Best Vacation rentals and Airbnb offers in Wintergreen Resort, VA
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.
9.4 128 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.
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.
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.
9.9 171 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.
9.1 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.
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.
9.6 107 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.
9.8 13 reviews
Wintergreen Resort, VA
10/08 – 10/18
$191/nighttotal: $1910 (10 )
Eagles Court Ski In/out Condo
1 2
apartment , Wintergreen
This Wintergreen ski-in/ski-out condo is located on Eagle's Swoop slope, within walking distance of The Market at Wintergreen, Skyline Pavilion, and The Edge & Coppermine restaurants. This two-bedroom, one-and-a-half-bathroom unit sleeps six guests and features a wood-burning fireplace, full kitchen with dishwasher, and designated parking; enjoy mountain views and easy access to Wintergreen Resort amenities.
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.
9.7 116 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.
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.
Best family friendly Wintergreen Resort, VA vacation rentals
Among the 11 accommodations in Wintergreen Resort, VA, here are the 4 best family friendly rentals
9.9 304 reviews
Wintergreen Resort, VA
10/08 – 10/18
$269/nighttotal: $2690 (10 )
Where The Trail Ends
1 2
apartment , Wintergreen
This one-bedroom apartment is situated just steps from Wintergreen Resort, offering easy access to the area's natural beauty and exciting activities. With excellent user, location, and cleanliness ratings, you can be sure of a comfortable and enjoyable stay. The 700 square foot apartment features a fully equipped kitchen, a cozy fireplace, and a private balcony. Enjoy amenities like a swimming pool, a garden, and parking, along with access to Wintergreen Resort's skiing, golfing, and dining options.
9.4 51 reviews
Wintergreen Resort, VA
10/08 – 10/18
$289/nighttotal: $2890 (10 )
House On The Slopes Ski-in/out
3 2
chalet , Wintergreen
This chalet in Wintergreen is conveniently located within walking distance of both ski slopes and hiking/biking trails, offering easy access to outdoor activities. It has excellent ratings for user experience, location, and cleanliness. This 3-bedroom, 2-bathroom cabin can comfortably accommodate up to 10 guests. It features a fully equipped kitchen, a swimming pool, a terrace, a garden, and parking, along with amenities like air conditioning, internet, and ski-in/ski-out access.
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.
9.8 111 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.
Best Wintergreen Resort, VA vacation rentals with a fireplace
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.
9.7 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.
9.5 45 reviews
Wintergreen Resort, VA
10/08 – 10/18
$166/nighttotal: $1660 (10 )
Walk To Slopes | Renovated Condo W/ Fireplace
1 2
apartment , Wintergreen
This Wintergreen condo offers ski-in/ski-out access via a patio door and is a 3-5 minute walk from the slopes, Wintergreen Resort's shops, restaurants, and entertainment. The 1-bedroom, 1-bathroom unit sleeps four with two convertible sofas, a wood-burning fireplace (wood provided), a well-appointed kitchen (fridge, freezer, microwave, dishwasher), and a private deck; internet, air conditioning, and parking are also included.
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 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.
Wintergreen Resort, VA
10/08 – 10/18
$1109/nighttotal: $11090 (10 )
Trail Magic- Sk-in & Ski-out
1 2
house , Wintergreen
This ski-in/ski-out vacation home is located in Beech Grove, 34 miles from Shenandoah Valley Regional Airport. This 4000 square foot lodge accommodates 21 guests with 5 bathrooms, a full kitchen, air conditioning, WiFi, a swimming pool, a jacuzzi, and an on-site spa.
9.0 1 review
Wintergreen Resort, VA
10/08 – 10/18
$437/nighttotal: $4370 (10 )
Ski-in/ski-out Wintergreen Resort Condo + Hot Tub!
2 2
house , Wintergreen
This Wintergreen ski-in/ski-out condo offers direct slope access and is conveniently located near Mount Torrey Furnace, approximately 42 miles from Shenandoah Valley Regional Airport. The 800-square-foot unit features two bedrooms, two bathrooms, accommodates up to nine guests, and includes a fully equipped kitchen, in-unit laundry, a fireplace, hot tub access, and free Wi-Fi.
9.4 21 reviews
Wintergreen Resort, VA
10/08 – 10/18
$1173/nighttotal: $11730 (10 )
Designer Home: A+ Views Hottub Pool Gameroom Grill
6 2
apartment , Wintergreen
This vacation rental is located just a short walk from both George Washington National Forest and Wintergreen Resort, offering easy access to both outdoor adventures and resort activities. It has received excellent user ratings. This 6-bedroom property can accommodate up to 14 guests and features a fully equipped kitchen, a spa tub, a game room, and a private balcony. Enjoy the fresh mountain air, relax in the spa, and explore the nearby trails and resort amenities.
Wintergreen Resort, VA
10/08 – 10/18
$556/nighttotal: $5560 (10 )
Three Ridges 27 With Wintergreen Advantage
3 2
apartment , Wintergreen
This condo is located in the Three Ridges condominium complex in Wintergreen, offering walkability to the ski slopes and resort dining, and is situated 1,500 feet from Blackrock Village Center. This 1,190 square foot condominium accommodates up to six guests across three bedrooms and features a full kitchen, wood-burning fireplace, and access to a swimming pool, jacuzzi, and spa.
Best Wintergreen Resort, VA vacation rentals with parking
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.
9.9 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.
9.0 4 reviews
Wintergreen Resort, VA
10/08 – 10/18
$201/nighttotal: $2010 (10 )
Wintergreen Condo W/ Pool: Near Hike & Market!
2 2
apartment , Wintergreen
This condo offers a prime Wintergreen location, just a short walk from the Wintergreen Resort Market and Conference Center, and mere feet from ski slopes and hiking trails, with Discovery Ridge Adventure Center, The Plunge Snow Tubing Park, and Wintergreen Adaptive Sports only 0.4 miles away. This 940 square foot condominium sleeps six guests and features two bedrooms and two bathrooms, a wood-burning fireplace with complimentary firewood, an outdoor pool, a patio, and a ski closet.
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.