Nelson Area Rentals
- From $725 per night (USD)
VRBO
Luxury Mountain Home with Spectacular Views
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
This home is unlike any in Wintergreen! Beautiful luxury awaits you with our custom designed home made to be enjoyed by ...
From $725 per night (USD)VRBO
- From $101 per night (USD)
VRBO
Cozy Mountain Retreat * Dog Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Immerse in nature’s beauty at the Bear Essentials Retreat located close to Wintergreen Resort, a year-round haven for ou ...
From $101 per night (USD)VRBO
- From $127 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 $127 per night (USD)VRBO
- From $175 per night (USD)
VRBO
New listing- Five minute walk to slopes and village!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This beautifully maintained two bedroom, two bath loft style condo is just a short walk to the main lodge, restaurants a ...
From $175 per night (USD)VRBO
- From $143 per night (USD)
VRBO
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)VRBO
- From $283 per night (USD)
Expedia
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)Expedia
- From $125 per night (USD)
VRBO
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)VRBO
- From $133 per night (USD)
Expedia
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 $133 per night (USD)Expedia
- From $475 per night (USD)
VRBO
Spacious Family-Friendly Mountain Home…Shenandoah Valley & golf course views.
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
A beautiful and spacious home for family gatherings! Located on the 12th fairway of the Devil's Knob Golf Course, the b ...
From $475 per night (USD)VRBO
- From $140 per night (USD)
VRBO
3min to Ski: DogsOK+FAST WiFi+Roku+Hiking+Foosball
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
*3min drive to slopes *TV with cable in bedrooms * Beautiful living room with wood burning fireplace * Firewood provid ...
From $140 per night (USD)VRBO
- From $187 per night (USD)
VRBO
3 Bedroom Condo on the 18th hole within walking distance to many amenities.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
This top level fully renovated 3-bedroom condo is on the 18th fairway of Devil's Knob Golf Course. The condo is also wit ...
From $187 per night (USD)VRBO
- From $446 per night (USD)
Expedia
Restored Double Log Cabin on 400 Mountain Acres
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 17
Crisp, long, fall weekends in this restored antique log cabin are the perfect getaway. Escape the suburbia for fresh mo ...
From $446 per night (USD)Expedia
- From $110 per night (USD)
VRBO
Cozy Wintergreen Retreat- Clean, Quiet & Convenient, King Bed, Non-Smoking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Take advantage of all the Blue Ridge Mountains have to offer while staying at this charming first floor condo. Enjoy ski ...
From $110 per night (USD)VRBO
- From $342 per night (USD)
VRBO
Romantic Studio Cottage on 60 Wooded Acres
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 3
Located in beautiful Nelson County, also known as Virginia's Wine Country, we invite you to experience unparalleled comf ...
From $342 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 $199 per night (USD)
Expedia
Majestic Mountain View’s from The Cliffs
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Located at the top of the mountain with views of Rockfish Valley and Wintergreen ski slopes. Our Majestic Mountain View ...
From $199 per night (USD)Expedia
- From $448 per night (USD)
VRBO
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 $448 per night (USD)VRBO
- From $550 per night (USD)
Expedia
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 $550 per night (USD)Expedia
- From $536 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 $536 per night (USD)VRBO
- From $198 per night (USD)
VRBO
Next Door to Veritas Vineyard Charlottesville-Afton Mountain Virginia
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The cabin is located just steps behind Veritas Winery and includes a gorgeous view of the vineyard. Plus you will find B ...
From $198 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 $199 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 $199 per night (USD)VRBO
- From $155 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 $155 per night (USD)Expedia
- From $285 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 $285 per night (USD)VRBO
- From $249 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 $249 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
- Click For Pricing
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 $286 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 $286 per night (USD)VRBO
- From $250 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 $250 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 $356 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 $356 per night (USD)Expedia
- From $385 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 $385 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 $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 $295 per night (USD)
VRBO
Robbins Nest Farm a Private Retreat Offering Secluded Luxury on the James River
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Virginia's hottest destination getaway—Robbins Nest Farm. Situated on the majestic James River in historic C ...
From $295 per night (USD)VRBO
- 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 $240 per night (USD)
VRBO
It's Like Your Own Private Nature Reserve-Peaceful-New Beautiful Cabin!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
AWESOME FOR BIKING AND BIKING ON THE LAND, GREAT TRAILS AND AMAZING VIEWS! PRIVATE, ALL TO YOURSELF! Only Reserved gues ...
From $240 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 $274 per night (USD)
Expedia
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 $274 per night (USD)Expedia
- From $220 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 $220 per night (USD)VRBO
- From $350 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 $350 per night (USD)Expedia
- From $500 per night (USD)
VRBO
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)VRBO
- From $160 per night (USD)
Expedia
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 $160 per night (USD)Expedia
- 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 $103 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 $103 per night (USD)Expedia
- From $619 per night (USD)
VRBO
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 $619 per night (USD)VRBO
- 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 $110 per night (USD)
VRBO
Lovingston Get Away Lovingston, VA
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
We are located in the Village of Lovingston, VA. There are wineries, breweries, and distilleries. We have Wintergreen Sk ...
From $110 per night (USD)VRBO
- From $449 per night (USD)
Expedia
5 Bedroom Hilltop Villa with Hot Tub and Magnificent Views
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 15
This beautiful secluded hilltop home offers breathtaking panoramic views of the Blue Ridge Mountains and the graceful Ja ...
From $449 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 $338 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 $338 per night (USD)Expedia
- From $209 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 $209 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
- From $107 per night (USD)
VRBO
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 $107 per night (USD)VRBO
- From $226 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 $226 per night (USD)VRBO
- From $123 per night (USD)
VRBO
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 $123 per night (USD)VRBO
- From $159 per night (USD)
Expedia
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 $159 per night (USD)Expedia
- Click For Pricing
VRBO
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 PricingVRBO
- From $1700 per night (USD)
VRBO
Estate in Blue Ridge Foothills - 20 min to Charlottesville
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 14
**Outdoor Heated Pool** **Hot Tub** **Event Site** **Mountain Views** The perfect escape to the scenic Rockfish Valley ...
From $1700 per night (USD)VRBO
- From $253 per night (USD)
VRBO
Green House on the Hill - near route 151
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Nestled at the base of the beautiful Blue Ridge Mountains, this 3 bedroom home sleeps up to 10 guests with comfort. Loc ...
From $253 per night (USD)VRBO
- From $186 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 $186 per night (USD)VRBO
- From $265 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 $265 per night (USD)VRBO
- From $113 per night (USD)
Expedia
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)Expedia
- From $234 per night (USD)
VRBO
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 $234 per night (USD)VRBO
- From $266 per night (USD)
Expedia
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 $266 per night (USD)Expedia
- From $255 per night (USD)
VRBO
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)VRBO
- From $519 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 $519 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 $431 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 $431 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 $206 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 $206 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 $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)
Expedia
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)Expedia
- From $258 per night (USD)
VRBO
CritzerShop - route 151- walk to the Brewey!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Walk to Blue Mountain Brewery! Fiber Internet ( 1 Gbps ) for working stays. We are right on the main route of 151. This ...
From $258 per night (USD)VRBO
- From $139 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 $139 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 $229 per night (USD)
Expedia
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 $229 per night (USD)Expedia
- From $227 per night (USD)
VRBO
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 $227 per night (USD)VRBO
- From $582 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 $582 per night (USD)Expedia
- From $149 per night (USD)
VRBO
Cut Flower Farm: A Bountiful Getaway for Couples or Small Families.
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Welcome to HeartRock! Our cut flower farmette is stocked with modern comforts for all ages. A magical outdoor playgrou ...
From $149 per night (USD)VRBO
- From $428 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 $428 per night (USD)VRBO
- From $175 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 $175 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 $300 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 $300 per night (USD)VRBO
- From $260 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 $260 per night (USD)Expedia
- From $262 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 $262 per night (USD)VRBO
- From $485 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 $485 per night (USD)Expedia
- From $139 per night (USD)
VRBO
Cozy cabin for 2 w\/ great mt views & walking trails!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Sentosa Cabin is a sanctuary for nature lovers and a perfect couple's or single's getaway or anyone wanting to enjoy a p ...
From $139 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 $260 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 $260 per night (USD)VRBO
- From $476 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 $476 per night (USD)Expedia