Best Vacation rentals and Airbnb offers in Wintergreen Resort, VA
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.
9.1 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).
9.7 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.
9.3 82 reviews
Wintergreen Resort, VA
10/08 – 10/18
$151/nighttotal: $1510 (10 )
Updated! Cozy And Clean Two Bedroom Condo.
1 2
apartment , Wintergreen
This two-bedroom apartment is located just a 10-minute walk from Wintergreen Resort and George Washington National Forest, offering easy access to both outdoor activities and resort amenities. Guest reviews consistently praise the apartment's excellent location, cleanliness, and overall experience. The apartment comfortably accommodates four guests and features a fully equipped kitchen, a cozy fireplace, and a private patio with mountain views. Enjoy amenities like a swimming pool, spa, and free Wi-Fi, along with the convenience of on-site parking.
9.1 39 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.
9.9 171 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.
9.7 116 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.
9.3 138 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.
9.8 148 reviews
Wintergreen Resort, VA
10/08 – 10/18
$186/nighttotal: $1860 (10 )
Eagles Court Ski In/ski Out Condo With Walkable Location & Mountain Views!
2 2
apartment , Wintergreen
This two-bedroom condo is conveniently located in Nellysford, just a 5-minute walk from the Wintergreen Resort and George Washington National Forest. Guests consistently rate this property excellent, making it a popular choice for travelers. The 790 square foot apartment comfortably accommodates up to 6 guests. Amenities include a fully equipped kitchen, a fireplace, a DVD player, a terrace or balcony, a garden, a swimming pool, and a tennis court.
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.
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 33 reviews
Wintergreen Resort, VA
10/08 – 10/18
$151/nighttotal: $1510 (10 )
Great Location! Steps From Dining/ Event Spaces!
1 2
apartment , Wintergreen
This Mountain Inn loft is located in the central Wintergreen Resort area, offering ski-in/ski-out access and proximity to shops, restaurants (including a Starbucks), and event spaces. This one-bedroom, one-bathroom condo sleeps four guests and features a well-equipped kitchenette, complimentary Keurig coffee station and snacks, free Wi-Fi, and treetop views; a fireplace and terrace cafe are available downstairs in the main building.
Best family friendly Wintergreen Resort, VA vacation rentals
Among the 11 accommodations in Wintergreen Resort, VA, here are the 4 best family friendly rentals
9.6 101 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.
9.8 18 reviews
Wintergreen Resort, VA
10/08 – 10/18
$560/nighttotal: $5600 (10 )
Hot Tub Pool Pac Man Foosball Dogs Ok Tennis Golf
4 2
apartment , Wintergreen
This Nellysford vacation rental is a four-bedroom, three-bathroom home located in a rural mountain area, four minutes from Wintergreen Resort's ski slopes and one mile from Founder's Overlook. The 1300-square-foot property sleeps nine comfortably, boasting a great room with fireplace, in-unit foosball and PAC-MAN, five smart TVs, a fully equipped kitchen, access to a pool, tennis courts, hot tub, and spa, plus fast Wi-Fi.
10 8 reviews
Wintergreen Resort, VA
10/08 – 10/18
$281/nighttotal: $2810 (10 )
Premiere Two Bedroom Getaway Slope Side Wintergreen Resort Condo
2 2
apartment , Wintergreen
The Premiere Two Bedroom Getaway Slope Side Wintergreen Resort Condo offers ski-in/ski-out access, placing you steps from Wintergreen Resort and within 9 miles of Reids Gap Trailhead and Raven's Roost Overlook in the George Washington National Forest. This 1000-square-foot condo features two bedrooms, two bathrooms, accommodates six guests, and includes a fully equipped kitchen, fireplace, private balcony with mountain views, and free WiFi; enjoy resort amenities such as a swimming pool and spa.
10 181 reviews
Wintergreen Resort, VA
10/08 – 10/18
$301/nighttotal: $3010 (10 )
3 Br 3 Ba, 2 Story Condo In Highlands
1 2
apartment , Wintergreen
This Wintergreen apartment is conveniently located on Timber Camp Drive, just steps from the slopes and next to the Highlands Lift, offering easy access to the resort's attractions. The apartment consistently receives excellent ratings for its location, cleanliness, and overall user experience. The three-bedroom, three-bathroom apartment comfortably accommodates up to seven guests with king beds, bunk beds, and a pull-out sofa. Enjoy amenities like a fully equipped kitchen, a private balcony, access to the Chestnut Springs Pool, high-speed internet, and a convenient location on the Wintergreen shuttle route.
Best Wintergreen Resort, VA vacation rentals with a fireplace
9.4 16 reviews
Wintergreen Resort, VA
10/08 – 10/18
$208/nighttotal: $2080 (10 )
Pool Access: Scenic Condo In Wintergreen Resort!
1 2
apartment , Wintergreen
This Wintergreen Resort condo, located in The Cliffs community, offers easy access to the slopes and other resort amenities. The one-bedroom unit features a king bed, queen sleeper sofa, and pull-out bed, accommodating up to six guests, and includes a fully equipped kitchen, in-unit laundry, a fireplace, smart TV, private deck with Blue Ridge Mountain views, and access to two seasonal pools, tennis/pickleball courts, a playground, and a golf course.
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.
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.
9.7 4 reviews
Wintergreen Resort, VA
10/08 – 10/18
$176/nighttotal: $1760 (10 )
Wintergreen Resort Vacation Rental W/ Balcony!
2 2
house , Wintergreen
This Wintergreen Resort apartment, located approximately 43 miles from Shenandoah Valley Regional Airport, offers convenient access to Wintergreen Resort's amenities. The 1100-square-foot condo features two bedrooms, two bathrooms, and accommodates up to seven guests, boasting a fully equipped kitchen, in-unit laundry, a private balcony, and access to a swimming pool and spa.
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.
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 12 reviews
Wintergreen Resort, VA
10/08 – 10/18
$559/nighttotal: $5590 (10 )
Memorial Day Discount Hot Tub Firepit Grill 4br W/ensuites
4 2
apartment , Wintergreen
This Nellysford vacation home, located less than a 10-minute walk from both the George Washington National Forest and Wintergreen Resort, offers easy access to hiking trails and resort amenities like skiing and golfing. This 2400-square-foot house features four bedrooms and four bathrooms, accommodating up to eight guests, and includes a private hot tub, barbecue grills, a fireplace, and free Wi-Fi.
9.8 8 reviews
Wintergreen Resort, VA
10/08 – 10/18
$348/nighttotal: $3480 (10 )
Cozy Wintergreen Ski Chalet -Hot Tub-walk To Slopes & Family Friendly!
3 2
apartment , Wintergreen
This Wintergreen mountain home is located near Roseland, Virginia, offering direct access to the George Washington National Forest and Wintergreen Resort, with Reids Gap Trailhead and Sherando Lake Recreation Area within 9 miles. This three-bedroom, three-bathroom house sleeps eight guests and features a fully equipped kitchen, in-house fireplace, Smart TV, laundry facilities, barbecue grills, and access to an on-site pool, fitness center, and game room.
9.8 155 reviews
Wintergreen Resort, VA
10/08 – 10/18
$410/nighttotal: $4100 (10 )
Lily Pad - 5 Br/4 Ba Wintergreen Family Retreat
1 2
apartment , Wintergreen
Lily Pad is a family-friendly vacation rental situated on the 5th hole green of Devil's Knob Golf Course in Wintergreen Resort, within walking distance of the Appalachian Trail. Guests consistently rate this home highly for its excellent location, cleanliness, and overall experience. Lily Pad offers ample space for up to 13 guests, with 5 bedrooms and 4 bathrooms. This home provides a variety of amenities for relaxation and entertainment, including a game area, outdoor hot tub, multiple fireplaces, a fully equipped kitchen, and high-speed WiFi.
Best Wintergreen Resort, VA vacation rentals with parking
10 2 reviews
Wintergreen Resort, VA
10/08 – 10/18
$208/nighttotal: $2080 (10 )
Wintergreen Condo W/ Pool: Near Hike & Market!
2 2
house , Wintergreen
This Wintergreen Resort condo, located 34 miles from Shenandoah Valley Regional Airport and near the slopes, offers ski-in/ski-out access during winter. This 940-square-foot unit features two bedrooms, two bathrooms, accommodates up to 11 guests, and includes a fully equipped kitchen with a dishwasher, free Wi-Fi, air conditioning, a swimming pool, and parking.
This Nellysford condo, offered as "1 Mi To Lifts: Family Condo In Wintergreen Resort," is steps from Wintergreen Resort and George Washington National Forest, with Three Ridges Wilderness and Reids Gap Trailhead six miles away. The family-friendly unit features a fully equipped kitchen, two bathrooms, a fireplace, free Wi-Fi, and parking, providing easy access to skiing, golfing, and hiking.
8.8 32 reviews
Wintergreen Resort, VA
10/08 – 10/18
$156/nighttotal: $1560 (10 )
Idyllic Wintergreen Condo W/ Resort Amenities
2 2
house , Wintergreen
The Idyllic Wintergreen Condo is located in Mount Torry Furnace, Wintergreen, Virginia, about 43 miles from Shenandoah Valley Regional Airport, offering a peaceful escape in the heart of the Blue Ridge Mountains. The apartment has consistently earned high ratings for its cleanliness, location, and overall experience. This 2-bedroom condo comfortably accommodates up to 4 guests, offering 1130 square feet of space. Guests can enjoy access to resort amenities, including a swimming pool, along with in-unit features like a fully equipped kitchen, a balcony, and free Wi-Fi.
9.6 97 reviews
Wintergreen Resort, VA
10/08 – 10/18
$313/nighttotal: $3130 (10 )
Serene Hideaway With Views, 1 Mi To Hike & Ski!
3 2
house , Wintergreen
This vacation home is located in Wintergreen, just one mile from hiking and skiing trails, making it perfect for outdoor enthusiasts seeking a serene escape. The property boasts excellent ratings for user experience, location, and cleanliness. The 3-bedroom, 2-bathroom home spans 1310 square feet and features a fully equipped kitchen, a comfortable living area, a private terrace, and a garden. Guests can enjoy amenities like a swimming pool, a tennis court, and free Wi-Fi, ensuring a relaxing and enjoyable stay.