Best Vacation rentals and Airbnb offers in Wintergreen Resort, VA
9.9 57 reviews
Wintergreen Resort, VA
10/08 – 10/18
$185/nighttotal: $1850 (10 )
A Scenic Mountain Retreat, Your Home On The Ridge
1 2
apartment , Wintergreen
This Wintergreen condo overlooks the 18th hole of the Devils Knob Golf Course, offering easy access to the resort's amenities and stunning mountain views. The two-bedroom, two-bathroom unit sleeps four guests and includes a fully equipped kitchen with a fridge, microwave, and dishwasher, plus a swimming pool and parking.
9.1 15 reviews
Wintergreen Resort, VA
10/08 – 10/18
$212/nighttotal: $2120 (10 )
Wintergreen Resort Vacation Rental W/ Pool Access!
3 2
apartment , Wintergreen
This Wintergreen Resort condo offers a 3-bedroom, 2-bathroom rental near hiking trails, skiing, and snow tubing, with easy access to the Blue Ridge Parkway and Shenandoah National Park. Sleeping 8, this pet-friendly unit features a fully equipped kitchen, in-home laundry, a wood-burning fireplace, a furnished balcony, and access to community pools and tennis courts (seasonal).
9.6 101 reviews
Wintergreen Resort, VA
10/08 – 10/18
$200/nighttotal: $2000 (10 )
Cozy 3-bedroom Cabin Located In Wintergreen Resort
3 2
resort , Wintergreen
This cozy 3-bedroom cabin, part of the "Cozy 3-bedroom Cabin Located In Wintergreen Resort" offer, is located in Wintergreen, just steps away from George Washington National Forest and Wintergreen Resort. It has excellent user, location, and cleanliness ratings, making it a great choice for your stay. The cabin offers 1190 square feet of space, with 3 bedrooms and 2 bathrooms. It comes with a variety of amenities, including a swimming pool, terrace, garden, parking, internet, air conditioning, and pet-friendly accommodations, making it perfect for families and groups looking for a relaxing getaway in the heart of nature.
9.4 52 reviews
Wintergreen Resort, VA
10/08 – 10/18
$164/nighttotal: $1640 (10 )
Snug Wintergreen Resort Studio: Ski In & Out!
2 2
studio , Wintergreen
This ski-in/ski-out studio, "Snug Wintergreen Resort Studio: Ski In & Out!", is located in Wintergreen, Virginia, steps from Wintergreen Resort and within 9 miles of Reids Gap Trailhead and Raven's Roost Overlook. The 570-square-foot apartment sleeps up to 5 guests and features a fully equipped kitchen, a TV, and convenient amenities like a coffee maker and hair dryer, all within a smoke-free environment.
10 56 reviews
Wintergreen Resort, VA
10/08 – 10/18
$214/nighttotal: $2140 (10 )
The Perch In Wintergreen Laurelwood
1 2
apartment , Wintergreen
This Wintergreen condo is conveniently located near The Market and Mountain Inn Lodge, within walking distance of both. The one-bedroom, one-bathroom unit sleeps four guests comfortably, featuring built-in bunk beds, a fully equipped kitchen with dishwasher, a dedicated coffee bar, and a fireplace; nearby activities include exploring Wintergreen Resort.
9.1 38 reviews
Wintergreen Resort, VA
10/08 – 10/18
$142/nighttotal: $1420 (10 )
Idyllic Wintergreen Condo W/ Resort Amenities
2 2
apartment , Wintergreen
This Wintergreen Resort condo offers convenient access to Devil's Knob Golf Course and The Plunge Snow Tubing Park, providing easy proximity to resort amenities and outdoor activities. The two-bedroom, two-bathroom unit sleeps four guests and features a fully equipped kitchen, in-unit laundry, a wood-burning fireplace, and a furnished balcony with scenic views; community amenities include a swimming pool and parking for five vehicles.
9.4 140 reviews
Wintergreen Resort, VA
10/08 – 10/18
$177/nighttotal: $1770 (10 )
100 Yards To Tyro Slope Nestled In The Woods
2 2
apartment , Wintergreen
This cozy cabin sits in the Wintergreen Forest, just 100 yards from the Tyro slope, offering easy access to the slopes for skiers and snowboarders. Guests consistently rate the cabin excellent for location, cleanliness, and overall experience. This comfortable home features three bedrooms and two bathrooms, accommodating up to seven guests. Amenities include a full kitchen, a wood-burning fireplace, air conditioning, a swimming pool, a terrace, a garden, and parking.
9.7 25 reviews
Wintergreen Resort, VA
10/08 – 10/18
$191/nighttotal: $1910 (10 )
Wintergreen Condo W/ Pool: Near Hike & Market!
2 2
apartment , Wintergreen
This 2-bedroom, 2-bathroom condo offers prime access to Wintergreen Resort, located within walking distance of the skiing and snowboarding slopes, the Wintergreen Resort Market for groceries, and the Conference Center. This single-story residence accommodates up to 6 guests and features a wood-burning fireplace with complimentary firewood, an outdoor swimming pool, free WiFi, and keyless entry.
9.9 20 reviews
Wintergreen Resort, VA
10/08 – 10/18
$182/nighttotal: $1820 (10 )
Cozy Wintergreen Retreat | Fireplace + Pool
1 2
apartment , Wintergreen
Weller's Retreat condo at Wintergreen Resort offers a two-bedroom, two-bathroom unit near the resort pool, spa, hiking trails, golf courses, and restaurants. This 2-bedroom, 2-bathroom vacation rental sleeps six and features a fully equipped kitchen, private balcony overlooking the 18th fairway, and access to resort amenities including a swimming pool and internet.
9.9 171 reviews
Wintergreen Resort, VA
10/08 – 10/18
$179/nighttotal: $1790 (10 )
2-min Drive To Resort, Outdoor Hoa Pool Now Open!
1 2
apartment , Wintergreen
This peaceful apartment is located just a short drive from the Wintergreen Resort ski lifts and the resort center, offering easy access to all the area's attractions. It has consistently received excellent ratings for its cleanliness, location, and overall experience. The apartment features two bathrooms and can comfortably accommodate up to six guests. Enjoy modern amenities like air conditioning, a dishwasher, a fast internet connection, and access to two outdoor pools, plus a private deck with valley views and complimentary firewood for cozy evenings.
9.3 138 reviews
Wintergreen Resort, VA
10/08 – 10/18
$152/nighttotal: $1520 (10 )
Sleepy Bear Chalet
3 2
chalet , Wintergreen
This charming chalet is located just a 4-minute walk from Wintergreen Ski Resort, placing you within easy reach of slopes, hiking trails, and the Mountain Inn. Guests consistently rate the location, cleanliness, and overall experience as excellent. The chalet features three bedrooms, accommodating up to nine guests, making it perfect for families or groups of friends. Enjoy a cozy fireplace, a private terrace, a fully equipped kitchen, and access to a swimming pool, along with other amenities like internet and parking.
9.6 107 reviews
Wintergreen Resort, VA
10/08 – 10/18
$172/nighttotal: $1720 (10 )
Your Cozy Mountain Getaway Awaits
1 2
apartment , Wintergreen
This 2-bedroom, 2-bathroom condo is conveniently located within walking distance of Wintergreen's ski resort, tubing park, restaurants, and market, making it an ideal choice for travelers seeking easy access to all the resort's amenities. The property has consistently received excellent ratings for location, cleanliness, and user experience. The spacious condo can comfortably accommodate up to 5 guests and features a fully stocked kitchen, a fireplace, a private garden, and access to a community swimming pool. Enjoy the convenience of pet-friendly accommodations, high-speed internet, and parking on-site.
Best family friendly Wintergreen Resort, VA vacation rentals
Among the 11 accommodations in Wintergreen Resort, VA, here are the 4 best family friendly rentals
9.4 93 reviews
Wintergreen Resort, VA
10/08 – 10/18
$337/nighttotal: $3370 (10 )
Recent Improvements, Walk To Events, Trails And Slopes
3 2
apartment , Wintergreen
This 2-bedroom, 2-bathroom apartment in Wintergreen Resort offers ski-in/ski-out access and is just steps away from the Mountain Inn, restaurants, bar, and convenience store. It has an excellent user rating and can accommodate up to 5 guests. The apartment has 1300 square feet of living space and features a fully equipped kitchen, fireplace, free WiFi, and a secure ski locker. Guests also have access to a swimming pool, spa, and hiking trails.
9.7 116 reviews
Wintergreen Resort, VA
10/08 – 10/18
$155/nighttotal: $1550 (10 )
Cozy Lux Condo At Wintergreen Resort
1 2
apartment , Wintergreen
This one-bedroom vacation rental is located on a hillside in Wintergreen, close to the resort's center and within easy reach of attractions and activities. It has received excellent ratings for user experience, location, and cleanliness. The apartment has an open floor plan connecting the living room and kitchen, comfortably accommodating up to four guests. Amenities include a fireplace, large flat-screen TVs, a fully equipped kitchen, a private veranda, a washer and dryer, and access to the resort's pool, hiking trails, and fishing areas.
9.6 93 reviews
Wintergreen Resort, VA
10/08 – 10/18
$327/nighttotal: $3270 (10 )
Cozy Ski Cottage--ski In Ski Out
3 2
apartment , Wintergreen
This 3-bedroom, 2-bathroom apartment in Wintergreen's Pedlars Edge neighborhood offers secluded mountain privacy and direct stairway access to the slopes, located a short drive from Swannanoa Palace and Crozet Tunnel. This family-friendly rental accommodates up to 7 guests with a fully equipped kitchen, wood-burning fireplace, spacious decks, on-site laundry, and amenities including wireless internet and air conditioning, ideal for winter sports enthusiasts and those seeking outdoor activities like game walks and birdwatching.
10 173 reviews
Wintergreen Resort, VA
10/08 – 10/18
$306/nighttotal: $3060 (10 )
Family Friendly, Cozy Home On The Mountain Golf Course. All Necessities Included
3 2
apartment , Wintergreen
This family-friendly vacation home is located just steps from Wintergreen Resort and George Washington National Forest, with scenic overlooks and hiking trails within a 9-mile radius. The house has received excellent ratings for location, cleanliness, and overall experience. This 3-bedroom house comfortably accommodates up to 6 guests. Amenities include a fully equipped kitchen, a fireplace, a balcony, a tennis court, and a barbecue grill, providing everything you need for a relaxing and enjoyable stay.
Best Wintergreen Resort, VA vacation rentals with a fireplace
10 107 reviews
Wintergreen Resort, VA
10/08 – 10/18
$203/nighttotal: $2030 (10 )
Base Camp Condo
1 2
apartment , Wintergreen
This Wintergreen condo rental is a short walk from the slopes, Wintergreen Resort's market, and restaurants, and minutes from the Blue Ridge Parkway. The recently renovated two-bedroom, two-bathroom unit sleeps four guests and features a fully equipped kitchen with dishwasher, in-unit laundry, air conditioning, and access to a seasonal swimming pool and HOA-managed parking.
9.9 248 reviews
Wintergreen Resort, VA
10/08 – 10/18
$145/nighttotal: $1450 (10 )
Eight Minute Walk To Everything
1 2
apartment , Wintergreen
This one-bedroom condo is located in the heart of Wintergreen's Mountain Inn area. The prime location provides guests with easy access to skiing, dining, shopping, and entertainment, all within walking distance. With excellent user, location, and cleanliness ratings, this condo is a top choice for travelers. The condo accommodates up to three guests and features a fully equipped kitchen, a cozy ambiance with a wood-burning fireplace and balcony, and various entertainment options. Guests can also enjoy the convenience of free Wi-Fi, streaming TV, and access to streaming apps. Additional amenities include a swimming pool, garden, parking, and a pet-friendly space.
10 21 reviews
Wintergreen Resort, VA
10/08 – 10/18
$138/nighttotal: $1380 (10 )
Ski- In/ski-out Comfy Condo
1 2
apartment , Wintergreen
This ground-floor Wintergreen condo offers ski-in/ski-out access and is steps from Starbucks, restaurants, shops, and a playground. The one-bedroom, one-bathroom unit sleeps four with a king bed, queen sleeper sofa, two TVs, a full kitchen, and a private porch; nearby attractions include lakes, trails, breweries, and wineries.
10 155 reviews
Wintergreen Resort, VA
10/08 – 10/18
$180/nighttotal: $1800 (10 )
Newly Updated Cozy Condo In The Heart Of Wintergreen! Pet Friendly.
1 2
apartment , Wintergreen
This apartment is located in the mountains of Wintergreen, adjacent to Wintergreen Resort and George Washington National Forest. With an excellent user rating, this apartment offers a unique and appealing experience for guests. It has 1 bedroom, 1 bathroom, and a guest capacity of 4. The apartment features a fully equipped kitchen, a comfortable living area, a private balcony, and amenities such as a swimming pool, a spa, and a tennis court.
Frequently Asked Questions about vacation rentals in Wintergreen Resort, VA
What are some interesting places to visit in or near Wintergreen Resort, VA?
You've got to check out the Natural Bridge, it's a short drive and a beautiful natural wonder. If you're into history, the Blue Ridge Music Center in Galax is a must-see, and it's only about an hour away.
What are the best Airbnb and vacation rentals in Wintergreen Resort, VA?
Which walking or cycling routes are the best in Wintergreen Resort, VA?
The Devil's Backbone Trail is a great option for hiking, and the paved path along the Parkway is perfect for a leisurely bike ride. You can also check out the trails around the Wintergreen Resort, there are some nice ones with great views.
What are the most popular Airbnbs in Wintergreen Resort, VA?
What sports or outdoor activites can visitors enjoy in and around Wintergreen Resort, VA?
Wintergreen is known for its skiing and snowboarding in the winter, but there's plenty to do year-round. You can go hiking, biking, fishing, golfing, and even take a scenic chairlift ride up the mountain. There's also a great swimming pool and tennis courts at the resort.
What are the best vacation rentals with a pool in Wintergreen Resort, VA?
What other towns or cities can be easily accessed from Wintergreen Resort, VA?
You're close to Charlottesville, which has a lot of great restaurants and shops. Lynchburg is also within a reasonable drive, and it's home to the famous Liberty University. Roanoke is a bit further, but it's a great city to explore.
What are the best rentals for families and kids in Wintergreen Resort, VA?
What amenities are commonly available in vacation rentals in Wintergreen Resort, VA?
Most vacation rentals in Wintergreen come with fully equipped kitchens, comfortable living areas, and often have fireplaces, hot tubs, and private decks with mountain views. Some rentals even have access to community pools and fitness centers.
What are the best rentals or Airbnbs with a jacuzzi in Wintergreen Resort, VA?
What time of year is best to rent a vacation rental Wintergreen Resort, VA?
It depends on what you're looking for. Spring and fall are great for hiking and biking, while winter is perfect for skiing. Summer is a popular time for families, but it can get busy. You can find great deals on rentals during the shoulder seasons.
What are the local dishes in Wintergreen Resort, VA region?
You have to try the local barbecue, it's a staple in the area. There are also some great seafood restaurants in the region, and of course, you can't go wrong with a classic Southern meal like fried chicken and mashed potatoes.
Destinations nearby
Guest-Favorite Vacation Rentals with Jacuzzi in Wintergreen Resort, VA
These vacation rentals in Wintergreen Resort, VA feature private hot tubs and jacuzzis, perfect for a relaxing soak.
10 4 reviews
Wintergreen Resort, VA
10/08 – 10/18
$923/nighttotal: $9230 (10 )
The Honey Den - Your Family's Spring Retreat
5 2
apartment , Wintergreen
This 5-bedroom, 5-bathroom house in Pedlars Edge, Wintergreen offers mountain views and is located within a 6 to 22 mile drive of scenic overlooks and a 22 to 27 mile drive of wineries. This pet-friendly residence accommodates up to 11 guests with a fully equipped kitchen, a double-height great room with a fireplace, an entertainment room with a foosball table, and two levels of outdoor living featuring a hot tub and fire-table lounge.
8.0 1 review
Wintergreen Resort, VA
10/08 – 10/18
$556/nighttotal: $5560 (10 )
Three Ridges 15 With Wintergreen Advantage
3 2
apartment , Wintergreen
This Three Ridges condominium is located in Wintergreen, offering walkable access to the ski slopes, resort dining, and Blackrock Village Center. This 1190 sq ft condo sleeps 6 guests, featuring 3 bedrooms, 2 bathrooms, a full kitchen, a wood-burning fireplace, and is surrounded by opportunities for kayaking, fishing, and hiking.
10 5 reviews
Wintergreen Resort, VA
10/08 – 10/18
$1195/nighttotal: $11950 (10 )
2 Mins To Slopes: Hottub, Game Room, Family & Pets, 3 King Beds
5 2
apartment , Wintergreen
This pet-friendly mountain house, "Updated Mtn House 2 Mins To Resort: 3 King Beds, Hot Tub, Game Room, Family & Pets," is located in Nellysford's Laurel Ridge neighborhood, a two-minute drive from Wintergreen Resort and minutes from Bold Rock Hard Cider, Three Ridges Overlook, and the Plunge Snow Tubing Park. The 3,020-square-foot home features five bedrooms, three bathrooms, and accommodates up to sixteen guests, boasting a game room with shuffleboard, foosball, arcade games, and a poker table, plus a private hot tub and deck with mountain views.
10 2 reviews
Wintergreen Resort, VA
10/08 – 10/18
$1339/nighttotal: $13390 (10 )
Pets-ok Retreat W Sauna, Jacuzzi At Wintergreen
4 2
house , Wintergreen
This pet-friendly Wintergreen vacation home, 42 miles from Shenandoah Valley Regional Airport, provides ski-to-door access. Boasting a 10,760-square-foot floor plan, this four-bedroom residence sleeps 18 guests and features a fully equipped kitchen, jacuzzi, sauna, spa, bar, and private patio, along with on-site amenities including a game console.
Best Wintergreen Resort, VA vacation rentals with parking
9.8 111 reviews
Wintergreen Resort, VA
10/08 – 10/18
$267/nighttotal: $2670 (10 )
Remodeled 3br/2ba Ski Chalet Off Tyro Slope
3 2
apartment , Wintergreen
This chalet is located in Treeloft, a neighborhood in Nellysford, within the Wintergreen Resort, just one row away from the Tyro Slopes and less than a minute from the main resort and ski lifts. It has received excellent user ratings and allows pets and families. The chalet is a 3-bedroom, 2-bathroom cabin that can accommodate up to six guests. It offers a fully equipped kitchen, a cozy screen room, heated floors, laundry facilities, a spacious great room with a fireplace, a wrap-around deck with mountain views, and parking for three vehicles.
10 5 reviews
Wintergreen Resort, VA
10/08 – 10/18
$208/nighttotal: $2080 (10 )
Ideal Location: 1-bedroom Condo. Top Of Wintergreen Resort. Easy Walk To Slopes.
1 2
apartment , Wintergreen
This 1-bedroom condo offers a prime Wintergreen Resort location, placing you a short walk from major amenities, including The Market, Boarshead Deli, and the Eagles Swoop and Dobie ski slopes. This accommodation features a full kitchen with a fridge, microwave, and dishwasher, air conditioning, parking, and is ideal for up to 2 guests, providing easy access to over 30 miles of hiking trails and Wintergreen's ski area.
9.0 7 reviews
Wintergreen Resort, VA
10/08 – 10/18
$181/nighttotal: $1810 (10 )
Snug Wintergreen Resort Studio: Ski In & Out!
1 2
resort , Wintergreen
This Nellysford studio, offered as "Snug Wintergreen Resort Studio: Ski In & Out!", is conveniently located steps from Wintergreen Resort and within 6 miles of Three Ridges Wilderness and Reids Gap Trailhead. The smoke-free unit features a fully equipped kitchen, free WiFi in public areas, and free self-parking, providing convenient access to Wintergreen's amenities and nearby hiking trails.
9.4 128 reviews
Wintergreen Resort, VA
10/08 – 10/18
$147/nighttotal: $1470 (10 )
2 Minutes From The Shops And Activities; Cozy 1 Bedroom End Unit.
1 2
apartment , Wintergreen
This cozy one-bedroom condo is located just a two-minute walk from the ski slopes and Mountain Inn in Nellysford, making it a convenient base for exploring Wintergreen's attractions. It has earned an excellent user rating, indicating a comfortable and enjoyable stay. The condo features a fully equipped kitchen, a wood-burning fireplace, and a small patio. Guests can enjoy amenities like private gated parking, a shuttle service during ski season, and wireless internet access, as well as nearby access to restaurants, shops, and activities.