Nelson Area Rentals
- From $429 per night (USD)
VRBO
\"SERENITY 4 ALL SEASONS\"
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
From the décor and furnishings to the beautiful views you will not want to leave. This 5 BR (3 queen beds, 1 full bed an ...
From $429 per night (USD)VRBO
- From $609 per night (USD)
Expedia
Peaceful and spacious mountain stay
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Beautiful Mountain retreat in Wintergreen Resort close to Wintergreen spa and aquatic center and Devils Knob Golf Course ...
From $609 per night (USD)Expedia
- From $227 per night (USD)
VRBO
Walk to Slopes\/Luxury Living\/Sunset Mountain Views and Same Day Arrival OK
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
Our beautiful mountain house has breathtaking sunset views and offers a short walk to the slopes and lodge of Wintergree ...
From $227 per night (USD)VRBO
- From $300 per night (USD)
Expedia
Spectacular Ski Chalet, 3 BR, 2.5 Bath, Great Location.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This chalet offers a spacious panaromic view, with a high wooden vaulted ceiling. Only 5 min away from ski slopes, ...
From $300 per night (USD)Expedia
- From $120 per night (USD)
VRBO
Ski-In Ski-Out Wintergreen Condo w\/Balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Pack your skis for a trip to this Wintergreen Resort 1-bedroom, 1-bath vacation rental! This condo sits less than a mile ...
From $120 per night (USD)VRBO
- From $185 per night (USD)
Expedia
Time to Book for Spring and Summer...Amazing Views and 5-Star Amenities
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
As the summer gets hotter, Wintergreen's cooler high elevations and breezes are a wonderful respite. Now is the time to ...
From $185 per night (USD)Expedia
- From $302 per night (USD)
VRBO
Perfect getaway house in the heart of Wintergreen. 0.6 mile to the ski slopes.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
A dreamy getaway awaits at this 5-bed 3 bath vacation home in Wintergreen! With easy access to ski slopes, hiking trails ...
From $302 per night (USD)VRBO
- From $356 per night (USD)
Expedia
Kick back at Virginia’s premier ski and golf resort
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Perched high in the Smokey Mountains above the Blue Ridge Parkway, Wintergreen is a perfect spot for relaxing with frien ...
From $356 per night (USD)Expedia
- From $738 per night (USD)
VRBO
Blue Ridge Mountain Retreat in Wintergreen
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 21
Welcome to Blue Ridge Mountain Retreat at Wintergreen! This amazing property is the newest addition to Wind Luxury Prope ...
From $738 per night (USD)VRBO
- From $450 per night (USD)
VRBO
Premiere 2BR 2BA slope side condo in the heart of Wintergreeen Resort Village
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
If you enjoy easy access to amenities and activities and also the convenience of first floor living, this spot is perfec ...
From $450 per night (USD)VRBO
- From $471 per night (USD)
VRBO
Mountain Escape: new kitchen, king bed, walk to nature center, pet friendly
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Spacious pet/family-friendly mountain top property filled with natural light. Inviting living room and convenient locati ...
From $471 per night (USD)VRBO
- From $599 per night (USD)
Expedia
Epic Mountain Views, Hot Tub and Privacy at Harvest Moon Lodge and Retreat!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 14
We are new to VRBO! We have 5 stars across the board elsewhere! Here are reviews from our other platforms: "This place ...
From $599 per night (USD)Expedia
- From $238 per night (USD)
VRBO
Come and enjoy a beautiful view and relaxing time at Windy Knoll....
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Windy Knoll invites you to come and relax and enjoy the stunning views of the Afton Mountain greenery. Large A-Frame w ...
From $238 per night (USD)VRBO
- From $539 per night (USD)
Expedia
ALL NEW. BEAUTIFUL 4 BEDROOM TOWN HOME.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
The home was fully rebuilt during 2020-2021 with the highest of finishes and furnishings The first floor is open, with ...
From $539 per night (USD)Expedia
- From $140 per night (USD)
VRBO
Murphy’s Place 2-bedroom apartment near hiking skiing wineries and breweries.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Built in 2021 a spacious two bedroom apartment. Private entrance. Tiled bathroom lg. walk-in shower with rain head and 4 ...
From $140 per night (USD)VRBO
- From $124 per night (USD)
Expedia
Wintergreen Resort Mountain Condo w\/ Pool Access!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Pack your bags for an exciting Wintergreen Resort escape and stay at 'Monster Mountain Retreat!' Nestled amid the flouri ...
From $124 per night (USD)Expedia
- From $539 per night (USD)
VRBO
5 BR Wintergreen House w\/ Game Room, 75” 4k TV, Wet Bar & Deck
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 13
Enjoy mountain adventures with friends & family at this beautiful & newly renovated 5 bedroom mountain house located in ...
From $539 per night (USD)VRBO
- From $192 per night (USD)
Expedia
Cozy Condo at Wintergreen! Book now for The Ski Season!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This perfect little getaway is nestled into the hillside and centrally located within Wintergreen. Our place can serve ...
From $192 per night (USD)Expedia
- From $325 per night (USD)
VRBO
Spacious Wintergreen Resort Home w\/ Hot Tub!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
The Blue Ridge Mountains are calling you to this 4-bedroom, 3-bath, 2-half bath vacation rental for an epic family getaw ...
From $325 per night (USD)VRBO
- From $99 per night (USD)
Expedia
Top of the Mountain 2 BR Condo, Short walk to Highlands Ski Lift
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located at the top of Wintergreen Mountain, this spacious 2 bedroom 2 full baths condo gets close to all the action on t ...
From $99 per night (USD)Expedia
- From $99 per night (USD)
VRBO
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
2-bedroom condo just 0.2 mile (3 minute-walk) to the top of the Blue Ridge Express lift. Play on the mountain but enjoy ...
From $99 per night (USD)VRBO
- From $356 per night (USD)
Expedia
2-Level Modern Home on 25 Private Acres with Amazing Mountain Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
New offering! Architect-designed home sits on a high ridge. Main living space optimizes dramatic views of Humpback Moun ...
From $356 per night (USD)Expedia
- From $274 per night (USD)
VRBO
Wintergreen Cabin w\/ Hot Tub: Golf & Relax!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Tucked away in the Blue Ridge Mountains, this tree-lined 3-bedroom, 2-bathroom vacation rental is a picturesque getaway. ...
From $274 per night (USD)VRBO
- From $136 per night (USD)
Expedia
Gorgeous Wintergreen Condo – 2-min to Slopes
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Mountain Memories Condo, where you will have an amazing getaway. Located near the heart of Wintergreen Resor ...
From $136 per night (USD)Expedia
- From $454 per night (USD)
VRBO
Perfect For Family - Kids Playroom - Master Suite
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
4 Bedroom 3.5 Bathroom Home With an Open Concept - Sleeps 10! A home deserving of your vacation. Our 4-bed, 3.5-bath hom ...
From $454 per night (USD)VRBO
- From $271 per night (USD)
Expedia
Romantic Log Cabin Escape on Delfosse Winery!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This 1-bed, 1-bath vacation rental is calling - your next couple's retreat awaits! With panoramic vistas and private hil ...
From $271 per night (USD)Expedia
- From $746 per night (USD)
VRBO
The newest and largest edition to the Wintergreen Retreat portfolio!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 23
The sky and blue ridge mountains loom large past floor-to-ceiling windows at this modern luxury ski lodge home on Winter ...
From $746 per night (USD)VRBO
- From $185 per night (USD)
Expedia
Modern Luxe Treetop Retreat w\/Gas Fire Pit, Steps to Ski & Hike!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Come relax in this fully renovated 3-bedroom, 2-bath house nestled in the trees in Wintergreen! Two luxurious bedrooms o ...
From $185 per night (USD)Expedia
- From $117 per night (USD)
VRBO
Tips Up: Cozy Slopeside Retreat w\/ Fireplace (~100 Yards From The Slopes!)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The mountains are calling and you must go. Well, you don't have to, but we think it's a good idea. Make Tips Up your h ...
From $117 per night (USD)VRBO
- From $287 per night (USD)
Expedia
Wintergreen Home w\/ Hot Tub, Deck & Mountain Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The ultimate Blue Ridge Mountain getaway awaits at this 3-bedroom, 2-bath vacation rental! This home boasts ski-in/out a ...
From $287 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Above the Clouds! Perfect Escape for Families!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Breathe in the fresh mountain air when you stay at The Retreat at Wintergreen in the Blue Ridge Mountains. This updated ...
From $350 per night (USD)VRBO
- From $208 per night (USD)
Expedia
Spacious Home: 10 Miles to Wintergreen Resort!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Pack your bags and head out on an adventure-filled visit to Nellysford when you stay at this charming 3-bedroom, 2-bathr ...
From $208 per night (USD)Expedia
- From $233 per night (USD)
VRBO
Second Creek Farm near Spy Rock, Crabtree Falls and the Appalachian Trail
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Classic Virginia white clapboard farmhouse - on land farmed by the same family since 1864, with views of Spy Rock and S ...
From $233 per night (USD)VRBO
- From $303 per night (USD)
Expedia
180 Degree Breathtaking Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Newly remodeled by new owner. Amazing views from the walk out wrap around terrace in Wintergreen Ski/Golf Resort. First ...
From $303 per night (USD)Expedia
- From $799 per night (USD)
VRBO
WildManDan 1870 Farm house with Brewery onsite in Old Cola Barn w Game Room
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
The property was the feed and seed store, the post office, and the beauty parlor....back in the day. The 14-inch interio ...
From $799 per night (USD)VRBO
- From $100 per night (USD)
Expedia
Cozy condo just a short walk to slopes and walking trails
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Our cozy condo has everything you'll need for a relaxing getaway on the mountain. Wintergreen provides year around beaut ...
From $100 per night (USD)Expedia
- From $328 per night (USD)
VRBO
Incredible Mountain Views - Modern Four Bedroom Home - Five Minute Walk to Slope
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Pedlars Horizon, a serene mountain home with spectacular mountain views. This cozy sanctuary is close to everything you ...
From $328 per night (USD)VRBO
- Click For Pricing
Expedia
COZY SKI COTTAGE--SKI IN SKI OUT
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
the cottage has large front and rear decks, stairway to slopes, nice furniture and bedding, fully equipped kitchen, slee ...
Click For PricingExpedia
- From $326 per night (USD)
VRBO
New!! 15 minutes to Wintergreen! - Rockfish Valley Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Beautiful Home surrounded by mountains in the Rockfish Valley of Nelson County. Relax with the whole family or a group ...
From $326 per night (USD)VRBO
- From $184 per night (USD)
Expedia
Cozy 3-bedroom cabin located in Wintergreen Resort
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Capture all the beauty of Wintergreen's 4 seasons with this adorable property. Rustic 3-bedroom/2 full bath home sitting ...
From $184 per night (USD)Expedia
- From $206 per night (USD)
VRBO
Serene Hideaway with Views, 1 Mi to Hike & Ski!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
‘Treetop Getaway’ is surrounded by towering trees and breathtaking vistas, this 3-bedroom, 2-bath Wintergreen Resort esc ...
From $206 per night (USD)VRBO
- From $143 per night (USD)
Expedia
Afton Apartment on Nelson 151: Close to Wineries!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A Blue Ridge Mountain retreat awaits at this Afton vacation rental! This 1-bed, 1-bath apartment offers a cozy home base ...
From $143 per night (USD)Expedia
- From $283 per night (USD)
VRBO
Aftonshire Cottage, In the Heart of Virginia's Wine Region!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the heart of Nelson County's 151 Trail at the foot of the Blue Ridge Mountains, Aftonshire Cottage is a beaut ...
From $283 per night (USD)VRBO
- From $125 per night (USD)
Expedia
Wintergreen. Mountain view's for miles Sunset Vista Villa - Sea of Mountains
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Sunset Vista Villa! This beautifully appointed, 2 bedroom, 2 bath, first-floor-unit with second story views, ...
From $125 per night (USD)Expedia
- From $116 per night (USD)
VRBO
Mountain Chalet – Panoramic Views of Blue Ridge Mountains!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Hey y’all! The Shamokin Chalet offers panoramic views of the Blue Ridge Mountains. Located just over 3,000 feet elevatio ...
From $116 per night (USD)VRBO
- From $101 per night (USD)
VRBO
Adorable- One Bedroom Carriage House with Parking * Dog Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Bear Essentials Retreat, a cozy mountain getaway located within minutes of the ski lodge at Wintergreen Resor ...
From $101 per night (USD)VRBO
- From $129 per night (USD)
VRBO
Eagles Court Ski In\/Ski Out Condo with Walkable Location & Mountain Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Directly on the slope of Eagle's Swoop our condo is in a central location to everything in the Wintergreen Resort! Enjoy ...
From $129 per night (USD)VRBO
- From $400 per night (USD)
Expedia
Updated! 5Br Home \/ Wineries \/ Breweries \/ Hiking
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 16
Welcome to Afton Stays. Escape to luxury in our beautifully renovated 4,200 sqft home located on a golf course in the h ...
From $400 per night (USD)Expedia
- From $545 per night (USD)
VRBO
Renovated 5-BR Home with Unbeatable Views at the Top of Wintergreen
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to Blue Ridge Heaven, located atop Devils Knob – the highest point in Wintergreen Resort. Enjoy some of the bes ...
From $545 per night (USD)VRBO
- Click For Pricing
VRBO
Rustic Real Log Bed and Breakfast in Virginias Blue Ridge Mountain Wine country.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located between Charlottesville and Lynchburg, Harmony Hill is the perfect escape for all. Convenient to many local wine ...
Click For PricingVRBO
- From $280 per night (USD)
VRBO
Come up for Air this Spring and Summer....Awesome Views and 5-Star Amenities
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
As the summer gets hotter, Wintergreen's cooler high elevations and breezes are a wonderful respite. Now is the time to ...
From $280 per night (USD)VRBO
- From $234 per night (USD)
Expedia
UNOBSTRUCTED VIEWS OF BLUE RIDGE MOUNTAINS AND SKI SLOPES. BRAND NEW HOT TUB.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
I RECENTLY ADDED THIS BEAUTIFUL HOUSE TO MY RENTAL PORTFIO AT WINTERGREEN RESORT. DO NOT HESITATE TO BOOK. TO CHECK THE ...
From $234 per night (USD)Expedia
- From $145 per night (USD)
VRBO
Ski In & Ski Out Condo - Heart of Wintergreen
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to The Highlander at 107 Eagles Court, the Wintergreen Resort’s newest ski-in & ski-out ground floor rental cond ...
From $145 per night (USD)VRBO
- From $248 per night (USD)
Expedia
Custom Builder just completely remodeled this Mountain Chalet! ...with Hot Tub!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This recently renovated, luxurious Wintergreen home with Hot Tub, is located on a quiet street, on the side of the mount ...
From $248 per night (USD)Expedia
- From $183 per night (USD)
VRBO
Best views on Mountain! Breathtaking 5 Star. Open March weekends! BOOK NOW!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Completed remodeled with all new furniture and decor! This Non-Smoking, No-Pets condominium sleeps six: the master bedro ...
From $183 per night (USD)VRBO
- From $219 per night (USD)
Expedia
Tranquil Cabin w\/ Deck in the Wintergreen Resort!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Get away with your adventure-loving friends or family and stay at this chic 3-bedroom, 2.5-bath cabin nestled in the woo ...
From $219 per night (USD)Expedia
- From $175 per night (USD)
VRBO
House \/ hot tub\/pet friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
You will find plenty of room to have family and friends with you to enjoy a peaceful vacation with the relaxing sounds o ...
From $175 per night (USD)VRBO
- From $433 per night (USD)
Expedia
Wintergreen Resort Retreat: Ski, Hike, Golf!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
From skiing at Wintergreen Resort to hiking the Appalachian Trail, this 4-bedroom, 3-bath house is perfect in any season ...
From $433 per night (USD)Expedia
- From $271 per night (USD)
VRBO
Mtn Home w\/ Nature Preserve Views By Hiking Trails
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Shred the slopes or walk to the famous Appalachian Trail by day and kick back in the hot tub by night when you stay at t ...
From $271 per night (USD)VRBO
- From $383 per night (USD)
Expedia
Private creek, 5 minutes to slopes, under new management, pet friendly, hot tub!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
Come spend your vacation in one of the most relaxing properties in Wintergreen, conveniently located less than 5 minutes ...
From $383 per night (USD)Expedia
- From $166 per night (USD)
VRBO
Relaxing 3 bdrm Mountain Cabin on Wintergreen Resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful cabin in the woods! Welcome to our home! This beautiful mountain cabin is located on the top of Wintergreen R ...
From $166 per night (USD)VRBO
- From $94 per night (USD)
Expedia
Escape to the Blue Ridge Mountains at Wine-tergreen!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Your perfect escape in the beautiful Blue Ridge Mountains! Enjoy a glass of the region's famous wines in front of the w ...
From $94 per night (USD)Expedia
- Click For Pricing
VRBO
Wintergreen Condo w\/ Mtn Views & Shuttle to Resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Take in unbelievable mountain views as you sip your morning coffee when you stay at this 3-bed, 3-bath vacation rental. ...
Click For PricingVRBO
- From $385 per night (USD)
Expedia
Stunning Mountain Views
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Bring the whole crew to enjoy the gorgeous mountain views from this spacious, Wintergreen Resort townhome. Conveniently ...
From $385 per night (USD)Expedia
- From $246 per night (USD)
VRBO
Breathtaking views! Beautifully decorated.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy a Fall/Winter getaway in our lovely three bedroom condo! Enjoy breathtaking views! Spend a day relaxing at the Sp ...
From $246 per night (USD)VRBO
- From $192 per night (USD)
Expedia
Highlands Condo LOTS OF DETAILED INFO LISTED☺️ Views for days!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 bedroom 2 bath and a queen sofa bed. Sleeps 4-6 very comfortably. This is our second condo here as we’ve fallen so in ...
From $192 per night (USD)Expedia
- Click For Pricing
Expedia
Mountain view with quick access to skiing, hiking, breweries, wineries, and more
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Great for all seasons of the year, this private mountain cottage has a gorgeous view and convenient access to ski slopes ...
Click For PricingExpedia
- From $111 per night (USD)
Expedia
Cozy Wintergreen Resort Condo: Walk to Ski Lifts!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Experience the unparalleled beauty and easy relaxation that Wintergreen Resort provides when you book this cozy 2-bedroo ...
From $111 per night (USD)Expedia
- From $297 per night (USD)
VRBO
4 BR cabin mins to trails & breweries pets welcome
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Feel right at home when you arrive at this lovely cabin at the very top of Wintergreen Resort mountain fresh ready for a ...
From $297 per night (USD)VRBO
- From $255 per night (USD)
Expedia
Huge deck, grill, stunning mountain views || Nearby golf, fishing, skiing, hike
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Same as Three Springs listing + additional bedroom, bath, laundry, kitchen, dining, and living area with large screen TV ...
From $255 per night (USD)Expedia
- From $470 per night (USD)
VRBO
Wintergreen Resort Home w\/ Deck - 0.4 Mi to Slopes
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Pack your gear and head out to the mountains of Virginia for a stay at this 5-bed, 4-bath vacation rental, large enough ...
From $470 per night (USD)VRBO
- From $248 per night (USD)
Expedia
FEELS LIKE HOME CABIN TOP OF THE MOUNTAIN CLOSE TO THE SLOPES
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Get away from the city and worries with your family and stay at this nice 3 bedrooms, 2 bath cabin nestle in the woods! ...
From $248 per night (USD)Expedia
- From $145 per night (USD)
VRBO
Beautiful, Remodeled Cottage in the Heart of Afton
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in the George Washington National Forest, Gracewood is a retreat from the mental and emotional activity of every ...
From $145 per night (USD)VRBO
- From $300 per night (USD)
Expedia
Private home tucked in the woods
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Come and enjoy this perfect mountain hideaway! Enjoy this secluded home surrounded by wooded views. Enjoy one of the man ...
From $300 per night (USD)Expedia
- From $246 per night (USD)
VRBO
Cooler in the mountains, with hot tub.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Terrace level apartment w/ private entrance, Private deck, 2 bdrms, full kitchen, mini-frig stocked with local wine, LR ...
From $246 per night (USD)VRBO
- From $285 per night (USD)
VRBO
Charming Renovated 1930’s Soapstone Quarry Bungalow
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Relaxing, peaceful getaway in gorgeous Nelson County. Adjacent to a large hay field which leads down to a branch of the ...
From $285 per night (USD)VRBO
- From $379 per night (USD)
VRBO
Bright Wintergreen Resort Home; Deck & Grill!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Escape to the mountains, and stay at this spacious and welcoming vacation rental in Wintergreen Resort! The 6-bedroom, 4 ...
From $379 per night (USD)VRBO
- From $309 per night (USD)
Expedia
One of the Best Views in Wintergreen!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 9
This unique property has some of the best views in Wintergreen. Make this your retreat after a day filled with hiking, ...
From $309 per night (USD)Expedia
- From $169 per night (USD)
VRBO
Event Space for Families or Groups
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Welcome to HeartRock Homesite. Our cut flower farmette is stocked with modern comforts for all ages. An outdoor playgr ...
From $169 per night (USD)VRBO
- From $264 per night (USD)
Expedia
Sweet Afton | Country House in Heart of VA Wine Country
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
2 bed, 1 bath country cottage in the heart of wine and beer country located in Afton "proper". This quaint cottage sits ...
From $264 per night (USD)Expedia
- From $586 per night (USD)
VRBO
Mountain Home at Wintergreen Resort...in the heart of Virginia's wine country.
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Ski up the mountain in the late fall, winter and early spring . Enjoy golf, visiting wineries and breweries in the valle ...
From $586 per night (USD)VRBO
- From $150 per night (USD)
VRBO
RNF Virginia's hottest destination getaway!!! Robbin's Nest Farm!!!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
RNF Virginia's hottest destination getaway -- Robbins's Nest Farm -- sits nestled between the Blue Ridge Mountains and t ...
From $150 per night (USD)VRBO
- From $129 per night (USD)
VRBO
New construction! Top of Wintergreen mountain. 1BD\/2BA, sleeps 4, pet-friendly
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Be among the first to stay in this new construction! Fabulous condo with nice finishes and new furniture. Everything y ...
From $129 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Blue Ridge and Tye River, C-Ville, Crabtree, Wintergreen, Sweet Briar, Beer Loop
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Discounts for week and month stays. A Blue Ridge Mountain welcome awaits you at the Tye River Farm House in Arrington, ...
From $250 per night (USD)Expedia
- From $253 per night (USD)
VRBO
Lovely Condo w\/ Deck, 1 Mi to Wintergreen Resort!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Experience the quintessential four-seasons getaway at this 4-bedroom, 3.5-bathroom Wintergreen Resort Condo situated min ...
From $253 per night (USD)VRBO
- From $464 per night (USD)
Expedia
Luxe Private Getaway in the Heart of Wintergreen!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Enjoy the very best of Wintergreen! Walking distance to Appalachian Mountain trails & just minutes to the slopes at Wint ...
From $464 per night (USD)Expedia
- From $411 per night (USD)
VRBO
Mountaintop Wintergreen Resort Home w\/ Deck+Views!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Escape to the mountains with this spacious 4-bed, 3-bath Virginia vacation rental home! Tucked into the Wintergreen Reso ...
From $411 per night (USD)VRBO
- From $175 per night (USD)
Expedia
Creek Front Property! Spicewood Cabin Near Wintergreen and Crabtree Falls
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Spicewood cabin is located in the heart of scenic Nelson County. Our family owned property is nestled in the Blue Ridge ...
From $175 per night (USD)Expedia
- From $214 per night (USD)
VRBO
Amazing Mountain views - Ski In Ski Out - Wifi - fireplace - Pets OK
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We are Slope-side with a full view to the North/East, Dobie Mountain Condominium, 2 Bedroom, 2 Bath, and recently instal ...
From $214 per night (USD)VRBO
- From $280 per night (USD)
Expedia
Cozy 'Hillside Hideaway' in Wintergreen Resort!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
A peaceful mountain Wintergreen stay awaits at this 3-bedroom, 2-bath vacation rental! Just a short walk from the ski li ...
From $280 per night (USD)Expedia
- From $953 per night (USD)
VRBO
Wintergreen Resort Villa < 2 Mi to Ski Slopes
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 13
Get ready for the ultimate Virginia getaway with a stay at this luxurious 6-bedroom, 4.5-bathroom vacation rental villa ...
From $953 per night (USD)VRBO
- From $149 per night (USD)
Expedia
3 Min to SKI Lift and SPA, Wintergreen Resort, Pets Welcome, Hiking, Restaurants
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to the mountains for some much needed time with your loved ones or friends. A stay in our cozy condo will offer ...
From $149 per night (USD)Expedia
- From $554 per night (USD)
VRBO
Designer Home w\/ Fire Pit ~ 70 Steps to Slopes!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Explore Wintergreen, Virginia from this newly built 5-bedroom, 4.5-bathroom vacation rental designed by HGTV designers. ...
From $554 per night (USD)VRBO
- From $361 per night (USD)
Expedia
The Fairway Chalet Wintergreen
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Unwind in the mountains in your spacious, family-friendly home away from home. We recently purchased this 3000 sq ft hom ...
From $361 per night (USD)Expedia
- From $212 per night (USD)
VRBO
Unplug and Embrace Nature with Breathtaking Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This unit is located at The Ledges, just a five minute drive to the Mountain Inn. Mountain Dreams is a newly designed, p ...
From $212 per night (USD)VRBO
- From $169 per night (USD)
Expedia
3min to Ski: DogsOK+Hike+WiFi+Grill+HotTub+PacMan
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
3min drive to slopes. Features HOT TUB, Great Room w/ gas fireplace, grill, pack'n'play, highchair, FAST Wi-Fi, smart TV ...
From $169 per night (USD)Expedia
- Click For Pricing
VRBO
‘Bear Haven’ - Third-Floor Escape w\/ Pool Access!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Pack your bags for a trip to the famous Wintergreen Resort when you stay at this 2-bed, 2-bath vacation rental! ‘Bear Ha ...
Click For PricingVRBO
- From $110 per night (USD)
Expedia
NEW RENTAL ! Cozy and clean two bedroom condo.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
It's cooler in the mountains! Come relax at this clean and cozy one bedroom condo. We are on the top floor but there ar ...
From $110 per night (USD)Expedia
- From $281 per night (USD)
VRBO
Gorgeous Rustic Mountain Cabin with Scenic Views! Welcome to Green Oak Cabin
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Instantly escape when you walk through the front door. The calmness of the cabin and the serenity of the mountains offer ...
From $281 per night (USD)VRBO
- From $181 per night (USD)
VRBO
A relaxing cozy cottage minutes from the Appalachian Trail
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Bluebird cottage is less than a mile from Devil's Backbone Brewery; nestled at the bottom of Wintergreen Resort. Located ...
From $181 per night (USD)VRBO