Best Vacation rentals and Airbnb offers in Wintergreen Resort, VA
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.
9.1 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).
9.9 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.
9.8 381 reviews
Wintergreen Resort, VA
10/08 – 10/18
$157/nighttotal: $1570 (10 )
New Construction! 1 Bd/2 Ba Top Of Wintergreen Mountain. Sleeps 4, Pet-friendly
1 2
apartment , Wintergreen
This one-bedroom condo is located just steps away from Wintergreen Resort and George Washington National Forest, with scenic hiking trails and breathtaking overlooks within a short drive. Guests consistently rate this rental excellent for its location, cleanliness, and overall experience. The condo comfortably accommodates up to four guests with two bathrooms and a fully equipped kitchen. Enjoy amenities such as a fireplace, a patio, access to a swimming pool, tennis courts, and a games room, all within the condo building.
9.7 114 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.
9.6 106 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.
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.
9.7 109 reviews
Wintergreen Resort, VA
10/08 – 10/18
$180/nighttotal: $1800 (10 )
Ski In & Out Mountain & Firework Views Studio
1 2
studio , Wintergreen
This apartment is located within walking distance of Wintergreen Resort, and a 9-mile radius of Reids Gap Trailhead and Raven's Roost Overlook. It has excellent user, location, and cleanliness ratings. The apartment has 1 bedroom, 1 bathroom, and a guest capacity of 2. The apartment has a kitchen with a fridge, microwave oven, oven, and stovetop, as well as a coffee/tea maker and kitchen island. It also has air conditioning, a terrace/balcony, a garden, parking, and internet access. The apartment also has a Smart TV with a DVD player, and games for entertainment and relaxation.
10 26 reviews
Wintergreen Resort, VA
10/08 – 10/18
$123/nighttotal: $1230 (10 )
3 Ridges 3 Min Walk To Slopes,besides Inn,king Bed
1 2
apartment , Wintergreen
This ground-floor condo in Wintergreen Resort's Three Ridges area is a 3-minute walk from the ski slopes and near the Wintergreen Inn. The one-bedroom, one-bathroom unit sleeps four with a king-size memory foam bed, queen-size sofa bed, full kitchen, Wi-Fi, Netflix, private terrace, and access to a swimming pool and garden.
9.9 169 reviews
Wintergreen Resort, VA
10/08 – 10/18
$179/nighttotal: $1790 (10 )
2-min Drive To Resort, Outdoor Hoa Pool Opens 5/25
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.
9.3 137 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.
9.9 66 reviews
Wintergreen Resort, VA
10/08 – 10/18
$156/nighttotal: $1560 (10 )
Sitting On The 18th Fairway
1 2
apartment , Wintergreen
This Wintergreen condo overlooks the 18th fairway of the Devils Knob Golf Course, offering easy access to hiking, skiing, and other attractions. The two-bedroom, two-bathroom unit sleeps six, features a fully equipped kitchen with stainless steel appliances, a wood-burning fireplace, a private deck with an electric grill, and in-unit laundry with complimentary supplies.
Best family friendly Wintergreen Resort, VA vacation rentals
Among the 11 accommodations in Wintergreen Resort, VA, here are the 4 best family friendly rentals
9.8 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.
9.8 10 reviews
Wintergreen Resort, VA
10/08 – 10/18
$449/nighttotal: $4490 (10 )
Hansel 'N Gretel: Wood Stove Grill Firepit Dogs Ok
3 2
chalet , Wintergreen
This Wintergreen mountain home is located near Roseland, Virginia, within one mile of the George Washington National Forest and Wintergreen Resort, and nine miles from Sherando Lake Recreation Area and Raven's Roost Overlook. This 1910-square-foot chalet sleeps eight guests in three bedrooms and three bathrooms and boasts a fully equipped kitchen, private pool, spa, tennis court, and stunning mountain views.
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.
9.9 43 reviews
Wintergreen Resort, VA
10/08 – 10/18
$557/nighttotal: $5570 (10 )
Diamond Adventure Slope Side With Foosball And Arcade At Wintergreen Resort
2 2
apartment , Wintergreen
This slope-side Wintergreen Resort condo offers ski-to-door access and is 42 miles from Shenandoah Valley Regional Airport. The 1140-square-foot, two-bedroom, two-bathroom unit features a fireplace, balcony with mountain views, full kitchen, and access to an on-site pool, Wi-Fi, and parking; it comfortably sleeps a family or group.
Best Wintergreen Resort, VA vacation rentals with a fireplace
This Wintergreen condo is ideally situated near the resort's tennis courts with a ski shuttle stop directly outside, providing easy access to Wintergreen Resort amenities. The one-bedroom, two-bathroom unit sleeps four, features a well-equipped kitchen, and offers on-site parking, plus a remodeled bathroom and access to condo amenities.
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.
9.7 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.
10 42 reviews
Wintergreen Resort, VA
10/08 – 10/18
$179/nighttotal: $1790 (10 )
Casa Perfecta
1 2
apartment , Wintergreen
This Laurelwood condo in Wintergreen Resort offers easy access to the Ski Lodge (under 5 minutes walk), a convenience store (2 minutes walk), and several restaurants, plus a private outdoor pool (summer only). The two-bedroom, two-bathroom unit sleeps five guests comfortably, featuring a king-size bed, queen-size bed, twin-size bed, and queen-size sofa bed, a fully equipped kitchen, wood-burning fireplace (wood provided), and a deck with mountain views; 100% cotton sheets are provided.
Frequently Asked Questions about vacation rentals in Wintergreen Resort, VA
What other towns or cities can be easily accessed from Wintergreen Resort, VA?
From Wintergreen, you can easily reach Charlottesville, home to the University of Virginia and a vibrant downtown. Lynchburg, known for its historic architecture and breweries, is another popular destination.
What are the best Airbnb and vacation rentals in Wintergreen Resort, VA?
What amenities are commonly available in vacation rentals in Wintergreen Resort, VA?
Vacation rentals in Wintergreen typically offer amenities like fully equipped kitchens, fireplaces, and private decks or balconies. Many also have access to community pools, hot tubs, and fitness centers.
What are the most popular Airbnbs in Wintergreen Resort, VA?
What time of year is best to rent a vacation rental Wintergreen Resort, VA?
The best time to visit depends on your interests. Summer is ideal for hiking, golfing, and outdoor activities. Fall brings beautiful foliage and cooler temperatures. Winter is perfect for skiing, snowboarding, and enjoying the cozy atmosphere.
What are the best vacation rentals with a pool in Wintergreen Resort, VA?
What are the local dishes in Wintergreen Resort, VA region?
The region is known for its Southern cuisine. Try some fried chicken, biscuits and gravy, or a hearty barbecue meal. Don't forget to sample some local craft beers and wines.
What are the best rentals for families and kids in Wintergreen Resort, VA?
Top Vacation Rentals with a Hot Tub in Wintergreen Resort, VA
Experience the ultimate recovery after a long active day with a private hot tub at these premier Wintergreen Resort, VA vacation rentals.
10 2 reviews
Wintergreen Resort, VA
10/08 – 10/18
$603/nighttotal: $6030 (10 )
Wintergreen Springjacuzzifirepitpool Access
4 2
house , Wintergreen
This Wintergreen vacation home, located in Roseland, Virginia, is approximately 43 miles from Shenandoah Valley Regional Airport and offers easy access to Wintergreen Resort. The 2,170-square-foot property boasts four bedrooms, three bathrooms, two living rooms, and can comfortably accommodate up to 12 guests, featuring a private Springjacuzzifirepitpool, seasonal outdoor pool, and fully equipped kitchen.
9.6 257 reviews
Wintergreen Resort, VA
10/08 – 10/18
$421/nighttotal: $4210 (10 )
Wintergreen Home W/ Hot Tub, Deck & Mountain Views
3 2
house , Wintergreen
This Wintergreen home is conveniently located near the ski slopes and offers stunning mountain views. Guests consistently rate the property excellent for cleanliness, location, and overall experience. The 1300 square foot home comfortably accommodates up to 6 guests in 3 bedrooms and 2 bathrooms. Enjoy a fully equipped kitchen, a private hot tub, a fitness center, a tennis court, and ski-in/ski-out access.
10 2 reviews
Wintergreen Resort, VA
10/08 – 10/18
$579/nighttotal: $5790 (10 )
Cabin Blue Ridge With Wintergreen Advantage
3 2
apartment , Wintergreen
This lakefront Wintergreen vacation home is a 15-minute walk from Wintergreen Resort and George Washington National Forest, with Reids Gap Trailhead and Raven's Roost Overlook within 9 miles. This 1,370-square-foot property boasts three bedrooms, three bathrooms, sleeps six, and includes a private pool, free Wi-Fi, and parking; enjoy nearby skiing, golfing, hiking, and scenic drives.
9.6 14 reviews
Wintergreen Resort, VA
10/08 – 10/18
$458/nighttotal: $4580 (10 )
Ski-in/ski-out Wintergreen Resort Condo + Hot Tub!
2 2
apartment , Wintergreen
This ski-in/ski-out condo, part of the "Ski-in/ski-out Wintergreen Resort Condo + Hot Tub!" offer, is located in Nellysford, Virginia, steps from Wintergreen Resort and within six miles of Three Ridges Wilderness and Reids Gap Trailhead. The 800-square-foot unit features three bedrooms, two bathrooms, sleeps five guests, and includes a fully equipped kitchen, in-unit laundry, a fireplace, and a private hot tub.
Best Wintergreen Resort, VA vacation rentals with parking
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.
9.8 148 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.
9.0 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.
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.