This three-bedroom, two-bathroom flat on Squirrel Tree Lane in Wintergreen Resort is located just 270 metres from the slopes, with direct access to Lower Tyro, and is also a short drive from the Route 151 craft beverage trail. Sleeping up to six guests, this accommodation offers a fully equipped kitchen, a dedicated workspace with high-speed Wi-Fi, a deck with a gas grill, and portable air conditioning units for warmer months, plus designated parking for two vehicles.
9.7 98 reviews
Wintergreen, VA
23/06 – 05/07
405 €/nighttotal: 4860 € (12 )
️️Stoney Creek Cottage️️minutes To Wintergreen!
4 2
apartment , Nellysford
This smoke-free cottage is located in Nellysford, just a kilometre from the entrance to George Washington National Forest and Stoney Creek Golf Course, offering easy access to the natural beauty of the Blue Ridge Mountains. It has consistently received excellent ratings for location, cleanliness and overall experience. The cottage can accommodate up to 10 guests and features two bathrooms, a fully equipped kitchen, a fireplace, a balcony and a garden. Guests can enjoy a variety of activities, including hiking, biking, golfing, wine tasting and exploring the local area.
9.8 25 reviews
Wintergreen, VA
23/06 – 05/07
132 €/nighttotal: 1584 € (12 )
Renovated Wintergreen Condo With Pool Access, And More!
1 2
apartment , Wintergreen
This Wintergreen apartment is conveniently located less than 1.6km from Wintergreen Resort and George Washington National Forest, with Raven's Roost Overlook a 5km drive away. The 57 square metre self-catering flat offers one bedroom, one bathroom, and sleeps four, boasting a kitchen with fridge, microwave, and dishwasher, plus a cosy fireplace, garden, spa access, parking and excellent guest reviews.
10 4 reviews
Wintergreen, VA
23/06 – 05/07
132 €/nighttotal: 1584 € (12 )
Cozy Lux Condo At Wintergreen Resort
1 2
apartment , Wintergreen
This Wintergreen hillside apartment, conveniently located near Nellysford and Wintergreen Resort's ski slopes and hiking trails, offers easy access to resort amenities. The one-bedroom, one-bathroom flat sleeps four guests comfortably, featuring a full kitchen with dishwasher, a fireplace, private veranda, free Wi-Fi, and large flat-screen TVs.
10 39 reviews
Wintergreen, VA
17/10 – 24/10
167 €/nighttotal: 1169 € (7 )
Pet-friendly Cabin Retreat In Nelson County
1 2
apartment , Nellysford
This newly-renovated lodge in the Blue Ridge foothills is located in central Virginia, equidistant from Wintergreen Resort and the city of Charlottesville, and a short drive from numerous wineries, breweries, cideries, and distilleries. This three-bedroom, one-bathroom property accommodates up to six guests and offers a tranquil setting with a garden, fire pit, gas grill, and a private creek access across the street, alongside a dedicated workspace and in-unit laundry facilities.
9.9 37 reviews
Wintergreen, VA
17/10 – 24/10
142 €/nighttotal: 994 € (7 )
Wintergreen Condo Ski In Ski Out
1 2
apartment , Wintergreen
This three-bedroom Wintergreen ski-in/ski-out apartment is located next to the Mountain Inn at Wintergreen Resort, offering direct access to the slopes. Sleeping up to eight guests, this self-catering property boasts two king beds, one double bed, one single bed, and a sofa bed, alongside a fully equipped kitchen with fridge, freezer, microwave, and dishwasher, plus parking and internet access.
9.4 127 reviews
Wintergreen, VA
23/06 – 05/07
143 €/nighttotal: 1716 € (12 )
Golf Course Views Golden Tee Pool Tennis Golf Hike
1 2
apartment , Wintergreen
This three-bedroom house is located in Chestnut Springs, just a 10-minute walk from both George Washington National Forest and Wintergreen Resort. The property has consistently received excellent ratings for its cleanliness, location and overall experience. The house is spacious and comfortable, offering a fully equipped kitchen, a private patio, and a garden with barbecue facilities. Guests can enjoy amenities such as a swimming pool, a tennis court, and free Wi-Fi, as well as easy access to hiking trails, skiing, golfing, and dining at Wintergreen Resort.
10 26 reviews
Wintergreen, VA
17/10 – 24/10
110 €/nighttotal: 770 € (7 )
3 Ridges 3 Min Walk To Slopes,besides Inn,king Bed
1 2
apartment , Wintergreen
This ground-floor Wintergreen apartment, situated in the Three Ridges area, is a three-minute walk (approximately 0.24 km) from the Wintergreen ski slopes and next to the Wintergreen Inn. The self-catering flat offers a king-size and queen-size bed sleeping up to four guests, boasting a granite kitchen, private terrace with garden views, free Wi-Fi, Netflix, and a swimming pool.
9.7 213 reviews
Wintergreen, VA
17/10 – 24/10
128 €/nighttotal: 896 € (7 )
Walk To Market/private Community Outdoor Pool!
2 2
apartment , Wintergreen
This two-bedroom condo in Laurelwood is conveniently located within walking distance of both the slopes and the Market in Wintergreen, offering easy access to the resort’s main attractions. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience. The apartment is perfect for families or groups of up to four people, providing a comfortable and spacious retreat. Guests can enjoy a range of amenities including a private outdoor pool, a wood-burning fireplace, and access to a fully equipped kitchen, all while being surrounded by the beauty of the Blue Ridge Mountains.
9.9 304 reviews
Wintergreen, VA
17/10 – 24/10
184 €/nighttotal: 1288 € (7 )
Where The Trail Ends
1 2
apartment , Wintergreen
This apartment is located just a short walk from Wintergreen Resort and within 9 miles of Reids Gap Trailhead and Raven's Roost Overlook, offering easy access to the resort's amenities and the scenic beauty of the surrounding mountains. It has received excellent ratings for location, cleanliness, and overall guest experience. The apartment has one bedroom and one bathroom, with a total floor area of 65 square metres. It features a fully equipped kitchen, a washing machine, a fireplace, a balcony, and free WiFi, ensuring a comfortable and convenient stay for guests.
Wintergreen, VA
23/06 – 05/07
132 €/nighttotal: 1584 € (12 )
Fox Paw | Walk To Slopes & Village At Wintergreen
1 2
apartment , Wintergreen
Fox Paw is a dog-friendly condominium situated in the Three Ridges community at Wintergreen Resort, a mere 100 meters from the Village, ski slopes, and restaurants. This corner unit accommodates up to four guests, offering a wood-burning fireplace, a kitchen equipped with a fridge, freezer, microwave, and dishwasher, air conditioning, Wi-Fi, and access to an outdoor swimming pool open from Memorial Day to Labor Day, with proximity to 26 ski runs and hiking trails.
10 14 reviews
Wintergreen, VA
23/06 – 05/07
140 €/nighttotal: 1680 € (12 )
First Floor Slopeside Ski-in / Ski-out At Wintergreen, Steps From Main Lodge
1 2
apartment , Wintergreen
This studio flat offers unparalleled ski-in/ski-out access, situated slopeside within Wintergreen Resort, a mere 100 metres from the main lodge and lifts, and within easy reach of Shenandoah National Park. This 38 square metre apartment, accommodating up to two guests, features a kitchenette with a fridge and microwave, air conditioning, a private deck with mountain views, and parking, making it ideal for winter sports enthusiasts and hikers alike.
Best family friendly Wintergreen, VA Holiday Apartments and Self Catering Accommodations
Among the 818 accommodations in Wintergreen, VA, here are the 4 best family friendly holiday apartments
9.0 6 reviews
Wintergreen, VA
23/06 – 05/07
333 €/nighttotal: 3996 € (12 )
Embrace The Mountain Lifestyle In This Delightful True Ski-in/ski-out Condo In Wintergreen!
1 2
apartment , Wintergreen
This ski-in/ski-out condo at Wintergreen Resort offers unparalleled access to the slopes and is conveniently located near resort amenities, including restaurants and shops. The 63 square metre apartment sleeps up to five guests, boasting a queen bed, bunk bed, and sofa bed, alongside two bathrooms, a fully equipped kitchen with microwave, and a private balcony with mountain views; free Wi-Fi, access to swimming pools (seasonal), and proximity to the Aquatics & Fitness Centre are included.
9.6 4 reviews
Wintergreen, VA
23/06 – 05/07
120 €/nighttotal: 1440 € (12 )
Blue Rivers Loft On The Brew Ridge Trail
1 2
apartment , Nellysford
This Nellysford studio flat enjoys a convenient location near Route 151, offering easy access to Afton's town centre, numerous breweries and vineyards, and is within a short drive (approximately 20-30 km depending on the specific location within Nellysford) of Shenandoah National Park and Wintergreen Resort. The self-catering property sleeps three guests, features a fully equipped kitchenette, a queen-size bed, a private bathroom, air conditioning, and Wi-Fi, plus a garden offering stunning Blue Ridge Mountain views.
10 185 reviews
Wintergreen, VA
17/10 – 24/10
318 €/nighttotal: 2226 € (7 )
Book Now For Spring And Summer....awesome Views And 5-star Amenities
3 2
apartment , Wintergreen
This apartment is located in Nellysford, just a short distance from both George Washington National Forest and Wintergreen Resort, making it an ideal base for exploring the natural beauty of the area. It has received excellent user ratings, highlighting its popularity amongst travellers. The apartment is spacious, with 3 bedrooms and 3 bathrooms, comfortably accommodating up to 8 guests. It offers a wide range of amenities including a swimming pool, jacuzzi, and tennis court, ensuring a relaxing and enjoyable stay for all.
9.6 83 reviews
Wintergreen, VA
23/06 – 05/07
177 €/nighttotal: 2124 € (12 )
Hot Tub Dogs Ok Fireplace Grill 70" Tv Pool Tennis
1 2
apartment , Wintergreen
This Wintergreen property is situated near the golf course, a short 4.8km drive from the Wintergreen ski slopes, and within walking distance of nature trails and a nature centre. Sleeping up to 10 guests in three bedrooms and three bathrooms, this spacious holiday home boasts a fully equipped kitchen, swimming pool, hot tub, garden, and outdoor amenities including a gas grill and fire pit, all within easy reach of Founder's Overlook.
Best Wintergreen, VA holiday apartments with a kitchen
10 16 reviews
Wintergreen, VA
23/06 – 05/07
147 €/nighttotal: 1764 € (12 )
Coziest Condo 1st Floor Slopeside: Ski In /Ski Out
1 2
apartment , Wintergreen
This slope-side condominium in Timbers I or II offers direct ski-in/ski-out access, situated just steps from the Mountain Inn, restaurants, and rental facilities within Wintergreen. This one-bedroom, one-bathroom flat accommodates two guests, featuring a fully stocked kitchenette, private deck with slope access, and convenient ski storage, all within easy reach of Wintergreen's central attractions.
9.4 84 reviews
Wintergreen, VA
23/06 – 05/07
148 €/nighttotal: 1776 € (12 )
Cliff Hanger Hot Tub Dogs Ok Pool Tennis Golf Hike
1 2
apartment , Wintergreen
This Wintergreen chalet boasts virtually ski-in/ski-out access, situated 0.8km from the Mountain Inn and 9.6km from the 151 Brew Trail, offering easy access to local wineries, breweries, and hiking trails such as the Upper Shamokin Falls Trail. Sleeping six, this three-bedroom, two-bathroom property features a great room with a wood-burning fireplace, a hot tub, a fully equipped kitchen including a dishwasher, FAST Wi-Fi, HDTV, and seasonal access to an outdoor pool and tennis courts.
9.7 46 reviews
Wintergreen, VA
17/10 – 24/10
148 €/nighttotal: 1036 € (7 )
Wintergreen Resort Vacation Rental W/ Balcony!
2 2
apartment , Wintergreen
This Wintergreen Resort condo is situated in the main resort area, offering easy ski slope access and proximity to other amenities within walking distance or a short drive. The two-bedroom, two-bathroom apartment sleeps four guests and boasts a wood-burning fireplace, private balcony with mountain views, fully equipped kitchen, in-unit laundry, and access to seasonal heated outdoor pools and a spa (fees apply).
9.6 107 reviews
Wintergreen, VA
17/10 – 24/10
153 €/nighttotal: 1071 € (7 )
Your Cozy Mountain Getaway Awaits
1 2
apartment , Wintergreen
This two-bedroom apartment is located in the Wintergreen Resort, within easy walking distance of the ski resort, tubing park, restaurants, and the market. The apartment has excellent user, location, and cleanliness ratings, making it a popular choice for travellers. The apartment offers 900 square feet of space and can accommodate up to five guests. It comes fully equipped with a kitchen, a fireplace, air conditioning, a swimming pool, and a garden, and is pet-friendly for a fee.
Frequently asked questions about apartment rentals in Wintergreen, VA
What are the most popular outdoor activities in Wintergreen, VA?
Hiking and biking are popular in the area, with trails for all levels. You can also go fishing in the lakes and rivers, or play golf at the Wintergreen Resort. In the winter, there's skiing, snowboarding, and ice skating.
Wintergreen is known for its beautiful mountain scenery and its resort, which offers a range of activities throughout the year. It's a popular destination for outdoor enthusiasts and those looking for a relaxing getaway.
What are the best apartments with a pool in Wintergreen, VA?
What are the top cultural spots to visit in and around Wintergreen, VA?
The closest cultural hub is Charlottesville, home to the University of Virginia, with its beautiful Rotunda and the historic Monticello, Thomas Jefferson's home. You can also find art galleries and museums in Charlottesville.
What are the best apartments with a jacuzzi in Wintergreen, VA?
What are the closest cities to visit near Wintergreen, VA?
Charlottesville is the closest city, about an hour's drive away. Other nearby cities include Lynchburg and Staunton, both about an hour and a half away.
What are the best apartments for families and kids in Wintergreen, VA?
What are the best ways to relax in Wintergreen, VA?
Take a dip in the outdoor pool at the resort, book a massage at the spa, or just relax on your balcony and enjoy the views. There's also a fitness centre and a variety of restaurants to choose from.
What are the best pet friendly apartments in Wintergreen, VA?
What are the advantages of choosing an apartment for your stay in Wintergreen, VA?
Apartments often offer more space than hotel rooms, and they can be a good option for families or groups. Many apartments come with kitchens, which can save you money on dining out. You can also find some apartments with stunning views of the mountains.
What are the best apartments with parking in Wintergreen, VA?
Best Wintergreen, VA holiday apartments with a sauna
Wintergreen, VA
17/10 – 24/10
536 €/nighttotal: 3752 € (7 )
Ledges 52 With Wintergreen Advantage
3 2
apartment , Wintergreen
This Ledges condominium offers a prime location in Wintergreen's Devils Knob district, providing direct access to The Spa, Aquatics and Fitness Centre, Devils Grill, Devils Knob Golf Course, Devils Knob Racquet Sports, and the Wintergreen Nature Foundation, all within 500 meters. This 139 square metre flat accommodates up to six guests across three bedrooms with one king, one queen, and two twin beds, featuring a full kitchen, a wood-burning fireplace, and is set amidst a mountain and lake landscape in Nellysford ideal for kayaking and fishing.
Wintergreen, VA
17/10 – 24/10
367 €/nighttotal: 2569 € (7 )
Three Ridges 05 With Wintergreen Advantage
2 2
apartment , Wintergreen
This Chestnut Springs condo in Roseland, Wintergreen, offers ski-slope access and proximity to Blackrock Village Centre. The 93-square-metre apartment sleeps four, boasting two bedrooms (king and queen beds), two bathrooms, a full kitchen, and a wood-burning fireplace; nearby attractions include the Zeus Digital Theatre and Shenandoah Valley Art Centre.
Wintergreen, VA
17/10 – 24/10
594 €/nighttotal: 4158 € (7 )
Shenandoah Ridge 27 With Wintergreen Advatage
4 2
apartment , Wintergreen
This apartment in Stonewall Court, Devils Knob, offers convenient access to Wintergreen's amenities, including The Spa, Aquatics and Fitness Centre, Devils Grill, Devils Knob Golf Course, Devils Knob Racquet Sports, and the Wintergreen Nature Foundation, with key attractions within 1 kilometre. This 198 square metre residence comfortably accommodates up to 10 guests with four bedrooms, a fully equipped kitchen, wood-burning fireplace, and amenities such as a swimming pool, jacuzzi, sauna, spa, and parking, ideal for exploring Wintergreen's outdoor activities.
9.8 18 reviews
Wintergreen, VA
17/10 – 24/10
400 €/nighttotal: 2800 € (7 )
Wintergreen Mountain Cabin · Hot Tub · Sauna · Mural · Fire Pit · Game Porch
3 2
apartment , Wintergreen
This Wintergreen holiday home is situated a short 2.4km walk from the George Washington National Forest and Wintergreen Resort, and 4.5km from Raven's Roost Overlook. This 103 square metre property boasts three bedrooms, two bathrooms, sleeps seven guests, and offers a swimming pool, hot tub, tennis court, and free Wi-Fi, alongside a family-friendly games room and barbecue facilities.
Best Wintergreen, VA holiday apartments with air conditioning
9.4 13 reviews
Wintergreen, VA
23/06 – 05/07
306 €/nighttotal: 3672 € (12 )
Sip 'N Dip: Hot Tub Foosball Pool Table Ping Pong
4 2
apartment , Nellysford
This four-bedroom apartment is situated in Nellysford, a rural mountain area in Virginia, just a short drive from Wintergreen Resort and Stoney Creek Golf Course. The 276 square metre property boasts a hot tub, arcade, foosball table, pool table, basketball hoop, and a sound system, making it ideal for families and groups looking for a relaxing getaway.
9.8 148 reviews
Wintergreen, VA
17/10 – 24/10
161 €/nighttotal: 1127 € (7 )
Eagles Court Ski In/ski Out Condo With Walkable Location & Mountain Views!
2 2
apartment , Wintergreen
This two-bedroom apartment is located in Nellysford, just a short 5-minute walk from Wintergreen Resort and George Washington National Forest, offering easy access to a range of activities and stunning natural beauty. It has received excellent user ratings, making it a popular choice for travellers. The apartment spans 73 square metres and comfortably accommodates up to 6 guests. It includes a fully equipped kitchen, a fireplace, a terrace, a garden, and access to a swimming pool and tennis court, providing everything you need for a relaxing and enjoyable stay.
10 2 reviews
Wintergreen, VA
17/10 – 24/10
230 €/nighttotal: 1610 € (7 )
Your Perfect Blue Ridge Mountain Hideaway Near 151
1 2
apartment , Nellysford
This Nellysford flat is situated approximately 5 kilometres from Hill Top Berry Farm & Winery and Flying Fox Vineyard, and within 10 kilometres of Stoney Creek Golf Course and Silverback Distillery, offering easy access to George Washington National Forest. The one-bedroom, one-bathroom apartment sleeps four guests and includes a microwave, stovetop, hairdryer, free WiFi, a Smart TV, and a fireplace; barbecue grills are available on-site.
This two-bedroom apartment is situated in the North Ridge Condo complex in Wintergreen, just a short distance from the main ski lifts and the Mountain Inn, easily accessible by the shuttle stop located right outside the building. The apartment has received excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The 93 square metre apartment comfortably sleeps five guests, with two king-size beds and a rolling foldable bed with a memory foam mattress. Guests can enjoy a range of amenities, including a fully equipped kitchen, a jacuzzi tub, a patio with beautiful views, and access to the resort's swimming pool, spa, tennis court, and other activities.