George Washington National Forest Rentals
From $572 per night (USD)VRBO
Family-Friendly Meets Luxury
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
Welcome to Goldfinch Perch, the most family-friendly home in Wintergreen. The kids will be fully entertained with the on ...
From $572 per night (USD)VRBO
From $466 per night (USD)Expedia
Bear Tracks Cottage: New Hot Tub + Fire Pit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
🛌 Sleeps 6 | 💦 Hot Tub | 🔥 Fire Pit | 🍷🍺 Central to Wineries & Breweries FIRST FLOOR: Living - sofa, accent chair ...
From $466 per night (USD)Expedia
From $542 per night (USD)VRBO
Charming 4-bedroom farmhouse in brilliant Roseland / The Hen House
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Get ready to relax in this 4-bedroom farmhouse in Roseland. With 3 queen beds and 2 twin beds, this delightful property ...
From $542 per night (USD)VRBO
From $358 per night (USD)Expedia
Wintergreen Ridge Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Summary: Wintergreen Ridge Retreat: Cozy Mountain Getaway Welcome to Wintergreen Ridge Retreat, your perfect escape ...
From $358 per night (USD)Expedia
From $351 per night (USD)VRBO
Cozy 3-bedroom cabin with Hot tub, WiFi, hiking, skiing, Wintergreen Resort!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Located at the four seasons resort Wintergreen, this delightful 3-bedroom cabin offers a cozy retreat for guests. With 1 ...
From $351 per night (USD)VRBO
From $459 per night (USD)Expedia
Charming 4-bedroom home with WiFi, game room and more near Wintergreen Resort!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Bear Tracks - the perfect Wintergreen Resort vacation home! This charming home offers a tranquil retreat with various li ...
From $459 per night (USD)Expedia
From $280 per night (USD)VRBO
1 Mi to Wintergreen Resort: Mtn-View Condo!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Outdoor Dining w/ Sweeping Views | 5 Mi to Blue Ridge Parkway | Community EV Charger (w/ Fee) | 3 Smart TVs Perched on ...
From $280 per night (USD)VRBO
From $566 per night (USD)Expedia
Spacious and Updated Home in Wintergreen
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to Bear Ridge Retreat, a pristine and spacious 5BR home in Wintergreen. Outside, enjoy the hot tub and firepit, ...
From $566 per night (USD)Expedia
From $549 per night (USD)VRBO
Modern Townhome at Wintergreen Resort
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Sunken Living Room for Socializing | Cozy Nights Fireside | On-Site Bus to Ski Area (Weekends) Located in an all-season ...
From $549 per night (USD)VRBO
From $290 per night (USD)Expedia
Cozy Lux Condo at Wintergreen Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: This perfect little getaway is nestled into the hillside and centrally located within Wintergreen. Our place ...
From $290 per night (USD)Expedia
From $420 per night (USD)VRBO
The Distinguished Squirrel Chalet walking distance
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Nestled at Wintergreen Resort, this unique Treeloft home is just steps from the slopes! Walking access just 4 houses dow ...
From $420 per night (USD)VRBO
From $211 per night (USD)Expedia
Blue Ridge Montebello Cabin 3
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover the beauty of Montebello from this cozy 1-bedroom cabin. The bedroom features a comfortable queen bed, perfect ...
From $211 per night (USD)Expedia
From $227 per night (USD)VRBO
Blue Ridge Montebello Cabin 2
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Consider this charming cabin your home away from home while you visit Montebello. With 2 cozy bedrooms featuring a king ...
From $227 per night (USD)VRBO
From $286 per night (USD)Expedia
Pool Access: Scenic Condo in Wintergreen Resort!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Year-Round Mountain Retreat | Seasonal Shuttle to Lift | Blue Ridge Backdrop Mornings come with a view at this Wintergr ...
From $286 per night (USD)Expedia
From $273 per night (USD)VRBO
Breathtaking mountain views in a 2-bedroom condo at Wintergreen Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Wake up to the fresh mountain air in a condo on the edge of the mountain. The most breathtaking sunrises and views of th ...
From $273 per night (USD)VRBO
From $321 per night (USD)VRBO
Charming 2-bedroom condo in beautiful Wintergreen Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Your family will be close to everything when you stay at this centrally-located retreat. Nestled in the sought after Wi ...
From $321 per night (USD)VRBO
From $169 per night (USD)VRBO
Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Your cozy getaway awaits in Afton at this marvelous cottage. With 1 queen bed, WiFi, heating, and a hair dryer, guests w ...
From $169 per night (USD)VRBO
From $1259 per night (USD)Expedia
Luxe Wellness+Family Fun • Hot Tub|Massage Chair|Sauna|3 Game Rooms|Heated Patio
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 18
Escape to Chateau Greenstone, the Wintergreen retreat where wellness & family fun shine. Something for EVERYONE: Adults ...
From $1259 per night (USD)Expedia
From $360 per night (USD)VRBO
Ledges 50 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Ledges Mountain Escape Enjoy a peaceful retreat in this 1-bedroom, 1-bath condo in Ledges, nestled in Wintergreen's sce ...
From $360 per night (USD)VRBO
From $374 per night (USD)Expedia
Incredible Cabin with Beautiful Indoor and Outdoor Living Spaces in Virginia
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to your perfect escape at this incredible resort in VA! Just 3 minutes from the ski slopes and snow tubing, our ...
From $374 per night (USD)Expedia
From $594 per night (USD)VRBO
Summer Golf - Walk to Ski | Sleeps 12 | Pets OK
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
✨ Luxury Wintergreen Retreat | Stoney Creek Golf Access | Ski, Golf, Pet-Friendly | Sleeps 12 Escape to the mountains a ...
From $594 per night (USD)VRBO
From $416 per night (USD)Expedia
Ski-In Ski-Out Blue Ridge Views at Wintergreen Resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Escape to Wintergreen Highland Haven, a beautifully renovated 3-bedroom condo offering incredible Blue Ridge M ...
From $416 per night (USD)Expedia
From $453 per night (USD)VRBO
Hot Tub, EV charger, 3 bedroom, Game room, Renovated Kitchen, 4 min to slopes
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to The Fern House, your peaceful mountain retreat in the heart of Wintergreen Resort. Nestled among the trees on ...
From $453 per night (USD)VRBO
From $429 per night (USD)Expedia
Sunset Views, Hot Tub, and Firepit in Wintergreen!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to Ferncliff, an impressive 3 story mountain home in the heart of Wintergreen with year-round sunset views! Enjo ...
From $429 per night (USD)Expedia
From $298 per night (USD)VRBO
Ski in Style @ Sapphire Squirrel
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Adventure awaits at The Sapphire Squirrel in Wintergreen Resort! Located on Squirrel Tree Lane, our cozy 3-bedroom, 2- ...
From $298 per night (USD)VRBO
From $286 per night (USD)Expedia
At the Mountain Mist Retreat, we believe that a true getaway starts with a restful night and a seamless morning. Our 5-bedroom, 4-bathroom layout is thoughtfully designed to provide the perfect gathering.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Escape to Wintergreen Mountain Mist Retreat, a newly renovated five-bedroom, four-bath mountain home high in the Blue Ri ...
From $286 per night (USD)Expedia
From $672 per night (USD)VRBO
The Black Walnut - Your Own Private Resort
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 16
Welcome to The Black Walnut, a resort unto itself. This sprawling designer-decorated property is over 6000 sq ft on near ...
From $672 per night (USD)VRBO
From $595 per night (USD)Expedia
Shenandoah Ridge 04 with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Shenandoah Ridge Mountain Retreat Enjoy a relaxing mountain getaway in this spacious 3-bedroom, 3½-bath condo in Shenan ...
From $595 per night (USD)Expedia
From $339 per night (USD)VRBO
Tanners Ridge 37 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Charming Mountain Retreat at Wintergreen Resort Enjoy a peaceful escape in this 1-bedroom condo in Tanners Ridge, nestl ...
From $339 per night (USD)VRBO
From $584 per night (USD)Expedia
Walk to SKi Slopes and Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Welcome to Squirrel Away, a charming 3-bedroom chalet just a two-minute walk from Tyro ski access! Spend your ...
From $584 per night (USD)Expedia
From $390 per night (USD)VRBO
The Haven at Wintergreen Resort | Luxury 2BR Condo, 2 Kings & Golf View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Haven at Wintergreen Resort is an upscale 2BR/2BA top-floor end-unit condo overlooking the 18th green of Devils Knob ...
From $390 per night (USD)VRBO
From $228 per night (USD)Expedia
Cozy Condo in Peaceful Wintergreen Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Unwind in Wintergreen Resort at this gorgeous condo. With two bedrooms featuring a king bed and two queen beds, guests f ...
From $228 per night (USD)Expedia
From $548 per night (USD)VRBO
Eagles Court 41 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Eagles Court Cozy Mountain Retreat Enjoy a cozy mountain escape in this 2-bedroom, 1½-bath condo in Eagles Court at Win ...
From $548 per night (USD)VRBO
From $505 per night (USD)Expedia
Overlook 22 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Overlook Cozy Mountain Retreat Enjoy a relaxing mountain getaway in this 2-bedroom, 2-bath condo at Overlook, convenien ...
From $505 per night (USD)Expedia
From $946 per night (USD)VRBO
Fore Seasons: 2 Homes + Game Room | Nelson 151
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 14
MAIN HOUSE (sleeps 8): The first floor features a living room with smart TV, fully stocked kitchen, formal dining space, ...
From $946 per night (USD)VRBO
From $683 per night (USD)Expedia
Private Mountain Getaway Wintergreen Resort
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 13
Summary: Unplug and unwind at 'Sunny Bear 'at Wintergreen Resort, VA. A peaceful mountain retreat tucked away yet close ...
From $683 per night (USD)Expedia
From $445 per night (USD)VRBO
Relaxing Wintergreen Mountain Home-close to the ski slopes, hiking, hanging out
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Cozy mountain retreat in Wintergreen Resort, near the Appalachian Trail, and 30+ miles of Wintergreen Nature trails. Clo ...
From $445 per night (USD)VRBO
From $180 per night (USD)Expedia
Oasis in the Blue Ridge Rt. 151 Brew Ridge Trail-Cozy Cottage in the mountains
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to the Glass Hollow Cottage! Come make yourself at home and enjoy the rustic charm of our custom hand-built cott ...
From $180 per night (USD)Expedia
From $248 per night (USD)VRBO
Cabin Charm in the Blue Ridge Mountains/151 Brew Ridge Trail in secluded hollow
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Welcome to the Glass Hollow Cabin! Come make yourself at home & enjoy the rustic charm of our beautiful newly renovated ...
From $248 per night (USD)VRBO
From $381 per night (USD)Expedia
Pet-Friendly Retreat Walk to Slopes & Village!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Bear Paw is a newly renovated, pet friendly two bedroom, two bath condo located in the Three Ridges community ...
From $381 per night (USD)Expedia
From $906 per night (USD)VRBO
LuxuryIHot tubISaunaICold PlungeIGame RoomIViews
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 18
Luxury 4100+ sqft designer resort-style home in Wintergreen with top and unique amenities: • 6 bedrooms, 4.5 baths, 12 ...
From $906 per night (USD)VRBO
From $623 per night (USD)Expedia
Mountain Retreat: Year-Round Getaway, Pup Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Cozy mountain home just 4 minutes from the slopes with 3 bedrooms (2 kings, 1 queen), 2 full bathrooms, a large stone fi ...
From $623 per night (USD)Expedia
From $372 per night (USD)VRBO
Modern Farmhouse w/ Hot Tub, Yard. Pet Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Tupelo, a designer-decorated Blue Ridge home on one acre at the base of the mountain. Located between the Blu ...
From $372 per night (USD)VRBO
From $744 per night (USD)Expedia
Shenandoah Ridge 05 with Wintergreen Advantage
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Shenandoah Ridge Spacious Mountain Escape Escape to the mountains in this spacious 4-bedroom, 4-bath condo at Shenandoa ...
From $744 per night (USD)Expedia
From $744 per night (USD)VRBO
Shenandoah Ridge 27 with Wintergreen Advantage
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Stonewall Court Spacious Mountain Retreat Enjoy a spacious mountain getaway in this inviting 4-bedroom, 4-bath condo at ...
From $744 per night (USD)VRBO
From $951 per night (USD)Expedia
Wildbriar Lodge • Luxe 6BR, 6,100 SqFt • Theater, 2xGameRoom, Karaoke, Sleeps 22
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 22
Welcome to Wildbriar Lodge at Wintergreen Resort, hosted by Getawaypad. NEW LISTING!!! NEWLY RENOVATED! WEEKLY DISCOUN ...
From $951 per night (USD)Expedia
From $943 per night (USD)VRBO
Brew Trail Retreat: Hot Tub, Scenic Mountain Views, Game Rooms, Pet&Kid Friendly
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
Welcome to your private mountain retreat in Nellysford, a spacious 6-bedroom, 4.5 bath escape designed for unforgettable ...
From $943 per night (USD)VRBO
From $668 per night (USD)Expedia
The Vineyard House at 12 Ridges Vineyard, breathtaking views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in the heart of 12 Ridges Vineyard, this stunning vineyard house offers a one-of-a-kind Blue Ridge Mountain esca ...
From $668 per night (USD)Expedia
From $736 per night (USD)VRBO
Gorgeous 4-bedroom penthouse condo with building elevator at Wintergreen!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Discover the beauty of Roseland from this fabulous 4-bedroom condo. With three king beds and one queen bed, guests find ...
From $736 per night (USD)VRBO
From $627 per night (USD)Expedia
Luxury Mountain Cabin Rental on Rockfish Gap River near Charlottesville, Virginia
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
This luxury mountain cabin rental is located on the Rockfish Gap River in Nellysford—the perfect location for a getaway ...
From $627 per night (USD)Expedia
From $500 per night (USD)VRBO
Hilltop Hideaway - Wintergreen 5BR with Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to Hilltop Hideaway! Located in the heart of Wintergreen, Hilltop Hideaway features a hot tub, 2 propane firepit ...
From $500 per night (USD)VRBO
From $424 per night (USD)Expedia
Fall in Love in this Cute Cabin Rental with for Two in Love, Virginia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Named after the nearby summit beside Three Ridges, Bee Mountain is a cozy open-plan cabin perfect for couples. Relax in ...
From $424 per night (USD)Expedia
From $725 per night (USD)VRBO
Dobie 21 With Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Dobie Mountain Retreat Settle into a comfortable mountain escape in this spacious 3-bedroom, 3-bath condo at Dobie, con ...
From $725 per night (USD)VRBO
From $524 per night (USD)Expedia
Modern cabin, hot tub, mtn views, fireplace
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
The Ash House is a modern cabin located on Route 151 in Nelson County, close to Wintergreen Resort, Shenandoah National ...
From $524 per night (USD)Expedia
From $541 per night (USD)VRBO
Grand Wintergreen Resort Home w/ Hot Tub!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
3,450 Sq Ft | Game Room | Blue Ridge Parkway & National Forest Access Behind Home Year-round mountain fun awaits at thi ...
From $541 per night (USD)VRBO
From $979 per night (USD)Expedia
Escape to Breathtaking View Retreat at Wintergreen a stunning 3-bedroom, 4-bath mountain home with three incredible decks, cozy fireplace, grill and patio area, and breathtaking Blue Ridge views perfect for families and kids!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Welcome to Breathtaking View Retreat at Wintergreen, where mountain elegance meets peace and fun for all ages. This spac ...
From $979 per night (USD)Expedia
From $309 per night (USD)VRBO
Designer Look: Mountain View Pool Tennis One Level
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 10
SINGLE LEVEL home, no steps. Our contemporary mountain homestead sits amidst aboral oasis with mountain views. Work remo ...
From $309 per night (USD)VRBO
From $250 per night (USD)Expedia
First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Nestled in Wintergreen Resort, this delightful studio condo offers a perfect retreat for guests. Enjoy a fully stocked k ...
From $250 per night (USD)Expedia
From $348 per night (USD)VRBO
Beautiful 3 Bedroom Mountain House Private Sauna and Hottub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Nestled among the trees, The Bear’s Perch is a cozy treetop retreat with a stone fireplace, spacious decks, and forest v ...
From $348 per night (USD)VRBO
From $923 per night (USD)Expedia
Gorgeous Views. Resort-Style Amenities Await
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 16
Welcome to Loves Afton Cabin! Gather your loved ones and escape to our secluded 17.5-acre retreat, with breathtaking mou ...
From $923 per night (USD)Expedia
From $189 per night (USD)VRBO
Ideal Location: 1-bedroom condo. Top of Wintergreen Resort. Easy walk all around
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This comfortable 1 bedroom (king size bed) 1 bathroom condo has everything you need to enjoy your stay in the Blue Ridge ...
From $189 per night (USD)VRBO
From $449 per night (USD)Expedia
Welcome to Serenity Slope! Wintergreen Resort 4 bd 2 ba home-great all seasons!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
As you enter the inviting foyer, it opens up to 3 bedrooms with TVs and charging stations in each room. There is also a ...
From $449 per night (USD)Expedia
From $465 per night (USD)VRBO
Fairway Woods 25 With Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Fairways Woods Mountain Getaway Escape to the mountains in this 2-bedroom, 2-bath condo in Fairways Woods, nestled in W ...
From $465 per night (USD)VRBO
From $388 per night (USD)Expedia
Wintergreen cabin, hot tub, sauna, walk to trails
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Modern Mountain Retreat in Wintergreen Resort Walkable to the park, seasonal pool, and trails - The home's located direc ...
From $388 per night (USD)Expedia
From $209 per night (USD)VRBO
Amazing views! Wintergreen ground-level condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Vista Haus, a cozy 1BR / 1BA condo in the Cliffs condos at Wintergreen. The Cliffs are known for their amazin ...
From $209 per night (USD)VRBO
From $392 per night (USD)Expedia
Firefly on The Ridge: Mountain + Ski Slope Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled high in the Blue Ridge Mountains, this condo is ideally located within Wintergreen Resort, one of Virginia’s pre ...
From $392 per night (USD)Expedia
From $347 per night (USD)VRBO
Stoneridge 35 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Stoneridge Mountain Escape Relax and recharge in this 2-bedroom, 2-bath condo in Stoneridge, located in Wintergreen's s ...
From $347 per night (USD)VRBO
From $369 per night (USD)Expedia
Your Ski-In and Ski-Out Wintergreen Escape
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: Stay at Mountain Mama, a prime ski-in/ski-out condo on Eagles Swoop at Wintergreen Resort. Enjoy direct slope ...
From $369 per night (USD)Expedia
From $670 per night (USD)VRBO
Spacious Mountain Family Retreat-Hot Tub & Game Room
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to this spacious 5 bedroom 3 bath home located in the heart of Wintergreen, less than a mile from skiing and clo ...
From $670 per night (USD)VRBO
From $407 per night (USD)Expedia
2BR 2BA + Bonus Kids Room. Walk to Slopes & Village. Dog-Friendly. Fireplace.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to the Swiss Chalet at Wintergreen Resort! A top-floor Laurelwood condo — one of the most walkable locations on ...
From $407 per night (USD)Expedia
From $410 per night (USD)VRBO
Sunrise Cabin, Centrally Located 4BR + Dog-Friendly, Sleeps 11
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Escape to this cozy mountain cabin right in the heart of Wintergreen Resort with easy access to ski lifts, Discovery Rid ...
From $410 per night (USD)VRBO
From $440 per night (USD)Expedia
TRUE SKI OUT Condo Sleeps 2-5 on Eagles Swoop at Wintergreen Resort.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This 2-bedroom condo is perfect for your escape to Wintergreen Resort. Conveniently located in walking distance to the S ...
From $440 per night (USD)Expedia
From $323 per night (USD)VRBO
Walk to Slopes & Village at Wintergreen Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Fox Paw is a pet-friendly two-bedroom, two-bath condo nestled in the Three Ridges community at Wintergreen Res ...
From $323 per night (USD)VRBO
From $384 per night (USD)Expedia
2BR Bear Haven at Wintergreen - Pool Access, Hiking & Blue Ridge Fun
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Bear Haven at Wintergreen! Escape to the Blue Ridge Mountains and enjoy a relaxing stay in this updated 2-be ...
From $384 per night (USD)Expedia
From $449 per night (USD)VRBO
3BD & 3BA, Golf Access | Sleeps 12 | Pets OK
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
✨ Luxury Mountain Getaway in Wintergreen | Stoney Creek Golf Access | Sleeps 12 | Pet-Friendly Welcome to a spacious mou ...
From $449 per night (USD)VRBO
From $582 per night (USD)Expedia
New Luxury Retreat with Mountain Views, Firepit, & Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to Oak Ridge cabin, a newly built, luxurious & modern retreat nestled in the Blue Ridge Mountains. This home offe ...
From $582 per night (USD)Expedia
From $250 per night (USD)VRBO
First Floor Slope Side Wintergreen Condo – Ski In / Ski Out
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Wake up to mountain views, falling snow, or rolling mist at Little Mountain Haven. Enjoy true ski-in/ski-out access with ...
From $250 per night (USD)VRBO
From $819 per night (USD)Expedia
Spectacular Mountain Views • Two Decks • Three Living Spaces • 1/2 Mi to slopes
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Traveling with a large group doesn't have to mean sacrificing privacy. Our 3,900-square-foot Wintergreen home has six tr ...
From $819 per night (USD)Expedia
From $783 per night (USD)VRBO
Spacious Mountain Escape | Pool, Spa | Sleeps 14 | Pets OK | Near Wineries |Game Room
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
Tucked away in the mountains of Afton VA, this secluded 6BR retreat is designed for slow weekends, group getaways, and c ...
From $783 per night (USD)VRBO
From $471 per night (USD)Expedia
Wintergreen 5BR w/ Hot Tub, Sauna. Walk to slopes!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 13
Welcome to Tyro Slopeside Vista! This chalet is located in the heart of Wintergreen, and literally across the street fro ...
From $471 per night (USD)Expedia
From $621 per night (USD)VRBO
Family Time in Love, Virginia: Mountain Cabin Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
This rental's large windows and mountain views of Wintergreen and the Three Ridges Wilderness Area are the perfect place ...
From $621 per night (USD)VRBO
From $453 per night (USD)Expedia
Romantic Glamping Getaway in Love, Virginia's Natural Beauty
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This rental is an open floor plan cabin with a king bed in the sleeping area and a jetted tub by the gas fireplace in th ...
From $453 per night (USD)Expedia
From $619 per night (USD)VRBO
Luxury Ski-in/Ski-out Chalet with Mountain Views at Wintergreen Resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Alpine Ascent – Luxury Ski-In/Ski-Out Chalet with Mountain Views at Wintergreen Resort Welcome to Alpine Ascent, where ...
From $619 per night (USD)VRBO
From $319 per night (USD)Expedia
Ski-in/Ski-out with private hot tub in Eagle's Court at Wintergreen Resort!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your cozy mountain escape at Wintergreen Resort! This first-floor ski-in/ski-out condo in Eagle's Court sleep ...
From $319 per night (USD)Expedia
From $431 per night (USD)VRBO
Cabin Retreat with a View: Your Guide to the Best on the Blue Ridge Parkway in Virginia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This one-bedroom cabin is the perfect mountain retreat with a jetted tub is the perfect accommodation on the Blue Ridge ...
From $431 per night (USD)VRBO
From $294 per night (USD)Expedia
Wintergreen Resort - Ski Slopes, Hike, Swim, & Golf
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Welcome to Stargazer your Wintergreen Resort escape! Stargazer offers a warm gas fireplace, full kitchen, wash ...
From $294 per night (USD)Expedia
From $10847 per night (USD)VRBO
Private Mountain Spa Escape – Hot tub, sauna, Peloton & firelit lounges!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 20
Private Mountain Spa Escape – Hot tub, sauna, Peloton & firelit lounges! The Blue Ridge Canopy isn’t just a modernized ...
From $10847 per night (USD)VRBO
From $267 per night (USD)Expedia
Timbers Studio 34 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Timbers Pet-Friendly King Getaway Make yourself comfortable in this inviting hotel-style guest room at the Timbers comp ...
From $267 per night (USD)Expedia
From $666 per night (USD)VRBO
Cliffs 36 with Wintergreen Advatage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Cliffs Spacious Mountain Retreat Escape to the mountains in this spacious 3-bedroom, 3-bath condo at Cliffs, beautifull ...
From $666 per night (USD)VRBO
From $250 per night (USD)Expedia
Wintergreen Ridgeline Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Perched on the coveted slopes of Wintergreen Resort, this beautifully appointed two-bedroom, two-full-bath condominium o ...
From $250 per night (USD)Expedia
From $775 per night (USD)VRBO
Sauna & Hot Tub - 7th Hole Chalet - Sleeps 14
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 14
🌲 Mountain Escape at Wintergreen Resort Hot Tub & Sauna • Golf Course Views • Ski, Hike & Unwind Welcome to an except ...
From $775 per night (USD)VRBO
From $604 per night (USD)Expedia
Stoneridge Woods 16 with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Stoneridge Spacious Mountain Retreat Enjoy a peaceful mountain getaway in this spacious 3-bedroom, 3-bath condo at Ston ...
From $604 per night (USD)Expedia
From $549 per night (USD)VRBO
Dobie 26 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Dobie Cozy Mountain Retreat A cozy mountain escape awaits in this 2-bedroom, 2-bath condo in Dobie at Wintergreen Resor ...
From $549 per night (USD)VRBO
From $667 per night (USD)Expedia
Ledges 73 with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Ledges Pet-Friendly Mountain Retreat Enjoy a memorable mountain getaway in this spacious 3-bedroom, 3-bath condo at Led ...
From $667 per night (USD)Expedia
From $464 per night (USD)VRBO
Laurelwood 00 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Laurelwood Mountain Retreat Enjoy a relaxing mountain getaway in this 2-bedroom, 2-bath condo in the Laurelwood communi ...
From $464 per night (USD)VRBO
From $593 per night (USD)Expedia
Trillium Close 18 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Trillium Mountain Retreat Escape to the mountains in this 2-bedroom, 2½-bath condo in Trillium, nestled in Wintergreen' ...
From $593 per night (USD)Expedia
From $334 per night (USD)VRBO
True Ski-in / Ski-Out, Slopeside House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to this true ski-in/ski-out slopeside retreat at Wintergreen Resort! This 3-bedroom home with 7 beds offers every ...
From $334 per night (USD)VRBO
From $847 per night (USD)VRBO
Riverside Retreat VA near Lexington 5br/5ba River Beach, Views, VMI, W&L, SVU
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Historic River House on the River near Lexington & Natural Bridge, VA Enjoy charm, comfort, and nature — minutes from W& ...
From $847 per night (USD)VRBO
From $394 per night (USD)VRBO
Mountain Views in Wintergreen
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to Dogwood Retreat! This spacious Wintergreen home features two levels of decks. On the upper deck, you'll love ...
From $394 per night (USD)VRBO
From $418 per night (USD)VRBO
Lovely 2-bedroom cottage in charming Wintergreen Ski Resort Community
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Secluded woodland retreat with a private hot tub and peaceful views within the Stoney Creek section of Wintergreen. This ...
From $418 per night (USD)VRBO