George Washington National Forest Rentals
- 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
- From $511 per night (USD)
VRBO
Luxurious ski chalet w\/ fireplaces, decks, views, gourmet kitchen + and hot tub!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Wrap yourself in the cozy luxury of this beautiful, custom-built, professionally decorated home! Snuggle in front of the ...
From $511 per night (USD)VRBO
- Click For Pricing
VRBO
Ski In Ski Out - Ground Floor Slopeside
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
CLEAN, COZY, AWESOME 2BR|2BA 1st Floor Ski In/Out Condo - Family Perfect Beautiful first floor ski in/ ski out two bedro ...
Click For PricingVRBO
- From $229 per night (USD)
VRBO
Modern Retreat at Wintergreen
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Come enjoy this cozy one-story, 1660 square foot 3 bedroom/3 full bath mountain home near miles of hiking trails as well ...
From $229 per night (USD)VRBO
- 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
- Click For Pricing
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 ...
Click For PricingExpedia
- From $250 per night (USD)
VRBO
Fabulous Views at a lovely Ridge Top Condo!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Nicely decorated ground level condo with fabulous South-facing mountain and valley views (50-mile vista). No steps from ...
From $250 per night (USD)VRBO
- From $215 per night (USD)
Expedia
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 $215 per night (USD)Expedia
- From $273 per night (USD)
VRBO
Luxurious Family Friendly Mountain Home! Great Location on Devils Knob
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Beautiful family friendly mountain home in a great location within the Wintergreen Resort on the prestigious Devil’s Kno ...
From $273 per night (USD)VRBO
- From $223 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 $223 per night (USD)Expedia
- From $179 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 $179 per night (USD)VRBO
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Expedia
Gorgeous golf-front home with 2 living spaces, a fireplace, and high-speed wifi
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Located on a quiet cul de sac on the fifth hole of Devils Knob Golf Course this charming Post and Beam mountain home is ...
Click For PricingExpedia
- From $282 per night (USD)
VRBO
Condo at Fairway Woods, perfect home base for ski season! ☃️🏂
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
READ FULL DESCRIPTION BEFORE BOOKING Come relax at our 3 bedroom 2 bathroom condo and enjoy the views of the Devils Kno ...
From $282 per night (USD)VRBO
- From $194 per night (USD)
Expedia
Wintergreen Resort Cabin: 1 Mi to Golf Course!
- 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 $194 per night (USD)Expedia
- From $600 per night (USD)
VRBO
Large Home With Spectacular Mountain Views Located In Wintergreen!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 15
On the rental market for the first time this large family home sits on a serene mountain view! Spectacular mountain view ...
From $600 per night (USD)VRBO
- From $320 per night (USD)
Expedia
Rustic Getaway with Fireplace - Walk to Slopes!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Located just a few blocks from the ski resort, this 4-bedroom, 2-bath Wintergreen Resort home provides the perfect headq ...
From $320 per night (USD)Expedia
- From $375 per night (USD)
VRBO
Enjoy all 4 seasons at this spacious, pet friendly home! Great views, sleeps 10
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
You won’t be able to look away from the spectacular Shenandoah Valley and Blue Ridge mountain views offered by this Wint ...
From $375 per night (USD)VRBO
- From $120 per night (USD)
VRBO
Ski in\/ out condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
True ski-in ski-out ground floor of Eagles Swoop where you are steps from the heart of the resort. Enjoy skiing, snowboa ...
From $120 per night (USD)VRBO
- From $185 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 $185 per night (USD)VRBO
- Click For Pricing
Expedia
Cozy Monroe Cabin w\/ Views, 4 Mi to Rice Mtn!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The ultimate escape to nature awaits at this Monroe vacation rental. Featuring 2 bedrooms, 2 bathrooms, and a spacious d ...
Click For PricingExpedia
- From $433 per night (USD)
VRBO
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)VRBO
- From $200 per night (USD)
VRBO
surrounded by mountains, rivers breweries , cideries, wineries, the AT and BRP
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Rockfish Valley Farm cottage Stay in the heart of the Rockfish Valley NOTE The VRBO ...
From $200 per night (USD)VRBO
- From $243 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 $243 per night (USD)VRBO
- From $236 per night (USD)
VRBO
2bdr\/2 bath at Overlook-180 degree views and Peloton, pool access, hiking!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
PLEASE READ FULL DESCRIPTION BEFORE BOOKING Some of the best views at Wintergreen! Come and relax at our newly updated ...
From $236 per night (USD)VRBO
- From $350 per night (USD)
VRBO
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 $350 per night (USD)VRBO
- From $500 per night (USD)
Expedia
2 minutes from the shops and activities; Cozy 1 bedroom end unit, Dog Friendly!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Charming recently updated cozy 1 bedroom, 1 bath condo with private parking. Less than 2 minute walk to ski slopes and M ...
From $500 per night (USD)Expedia
- From $171 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 $171 per night (USD)VRBO
- From $206 per night (USD)
VRBO
Beautiful Wintergreen Retreat 5 min from the slopes
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Come spend your vacation in one of the best properties new to the Wintergreen market, conveniently located in the resort ...
From $206 per night (USD)VRBO
- From $112 per night (USD)
VRBO
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 $112 per night (USD)VRBO
- From $610 per night (USD)
Expedia
Stunning newly rebuilt home! Perfect peaceful getaway that sleeps 14!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
WELCOME TO YOUR NEXT VACATION! Welcome to the Mountain Treehouse! We recently renovated the home with all upgraded amen ...
From $610 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
- Click For Pricing
Expedia
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 PricingExpedia
- From $370 per night (USD)
VRBO
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 $370 per night (USD)VRBO
- From $233 per night (USD)
Expedia
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 $233 per night (USD)Expedia
- From $192 per night (USD)
VRBO
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)VRBO
- From $117 per night (USD)
Expedia
Cozy Studio Overlooking 18 Hole
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A slice of paradise overlooking the 18th hole and Devils Grill. Located across the street from the spa and Nature Found ...
From $117 per night (USD)Expedia
- From $224 per night (USD)
VRBO
2bed\/2bath at Cliffs-mountain views, access to outdoor pools!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
PLEASE READ FULL DESCRIPTION BEFORE BOOKING Charming 2 bedroom, 2 bath condo with open floor plan and fantastic views!! ...
From $224 per night (USD)VRBO
- From $120 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 $120 per night (USD)Expedia
- From $192 per night (USD)
VRBO
Diamond Adventure at Wintergreen Resort *FULLY UPDATED*
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Newly updated 2 bedroom/2 bathroom slope-side condo with amazing Mountain Views. Short walk around the building gets you ...
From $192 per night (USD)VRBO
- Click For Pricing
Expedia
Large 5 Br\/3 ba Lodge on Wintergreen Mountain
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Fantastic lodge-style home perfect for large groups on Wintergreen Mountain -walking distance to trails, lodge and sceni ...
Click For PricingExpedia
- From $169 per night (USD)
VRBO
Cozy chalet on Wintergreen Mountain
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
On a private, wooded lot, this chalet home is perfectly located in the year-round Wintergreen Resort. We’re less than a ...
From $169 per night (USD)VRBO
- From $265 per night (USD)
Expedia
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 $265 per night (USD)Expedia
- From $113 per night (USD)
VRBO
The Modern Mountain Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Conveniently located within the 4-season Wintergreen Resort, this recently renovated condo offers a quiet and cozy place ...
From $113 per night (USD)VRBO
- From $253 per night (USD)
Expedia
COZY A-Frame Spacious Deck w\/ Grill
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Year-round adventure awaits just outside of this incredible A-frame cabin with 4 bedrooms and 2 baths! Featuring an idyl ...
From $253 per night (USD)Expedia
- From $273 per night (USD)
VRBO
Dog Friendly - Backs to Golf - Spacious Deck
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
S'more Family Time is the perfect rental at Wintergreen Resort! The home sleeps 8 comfortably. It was designed for two f ...
From $273 per night (USD)VRBO
- From $390 per night (USD)
Expedia
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 $390 per night (USD)Expedia
- Click For Pricing
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! ...
Click For PricingExpedia
- From $413 per night (USD)
VRBO
Large deck, fire pit, hot tub overlooking golf course
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Fall leaves are turning and this house is perfect for relaxing after a day of enjoying the local sites! Step into this ...
From $413 per night (USD)VRBO
- 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 $500 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 $500 per night (USD)Expedia
- From $210 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 $210 per night (USD)VRBO
- Click For Pricing
Expedia
............................
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
........................................................................................................................ ...
Click For PricingExpedia
- Click For Pricing
VRBO
....................................................
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
........................................................................................................................ ...
Click For PricingVRBO
- From $200 per night (USD)
VRBO
Amazing (ski-in \/ Ski-out) house on lower Tyro slope.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
3 bedrooms / 2 bathrooms house on the slopes of Tyro. Walk out of the door and strap your boards or skis on and go !!!! ...
From $200 per night (USD)VRBO
- From $401 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 $401 per night (USD)VRBO
- From $138 per night (USD)
VRBO
Cozy Ski Retreat at Timbers! - Sleeps 4!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
PLEASE READ FULL DESCRIPTION BEFORE BOOKING If you're looking for a cozy place to relax on the slopes, this is it! One ...
From $138 per night (USD)VRBO
- From $309 per night (USD)
VRBO
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)VRBO
- From $550 per night (USD)
Expedia
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 $550 per night (USD)Expedia
- From $338 per night (USD)
VRBO
Modern Luxury Mountain Home within Wintergreen Retreat Collection
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 18
With gorgeous seasonal views of the Blue Ridge and Blackrock Village this luxury mountain home is one of the largest in ...
From $338 per night (USD)VRBO
- From $129 per night (USD)
Expedia
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)Expedia
- Click For Pricing
VRBO
Wintergreen Resorts newest gem! Over 3800 sf!
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 10
Capture all the beauty of Wintergreen's 4 seasons with this unique property. 4 floors (elevator & stairs), 3800 sf, 4 be ...
Click For PricingVRBO
- From $300 per night (USD)
Expedia
Waterfront Retreat on Piney River in the Blue Ridge Mountains. FREE fire wood!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
High speed Wi-Fi added June 2023. It’s mountain viewing and festival time in the Blue Ridge Mountains! Sycamore Shade ...
From $300 per night (USD)Expedia
- From $472 per night (USD)
VRBO
Breathtaking views!! Overlooking the slopes
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Come enjoy beautiful year round views in this lovely two bedroom/ two bath Condo. It has a wood burning fireplace for c ...
From $472 per night (USD)VRBO
- From $277 per night (USD)
Expedia
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 $277 per night (USD)Expedia
- From $483 per night (USD)
VRBO
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 $483 per night (USD)VRBO
- From $269 per night (USD)
VRBO
Beautiful Farmhouse On 11 Heavenly Acres
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Nestled in the Rockfish gap right under Devil's Knob our farmhouse is situated perfectly in the center of everything tha ...
From $269 per night (USD)VRBO
- From $306 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 $306 per night (USD)VRBO
- From $414 per night (USD)
Expedia
The Wintergreen Chalet
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
The Wintergreen Chalet is a sprawling 6-bedroom 4.5 bath home located at the top of Devil's Knob Mountain within the Win ...
From $414 per night (USD)Expedia
- From $137 per night (USD)
VRBO
Fully renovated condo at Fairway Woods! 20% off for 5 nights or more!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
READ FULL DESCRIPTION BEFORE BOOKING 2bed/2bath and queen sleeper condo at Wintergreen Resort-renovated top to bottom! ...
From $137 per night (USD)VRBO
- From $415 per night (USD)
VRBO
Blue Ridge Rose~ Spectacular 4 bedroom home in Wintergreen Resort, Virginia
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Winter, Spring, Summer and Fall, Blue Ridge Rose has it all! Blue Ridge Rose is a three level home in Wintergreen Resort ...
From $415 per night (USD)VRBO
- From $175 per night (USD)
VRBO
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)VRBO
- From $219 per night (USD)
Expedia
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 $219 per night (USD)Expedia
- From $188 per night (USD)
VRBO
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 $188 per night (USD)VRBO
- From $690 per night (USD)
Expedia
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 $690 per night (USD)Expedia
- From $99 per night (USD)
VRBO
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 $99 per night (USD)VRBO
- From $135 per night (USD)
Expedia
BEARADISE “Glamping Paradise”
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Pictures Don't Do this Justice. Private Adorable One Bedroom Glamping along a Mountain Creek. The space Amazing views of ...
From $135 per night (USD)Expedia
- From $220 per night (USD)
VRBO
Bear Den Cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Cozy Cottage minutes from Lexington or minutes from The Parkway, Endless trails for hiking, hunting with Creek for fishi ...
From $220 per night (USD)VRBO
- From $500 per night (USD)
Expedia
Dog friendly. No stairs! New to VRBO
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Come relax in the tastefully decorated cozy two bedroom two bath condo. Relax by the wood burning fireplace or take a hi ...
From $500 per night (USD)Expedia
- From $476 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 $476 per night (USD)VRBO
- From $300 per night (USD)
Expedia
Beekeeper's House
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Two story brick colonial. Five bedrooms, 3 baths, large formal living room, dining room, den, and Florida room. The ma ...
From $300 per night (USD)Expedia
- From $346 per night (USD)
VRBO
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 $346 per night (USD)VRBO
- From $107 per night (USD)
Expedia
Ski In & Out Mountain & Firework Views Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy a stylish experience at this centrally-located studio next to the Mountain Inn. Our spacious deck overlooks the s ...
From $107 per night (USD)Expedia
- From $162 per night (USD)
VRBO
Awesome Views w\/Pool Access + Dog Walkout
- 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 $162 per night (USD)VRBO
- From $673 per night (USD)
Expedia
Misty Mountain Cabin w\/spa
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 15
Misty Mountain cabin w/spa and mountain views (Sleeps 14) This unique home 4 bedroom/ 3 bath home has stunning views of ...
From $673 per night (USD)Expedia
- Click For Pricing
VRBO
Condo at Timbers-Great home base for skiing!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
PLEASE READ FULL DESCRIPTION BEFORE BOOKING Come escape it all!!! This 1 bedroom,1 bathroom condo at Timbers is the per ...
Click For PricingVRBO
- From $363 per night (USD)
Expedia
Zero step entry- EV charger- 2 King suites
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Our home offers a comfortable, modern, and tranquil space for families & friends to gather & enjoy all that Wintergreen ...
From $363 per night (USD)Expedia
- From $211 per night (USD)
VRBO
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 $211 per night (USD)VRBO
- From $127 per night (USD)
Expedia
Beautiful Retreat at Wintergreen Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Beautifully renovated getaway on Wintergreen Resort. This dog-friendly two-bedroom condo features four beds and two bath ...
From $127 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 $174 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 $174 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 $290 per night (USD)
Expedia
Fully renovated house, tons of upgrades & beautiful views in Wintergreen Resort
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Located on a quiet street with fantastic views, this Wintergreen home is fully renovated and available for rent. Just a ...
From $290 per night (USD)Expedia
- From $74 per night (USD)
VRBO
Cub Creek Mt Getaway Near Wintergreen and the Blue Ridge Parkway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Come and enjoy all that the Blue Ridge Mountains have to offer - ski, snowboard or golf at the Wintergreen Resort, swim ...
From $74 per night (USD)VRBO
- From $375 per night (USD)
VRBO
Large and Luxurious Exec 5BR Chalet
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
House, 5 Bedrooms, 4.5 Baths, (Sleeps/Max occupancy 10 people) Important notes for prospective renters: 1) Our house get ...
From $375 per night (USD)VRBO
- From $195 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 $195 per night (USD)VRBO
- From $118 per night (USD)
Expedia
Golden Tee on the Course! SunRoom+Hike\/Tennis\/Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Nestled in the middle of Devils Knob Golf Course, this unique 2,229sqft home features master suite on first floor, sunro ...
From $118 per night (USD)Expedia
- From $203 per night (USD)
VRBO
Wintergreen Family Retreat- Each Br With Its Own Sliding Doors To A Deck
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to our mountain home at Wintergreen Resort! We fell in love with this house for the same reasons that we know yo ...
From $203 per night (USD)VRBO
- From $189 per night (USD)
Expedia
Mountain Getaway - Top of Wintergreen Resort
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Your family will be close to everything when you stay at this centrally-located place. Beautiful updated condo on wint ...
From $189 per night (USD)Expedia
- From $554 per night (USD)
VRBO
HotTub+Pool Table+Desk+65\"TV+Hike\/Golf\/Tennis\/Pool
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
Sweeping views year round. Contemporary décor with rustic style. Retreats, romantic weekends or adventurous getaways. Cl ...
From $554 per night (USD)VRBO
- From $241 per night (USD)
VRBO
Check us out! Spectacular mountain home perfect for multiple families!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This is a true Post & Beam home built by quality craftsman Tim Behler in a spectacular natural setting. The home shows b ...
From $241 per night (USD)VRBO