Nelson Area Rentals
From $229 per night (USD)VRBO
Mtn View at Swoopside Hideaway: Walk to Everything
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Stay at the heart of Wintergreen Resort at Swoopside Hideaway, a wonderful 2BR, 1.5BA condo perched right on the Eagles ...
From $229 per night (USD)VRBO
From $180 per night (USD)VRBO
Country Roads Take Me Home.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Chimneys…. Ideal for the nature lover, hiker and adventure seeking individual looking for a truly rustic getaway. Fi ...
From $180 per night (USD)VRBO
From $540 per night (USD)VRBO
The Moose Lodge-Hot Tub/Game Room/Fire Pit/Grill/Walk to Slopes-0.7mi to Lodge
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Welcome to The Moose Lodge at Wintergreen – Your Mountain Escape Awaits! Gather your family and friends and make unforg ...
From $540 per night (USD)VRBO
From $453 per night (USD)VRBO
Summer Music Festival - Luxe Cliff House Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Discover the perfect getaway at Boho Cliff House, a stunning 3BR, 2BA home nestled in the heart of Wintergreen Resort. I ...
From $453 per night (USD)VRBO
From $360 per night (USD)VRBO
\"Glass & Pine\" Home close to Bold Rock & Vineyards
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Nestled in the breathtaking Blue Ridge Mountains of Nellysford, VA, this newly built contemporary home is perfect for na ...
From $360 per night (USD)VRBO
From $220 per night (USD)VRBO
Uncork and Unwind ! Perfect Mountain Retreat at Wintergreen Resort !
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Uncork and unwind Mountain Retreat Whether you are looking for a romantic getaway, a fun family trip or even just a pl ...
From $220 per night (USD)VRBO
From $786 per night (USD)VRBO
The Stay at The Wildland
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
The Stay at The Wildland is a non-toxic, peaceful retreat for the whole family, bordered by the historic James River and ...
From $786 per night (USD)VRBO
From $289 per night (USD)Expedia
Serenity Summit Springtime - Your Family Retreat!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Discover the perfect getaway at Serenity Summit, a stunning 3BR, 3.5BA home nestled in the heart of Wintergreen Resort. ...
From $289 per night (USD)Expedia
From $260 per night (USD)VRBO
Gorgeous Tiny Home on Cliff's Edge - 4WD/AWD Access Only
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Affectionately referred to as "Tiny," your home away from home has all the comforts: a small but mighty kitchen stocked ...
From $260 per night (USD)VRBO
From $888 per night (USD)Expedia
Your Spring Retreat! The View at Crawfords Edge - Trails+Tastings+Peace
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to The View at Crawfords Edge—a luxurious 4BR/4 ensuite bath mountain retreat nestled on top of Wintergreen Resor ...
From $888 per night (USD)Expedia
From $571 per night (USD)VRBO
Hilltop Escape At Wintergreen
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 14
Nestled amid the pristine beauty of the towering mountains, this home provides the perfect alpine escape for those seeki ...
From $571 per night (USD)VRBO
From $330 per night (USD)Expedia
Rockfish Valley Retreat- Wintergreen
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Welcome to Rockfish Valley Retreat! A perfect location to enjoy ALL that Wintergreen & Nelson County has to offer! Enj ...
From $330 per night (USD)Expedia
From $318 per night (USD)VRBO
TRUE Ski-In/Ski-Out Onto Eagle Swoop From The Convenience Of Your Deck
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
True Ski-In / Ski-Out onto Eagle Swoop Slope from a newly renovated lower level, 2 bedroom condo. Nestle into this cozy ...
From $318 per night (USD)VRBO
From $177 per night (USD)Expedia
Travelers' Rest--Your Wintergreen Retreat in the Center of it All!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wintergreen Resort, high in Virginia's Blue Ridge Mountains, features a multitude of outdoor activities, or you can just ...
From $177 per night (USD)Expedia
From $302 per night (USD)VRBO
Golf Front Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
3 Bedroom + Loft and Basement, 2 Bath on Devil's Knob #5 Beautiful, custom built and spacious three bedroom home locate ...
From $302 per night (USD)VRBO
From $146 per night (USD)Expedia
White Rock Cabin
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
White Rock Cabin Enjoy the feeling of camping/glamping, while having the comfort of a regular cottage. Sit in the hot tu ...
From $146 per night (USD)Expedia
From $1284 per night (USD)VRBO
Luxury Chalet, Best Views in Virginia
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 16
Welcome to Blackrock Manor, a one-of-a-kind luxury chalet in the heart of Wintergreen. Experience spectacular mountain v ...
From $1284 per night (USD)VRBO
From $221 per night (USD)VRBO
Golf, Spa, Wine,or just a quiet getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
3-bedroom, 2-bathroom condo in Wintergreen Resort. Comfortable quiet condo on Devil s Knob Golf Course. Comfortably slee ...
From $221 per night (USD)VRBO
From $861 per night (USD)VRBO
Modern Mountain Retreat: Hot Tub, Chef's Kitchen, Game Room & Ski Access
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to your dream getaway at Wintergreen Resort — a stylish, fully renovated mountain retreat that blends high-end c ...
From $861 per night (USD)VRBO
From $212 per night (USD)VRBO
Great Laurelwood Condo Walk to Slopes, The Market & Restaurants!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
New Double Oven, Microwave, Dishwasher, HVAC, Windows and Sliding Glass Door. Leave the bulky kid stuff at home, unit ...
From $212 per night (USD)VRBO
From $166 per night (USD)VRBO
100 yards to Tyro slope Nestled in the woods
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Walk 100 yards to the Tyro slope. This is a cozy updated cabin tucked in the Wintergreen Forest. Come enjoy that mountai ...
From $166 per night (USD)VRBO
From $720 per night (USD)VRBO
Three Ridges Haven- Devils Backbone Brewing Company
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
A luxury-style home located on the acres of Devils Backbone Basecamp Brewpub & Meadows. Nestled at the base of Three Rid ...
From $720 per night (USD)VRBO
From $458 per night (USD)VRBO
Walk to slopes and Mountain Inn/First Floor Master and Queen Bedrooms
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This luxury home is conveniently located within walking distance to the Mountain Inn, Wintergreen Resort Ski & Snowboar ...
From $458 per night (USD)VRBO
From $161 per night (USD)VRBO
Eagles Court Slopeside Condo, Wifi, Walk to everything!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
138 Eagle’s Court is the place to stay! This gated condo is perfectly situated at Wintergreen Resort. Updated this spri ...
From $161 per night (USD)VRBO
From $1328 per night (USD)VRBO
Berry Hill Lake - Cabin w/ NEW Infinity Pool - Pet Friendly - Private Lake
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 18
Berry Hill Lake is a mountain getaway featuring a new, modern-rustic 4-bedroom, 3.5-bath home overlooking a private 2-ac ...
From $1328 per night (USD)VRBO
From $326 per night (USD)Expedia
Briarpatch - Luxury 4BR House - in Wintergreen Retreat Collection of fine Homes!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Briarpatch is an upscale vacation rental home within Virginia’s Wintergreen Resort located in the prestigious Devil's Kn ...
From $326 per night (USD)Expedia
From $334 per night (USD)VRBO
Dobie condo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Please note. If you want access to pool/fitness center it is $10/day/person AND I have to get all names at time of BO ...
From $334 per night (USD)VRBO
From $208 per night (USD)VRBO
High Lonesome Cabin...Elevate Your Soul! Peaceful Seclusion
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Hi Folks! BEFORE YOU CONTACT US (and if you get past this paragraph we encourage you to!) we have a 4 adult maximum and ...
From $208 per night (USD)VRBO
From $253 per night (USD)VRBO
2BR Ski-In Ski Out Condo!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Walk out the door, put on your skis, and you’re off! Beautiful Wintergreen Mountain 2BR / 2BA ski-in / ski-out condo on ...
From $253 per night (USD)VRBO
From $197 per night (USD)VRBO
BOTTOM FLOOR DOBIE, MANY UPDATES, BEST SKI LOCATION\n
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This is one of a very few ground-floor, two-bedroom condos located on the beginner slopes. Wake up to panoramic mountain ...
From $197 per night (USD)VRBO
From $417 per night (USD)VRBO
Wintergreen Retreat - bespoke luxury post & beam home on Devils Knob loop
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
The Wintergreen Retreat is a vacation rental home within the Wintergreen Resort in Virginia in the prestigious Devil's K ...
From $417 per night (USD)VRBO
From $129 per night (USD)VRBO
Beautifully Renovated
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This quaint and cozy gem is ideally situated near all the attractions you desire! Enjoy leisurely walks to the Lodge, sh ...
From $129 per night (USD)VRBO
From $259 per night (USD)VRBO
Remodeled 3BR/2BA Ski Chalet off Tyro Slope
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This quaint remodeled Austrian styled 3BR/2BA ski chalet just one row off the Tyro Slopes. The unit has been completely ...
From $259 per night (USD)VRBO
From $418 per night (USD)VRBO
Amazing 5 bedroom, 4 bath ski front home near the top of Tyro * NOW WITH HOT TUB
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Beautiful ski in/ski out slope side home! 5 bedroom 4 bath with open great room. Gourmet kitchen, large dining room tabl ...
From $418 per night (USD)VRBO
From $483 per night (USD)VRBO
New rental ! Fairy Tale Cottage
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
*Please note: House does not have AC* Come and relax by the cozy gas fireplace, enjoy a hot chocolate after hiking one o ...
From $483 per night (USD)VRBO
From $134 per night (USD)Expedia
Walk to Market/Private community outdoor pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Come enjoy our cozy condo. It is clean and nicely decorated. It is walking distance of the slopes and The Market at Win ...
From $134 per night (USD)Expedia
From $158 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 $158 per night (USD)VRBO
From $1185 per night (USD)Expedia
Cabin By The Falls
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Cabin By The Falls (@cabinbythefalls) sits on 40 private acres adjacent to the National Forest with the Tye River flowin ...
From $1185 per night (USD)Expedia
From $314 per night (USD)VRBO
Recent improvements, walk to events, trails and slopes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Clean, Comfortable and Convenient! Free Internet (FireFly Fiber Optic Broadband, 1Gbps) Walk to slopes and skip the shu ...
From $314 per night (USD)VRBO
From $1053 per night (USD)Expedia
Renovated Farmhouse in the heart of Afton, VA with outstanding views!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
The Lewis Catherine House, built in 1905, has undergone a full renovation; allowing this home to welcome groups of peopl ...
From $1053 per night (USD)Expedia
From $997 per night (USD)VRBO
Reconnect with family & friends at our large, private, stylish Wintergreen home
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
No need to leave the things you love about your home behind when you vacation! Our home features floor to ceiling windo ...
From $997 per night (USD)VRBO
From $536 per night (USD)Expedia
Hiker’s paradise! Come relax this summer!!!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Wintergreen mountain house located yards from the Blue Ridge Parkway and Appalachian Trail! Whether you are skiing in th ...
From $536 per night (USD)Expedia
From $345 per night (USD)VRBO
Gorgeous, spacious 4 bedroom home in Wintergreen Resort
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our oasis in the mountains! This comfortable, spacious, and airy 4 bedroom/3 bathroom (approx 2600 square fe ...
From $345 per night (USD)VRBO
From $499 per night (USD)VRBO
Classic Ski Chalet with Hot Tub, EV Charger. Views-skiing-tennis-hiking-golf!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Bring your family to enjoy Three Timbers, our family's beautifully decorated and updated home, a classic timber-frame mo ...
From $499 per night (USD)VRBO
From $439 per night (USD)VRBO
Find peace at Dove's Landing at Wintergreen resort - \nfamily- and pet-friendly!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 13
Located in the heart of Wintergreen Resort with all the family-friendly activities that make the Mountain famous - great ...
From $439 per night (USD)VRBO
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Relaxing House in the mountain/Fireplace/Pet Friendly/Close to slopes
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Pet friendly, 5 bedrooms 3.5 bathroom charming house close to the top of the mountain. Huge open space on first level wi ...
Click For PricingExpedia
From $726 per night (USD)VRBO
Marley's Cabin - a five star getaway on Wintergreen mountain
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy dramatic views of the Blue Ridge Mountains from Marley’s Cabin on Wintergreen Mountain, located in the heart of Ce ...
From $726 per night (USD)VRBO
From $301 per night (USD)Expedia
Spectacular mountain home perfect for multiple families! Just added '80s arcade!
- 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 $301 per night (USD)Expedia
From $474 per night (USD)VRBO
Large and Luxurious Exec 5BR Chalet
- Bedrooms:
- 4
- 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 $474 per night (USD)VRBO
From $329 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 $329 per night (USD)Expedia
From $530 per night (USD)VRBO
The Wintergreen Chalet
- Bedrooms:
- 4
- 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 $530 per night (USD)VRBO
From $524 per night (USD)VRBO
5 BR, Sleeps 14, Hot Tub, EV Charger, Golf Course Views
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Blue Ridge Rose is a three level home in Wintergreen Resort overlooking the sixth green and fairway of the Devils Knob’s ...
From $524 per night (USD)VRBO
From $189 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 $189 per night (USD)VRBO
From $249 per night (USD)Expedia
Beautiful Farmhouse On 11 Heavenly Acres
- Bedrooms:
- 1
- 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 $249 per night (USD)Expedia
Click For PricingVRBO
Wintergreen Resorts newest gem! Over 3800 sf!
- Bedrooms:
- 5
- 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 $314 per night (USD)Expedia
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 $314 per night (USD)Expedia
From $254 per night (USD)VRBO
House on the slopes Ski-in/out
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Enjoy this charming 3-bedroom, 2-bathroom house located on the slopes of Tyro. Step outside, strap on your boards or ski ...
From $254 per night (USD)VRBO
From $755 per night (USD)Expedia
Modern Luxury Mountain Home within Wintergreen Retreat Collection
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 18
With gorgeous mountain views of the Blue Ridge and Blackrock Village this luxury mountain home is one of the largest in ...
From $755 per night (USD)Expedia
From $2021 per night (USD)VRBO
Estate in Blue Ridge Foothills - 20 min to Charlottesville
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
**Outdoor Heated Pool** **Hot Tub** **Event Site** **Mountain Views** The perfect escape to the scenic Rockfish Valley ...
From $2021 per night (USD)VRBO
From $139 per night (USD)Expedia
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 $139 per night (USD)Expedia
From $533 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 $533 per night (USD)VRBO
From $332 per night (USD)Expedia
3 hour Kayak trip for Free! The heart of Nelson, 140 acres,mile of river trails!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Only Reserved guests are allowed in the cabin. Hunting and the use of any firearm is Not permitted anywhere on the prope ...
From $332 per night (USD)Expedia
From $225 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 $225 per night (USD)VRBO
From $137 per night (USD)Expedia
2 minutes from the shops and activities; Cozy 1 bedroom end unit.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Charming recently updated cozy 1 bedroom, 1 bath condo with private parking. Less than 2 minute walk to ski slopes and M ...
From $137 per night (USD)Expedia
From $355 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 $355 per night (USD)VRBO
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Gorgeous golf-front home with 2 living spaces, a fireplace, and high-speed wifi
- Bedrooms:
- 3
- Bathrooms:
- 4
- 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 $289 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 $289 per night (USD)VRBO
From $350 per night (USD)VRBO
Luxurious Family Friendly Mountain Home! Great Location on Devils Knob
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Beautiful family friendly mountain home in a great location within the Wintergreen Resort on the prestigious Devil’s Kno ...
From $350 per night (USD)VRBO
From $434 per night (USD)VRBO
Private Mountain Lodge with Panorama Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This 4 bedroom / 3 bathroom beautiful mountain chalet with gorgeous panorama views offers ample space inside and out! L ...
From $434 per night (USD)VRBO
From $281 per night (USD)VRBO
Relaxing and Quiet 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 $281 per night (USD)VRBO
From $139 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 $139 per night (USD)VRBO
From $240 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 $240 per night (USD)VRBO
From $233 per night (USD)VRBO
Peaceful Mountain Get Away
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Attractive Mountain home in Rodes Valley Nellysford,Va. Just minutes away from Vineyards, brewery's, hiking and skiing. ...
From $233 per night (USD)VRBO
From $220 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 $220 per night (USD)VRBO
From $622 per night (USD)VRBO
Luxury Black Bear Lodge: Stunning 4 Season Mountain Views! Perfect for Families.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
The snow is here! Be the envy of your neighbors with panoramic views ALL year long! Step out on your private deck and b ...
From $622 per night (USD)VRBO
From $303 per night (USD)VRBO
Best view in Wintergreen! Large, comfortable 3 bedroom, 3 bath condo.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
3-bedroom 3-bathroom condo in The Vistas with beautiful views of the mountains, the valley, and the slopes. Perfect for ...
From $303 per night (USD)VRBO
From $136 per night (USD)VRBO
Beautiful 2BR/2BA - DOG FRIENDLY -- Great LOW Rates
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2BR/2BA condo on the mountain golf course in the Wintergreen Resort. The condo has a queen size bed in the master bedroo ...
From $136 per night (USD)VRBO
From $356 per night (USD)VRBO
Beautiful Mountain View - Last minute July 4th Availability!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Eagle's Lookout is located in Wintergreen's Treeloft Village, just 100 steps from the ski slopes. Our house delivers stu ...
From $356 per night (USD)VRBO
From $270 per night (USD)VRBO
Ski-In/Out, Beautiful Mountain & Valley Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Beautiful two-level 3 bedroom/3 bathroom condo in the Highlands with open floor plan and fantastic mountain and valley v ...
From $270 per night (USD)VRBO
From $221 per night (USD)VRBO
Beautifully Located Wintergreen Resort home in the valley off 151
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Relax at our cozy Wintergreen cabin/'modern farmhouse' nestled in a breath-taking valley of the Blue Ridge mountains. I ...
From $221 per night (USD)VRBO
From $710 per night (USD)VRBO
Mountain-Top Retreat w/ 3 Master BR,Expansive Desks and Panoramic Window Views
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 11
Enjoy this beautifully furnished house with screened porch, expansive decks, and magnificent views of the Virginia Blue ...
From $710 per night (USD)VRBO
From $581 per night (USD)VRBO
Walking Distance To Mountain Inn, Great Location For Your Mountain Getaway
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Located just past the Mountain Inn, our home is newly furnished with all the comforts of home. Just .4 miles from the M ...
From $581 per night (USD)VRBO
From $249 per night (USD)VRBO
Cozy Mountain Retreat! Short walk to slopes/hiking trails/restaurants.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Our townhouse is in a great location. It's quiet and tucked away, but at the same time only a short distance to many poi ...
From $249 per night (USD)VRBO
From $279 per night (USD)Expedia
Afton Station Cottage -Beautifully Renovated Blue Ridge Scenic Historic Setting
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our house is nestled on the eastern slope of Afton Mountain just below Rockfish Gap in the northern tip of Historic Nels ...
From $279 per night (USD)Expedia
From $508 per night (USD)VRBO
Fantastic Mountain & Valley Views! Top of the Mountain & Close to the Resort!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 14
Bright and open Wintergreen contemporary 5 bedroom home perfectly situated on the top of Black Rock Mountain. Gorgeous ...
From $508 per night (USD)VRBO
From $249 per night (USD)VRBO
Wintergreen Resort Home, @ top of mountain with shuttle acces to Ski Lifts
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
One of the nicest homes and BEST VALUES at Wintergreen! Rental of this 4-bedroom, 4-bath home The FREE SHUTTLE SERVICE ...
From $249 per night (USD)VRBO
From $629 per night (USD)VRBO
Fulton Belle Vue - Beautiful fully renovated Farmhouse in Afton-great location.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 11
Fulton Belle Vue is a completely renovated Farmhouse conveniently located in the heart of the 151 Brew Trail and close t ...
From $629 per night (USD)VRBO
From $232 per night (USD)VRBO
Fleetwood (c. 1809) - A renovated landmark
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Built in 1809 as a country home and renovated in 2019, Fleetwood is great balance of old-world charm and modern convenie ...
From $232 per night (USD)VRBO
From $286 per night (USD)VRBO
Dobie,1st floor,Slope side,End unit, Heart of Wintergreen 3 bedroom 3 bath
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This first floor, slope slide condominium is located in the heart of Wintergreen with ski in and ski out access. Hiking ...
From $286 per night (USD)VRBO
From $214 per night (USD)VRBO
Wild Wintergreen Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 bedroom/ 2 bath condo located at Wintergreen Resort is awaiting your visit. It’s newly updated with stainless steel ap ...
From $214 per night (USD)VRBO
From $148 per night (USD)VRBO
Blue Ridge Retreat: Your Cozy Mountain Getaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Luxury condo completely renovated and furnished with all you need for an exceptional stay. Whether you enjoy the winerie ...
From $148 per night (USD)VRBO
From $147 per night (USD)Expedia
Priced to rent! Amazing views. Overlooking Black Diamond Slope
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This ski front view property offers the best of both worlds. Walk to the advanced ski slopes or enjoy breath-taking view ...
From $147 per night (USD)Expedia
From $513 per night (USD)VRBO
Beautiful Mountain House Close to the Slopes
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 11
Enjoy the rustic mountain feeling and still have the modern day comforts. This house has three lovely updated bedrooms ...
From $513 per night (USD)VRBO
From $217 per night (USD)VRBO
Location, location, location mountain side in Wintergreen Mountain Village
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Best location at Wintergreen Resort! 2 bedroom, 1.5 bath slope side condo on Eagles Swoop Ski Slope! Eagles Court is a ...
From $217 per night (USD)VRBO
From $204 per night (USD)VRBO
2 Bdrm Condo - Mountain Views, Great for Skiing & Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 Bedroom & 2 Bath Condo with all of the modern day amenities. Located at the top of Wintergreen Resort with ideal locat ...
From $204 per night (USD)VRBO
From $707 per night (USD)VRBO
July 4th - Wintergreen - Beautiful 5BR House
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
The area is perfect for comfortable gatherings and relaxation. The 1st floor features a large and spacious kitchen, dini ...
From $707 per night (USD)VRBO
From $218 per night (USD)VRBO
*Having cabin fever at home?* Come stay at our cabin!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This adorable cabin at Wintergreen has 3 bedrooms, 2 bathrooms with wood burning fireplace, large front deck with propa ...
From $218 per night (USD)VRBO
From $477 per night (USD)Expedia
COMPLETELY RENOVATED with breathtaking VIEWS
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This completely renovated condo unit in Wintergreen resort is brand new to the rental market. All brand new furniture a ...
From $477 per night (USD)Expedia
From $185 per night (USD)VRBO
Spring Special 💲125 Sun-Thu💲165 Fri-Sat Pets ok
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome! Come up and relax and enjoy our mountain home, we affectionately call "Mrs. Bear”. She has a long private dri ...
From $185 per night (USD)VRBO
From $253 per night (USD)Expedia
Freshwater Field Cabin
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
The Freshwater Field Cabin is very private, nestled in a mountain hollow, but only 5 miles from route 29. It is rustic ...
From $253 per night (USD)Expedia