttle • Internet • Fireplace/Heating • Accessibility • Parking • Wellness Facilities • Other

Wintergreen Resort Home: Close to Slopes & Trails
Cottage
76 Pedlars Point, Nellysford, VA, 22958, USA

Located in Nellysford, this welcoming cottage lets you experience it all. Wintergreen Resort and George Washington National Forest are just a short walk away, so leave your car at the property, which offers onsite parking.

This 4-bedroom, 3-bathroom rental features a living room, a BBQ grill, a fireplace, and air conditioning. Try your hand at billiards, or enjoy the free WiFi and TV. Be sure to check out the kitchen, stocked cookware and paper towels. Other amenities include bed sheets, a ceiling fan, and heating.

Amenities:

Tv • Child Friendly • Parking • Internet • Kitchen • Fireplace/Heating • Air Conditioner • Security/Safety • Barbecue/Outdoor Cooking • Other

Walk to Ski Slopes Wintergreen Resort Treehouse
House
Beech Grove, VA, USA

Both parking on-site and free Wifi are accessible at Walk to Ski Slopes Wintergreen Resort Treehouse. The air-conditioned vacation home consists of 3 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a bath and a hair dryer. Towels and bed linen are available in the vacation home. The accommodation has a fireplace. Shenandoah Valley Regional Airport is 42 miles from the property.

Amenities:

Other • Sports/Activities • Guest Services • Child Friendly • Fireplace/Heating • Accessibility • Security/Safety • Internet • Parking

Designer Home w\/ Fire Pit ~ 70 Steps to Slopes!
Cottage
749 Pedlars Edge Dr, Nellysford, VA, 22967, USA

Just a short distance from ski lifts, this smoke-free cottage lets you experience it all. There's convenient onsite parking, so you can leave your vehicle behind and head out to Wintergreen Resort and George Washington National Forest, just a short walk away.

As you settle into this 5-bedroom, 4.5-bathroom rental, you'll find a fireplace and air conditioning. Enjoy the free WiFi and TV. Prepare a home-cooked meal in the kitchen, complete with an oven, a stovetop, and a dishwasher, as well as an ice maker, a microwave, and cookware. Other amenities include bed sheets, an ironing board, housekeeping, and heating.

Amenities:

Security/Safety • Guest Services • Tv • Bedding/Linens • Other • Child Friendly • Pool • Accessibility • Wheelchair Accessible • Fireplace/Heating • Air Conditioner • Kitchen

Bear Necessities with Wintergreen Advantage
House
Wintergreen, VA, USA

This vacation home provides air-conditioned accommodations with a balcony and free Wifi. There's parking on-site, and the property offers an electric vehicle charging station. Bear Necessities with Wintergreen Advantage features 3 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a hair dryer. Towels and bed linen are provided in the vacation home. The accommodation is non-smoking. Guests at the vacation home can enjoy skiing nearby, or make the most of the outdoor pool. Shenandoah Valley Regional Airport is 43 miles away.

Amenities:

Skiing • Wellness Facilities • Child Friendly • Internet • Ev Charge Station • Security/Safety • Parking • Pool • Pet Friendly

Charming 4-bedroom home with WiFi, game room and more near Wintergreen Resort!
House
Nellysford, Virginia, USA

Bear Tracks - the perfect Wintergreen Resort vacation home! This charming home offers a tranquil retreat with various living spaces - 1 king bed, 2 queen beds, and a twin bed with trundle, there's plenty of space for everyone to relax and unwind. The house is equipped with AC, heating, WiFi, Smart TVs, washer/dryer, and a game room. The kitchen is fully equipped including Keurig machine and coffee pods. The main level living area has large sectional and large screen Smart TV. The lower level includes a full size pool table, large screen TV, queen bedroom and large living area. All bathrooms feature amenities such as a soap, shampoo, conditioner, hair dryer, bathtub, and shower. Conveniently located 1.2 miles from Wintergreen Resort and 1.4 mile from The Plunge Snow Tubing Park. Whether you're exploring the nearby attractions or simply enjoying the peaceful surroundings, our property is the perfect place to create lasting memories. We look forward to hosting you at our mountain home!

Guest Reviews:

- "The home was beautiful and roomy inside. Had everything we needed. When I had a question about something and reached out to the owner Pam, she responded quickly. We enjoyed it so much, we will definitely come back again. " - "Our family had a wonderful visit here at Wintergreen. This house was perfect for us. It was great having the pool table to enjoy and there was a wonderful selection of puzzles and games and even some toys for our toddler grand daughter to play with. The kitchen was well stocked with everything we needed(I would have to say it was one of the best stocked kitchens we have seen in a VRBO). Pam was great to work with and was very responsive. I would definitely recommend! The only thing that I might would change would be to have shades that wouldn't take away from the beautiful views of the windows in the master bedroom and bathroom but that could be pulled down at night to give more privacy."

Antlers Aweigh with Wintergreen Advantage
House
Wintergreen, VA, USA

Both free Wifi and parking on-site are accessible at Antlers Aweigh with Wintergreen Advantage free of charge. Offering direct access to a patio, the air-conditioned vacation home consists of 4 bedrooms. Featuring a balcony with mountain views, this vacation home also comes with a cable TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 3 bathrooms with a bath and a hair dryer. The property has an outdoor dining area. Guests at the vacation home can enjoy skiing nearby, or make the most of the outdoor pool. Shenandoah Valley Regional Airport is 43 miles from the property.

Amenities:

Security/Safety • Skiing • Parking • Wellness Facilities • Pool • Internet • Child Friendly

Pedlars Big Mountain Home at Wintergreen
House
564 Pedlars Point, Nellysford, VA, 22967, USA

Located in Nellysford, this 7-bedroom, 5-bathroom vacation home lets you experience it all. Fans of nature and the outdoors will love being within a 5-minute walk of George Washington National Forest and 21 minutes by car from Sherando Lake Recreation Area. Thanks to the convenient nearby parking, you can either leave your vehicle behind and enjoy a short 5-minute walk to Wintergreen Resort, or easily tackle the 17-minute drive to Bold Rock Hard Cider Nellysford Cidery.

While you're here, you can enjoy all the comforts of home and more, including free WiFi and a garden.

Amenities:

Internet • Child Friendly

Shangri-la ! A Perfect Getaway for everyone !
Ski Chalet
27 Pedlars End, Beech Grove, VA, VA 22967, USA

Shangri-la! A Perfect Getaway for everyone! is a recently renovated chalet in Beech Grove where guests can make the most of the garden and shared lounge. This property offers access to a patio, free private parking, and free Wifi. Outdoor dining is also possible at the chalet. The air-conditioned chalet also provides a flat-screen TV, a fully equipped kitchen with a dishwasher, a seating area, washing machine, and 3 bathrooms with a walk-in shower. The accommodation has a fireplace. The nearest airport is Shenandoah Valley Regional Airport, 42 miles from Shangri-la! A Perfect Getaway for everyone!.

Amenities:

Child Friendly • Internet • Other • Tv • Kitchen • Air Conditioner • Parking

Large and Luxurious Exec 5BR Chalet
House
Wintergreen Resort, Virginia, USA

House, 5 Bedrooms, 4.5 Baths, (Sleeps/Max occupancy 10 people)
Important notes for prospective renters:
1) Our house gets rave reviews - see guestbook comments
2) House is very close (100 steps) to the Lower Tyro ski slope and under a 1 mile drive to Mountain Inn

Enjoy all four seasons of the Blue Ridge Mountains in our large, well furnished, executive-level retreat. Located at the top of the mountain in Wintergreen Resort, which is located in beautiful (one stoplight) Nelson County, and just southwest of Charlottesville, VA (Monticello and the University of Virginia). Wintergreen is the perfect mountain retreat for outdoor enthusiasts who enjoy hiking, biking, golf, tennis, skiing, and other activities, as well as those who just want to kick back and relax. Locally, there are many interesting activities, such as many breweries and vineyards, shopping, fishing, kayaking, apple picking, and sightseeing at significant historical sites.
Our spacious, 3000-plus-square-foot, luxury, vacation home is conveniently located just approximately 100 steps away from the Tyro ski slope and across the street from a hiking trail. Our home has the true mountain feeling with a wonderful wooded site and some views of the ski slopes and the mountains.
This non-smoking home features:
* Upper level: two large master bedrooms with king-size beds; great room and gourmet kitchen (with breakfast bar) with soaring tongue-and-groove wood ceiling and lots of windows; wood burning fireplace and LED TV with surround sound, private executive office with broadband internet, powder room, deck and gas grill.
* Lower level: master bedroom with queen-size bed and full bathroom, and two additional bedrooms (one with queen bed and one with double + bunk bed) that share a full bathroom; highly functional mud room to unwind after a day on the slopes that includes a ski and snowboard stand, benches to remove your shoes or boots, plenty of hooks for your jackets and gloves, and washer and dryer; living/recreation room with a 55' HD TV and surround sound, Xbox 360 and games, and table and chairs for card games, puzzles, or using your laptop with a wireless broadband internet connection.
Overall, our well-appointed vacation house is ideal for large families or shared by several families, or as your corporate retreat. This is a fabulous home for a very reasonable price.
Keywords: Mountain House, Mountaintop, Ski Slopes, Luxury, Wintergreen, Walk to Ski, Snowboard, skiing, wood fireplace

-- POLICIES --

- No smoking anywhere on premises, inside or out

- No pets allowed

- No events, parties, or large gatherings

-No more than a total of 10 people to occupy the house (all adults and children count toward the total). If additional people are found at the property an additional $100 per night/per person will be charged.

- Must be at least 30 years old to book

- The person who rents and pays (primary renter) must occupy the house during the complete stay

- If there is damage that makes it so the succeeding renter cannot occupy the space, the renter responsible for the damage agrees to pay for the succeeding renters stay

- NOTE: Your safety matters. This property features 2 exterior surveillance cameras, around the perimeter of the home, facing out

Guest Reviews:

- "Thoroughly enjoyed Wintergreen and this property suited our family perfectly. We had 3 families - grandparents (2) daughter plus husband and one daughter (age 4) plus daughter and husband and 4 kids ages 2-9. Very clean - responsive owner and great location on the mountain. Loved it" - "We had a great time at this house! Well-equipped, perfect number of sleeping spaces, roomy." - "This property was idea for us. There were four couples and we each had our own bedroom and bath. Great living room and large eat-in kitchen. Every item that we needed was provided. Unit was spotless and met all our needs."

Wintergreen Home w/Hot Tub, Deck & Mountain Views
House
Wintergreen, Virginia, USA

The ultimate Blue Ridge Mountain getaway awaits at this 3-bedroom, 2-bath vacation rental! This home boasts ski-in/out access to Wintergreen Resort's main ski slope, along with a private hot tub surrounded by towering trees that create the perfect après ski setting! Whether you're traversing the nearby Appalachian Trail, exploring local breweries and vineyards, or simply want to escape the stresses of daily life, this Virginia retreat will provide the perfect home base for all your excursions.

-- THE PROPERTY --

Ski-In/Ski-Out | Free WiFi | 1,300 Sq Ft | Wii & Playstation Gaming Consoles

Hit the slopes of Wintergreen when you book a stay at this quaint home, perfect for families or small friend groups looking to plan a trip to escape city life.

Bedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3: 2 Twin Beds | Additional Sleeping: Pack n' Play

OUTDOOR LIVING: Private hot tub, wraparound deck, patio furniture & outdoor dining area, gas grill
INDOOR LIVING: 3 cable TVs, DVD player, video library, board games, vaulted ceilings, gas fireplace, ceiling fans, spiral staircase, 6-person dining table, desk area
KITCHEN: Fully equipped w/ stainless steel appliances, coffee maker, toaster, toaster oven, water filter, ice maker, spices, Crock-Pot, dishware/flatware
GENERAL: Central heating & air conditioning, washer & dryer, linens, towels, complimentary toiletries, hair dryer
FAQ: Step-free access, bedroom & bathroom on 1st floor, quiet hours (after 10:00 PM)
PARKING: In front of house (2-3 vehicles), street parking

-- THE LOCATION --

OPT OUTSIDE: Wintergreen Resort (0.6 miles), Devils Knob Overlook (2.2 miles), Three Ridges Hike - Appalachian Trail (4.0 miles), Three Ridges Overlook (4.5 miles), Blue Ridge Parkway (17.6 miles)
VINEYARDS: Afton Mountain Vineyards (21.6 miles), Delfosse Vineyards & Winery (22.6 miles), Brent Manor Vineyards (23.6 miles), Mountain Cove Vineyards (27.8 miles)
BREWERIES: Devils Backbone Basecamp Brewpub (7.7 miles), Wild Wolf Brewing Company (10.2 miles), Brewing Tree Beer Co (16.9 miles), Wood Ridge Farm Brewery (19.7 miles), Blue Mountain Brewery (20.6 miles)
AIRPORT: Charlottesville-Albemarle Airport (47.3 miles)

-- REST EASY WITH US --

Evolve 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.

-- POLICIES --

- No smoking
- No pets allowed
- No events, parties, or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: Please observe quiet hours after 10:00 PM
- NOTE: Evidence of smoking at the property will result in a $500 fine
- NOTE: Evidence of parties at the property will result in a $500 fine
- NOTE: If furniture or electronics is moved or altered, additional fees may apply

Guest Reviews:

- "We had a great 4 night stay! The location and access to slopes can’t be beat. And communication with the host, Deb, was fabulous. We appreciated that the house was well stocked things like hand soap, detergent, etc. Would definitely stay again!" - "We had an absolutely wonderful time at this very conveniently located cabin on the top of the mountain. Our kids loved the easy access to the slopes and the views were fantastic. Thanks for all of the hospitality Deb!-Amos"

Beautiful Mountain Views, Steps to the slopes!
House
wintergreen, Virginia, USA

Eagle's Lookout is located in Wintergreen's Treeloft Village, just 100 steps from the ski slopes. Our house delivers stunning year-round Southwest views from almost every room. Adjacent to protected greenspace and actually perched above a scenic overlook, you'll enjoy winter sunsets in a quiet, peaceful setting and be the first to take advantage of new snow by rolling out of bed and hitting the slopes!

All the comforts of home during your mountain getaway... Inside, vaulted ceilings and a wall of windows open the space. The updated kitchen and baths all boast granite counters and new fixtures. The dining area seats 6-7 people comfortably, and the living room features leather seating and a wood burning fireplace for cozy evenings. The master bedroom has a king bed and private bath, and the 2nd downstairs guest room has a queen bed and a rollaway cot available. A spiral staircase leads to the upstairs loft bedroom with two sets of bunks and its own tv area. Great for the kids! All rooms have flatscreen cable TVs and WiFi internet is included.

Guests really appreciate our enlarged back deck, with a new gas grill and gorgeous year-round view! And a heated mudroom addition provides a washer/dryer & plenty of room to suit up for the slopes and store all your gear out of the way. This is a feature very rare in Wintergreen slope side houses!

Enjoy Wintergreen Resort any time… so much more than just a winter getaway! It is a multi-seasonal family destination comprised of 125 acres of skiing, public golf at Stoney Creek (27 hole course in the valley-open year round!), Wintergarden Spa, summer music festival, 30+ miles of hiking trails that connect to the Appalachian Trail, summer outdoor swimming pools and tennis court, fishing, kayaking, and relaxing at Lake Monacan beach. Come and enjoy!

In summer come to escape the heat at Wintergreen! Typical mountaintop highs only in the 70s make this a perfect place for outdoor fun. Check out the new slide at Lake Monocan or pamper yourself at the resort spa. Tubing, trampolines, climbing or archery await at Discovery Ridge. We are within walking distance of the Mountain Inn, gift shop and restaurants, Blackrock Market, the Discovery Ridge Adventure Center and multiple hiking trailheads. Plenty of adventure to choose from! You can even watch the 4th of July fireworks from the slopes across the street!

In October, our deck is the spot for soaking in the Fall colors! And cooler temps make autumn the perfect time for golf at Stoney Creek and to enjoy the many outdoor activities in the valley. Explore the Nelson County area with dozens or vineyards, breweries, great dining, historic sites and scenic hikes.

Planning ahead? We have the perfect winter location! Our home is across the street from the Eagle's Swoop run at the top of the Big Acorn Lift. This ski area is rated intermediate. Eagle's Swoop is one of the first runs to open each season and operates for both day & night sessions. It is only about a 2-minute walk to the slope… Easy to stop home for cocoa or ski to the Mountain Inn for dinner, yet far enough so you won't be bothered by the snowblowers and night skiers in the evenings.

(Note: No central AC in these original Treeloft houses, but cool summer nights, the 3500 ft elevation and mountain breezes usually do the job well, as our many repeat summer guests will attest. And we do provide single AC units in each of the downstairs rooms and many extra fans just in case of the rare extreme heat!)

Keywords: House, Wintergreen, View, Ski, Mountain

Guest Reviews:

- "We LOVED our stay and plan to revisit. Easy walk for our 7 and 11 year old to the slope. Quiet with beautiful views!!!!! Such a special place!!" - "We loved this house in Wintergreen! The cabin was perfect with all the amenities. It was clean and comfortable. The views were spectacular as it is right across from a look out! Perfect location in Wintergreen. Walking distance to the local market and The Edge restaurant. Very close to wineries and breweries. Hiking trails are right there across the road and along the road. Ski slopes are steps away. The owners also had a book full of brochures and information that was really useful for visiting the area. The owner was very communicative and offered suggestions on where to go, what to see. Thanks for a great vacation!!"

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

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.

🛋 TWO Stunning Living Areas for Ultimate Entertaining
Inside, discover two levels of beautifully designed gathering spaces.
Downstairs: 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.
Upstairs: 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.

🍽 Chef’s Kitchen + Designer Dining
The 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.
Enjoy meals around the elegant 10–12 person dining table or gather at the spacious kitchen island.

🛏 5 Bedrooms + 5 Bathrooms | Sleeps 14

Primary 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.

Downstairs:

Queen guest suite w/ HDTV + luxury walk-in shower

Double bed guest room w/ en suite tub/shower

Two themed bunk rooms (each with private bathrooms)

Plus: Queen sleeper sofa in the game room

Outdoor Perks

Oversized fenced yard — a rare find in the mountains — perfect for kids and pups to run free

Two-story deck with plenty of seating

7-person hot tub under the stars

Gas grill for mountain cookouts

TWO member-only parking passes for ski-out lot access

Year-Round Adventure
Whether 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.

Guest Reviews:

- "Great place wirh best view The whole family loved it Thanks" - "The house was great for our family of 8…5 adults 2 children (with beds to spare for more kids!). The view from the upper deck was spectacular…the highlight of the week for sure. Would love to spend the rest of my mornings and evenings just relaxing there!" - "CLEAN MODERN HOME WITH A BEAUTIFUL VIEW AND PLENTY OF ROOM FOR A LARGE GROUP. HIGHLY RECOMMEND THIS LOCATION."

Remodeled 3BR/2BA Ski Chalet off Tyro Slope
House
Roseland, Virginia, USA

This quaint remodeled Austrian styled 3BR/2BA ski chalet just one row off the Tyro Slopes. The unit has been completely renovated inside and out including new siding, new insulation, new kitchen, new bathrooms with heated floors, all new flooring and paint throughout, new deck, and expanded parking. This house is extremely convenient to all of the amenities of Wintergreen, a Four Season resort nestled next to the Blue Ridge Parkway in Nelson County. The house is less than 1 minute from the main resort and ski lifts. You can ski in/out by walking down our rear steps and between the houses behind us on Tyro slope. No need to drive and park at the resort.

There's plenty of drama in this house featuring the main floor great room with a whole house cathedral ceiling and wood stove. The completely rebuilt wrap around deck overlooks the Tyro slope and has fantastic mountain and valley views of Waynesboro and Crozet. Downstairs are 3 bedrooms all with new foam mattress beds (Queen/Queen/2 Twins) and linens. There is a cozy screen room off the master that also has mountain views. There is parking for three vehicles in the newly expanded parking pad out front, plus street parking behind the house on Tyro Lane.

There are two completely remodeled full baths, one includes a stacked front load high efficiency full sized washer and dryer. The gourmet kitchen is spacious and bright and has a stove, exhaust hood, refrigerator with an ice/water dispenser, microwave, dishwasher and disposal. There is a full set of dishes, utensils, and glasses to easily handle 6 guests.

Guest Reviews:

- "The Chalet was great. It reminded us of being in Paris. We loved the Ikea furniture, the heated floor and the hot tub. It was also nice to have an air controlled unit in each room. It was nice and cozy with great views. We thoroughly enjoyed our stay." - "Quintessential mountain cabin with modern interior styling and all the comforts of home. Highly recommended!" - "We thoroughly enjoyed our stay at Treeloft. The house was everything we needed! Definitely will return. Highly recommend."

COZY SKI COTTAGE-SKI IN SKI OUT
House
Roseland, Virginia, USA

the cottage has large front and rear decks, stairway to slopes, nice furniture and bedding, fully equipped kitchen, sleeps 6 with 1 king, 1 queen, and 2 twin beds..2 flat screen TVs, wireless internet and cable, DVD player, washer/dryer, living room has wood burning fireplace with wood provided, off street parking, great privacy at end of street ...2 minute drive to restaurants and entertainment.

Guest Reviews:

- "The location is perfect. Six of us stayed for three nights and had a blast. Close to the Wintergreen amenities and perfectly located to the slopes." - "The house was very cute. Great location. The communication with the owner was awesome. We definitely rent again." - "Great stay for 2 grandparents, 2 parents, and 2 kids. Cozy cottage feel, but plenty of room. back porch is feet from lower tyro slope. slopeside with nice view, quiet street."

Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!
House
Wintergreen Resort, Virginia, USA

This cozy, vintage cabin has been fully modernized and updated to ensure your total enjoyment. We designed each room for maximum efficiency and total comfort. Vaulted shiplap ceilings, exposed beams, four flat screen TVs, multiple charging stations, updated fixtures and luxury furnishings surround you.

The main level has an open concept kitchen, dining and living space. The kitchen is stocked with oils, spices, baking basics (even mountain-themed squirrel and bear cookie cutters!) and stainless steel appliances. The knives are sharp, pots are new, and if you'd rather spend your day on the hiking trails or slopes, the crockpot feeds a crowd. The dining table expands to seat 8, and the large, plush leather sofa in the living area is a great space to pile in for movie night. The stone wood-burning fireplace is available for your use, and we've included instructions that make it easy to have a crackling fire in no time (wood not incl). The BlueTooth surround sound system hooks to your phone with the touch of a button, and the house is stocked with books and games. We've even supplied a telescope for stargazing and wildlife spotting! It's easy to come in, curl up, and feel at home.

The two main floor bedrooms and spa inspired bathrooms are designed to help guests rest and recharge after active days on the mountain. The luxury memory foam mattresses are new and topped with plush velvet quilts and linen cotton duvets. There are plenty of pillows, lots of storage space, luggage racks, and at least 4 USB ports in each room. The Blue Ridge king bedroom has a gorgeous seasonal mountain view; there's nothing like seeing the colors of a sunrise peeking through the Blue Ridge. Of course, sleek new blackout shades and high powered ceiling and table top fans keep you cool and sleeping well past sunrise if that’s more your style. The Wintergreen king bedroom boasts local art and a dedicated work space.

The bathrooms brand new mountain spa inspired tile showers, heated tile floors, granite countertops and are stocked with luxury amenities, a first aid kit, hair dryers, and plenty of clean, fluffy towels. There is a washer and dryer in the cabin, with laundry soap supplied.

Outside you'll find a large deck with gorgeous seasonal mountain views and year round views of the Lower Tyro ski slope, just a few steps away. In the spring and summer, the mountains peek through the treetops, making this feel like your own private treehouse. Plush deck seating, a warm propane fire pit, and a sparkling brand new hot tub draw will make you want to spend all your time outside. A new Solo Pi Pizza oven and gas grill are provided for easy dinner prep. The deck dining table expands to seat a crowd, and the propane amenities turn on with the touch of a button. Easy dinners and all the ambiance and warmth of a fire with none of the work!

Part of the deck is covered, so you start your day with yoga in the summer (we provide mats) air sit by the fire and watch the snow fall in winter. The front of the home has an exterior ski closet and an EV charging outlet (please bring your own cord).

The third floor Wildflower Suite is a sleeping loft at the top of the spiral staircase. This brand new flex space can accommodate a couple, a family, teens or any other group of four. One queen bed and a daybed with a trundle ensure that everyone can be comfortable together. The room has two high powered fans, more USB ports than we can count, and individual reading lights, charging outlets, and storage shelves. The entertainment space has games, puzzles, a Roku TV, and a video game console stocked with vintage Nintendo games. It might be guests staying here to come down and join the rest of the group! The loft overlooks the main living area, and the opening can be closed with the sound and light blocking curtains.

This Treetop Chalet is a perfect getaway for couples seeking a cozy, romantic getaway, or friends and families making memories together.

Guests can walk from the Treetop Chalet to the Lower Tyro ski slope in less than one minute. That makes coming home for lunch during a busy day of skiing easy! It's that same distance to the hiking trail entrance. The location is perfect for families with lots of different activity and endurance levels! Park your car, avoid the crowded lodge and lines, and ski in and out as you like!

You'll access the home via a keyless entry touchpad. Your welcome and check in is contactless, for your safety and privacy. Parking is simple, three spots right in front of the home. No long walks lugging groceries or gear - the front door is 3 steps from the parking area. You'll have access to the full house, with the exception of the locked owner's closet and basement storage area.

The cabin, like most Wintergreen properties, does not have central air. It is typically 10-20 degrees cooler on the mountain than in the valley, and because of that, guests are usually very comfortable just opening the windows. There are two high powered fans in each room if you like it cooler.

This property is about 1230 square feet. It is designed to accommodate families, and is not well suited to groups of 8 adults. We're sad to say you will want to choose another property for your big girl or guy getaway. Plugging in all those hairdryers and running them at once will trip the circuit - trust us!

We're looking forward to welcoming you!

AREA INFORMATION
Wintergreen Resort is a four season resort nestled in the Blue Ridge Mountains. There's so much to do here! We're located less than an hour from Harrisonburg and Charlottesville, less than 2 hours from Richmond, and less than 3 hours from Northern Virginia.

We've grouped some of our favorite activities below as a sampling of what's available. When you book, we'll send you a full guest guide with more information so that you can plan the vacation you've been daydreaming about!

HIKING: Shenandoah National Park (direct access), Highlands Leisure Trail (1.3 miles), Upper Shamokin Falls Trail (4.4 miles), Appalachian Trail-Three Ridges Hike (4.6 miles), Ravens Roost Overlook (7.5 miles), Rock Point Overlook (7.9 miles), Humpback Rock (11.7 miles), Crabtree Falls (20.0 miles)

SIP + SAMPLE: Devil's Backbone Basecamp Brewpub (8.0 miles), Hill Top Berry Farm & Winery (13.0 miles), Wood Ridge Farm Brewery (20.0 miles), Seven Arrows Brewing Company (20.4 miles), Blue Mountain Brewery (21.0 miles), Veritas Vineyards and Winery (21.6 miles), Afton Mountain Vineyards (21.9 miles)

WINTERGREEN ACTIVITIES: Wintergreen Ski Resort (ski-in/ski-out access), Discovery Ridge Adventure Center, Wintergreen Adaptive Sports, Shamokin Springs Nature Preserve, The Plunge Snow Tubing Park, Stony Creek Golf Course, on-site dining, 30 miles of walking/hiking trails, panoramic viewing platform, zipline, treehouse, geocaching

ATTRACTIONS: Three Ridges Overlook, Blue Ridge Parkway (5.5 miles), Shenandoah National Park/Skyline Drive (20.8 miles), Oak Ridge Estate (27.2 miles), Chiles Peach and Apple Orchard (27.5 miles) Appomattox Court House National Historical Park (57.1 miles)

HISTORIC SITES: Frontier Culture Museum (28.6 miles), Woodrow Wilson Presidential Library & Museum (29.8 miles), Monticello (44.4 miles), James Monroe's Highland (46.7 miles), Poplar Forest (59.8 miles)

AIRPORT: Charlottesville-Albemarle Airport (47.3 miles)

Guest Reviews:

- "Great property! Very quiet and very clean. Host was very responsive and accommodating. Felt like a home away from home. Will definitely be back in the near future!" - "Easy check in. Great location. Kids loved the loft area!" - "House was very clean, had everything we needed to be comfortable, and very convenient to get to the slopes. Would definitely visit again. Thanks!" - "Although the weather conditions weren’t ideal, we still enjoyed our stay! The house was conveniently located and clean. There were plenty of games and puzzles to keep us busy. The owner communicates quickly and thoroughly. Would definitely recommend!"

Incredible Mountain Views - Modern Four Bedroom Home - Five Minute Walk to Slope
House
Roseland, Virginia, USA

Pedlars Horizon, a serene mountain no home with spectacular mountain views. This cozy sanctuary is close to everything you want at Wintergreen, yet tucked away in a peaceful cul-de-sac with all the privacy you would expect from a mountain retreat.

★Deck w/ Gas Grill
★Chef's Kitchen
★Sun Room
★Dining Table for 8
★Media Room
★Office w/ FAST WiFi
★50/36/28" TVs
★2,200sqft
★Park 3 Cars

Outdoor pool/tennis access included. Resort access not included.

As you make the short drive up the Wintergreen mountain, you can start to feel the stress fading away. When you arrive at the home, 20+ steps down lead you to Pedlars Horizon’s yellow front door. Entering this luxurious non-smoking cabin, you'll be greeted by mountain views from the family room, kitchen, deck, office, and master bedroom.

Once inside, you'll find everything you need on one level: two bedrooms (one master/king room with adjoining sunroom and one twin room) share an updated hall bath with tub/shower combo. There is a main-floor office nook with printer and a lovely mountain view, while the heart of the home features a vaulted great room with a stunning mountain view and decorative fireplace adjoining an all-new, on-trend kitchen (c. 2019 with stainless, marble, open shelving, All-Clad, Le Creuset, Nespresso, Keurig, and more). The dining table seats six, while four more can comfortably sit at the breakfast bar.

Pedlars Horizon also offers a second floor master bedroom with sunrise mountain views upstairs (all bedrooms offer room-darkening shades). With the other bedroom on the second floor you’ll find a tranquil garden-view room with a queen bed. The renovated upstairs bathroom features double vanities and a tub/shower combo. A half-walled catwalk leads you to the full-size laundry area with plenty of storage for luggage and gear.

The lower floor provides ample room for games, puzzles, or movie nights, including a second decorative fireplace.

For you skiers, Pedlars Horizon is only a five-minute walk to an access trail to the Tyro ski slope.

Need to check in with work while in the mountains, or want to stream your favorite shows? Pedlars Horizon offers the convenience of lightning-fast internet supporting approximately eight devices running concurrently and smart televisions (main-floor king, lower-level movie room).

Whether your plans include exploring the Blue Ridge Parkway, hiking, skiing, golfing, fishing, brewery and vineyard tours, shopping, fishing, kayaking, biking, apple picking, sightseeing, or antiquing—or if your plans include doing nothing but relaxing while taking in gorgeous mountain views from the comfort of the home—this lovely mountain home is the place for you. Come on up… wonderful memories are waiting!

Guest Reviews:

- "We had a wonderful visit- views were fantastic, kitchen was well stocked, and the living spaces worked out well for our family" - "What a beautiful house! We enjoyed our stay and everything exceeded our expectation." - "Wonderful memories with a multi-generational family- this property met all of our needs and surpassed our expectations! Host was fantastic and hospitality was superior to any other VRBO stay thus far!" - "We enjoyed our stay. The property was well maintained and was as advertised. The stairs into the property were steep but we easily managed them. A disabled person would have difficulty. You will enjoy this quiet beautiful home."

Quiet cul-de sac
House
Wintergreen Resort, Virginia, USA

The house easily sleeps eight. There are two queen size beds (one main and second level), two full beds with a twin bunk on top (in loft and basement), and full futon in basement. The kitchen has a blender, crockpot, Keurig, french press, microwave, toaster oven and basic cooking items. There are towels, wash cloths, blow dryer, linens, pillows, and extra blankets for every bed. There is a deck overlooking the forest with gas grill, hammock, table, chairs, and umbrella for delightful outdoor meals. There is a hot tub on the basement level. Two cars will fit in the parking area and there is also on-the-street parking; but with multiple cars, you may want to carpool from the lodge lot. The ski slope is .2 miles at the end of the street (trail marked with pink ribbon). The slope there, Tyro, is not always operational the entire season; however, you can walk down to the Big Acorn lift.

Update: The house has a brand new stove!

Guest Reviews:

- "It was very nice had lots of room and the hot tub was wonderful" - "We would absolutely rent again!" - "My husband and I took a group of 5 older boys skiing and this place provided everything that was detailed in the information. The house was clean, spacious & comfortable and we definitely would stay here again. As Tryo was not open, we were not able to use the access point, but merely drove the short distance to the lodge and dropped everyone off. Thanks for a wonderful time spent at your location."

Wintergreen Ski & Golf resort-hiking trails-Hot tub-Pet-Friendly!
House
Wintergreen Resort, Virginia, USA

Spacious 3 level home with room to spread out. 5 bedrooms, 2 living rooms, and a rec room. 2 propane fireplaces and high speed internet. Located in the wintergreen community resort. Dogs welcome!!

Guest Reviews:

- "This is the second year we rented this house, considering next year." - "Our family stayed here for our son’s wedding and everything was just as described. Plenty of room to gather and enjoy the festivities we had planned. The proximity to local hikes and breweries only added to the stay. Our hosts were very responsive and the boys really enjoyed the garage/ping pong room. A great visit." - "We had a wonderful spring weekend here with friends. Very clean, all amenities were as listed, great communication. Beautiful views. Would definitely stay here again!"

Serene Hideaway with Views, 1 Mi to Hike & Ski!
Cabin
Wintergreen Resort, Virginia, USA

‘Treetop Getaway’ is surrounded by towering trees and breathtaking vistas, this 3-bedroom, 2-bath Wintergreen Resort escape is the ideal destination for endless all-season adventure in a picturesque mountain setting! Boasting a rustic-yet-modern interior, gas grill and proximity to the area’s skiing, hiking, and scenic waterfalls, this vacation rental is truly an outdoor lover’s dream. When you’re not out exploring, relax by the gas fireplace or take in the impressive views from the deck!

-- THE PROPERTY --

Secluded Location | Indoor Fireplace | Recently Renovated | 350 Yards to Slope Access

With at-home comforts and updated amenities, this Wintergreen Resort retreat is ready to host all types of visitors - from outdoor enthusiasts to those seeking R&R in the mountains.

Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Twin Beds | Additional Sleeping: Full Air Mattress

INDOOR LIVING: Smart TV w/ cable, gas fireplace, dining table, spiral staircase, ceiling fans, picture windows
OUTDOOR LIVING: Deck w/ dining table & gas grill, mountain & forest views, private yard
KITCHEN: Fully equipped w/ cooking basics, drip coffee maker, dishware/flatware, full knife set, microwave, toaster oven, Crock-Pot, blender
GENERAL: Free WiFi, linens/towels, air conditioning, central heating, hair dryer, in-unit laundry machines, keyless entry
FAQ: Stairs required for access, exterior security cameras (3)
PARKING: Gravel driveway (5 vehicles)

-- THE LOCATION --

WINTERGREEN ACTIVITIES (~1 mile): Wintergreen Ski Resort, Discovery Ridge Adventure Center, Wintergreen Adaptive Sports, Shamokin Springs Nature Preserve, The Plunge Snow Tubing Park, on-site dining, 30 miles of walking/hiking trails, panoramic viewing platform, zipline, treehouse, geocaching
HIKING: Shenandoah National Park (surrounding), Upper Shamokin Falls Trail (4.3 miles), Appalachian Trail-Three Ridges Hike (4.3 miles), White Rock Falls Trailhead (9.3 miles), Humpback Rocks (11.5 miles), Crabtree Falls (20.0 miles)
ATTRACTIONS: Devil’s Knob Golf Course (2.2 miles), Three Ridges Overlook (4.9 miles), Ravens Roost Overlook (7.3 miles), Rock Point Overlook (7.6 miles), Blue Ridge Parkway North Entrance (17.9 miles), Shenandoah National Park/Skyline Drive (18.1 miles), Chiles Peach and Apple Orchard (27.5 miles)
LOCAL LIBATIONS: Devil's Backbone Basecamp Brewpub (8.0 miles), Blue Toad Hard Cider (7.8 miles), Bold Rock Cidery (9.2 miles), Hill Top Berry Farm & Winery (13.4 miles), Brewing Tree Beer Co. (17.3 miles), Wood Ridge Farm Brewery (20.0 miles), Blue Mountain Brewery (21.0 miles), Veritas Vineyards and Winery (21.7 miles), Afton Mountain Vineyards (21.9 miles)
HISTORIC SITES: Frontier Culture Museum (29.0 miles), Woodrow Wilson Presidential Library & Museum (30.0 miles), Monticello (43.7 miles), James Monroe's Highland (45.9 miles), Poplar Forest (58.7 miles)
AIRPORT: Charlottesville-Albemarle Airport (49.8 miles)

-- REST EASY WITH US --

Evolve 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.

-- POLICIES --

- No smoking
- No pets allowed
- No events, parties, or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: The property requires stairs and may be difficult for guests with limited mobility
- NOTE: Your safety matters. This property features 3 exterior security cameras, facing the driveway, front door and backyard, all pointing outward. They do not look into interior spaces

Guest Reviews:

- "The attention to details set this property apart from others we've stayed in. It was lovely! Perfect location for a quick couples getaway!" - "Beautiful Fully Renovated Mountain Home! Very clean and cozy yet plenty big for a family of 2-5. Had Everything to Enjoy a Great Escape, Peace, and Quiet. Gorgeous view of the valley and mountains below from a perch of approximately 3100 feet. Only added feature that would be nice - screens on all of the windows to allow the clean, refreshing air to fill the rooms. Most highly recommend this great place."

100 yards to Tyro slope Nestled in the woods
House
Wintergreen Resort, Virginia, USA

Walk 100 yards to the Tyro slope. This is a cozy updated cabin tucked in the Wintergreen Forest. Come enjoy that mountain cabin feeling with a modern interior.
This lovely home has three bedrooms and two baths. As well as a full kitchen and a wood burning fireplace. Please note house does not have AC although it is rarely needed in the mountains. A perfect home to unwind. Come enjoy all that 151 has to offer. Breweries, vineyards and more.

Guest Reviews:

- "Had a great time. Husband and grandson caught trout loved it" - "Nice summer getaway! Mattresses are outdated, but other than that, the place was fabulous!" - "Great house, great location and wonderful host!!! We had fabulous weekend! Thank you" - "The house was very comfortable and outfitted with all our needs." - "The house is on a quiet cul de sac. We enjoyed sitting on the deck drinking our morning coffee and listening to the birds. Close to gas station and convenience store. Beautiful view from the nearby overlook. Hazy Mountain Vineyard is a must while visiting."

Classic Ski Chalet with Hot Tub, EV Charger. Views-skiing-tennis-hiking-golf!
House
Wintergreen Resort, Virginia, USA

Bring your family to enjoy Three Timbers, our family's beautifully decorated and updated home, a classic timber-frame mountain chalet at Wintergreen. It's got year-round mountain views and is just a five minute walk to the Tyro ski slope - and now with a brand new hot tub!

Experience the wonder of all four seasons at the Wintergreen Resort in this fabulous property. With nearly 3,000 square feet of living space over three floors, this large home will allow for your group to spread out and relax.

The main level offers an open plan living, dining, and kitchen area with gleaming hardwood floors throughout. The living room is perfect for entertaining but still cozy and inviting. The kitchen is fully-equipped with stainless steel appliances, oven, fridge, dishwasher, built-in microwave, coffee maker, and plenty of counter space to prepare a delicious meal.

The dining table seats 8 comfortably - 10 if needed - and there is an additional table on the upper level that seats 6. Both dining and living areas boast painted white wood-paneled cathedral ceilings. The living room has overstuffed, slip-covered seating, a smart TV for streaming your favorite shows, and a wood burning fireplace. It is open to the kitchen area so you can enjoy a cocktail while chatting with the chefs!

The main level offers a large master suite with king bed (& down comforter!) and smart TV. The master bath has a double vanity and a large steam shower - perfect to soothe those tired muscles after a day on the slopes or hiking trails! There is also a cozy queen bedroom with another attached full bathroom.

There is access from both the main floor living room and master bedroom to a huge wrap-around deck with a dining table to seat eight and a large gas grill. The deck faces the private, oversized lot (>1 acre) with protected open space beyond for year-round privacy plus year-round mountain views. See if you can find the cool cave under the large rock outcropping!

Up the custom craftsman staircase is a large bedroom with a double bed as well as a loft area with two more twin beds and an additional table for puzzles, games, or additional dining for six. It's the perfect spot to stash the kiddos!

The lower level offers a very spacious second family room with foosball table, new smart TV, Wii game system with dozens of games and oversized reclining leather couches. There is also a second, large master suite with king bed, double closet and ensuite full bathroom. Finally, an additional queen bedroom and a fourth full bath are accessed from the lower level family room. This level also offers walk out access to a second deck with the hot tub, swinging loveseat, and more great views.

Bedding in the house includes down duvets and comfy pillows - our guests rave about the comfort of our beds!

Beautiful as it is, this home doesn't skimp on practicality, either. Strong WiFi (fiber optic service) and streaming TVs. Three Echo Bluetooth speakers. A large laundry/mud room with new washer/dryer and space to store jackets & ski gear is at the entrance of the main level, just inside the welcoming front porch. The home has new central heating and cooling - and two new Mitsubishi mini-split units - to keep your group comfortable in all weather.

There's plenty of parking, including a two-bay parking area at street level and room for at least three additional vehicles in the main driveway. The driveway is somewhat steep; if it is snowing or icy, we do recommend four-wheel-drive or tire chains.

You'll love this location. It is about 400 yards to the public access to the Tyro ski slope, less than three minutes in the car to drive to the restaurants and main lodge area, about 5 minutes to the spa and indoor & outdoor pools, and 8 minutes to the Appalachian Trail access. If you want to venture further, the famous Devil's Backbone Brewery is just 10 minutes down the mountain, and more of Nelson County's famous Route 151 breweries, wineries, cideries, and even a distillery are within 20-25 minutes' drive.

We're always happy to answer any questions about the resort, the area attractions, and the house, and you'll also find a very thorough House Manual at the property with answers to just about every question you might have about this fabulous getaway spot.

Guest Reviews:

- "We enjoyed our stay. A very comfy and spacious home with plenty of amenities. The deck was awesome for morning coffee and evening meals." - "We really enjoyed our stay and the house was very comfortable" - "A wonderful family home with all amenities. Our family was hosted there for Thanksgiving and a great time was had by all. Thank you to our hosts." - "This house was perfectly suited for our group. Each couple had their own bedroom and bathroom. The living room space was accommodating for our conversations. The house provided all the amenities we needed from the gift basket of goodies and wine, comfy towels and comfortable beds and linens. (The only challenge was going up the driveway for one of the couples' cars. However, they were successful on the second try. They ended up parking in one of the 2 spaces provided on the road.) It was a terrific time with our college friends of over 50 years!"

Luxury Black Bear Lodge: Stunning 4 Season Mountain Views! Perfect for Families.
House
Wintergreen Resort, Virginia, USA

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!

Make 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!

The Space:
Floor 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.

The 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.

The 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.

Additional 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.

Local Offerings:
We 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.

Guest Reviews:

- "We spent the week here. The home is beautiful and the view is spectacular. Children and grandchildren all Enjoyed. Communication was excellent. Great place to unwind and relax or to go out and explore. We did spot wildlife also. All around wonderful week. We will definitely recommend a stay here. Thank you" - "This house was very well appointed for a large group. The adults enjoyed the deck and the kids loved the gaming system downstairs. The owners were easy to communicate with and responded to questions in a timely manner. We’d stay here again for sure!"

Gorgeous, spacious 4 bedroom home in Wintergreen Resort
House
Roseland, Virginia, USA

Welcome to our oasis in the mountains! This comfortable, spacious, and airy 4 bedroom/3 bathroom (approx 2600 square feet) is the perfect getaway. The house is located on a quiet street with wonderful seasonal views and just 250 steps from the ski slopes. The home boasts two decks and a private master room balcony.

This newly renovated, well decorated home sits on a quiet street and 250 steps of Wintergreen slopes. You will love warming up by the fireplace in an open concept main level or preparing your own meals in the fully-equipped kitchen, which features new stainless steel appliances. Dining table seats 6 and breakfast bar seats 4. The main level also features a home movie projector with sonos speakers. Enjoy meals and drinks on the two level balcony.

There are plenty of hiking trails within walking distance of the house or it is a 10 minute drive to the Blue Ridge Parkway. Dining is available on the mountain at the Edge and the Copper Mine. The area is also well known for local breweries, cideries, and wineries.

Guest Reviews:

- "The house was newly updated and perfect for a weekend get away." - "We had a great visit with our two sons (6 and 4). The house was spotless, had a fantastic movie theater set-up and game room which my kids loved. It was great location, easy drive to the slopes, market, hiking trails. Owners were very responsive to questions and check in/check out were a breeze. We loved our stay!!" - "Pedlar's Edge has everything you need to enjoy some downtime with your family and friends. Great setup, location and plenty of space, we would stay there again."

Luxury mountain home Ski- in-Ski out
Ski Chalet
Roseland, Virginia, USA

Gorgeous Blue Ridge Mountain Weekend Escape!
Well mannered Pets welcomed with owners permission. Must ask ahead. We welcome you to our gorgeous mountain escape!! For discriminating guests who seek the finest accommodations and our property is one of the only large ski in ski out home for rent at Wintergreen Resort. Superb for a family ski vacation, beautiful for a summer get away to beat the heat, or a sneak away to see the beautiful autumn colors.

There are beautiful views of the mountains from every room. The spacious main deck allows watching the skiers race down the mountain in the winter, or relaxing and dining at tree top level. Our great room includes a cathedral ceiling and cedar post construction, as well as a dramatic floor to ceiling stone fireplace. Decorated with comfortable but elegant furnishings and tasteful accessories.

The three upstairs bedrooms are spacious with lots of windows. Romantic king-size master suite on the main floor. Two small guest rooms on the lower level. Four and half baths, pillow-top mattresses, down comforters and pillows in all bedrooms.

Lower Level includes large screen TV, DVD , plus game room with ping pong table, hockey table, and dart board, with access to the lower deck.

Our home is located a few minutes drive to the Mountain Inn, Tennis Center, Wintergreen Spa, the Nature Foundation and the famous Devils Golf Course. The 27 hole Stoney Creek Golf Course, Clubhouse, Lake Monocan and more tennis courts are just 20 minutes down the mountain in the valley section of Wintergreen. There are also numerous restaurants, breweries, wineries and hard cider places near by. It is a terrific location.

9 guests maximum

Guest Reviews:

- "The property was beautiful and fit our family well. The open floor plan was important to me so that the family could be together for everything. We would have liked for the hot tub to be working but it want that big a deal. The Smeallie’s were very communicative and kind. I would recommend this location and the Smeallie’s to family and friends." - "The house is beautiful! The owners go above and beyond to make sure you have everything you need. The location is perfect!!! We can’t wait to come back."

SKI IN/OUT! SiloOnTyro 4BR/4BA Retreat Perfect for Families, Close to Resort
House
Nellysford, Virginia, USA

Ski In & Out on Upper Tyro! This family-friendly 4-bedroom, 4-bathroom mountain home is located right on the slopes. Just a short 0.4-mile walk to the Wintergreen Mountain Inn and Market, this three-story retreat is perfect for families, friend groups, that want the ultimate in skiing and boarding convenience!

The master bedroom features a king bed with a private bath. Two additional bedrooms offer queen beds—one with an en-suite bath and the other with a full bath across the hall. The lower level includes a cozy second den—perfect for kids—with two sets of twin bunk beds and its own full bath with shower.

Whip up meals in the fully equipped kitchen, or head over to the resort and grab a bite at The Edge, The Copper Mine, or Upper Crust. We have parking for two vehicles at the house and additional vehicles can be parked at the Outlook around the corner or over at the resort for no charge.

Please note we are on the slopes and the snowmaking does cover the property with snow at times. We are Ski In/Out when Upper Tyro slope is open, but we have no control of the ski conditions and what slopes are open. Last year Upper Tyro opened on January 4th. Generally, Eagles Swoop opens first and is easily accessible via a short walk up from our house. Also, Upper Tyro is an Intermediate slope, but beginners can head over to the Resort to hit the easy slopes until they are ready to move up to Intermediate and then ski back over to our side of the mountain.

The space
Three story house with 1 King Bed, 2 Queen Beds, and 4 Twin Beds (bunks), 4 Full Bathrooms. Parking for two vehicles with more public parking nearby.

Guest access
You will have access to the whole house with the exception of “owners” closets.

Guest Reviews:

- "The view, the host, the house—what a great time. We brought our 3 boys and 2 of their friends for a last-minute winter getaway. And what a great time we had. Lots of great memories. Skiing right out the back door and onto the slope isn’t bad either 😀. And the house was just great. Everything we expected and more! We will definitely be back!!" - "This was such an amazing stay, the area is beautiful and the house was clean and very well accommodating. We even woke up with deer outside of the window. The host was very responsive and friendly. Truly wouldn’t change anything about this visit!"

Cozy 6-bedroom cabin in Wintergreen Resort
Cabin
Wintergreen Resort, Virginia, USA

This charming mountain house spans three floors, providing ample space for large families or multiple families to enjoy together. With two fully equipped kitchens and living spaces, our home is perfect for groups who want to spend quality time together while still having the option for privacy.

The six comfortable bedrooms are ideal for families, groups of friends, or anyone looking to enjoy some time away in nature. The highlight of the home is our incredible loft, equipped with all the entertainment you could ask for, including a foosball table, pool table, and air hockey table. It's the ultimate space for friendly competitions and creating unforgettable memories.

The main living area is warm and inviting, with plenty of seating for everyone to gather around after a day of adventures. Our two full bathrooms ensure that everyone has ample space to refresh and relax.

Please note that the extended driveway is at an incline, so we advise all guests to proceed with caution, especially during winter months or rainy weather.

Location:

Our house is ideally situated right down the street from the market, making it easy to stock up on essentials or grab a quick snack. We're also just a stone's throw away from the Resort check-in and nearby ski slopes. In the winter, you'll love being so close to some of the best skiing and snowboarding in the region.

Year-Round Fun:

Winter: Hit the slopes and enjoy the thrill of skiing, snowboarding, or tubing at Wintergreen Resort. Afterward, cozy up by the fire and enjoy the serene mountain views.

Fall: Immerse yourself in the vibrant colors of autumn and go apple picking at nearby orchards. The crisp mountain air and stunning foliage make this season truly magical.

Summer: Take advantage of nearby pools and hiking trails, or simply relax on the deck and soak in the sunshine. The cool mountain breezes make it a perfect escape from the summer heat.

Spring: Witness the mountains come alive with blooming flowers and lush greenery. Enjoy outdoor activities like hiking, mountain biking, or simply exploring the local area.

Why You'll Love It:

Our home offers the perfect blend of comfort, convenience, and adventure. Whether you're looking to unwind with friends and family or explore all that Wintergreen has to offer, this is the place to be. The spacious layout, fantastic loft, and prime location ensure that your stay will be one to remember.

Book your stay today and experience the beauty and excitement of Wintergreen in every season. We can't wait to host you!

Bedroom Layout - - -

First Floor -
Bedroom 1 - King
Bedroom 2 - Twin over Full Bunkbed + twin trundle
Bedroom 3 - Queen

Second Floor -
Bedroom 4 - King
Bedroom 5 - Queen
Bedroom 6 - Queen

Guest Reviews:

- "Very nice cabin. Far exceeded our expectations. Very nice well equipped kitchen. Very spacious game room for rainy icy days. Great for kids and adults. Spectacular views on quiet.road " - "Exceeded expectations. Thank you. " - "Place was great we had a blast ! Only about a 5 min walk to the slopes!" - "Great stay, perfectly clean and accommodating. A beautiful tri-level home. Lots of room for all of our families and activities. Especially loved the Pacman game unit! Only reason for 4 stars on location is that it's 10-12 minutes just down the mountain to go elsewhere, so if you're like us who came in the spring without skiing, the usual ETA anywhere was 18 or so minutes to hit the major properties. The driveway was a little tricky to navigate but that's to be expected for a mountain resort"

The Distinguished Squirrel Chalet walking distance
House
Wintergreen Resort, Virginia, USA

Nestled at Wintergreen Resort, this unique Treeloft home is just steps from the slopes! Walking access just 4 houses down. Enjoy a spacious open-plan living area that leads to a large deck with seasonal mountain views—perfect for après-ski relaxation. Two primary bedrooms with king beds and attached ensuites provide ultimate comfort, while the cozy loft with bunk beds is ideal for kids or extra guests. Relax by the propane fireplace and take in the natural beauty—your perfect mountain escape!

Please feel free to message us with any questions during your stay. We want to provide you with the best experience possible!

You will have access to the entire home. You can walk a few houses down and access the Wintergreen slopes from there.

The house has two main level primary bedrooms (king beds) with attached ensuites. The main bedroom also has a designated workspace with connection tot he back deck.

The upstairs loft has a bunkbed and two twins. It is open to the family room down below with a spiral staircase.

Only two vehicles can park in the driveway when it snows and the other vehicles must be parked on the lookout point. If cars are on the road during the plow, they may be towed.

For guests staying more than a week, the Pet Fee for each pet is an additional $90/week. For one week or less, it would be at a regular charge of $90/pet max of two pets only.

***Please Note Regarding Cancellations:
If you book through VRBO or directly with us, any cancellations will be refunded according to the terms of the selected cancellation policy. However, please be aware that credit card processing fees are non-refundable and will be deducted from the refunded amount.

Guest Reviews:

- "The house was beautiful and well stocked. The owner thought of everything and all the light switches were labeled which helped a lot. All of the appliances were top notch and the Keurig coffee maker had everything that was needed. Beds were very comfortable and each room had its own thermostat. Overall, excellent stay!" - "We loved the dog friendly house, and the loft was perfect for our 19yr old son to get away from us. Clean property! The power did go out, we were warned a day ahead. But we just opened the windows. Great place!"

Spacious and Updated Home in Wintergreen
House
Wintergreen Resort, Virginia, USA

Welcome to Bear Ridge Retreat, a pristine and spacious 5BR home in the heart of Wintergreen. You'll love the open floor plan and vaulted ceilings of the main living area, with plenty of space for multiple families to spread out. The lower level features an add'l living space with TV area, pool table, and wet bar. With 5 bedrooms (4 with kings), the house sleeps 12 comfortably. HOT TUB is coming Feb 2025! Managed by Chris at New School Hosting. Plus, pet friendly!

There's a ton to do in the area! Bear Ridge Retreat is about a mile to the ski slopes and a few minutes’ drive to all the dining, attractions, and hiking at Wintergreen. 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.

The home layout is as follows:

Upper level:

- Living room with working propane fireplace and big screen TV
- Dining area for 10, plus room for 4 more at the kitchen bar
- Fully stocked kitchen with granite counters and stainless appliances
- BR 1: Primary bedroom with king bed and deck access. Ensuite bathroom features double vanity, soaker tub, and gorgeous tile shower
- BR 2: King bedroom with deck access
- BR 3: Bunk bedroom with 2 sets of twin-over-twin bunks, also with deck access
- Hall full bath with tiled shower/tub combo
- Upper deck features comfortable seating area around propane fire table (propane provided), dining table and chairs, and gas grill

Lower level:

- Second living room / game room with smart TV, pool table, wet bar, and arcade machine
- BR 4: King bedroom with deck access
- BR 5: King bedroom with deck access
- Hall full bath with tiled shower/tub combo
- Laundry room with full size washer and dryer
- Lower patio with sitting area. Hot tub expected by Feb 2025!

Other things to note:

- Bear Ridge Retreat is pet friendly! We accept up to 2 dogs for a $100 flat fee.
- 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.
- Wintergreen offers hiking, skiing, snowboarding, tubing, swimming, dining, spa, ropes course, golfing, and much more.
- There is plenty of parking in the large, flat driveway
- Wifi is fast with a strong signal throughout the house and decks. All bedrooms, plus the living room and game room, feature smart TVs where you can access all the main streaming services.
- We provide a fully stocked coffee bar with multiple coffee drip and Keurig options
- Linens and towels provided
- 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).
- Pack n play and high chair provided
- The property is not pet friendly, but note that owners occasionally bring their dog so we don't recommend the property for guests with severe allergies.
- 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.
- 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.

Tips for a Happy Hot Tub
- Be sure to unclip the hot tub cover before removing it.
- Please do not put anything besides people in the hot tub (like mulch or toys).
- If the water level doesn’t cover the jets, you can use the hose to add water. Please disconnect the hose when done, especially in cold weather when it could freeze.
- Always put the cover on the hot tub when not in use - this keeps the hot tub warm & filled with water. Using the plastic clips helps keep it from blowing off.
- For safety reasons, please don’t add chemicals to the hot tub yourself. If the water looks murky or has a smell, let us know, and we'll have our hot tub expert come by to treat it.
- Do not drain the hot tub.
- There's no need to turn off the hot tub. It may run the jets on low periodically to circulate water through the filter—that’s totally normal.
- Use plastic drinkware around the hot tub.

Guest Reviews:

- "Family bonding time with husband, son, daughter-in-law and two grand boys. The home was spotless - open with wonderful views. Everything we needed was at our fingertips - even pencils for games and flashlights throughout the house. Location is great - close to the slopes and snow tubing. We will return to try the snow tubing! Perfect winter break!" - "Spacious and clean house with good amenities. Kitchen is well stocked (Crockpot, good knives, sliverware, cast iron skillet, InstantPot, etc). Gates for blocking stairs installed on top and bottom floors and high chair/booster seat as well as kids plates/table/chairs/toys for little ones. Pacman game was fun and Smart Tvs on both floors with good wifi. Driveway will fit a number of cars. Drive to main was 2 minutes. The Edge restaurant was good on Saturday, with live music and lots of accommodations for celiac guest. The Market near by had good options for food, beer, wine but was a little pricey as expected. "

Red White & WTG: Game Room + Hot Tub
House
Wintergreen Resort, Virginia, USA

Welcome to Red, White and Wintergreen! Escape to the scenic beauty of Wintergreen Resort in Virginia with this spacious 5-bedroom vacation home, perfect for family getaways and group retreats. Located less than 5 minutes from the resort’s ski slopes, hiking trails, and year-round activities, this cozy home offers the ideal combination of comfort, convenience, and adventure. This house can host up to 8 adults and 8 children.

UPPER LEVEL:
- Fully equipped kitchen with eat-in dining space
- Large living room with smart TV and gas fireplace
- Private office with new curved 34 inch monitor and a printer
- Half bath with single vanity and toilet
- Bedroom 1: king bed with private ensuite featuring double sink vanity, walk-in shower and bathtub
- Bedroom 2: king bed with private ensuite featuring single sink vanity and tub/shower combo

LOWER LEVEL:
- Mudroom/laundry space
- Media room with queen sleeper sofa, new 75" smart TV and Wii game console, plus a wet bar with mini fridge and microwave
- Bedroom 3: king bed with private ensuite featuring single sink vanity and tub/shower combo
- Bedroom 4: two twin beds
- Bedroom 5: two sets of bunk beds with trundles (6 twin beds total)
- Shared hall bath with single sink vanity and tub/shower combo

OUTDOOR:
- Large deck with outdoor dining space, lounge chairs and grill (propane provided)
- Screen porch with NEW 7 person hot tub (towels provided)

This home is extremely child friendly with a pack n play (including sheets), baby bouncer, a high chair, a booster and jogging stroller for guest use!

NO pets, violations subject to fines.
Welcome to Red, White and Wintergreen! Escape to the scenic beauty of Wintergreen Resort in Virginia with this spacious 5-bedroom vacation home, perfect for family getaways and group retreats. Located less than 5 minutes from the resort’s ski slopes, hiking trails, and year-round activities, this cozy home offers the ideal combination of comfort, convenience, and adventure. This house can host up to 8 adults and 8 children.

UPPER LEVEL:
- Fully equipped kitchen with eat-in dining space
- Large living room with smart TV and gas fireplace
- Private office with new curved 34 inch monitor and a printer
- Half bath with single vanity and toilet
- Bedroom 1: king bed with private ensuite featuring double sink vanity, walk-in shower and bathtub
- Bedroom 2: king bed with private ensuite featuring single sink vanity and tub/shower combo

LOWER LEVEL:
- Mudroom/laundry space
- Media room with queen sleeper sofa, new 75" smart TV and Wii game console, plus a wet bar with mini fridge and microwave
- Bedroom 3: king bed with private ensuite featuring single sink vanity and tub/shower combo
- Bedroom 4: two twin beds
- Bedroom 5: two sets of bunk beds with trundles (6 twin beds total)
- Shared hall bath with single sink vanity and tub/shower combo

OUTDOOR:
- Large deck with outdoor dining space, lounge chairs and grill (propane provided)
- Screen porch with NEW 7 person hot tub (towels provided)

This home is extremely child friendly with a pack n play (including sheets), baby bouncer, a high chair, a booster and jogging stroller for guest use!

NO pets, violations subject to fines.

Guest Reviews:

- "The house was beautiful. It was well stocked with all you would need. It was relaxing and warm after a day skiing." - "We had a fantastic stay and the property was exactly as described, clean and comfortable. The location was perfect, close to local attractions and easy to find. The host was incredibly responsive and helpful, ensuring we had everything we needed for a memorable trip. We highly recommend this rental to anyone looking for a great getaway experience. Thank you for a wonderful stay!"

Unwind at Bear Pause, located right at Wintergreen Resort.
House
Wintergreen Resort, Virginia, USA

Bear Pause at Wintergreen Resort – Spacious Getaway for Family & Friends!

Escape to the mountains and unwind at Bear Pause, a spacious retreat located right at Wintergreen Resort. Whether you're here for skiing, snowboarding, hiking, or exploring local wineries and breweries, our home is the perfect place to relax and recharge. With plenty of room for family and friends, you’ll find everything you need for a memorable stay in the Blue Ridge Mountains.

The Space
This comfortable 5-bedroom home offers plenty of space for your group:

Downstairs:
Master bedroom with a king-size bed
Bedroom with two twin beds
Cozy bedroom with a full-size bed (ideal for a single adult or child)
Full bathroom + additional half bath
Upstairs:
Bedroom with a queen-size bed and loft area
Bedroom with a bunk bed, a twin bed, and a loft area
Full bathroom
Guest Access
Guests have access to the entire home, making it easy to settle in and enjoy everything Wintergreen has to offer.

Come take a Pause at Bear Pause —your perfect mountain escape!

Guest Reviews:

- "There were a few little hiccups, the top bunk bar was not attached (not an issue as it wasn’t fully needed) and the oven was broken but I message the owner and he replied back very quickly. Neither were an issue for us. The house was perfect! Plenty of cooking supplies for our crew of 12. We loved the deck and spent plenty of time out there and there were more than enough towels for everyone. The check out rules were very clear and reasonable. I would say that something should be listed for the steep grade of the driveway. I don’t think that a small car could easily get out, my mini van front bumper scraped while pulling out, that’s more of just a heads up for future renters. We absolutely would stay here again! These photos are at checkout after stripping all the bedding, the beds were made beautifully upon arrival and even had little towel animals in bathrooms! "

Summer Music Festival - Luxe Cliff House Retreat
House
Wintergreen Resort, Virginia, USA

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. ✓ALL-YEAR FUN ✓EXTERIOR LIVING W/ FIRE TABLE ✓BIG GREEN EGG ✓OPEN CONCEPT KITCHEN DINING/LIVING SPACES ✓STONE WOOD-BURNING FIREPLACE ✓COMPLIMENTARY FIREWOOD ✓HIGH-SPEED FIBER WIFI ✓CENTRAL A/C ✓RECORD PLAYER ✓WALK TO SLOPES ✓OUTDOOR POOLS (seasonal availability) ★FIRST FLOOR OVERVIEW★ Recent 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. Bedrooms 1 and 2 are located on the first floor. -OPEN-PLAN -FULLY EQUIPPED KITCHEN -COZY WOOD-BURNING FIREPLACE -DIRECT TERRACE ACCESS -WALK TO SLOPES -BEDROOM 1 (ensuite) -BEDROOM 2 ★PRIMARY BEDROOM w/ Ensuite Bath★ The 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. ✓King Bed ✓Premium Pillows, Linens, and Sheets ✓White Noise Machine ✓Ample Bedside Charging ✓Closets w/ Hangers & Shelves ✓Essential Toiletries ✓Premium Native Products ★BEDROOM 2★ Also located conveniently on the first floor, Bedroom 2 offers a king bed with super comfortable linens, ensuring a restful night’s sleep. ✓Queen Bed ✓Premium Pillows, Linens, and Sheets ✓White Noise Machine ✓Ample Bedside Charging ✓Closets w/ Hangers & Shelves ✓Newborn Essentials (Pack n' Play, High Chair & more) ★THE LOFT★ [SECOND FLOOR] The cozy multi-purpose loft area features the third bed, dedicated workspace, as well as relaxing lounge seating, perfect for unwinding. ✓Dedicated Workspace ✓Double Height Space ✓Lounge seating for additional sleeping capacity ★BEDROOM 3★ ✓King Bed ✓Premium Pillows, Linens, and Sheets ✓White Noise Machine ✓Ample Bedside Charging ✓Essential Toiletries ✓Premium Native Products ★OUTDOOR LIVING SPACES★ Nestled 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. ✓Fire Table with Cozy Seating ✓Outdoor Dining Table ✓BBQ Grill ✓Big Green Egg ✓Mountain Views ★LOCATION & ACTIVITIES★ Located 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. _________________________________ In 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! ★PANORAMIC PURSUITS★ 1. Founders Vision Overlook - (2 minute drive, 0.5 miles) 2. Devil’s Knob Overlook - (4 minute drive, 1.5 miles) 3. Raven’s Roost Overlook - (14 minute drive, 7 miles) 4. 20-Minute Cliff Overlook - (17 minute drive, 9 miles) ★UNCORK AND UNWIND★ 1. Veritas Vineyards - (26 minutes, 18.3 miles)* 2. Hazy Mountain - (27 minutes, 19.6 miles)* 3. Cardinal Point - (24 minutes, 16.7 miles)* 4. Flying Fox - (23 minutes, 16.8 miles)* 5. 12 Ridges - (22 minutes, 12.9 miles)* ★HOP TO IT★ 1. Blue Toad Hard Cider - (8 minutes, 4.6 miles)* 2. Bold Rock - (9 minutes, 5.9 miles)* 3. Devil’s Backbone Basecamp - (14 minutes, 7.6 miles)* 4. Three Notch’d Brewery - (16 minutes, 10 miles)* 5. Blue Mountain Brewery - (29 minutes, 20.5 miles)* ★STEP INTO NATURE★ 1. Upper Shamokin Falls and Morgan’s Loop - (8 min drive, 3.4 miles) 2. Three Ridges/A.T. Trail - (9 min drive, 4.2 miles) 3. White Rock Falls Loop - (16 min drive, 8.9 miles) 4. Crabtree Falls - (33 min drive, 19.8 miles) ★TEE TIME TRIUMPH★ 1. Stoney Creek Golf Course (25 minutes, 13.7 miles) 2. Swannanoa Golf Course and Country Club (26 minutes, 16.2 miles) Distances from WTG Entrance* _________________________________ ★POLICIES/HOUSE RULES★ We want all of our guests to enjoy their stay. To ensure this, we kindly ask you to observe the following policies: *No Parties or Events: To maintain a peaceful environment and respect our neighbors, we do not permit parties, events, or large gatherings. *No Smoking: Smoking is strictly prohibited inside and outside the cabin. No illegal substances allowed on the premises. *Booking Guest Age Minimum : 25 or older, Host reserves the ability to check ID. *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. *Local Laws & Ordinances: Guests must comply with all local laws, rules, and ordinances during their stay. *No Pets. Exceptions may be made for registered service animals, but please notify us in advance. *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. *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. *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. Note: 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. Note: 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. We appreciate your understanding and cooperation. Thank you! :) Guests have full access to the house and exterior space. While staying at Boho Cliff House you will have seasonal access to the outdoor Wintergreen pool on the mountain (Chestnut Springs) and off the mountain (Rhodes Farm) between Memorial Day and Labor Day. We love to interact and help curate the most memorable experience for your trip. Feel free to email or text any questions you may have! Happy to help :)

Guest Reviews:

- "This is a 5 star property - hands down! The owners were very helpful and provided much needed information for our stay, the house itself is exactly as shown on the website, was exceptionally clean, the kitchen well stocked for both small and larger family gatherings, the rooms are attractively decorated, the beds, linen, pillows, blankets very comfortable, and we were pleasantly surprised at the amenities such as shampoo, conditioners, espresso, barbecue grill and smoker, beautifully designed deck, dog supplies, and so much more! (Did I mention the amazing collection of vinyl records - that was pretty darn cool!)Then there is the location - a quiet and very beautiful neighborhood near many of our favorite hiking trails.We are recommending this home to our family and friends so that says a lot about the quality and thoughtful communication between us and the owners.See you again soon! "

Bear Necessities with Wintergreen Advantage
House
Wintergreen, Wintergreen, USA

To make a reservation in this home that will include your dog, please call our reservations agents at 855-699-1858 so they can assist with all the details.

3-Bedroom Home / Sleeps 6

Home Features:
• 1,196 sq ft
• Living Room with Gas Fireplace
• Complete Kitchen with Full-size Appliances
• Three Bedrooms: One Queen / One Queen / One Double, One Twin
• Two Bathrooms
• Slope Side on Tyro
• Beautiful Views
• Walk-in Shower
• Washer & Dryer
Start your adventure and step into Bear Necessities. A picturesque three bedroom home in the rolling landscape of Wintergreen Resort. You will be greeted with majestic views through the large picture windows throughout the home. Guests of Bear Necessities enjoy all the exclusive amenities offered thru the Wintergreen Advantage program which is only available to those booking thru this site. Bear Necessities is conveniently located right on the Tyro ski slope, and central to the amenities and adventures found at the Mountain Inn, Discovery Ridge, Lake Monocan, and local restaurants. You will have plenty of space to sprawl out and enjoy the fresh mountain air. Get ready for the clear night sky full of the brilliant constellations from the back deck. Perfect for the cold weather, winter nights, or fresh summer evenings, it’s the place to unwind. The open floor plan offers hours of entertainment. Enjoy your meals together around the eight-seat dining table after a day of skiing down the mountain or hiking the trails of Wintergreen. Unwind in the living room for movie night or board games by the comfy gas fireplace. The large windows are especially idyllic when snow is falling softly.
Bear Necessities is fully equipped to be your home away from home. The kitchen is furnished with stainless steel appliances and, of course, all the coffee you need each morning for viewing the sunrise. Two bedrooms on the main level and a full open loft, there is space to comfortably accommodate 6 guests. The main level bedrooms each offer One Queen bed, and a walk-up spiral staircase leads to the 3rd bedroom with full size bed and a twin.
Come visit all that Wintergreen and Bear Necessities have to offer. It truly is the ideal home base for exploring the vast beauty of this special place. We hope to see you soon!
Although it is easy to make reservations on-line, our vacation planners would be delighted to talk with you and offer personalized assistance with securing the ideal lodging location and activity reservations resort-wide. They are experts on how to make your Wintergreen Resort escape amazing! Please call and speak with one of our vacation planners at 855.699.1858

If booking on-line and traveling with your pup - Please let us know in the COMMENTS section the number of dogs and breed; and be sure to have proof of vaccinations upon check-in* The additional pet fee will be included in the final confirmation sent by our reservations team.

Amenities:

Child Friendly

Wintergreen Resort Vacation-Rentals on the Map

Compare the Best Vacation-Rentals in Wintergreen Resort – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
Serene Hideaway with Views, 1 Mi to Hike and Ski! Wintergreen, VA, USA 384 3.0 9.0 3 Click here
Wintergreen Resort Home w/2 Decks + Ski Access! 115 Tyro Ln, Nellysford, VA, 22967, USA 279 3.0 1 Click here
Wintergreen Resort Home with 2 Decks and Ski Access! Roseland, VA, USA 344 3.0 9.0 1 Click here
Wintergreen Home w/Hot Tub, Deck & Mountain Views 26 Shagbark Lane, Nellysford, VA, 22967, USA 366 3.0 1 Click here
Wintergreen Home with Hot Tub, Deck and Mountain Views Wintergreen, VA, USA 450 3.0 8.0 1 Click here
Wintergreen Resort Home: Close to Slopes & Trails 76 Pedlars Point, Nellysford, VA, 22958, USA 390 3.0 1 Click here
Walk to Ski Slopes Wintergreen Resort Treehouse Beech Grove, VA, USA 305 3.0 1 Click here
Designer Home w\/ Fire Pit ~ 70 Steps to Slopes! 749 Pedlars Edge Dr, Nellysford, VA, 22967, USA 756 3.0 1 Click here
Bear Necessities with Wintergreen Advantage Wintergreen, VA, USA 431 3.0 1 Click here
Charming 4-bedroom home with WiFi, game room and more near Wintergreen Resort! Nellysford, Virginia, USA 327 2.0 10.0 6 Click here
Antlers Aweigh with Wintergreen Advantage Wintergreen, VA, USA 678 3.0 1 Click here
Pedlars Big Mountain Home at Wintergreen 564 Pedlars Point, Nellysford, VA, 22967, USA 422 2.0 1 Click here
Shangri-la ! A Perfect Getaway for everyone ! 27 Pedlars End, Beech Grove, VA, VA 22967, USA 276 10.0 2 Click here
Large and Luxurious Exec 5BR Chalet Wintergreen Resort, Virginia, USA 563 10.0 250 Click here
Wintergreen Home w/Hot Tub, Deck & Mountain Views Wintergreen, Virginia, USA 489 9.6 194 Click here
Beautiful Mountain Views, Steps to the slopes! wintergreen, Virginia, USA 388 10.0 141 Click here
Modern Mountain Retreat: Hot Tub, Chef's Kitchen, Game Room & Ski Access Nellysford, Virginia, USA 790 10.0 132 Click here
Remodeled 3BR/2BA Ski Chalet off Tyro Slope Roseland, Virginia, USA 316 9.8 106 Click here
COZY SKI COTTAGE-SKI IN SKI OUT Roseland, Virginia, USA 468 9.6 89 Click here
Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite! Wintergreen Resort, Virginia, USA 451 10.0 65 Click here
Incredible Mountain Views - Modern Four Bedroom Home - Five Minute Walk to Slope Roseland, Virginia, USA 393 10.0 62 Click here
Quiet cul-de sac Wintergreen Resort, Virginia, USA 359 9.2 57 Click here
Wintergreen Ski & Golf resort-hiking trails-Hot tub-Pet-Friendly! Wintergreen Resort, Virginia, USA 631 10.0 51 Click here
Serene Hideaway with Views, 1 Mi to Hike & Ski! Wintergreen Resort, Virginia, USA 348 9.6 49 Click here
100 yards to Tyro slope Nestled in the woods Wintergreen Resort, Virginia, USA 290 9.2 47 Click here
Classic Ski Chalet with Hot Tub, EV Charger. Views-skiing-tennis-hiking-golf! Wintergreen Resort, Virginia, USA 605 10.0 44 Click here
Luxury Black Bear Lodge: Stunning 4 Season Mountain Views! Perfect for Families. Wintergreen Resort, Virginia, USA 702 9.8 33 Click here
Gorgeous, spacious 4 bedroom home in Wintergreen Resort Roseland, Virginia, USA 423 10.0 22 Click here
Luxury mountain home Ski- in-Ski out Roseland, Virginia, USA 783 10.0 21 Click here
SKI IN/OUT! SiloOnTyro 4BR/4BA Retreat Perfect for Families, Close to Resort Nellysford, Virginia, USA 410 10.0 11 Click here
Cozy 6-bedroom cabin in Wintergreen Resort Wintergreen Resort, Virginia, USA 673 9.8 10 Click here
The Distinguished Squirrel Chalet walking distance Wintergreen Resort, Virginia, USA 445 9.8 7 Click here
Spacious and Updated Home in Wintergreen Wintergreen Resort, Virginia, USA 647 10.0 4 Click here
Red White & WTG: Game Room + Hot Tub Wintergreen Resort, Virginia, USA 914 10.0 3 Click here
Unwind at Bear Pause, located right at Wintergreen Resort. Wintergreen Resort, Virginia, USA 437 9.0 2 Click here
Summer Music Festival - Luxe Cliff House Retreat Wintergreen Resort, Virginia, USA 480 10.0 2 Click here
Bear Necessities with Wintergreen Advantage Wintergreen, Wintergreen, USA 334 1 Click here

Note: The prices for each Vacation-Rentals in Wintergreen Resort do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.

Frequently Asked Questions

Vacation rentals in Wintergreen Resort that include a pool include:

  • Wintergreen Resort Home w/2 Decks + Ski Access!.- Review Count: 0, Rating: 0.0
  • Wintergreen Resort Home with 2 Decks and Ski Access!.- Review Count: 1, Rating: 9.0
  • Designer Home w\/ Fire Pit ~ 70 Steps to Slopes!.- Review Count: 0, Rating: 0.0

Vacation rentals in Wintergreen Resort offering shuttle or transport options include:

  • Wintergreen Home with Hot Tub, Deck and Mountain Views.- Review Count: 1, Rating: 8.0

These vacation rentals in Wintergreen Resort provide spa or wellness access:

  • Wintergreen Home with Hot Tub, Deck and Mountain Views.- Review Count: 1, Rating: 8.0

Family-friendly vacation rentals in Wintergreen Resort include:

  • Serene Hideaway with Views, 1 Mi to Hike and Ski!.- Review Count: 3, Rating: 9.0
  • Wintergreen Resort Home w/2 Decks + Ski Access!.- Review Count: 0, Rating: 0.0
  • Wintergreen Resort Home with 2 Decks and Ski Access!.- Review Count: 1, Rating: 9.0

Pet-friendly vacation rentals in Wintergreen Resort include:

  • Bear Necessities with Wintergreen Advantage.- Review Count: 0, Rating: 0.0
  • Beautiful Mountain Views, Steps to the slopes!.- Review Count: 141, Rating: 10.0
  • Modern Mountain Retreat: Hot Tub, Chef's Kitchen, Game Room & Ski Access.- Review Count: 132, Rating: 10.0

Vacation rentals in Wintergreen Resort with private or on-site parking include:

  • Serene Hideaway with Views, 1 Mi to Hike and Ski!.- Review Count: 3, Rating: 9.0
  • Wintergreen Resort Home w/2 Decks + Ski Access!.- Review Count: 0, Rating: 0.0
  • Wintergreen Resort Home with 2 Decks and Ski Access!.- Review Count: 1, Rating: 9.0

Some of the best Vacation Rentals in Wintergreen Resort are:

  • Serene Hideaway with Views, 1 Mi to Hike and Ski!.- Review Count: 3, Rating: 9.0
  • Wintergreen Resort Home with 2 Decks and Ski Access!.- Review Count: 1, Rating: 9.0
  • Wintergreen Home with Hot Tub, Deck and Mountain Views.- Review Count: 1, Rating: 8.0

Some of the popular Vacation Rentals in Wintergreen Resort are:

  • Large and Luxurious Exec 5BR Chalet.- Review Count: 250, Rating: 10.0
  • Wintergreen Home w/Hot Tub, Deck & Mountain Views.- Review Count: 194, Rating: 9.6
  • Beautiful Mountain Views, Steps to the slopes!.- Review Count: 141, Rating: 10.0