Vacation rentals in Wintergreen Resort, VA

12 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Wintergreen Resort, VA vacation rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

Best Vacation rentals and Airbnb offers in Wintergreen Resort, VA

Best family friendly Wintergreen Resort, VA vacation rentals

Among the 11 accommodations in Wintergreen Resort, VA, here are the 4 best family friendly rentals

Recent Improvements, Walk To Events, Trails And Slopes - Wintergreen Resort, VA
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.
Cozy Lux Condo At Wintergreen Resort - Wintergreen Resort, VA
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.
Cozy Ski Cottage--ski In Ski Out - Wintergreen Resort, VA
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.
Family Friendly, Cozy Home On The Mountain Golf Course. All Necessities Included - Wintergreen Resort, VA
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

Base Camp Condo - Wintergreen Resort, VA
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.
Eight Minute Walk To Everything - Wintergreen Resort, VA
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.
Ski- In/ski-out Comfy Condo - Wintergreen Resort, VA
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.
Newly Updated Cozy Condo In The Heart Of Wintergreen!  Pet Friendly. - Wintergreen Resort, VA
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

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.

The Honey Den - Your Family's Spring Retreat - Wintergreen Resort, VA
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.
Three Ridges 15 With Wintergreen Advantage - Wintergreen Resort, VA
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.
2 Mins To Slopes: Hottub, Game Room, Family & Pets, 3 King Beds - Wintergreen Resort, VA
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.
Pets-ok Retreat W Sauna, Jacuzzi At Wintergreen - Wintergreen Resort, VA
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

Remodeled 3br/2ba Ski Chalet Off Tyro Slope - Wintergreen Resort, VA
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.
Ideal Location: 1-bedroom Condo. Top Of Wintergreen Resort. Easy Walk To Slopes. - Wintergreen Resort, VA
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.
Snug Wintergreen Resort Studio: Ski In & Out! - Wintergreen Resort, VA
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.
2 Minutes From The Shops And Activities; Cozy 1 Bedroom End Unit. - Wintergreen Resort, VA
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.
©2026 cozycozy.com