Nelson Area Rentals
- From $243 per night (USD)
VRBO
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 $243 per night (USD)VRBO
- From $286 per night (USD)
VRBO
TRUE Ski-In\/Ski-Out Onto Eagle Swoop From The Convenience Of Your Deck
- Bedrooms:
- 2
- 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 $286 per night (USD)VRBO
- From $129 per night (USD)
VRBO
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 $129 per night (USD)VRBO
- From $519 per night (USD)
VRBO
Mountain Top Private Retreat
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 12
Our home towers on the highest peak at Wintergreen Resort. Each of the 4 levels has decks to enjoy the best sunset views ...
From $519 per night (USD)VRBO
- From $240 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 $240 per night (USD)VRBO
- From $130 per night (USD)
VRBO
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 $130 per night (USD)VRBO
- From $153 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 $153 per night (USD)VRBO
- From $675 per night (USD)
VRBO
Gorgeous mountain views from this luxury house w\/ upgraded amenities
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
Whether you are looking for a peaceful weekend getaway, or an active family reunion, enjoy resort living at its best in ...
From $675 per night (USD)VRBO
- From $164 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. Cleaning fees include Pre-Arrival sanitat ...
From $164 per night (USD)VRBO
- From $248 per night (USD)
Expedia
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 $248 per night (USD)Expedia
- From $185 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 $185 per night (USD)VRBO
- From $199 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 $199 per night (USD)VRBO
- From $150 per night (USD)
VRBO
True Ski In\/Out! Step off deck onto beginner slopes!
- 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 $150 per night (USD)VRBO
- From $315 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 $315 per night (USD)VRBO
- From $99 per night (USD)
VRBO
Beautifully Renovated
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This Quaint & Cozy little Gem is close to everything! Walk to the Lodge, Shops, Ski Lifts, Dining and Nightlife! A sho ...
From $99 per night (USD)VRBO
- From $515 per night (USD)
VRBO
Three Ridges Haven- Devils Backbone Brewing Company
- Bedrooms:
- 4
- 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 $515 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Hot Tub, Family Friendly and Great Location
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Our home has an open floor plan that is perfect for large families with a dining table that comfortably seats 12 people. ...
From $350 per night (USD)VRBO
- From $500 per night (USD)
VRBO
Beautiful 6-BR Home - Sleeps 16
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 16
Beautiful home with many features. Perfect for the next family vacation, vacationing with several other families, or a c ...
From $500 per night (USD)VRBO
- From $368 per night (USD)
VRBO
Walk to slopes and Mountain Inn\/First Floor Master and Queen Bedrooms
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This luxury home is conveniently located within walking distance to the Mountain Inn, Wintergreen Resort Ski & Snowboar ...
From $368 per night (USD)VRBO
- From $107 per night (USD)
VRBO
Eagles Court Slopeside Condo, Wifi, Walk to everything!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
138 Eagle’s Court is the place to stay! This gated condo is perfectly situated at Wintergreen Resort. Updated this spri ...
From $107 per night (USD)VRBO
- From $908 per night (USD)
VRBO
Berry Hill Lake - Cabin w\/ Pool & Hot Tub - Pet Friendly - Private Lake
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
View more information @ https://berryhilllake.com/ Berry Hill Lake is a mountain getaway featuring a new, modern-rustic ...
From $908 per night (USD)VRBO
- From $265 per night (USD)
VRBO
Briarpatch - Luxury 4BR House - in Wintergreen Retreat Collection of fine Homes!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Briarpatch is an upscale vacation rental home within Virginia’s Wintergreen Resort located in the prestigious Devil's Kn ...
From $265 per night (USD)VRBO
- From $98 per night (USD)
VRBO
Peace like a river, love like a mountain
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Wintergreen Resort we’re not, but if you’re looking for a cozy (800-900 sq. ft.) mountain cabin with most of the comfor ...
From $98 per night (USD)VRBO
- From $300 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 $300 per night (USD)VRBO
- Click For Pricing
VRBO
Best True \"Ski-In, Ski-Out\" 2 Bedroom Condo at Wintergreen, Beautiful, like new.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
At the top of Dobie this beautiful 2-bedroom condo has been exquisitely rebuilt and has true ski-in and ski-out off of t ...
Click For PricingVRBO
- From $213 per night (USD)
VRBO
Take in the views at Wintergreen. Book now for spring\/summer- Pet friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
PLEASE READ FULL DESCRIPTION BEFORE BOOKING Beautiful 2bd/2bath condo at Wintergreen-Sleeps 4! Our condo is perfect for ...
From $213 per night (USD)VRBO
- From $286 per night (USD)
VRBO
Newly Remodeled 3BR\/2BA Ski Chalet off Tyro Slope
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
We have just completed a 100% renovation of this quaint Austrian styled 3BR/2BA ski chalet just one row off the Tyro Slo ...
From $286 per night (USD)VRBO
- From $200 per night (USD)
VRBO
2bed\/2bath at Overlook-Family and dog friendly! 🐕
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
PLEASE READ FULL DESCRIPTION BEFORE BOOKING Come get away from it all! This well-appointed 2 bedroom, 2 bathroom condo ...
From $200 per night (USD)VRBO
- Click For Pricing
VRBO
Wintergreen Resort- Perfect home base for skiing, wedding guests, & more!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
PLEASE READ FULL DESCRIPTION BEFORE BOOKING Need to get away? This well-appointed and spacious townhome is perfect for ...
Click For PricingVRBO
- From $251 per night (USD)
VRBO
Best Location! Ski In \/ Ski Out - 1st Floor- Slopeside Dobie Condo; WIFI
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
We are slope side with a full view to the North/East, Dobie Mountain Condominium by: 2 Bedroom, 2 Bath. Granite counter ...
From $251 per night (USD)VRBO
- From $920 per night (USD)
VRBO
Luxury Chalet, Best Views in Virginia
- Bedrooms:
- 6
- 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 $920 per night (USD)VRBO
- From $86 per night (USD)
VRBO
Relaxing Mountain Getaway\/Pets Ok\/Steps Skiing, Golf, Spa, Pools, & Tennis
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Wintergreen! Renee and I invite you to rent our fully furnished two bedroom two full bath condo located ju ...
From $86 per night (USD)VRBO
- From $392 per night (USD)
VRBO
Family friendly townhome that sleeps 10!!!! Book for fall\/ski season ❄️
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
PLEASE READ FULL DESCRIPTION BEFORE BOOKING Located within walking distance of the highlands ski slope is this large 2, ...
From $392 per night (USD)VRBO
- From $333 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 $333 per night (USD)VRBO
- From $504 per night (USD)
VRBO
Wintergreen MTN Chateau + Near Slopes + hikes + 151 breweries\/wineries
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to our newly updated and cozy mountain chateau, w/seasonal mountain views! The entire home is nestled in the hea ...
From $504 per night (USD)VRBO
- From $197 per night (USD)
VRBO
New rental ! Fairy Tale Cottage
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Come and relax by the cozy gas fireplace, enjoy a hot chocolate after hiking one of the many trails at Wintergreen or a ...
From $197 per night (USD)VRBO
- From $153 per night (USD)
VRBO
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 $153 per night (USD)VRBO
- From $380 per night (USD)
VRBO
Tranquil mountain home. Close to the Appalachian and Shamokin Springs Trails!!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Fantastic, multi-level home on a beautiful, private lot nestled in the Blue Ridge Mountains at Wintergreen Resort. Winte ...
From $380 per night (USD)VRBO
- From $99 per night (USD)
VRBO
Open to potential seasonal rentals. Message for details. Ski season 2023-2024
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Snowbody Knows Condo is close to the ski lifts, but private enough to watch the deer walk in the woods. Sleep 4 -- Quee ...
From $99 per night (USD)VRBO
- From $410 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 $410 per night (USD)VRBO
- From $997 per night (USD)
VRBO
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 $997 per night (USD)VRBO
- From $190 per night (USD)
VRBO
Recent improvements, walk to events, trails and slopes, 2BR+loft, 2BA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Clean, Comfortable and Convenient! Free WiFi. Walk to slopes and skip the shuttle & the busy day parking. This nicely ...
From $190 per night (USD)VRBO
- From $750 per night (USD)
VRBO
Renovated Farmhouse in the heart of Afton, VA with outstanding views!
- Bedrooms:
- 5
- 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 $750 per night (USD)VRBO
- From $650 per night (USD)
VRBO
Reconnect with family & friends at our large, private, stylish Wintergreen home
- Bedrooms:
- 5
- 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 $650 per night (USD)VRBO
- From $455 per night (USD)
VRBO
Hiker’s paradise plus NEW HOT TUB!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Wintergreen mountain house located yards from the Blue Ridge Parkway and Appalachian Trail! Whether you are skiing in th ...
From $455 per night (USD)VRBO
- From $289 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 $289 per night (USD)VRBO
- From $242 per night (USD)
VRBO
Three Timbers at Wintergreen Resort - Walk to Slopes!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
We invite you to bring your family and friends to enjoy Three Timbers, our beautifully decorated and completely updated ...
From $242 per night (USD)VRBO
- From $350 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 $350 per night (USD)VRBO
- Click For Pricing
VRBO
Relaxing House in the mountain\/Fireplace\/Pet Friendly\/Close to slopes
- Bedrooms:
- 4
- 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 PricingVRBO
- From $746 per night (USD)
VRBO
Marley's Cabin - a five star getaway on Wintergreen mountain
- Bedrooms:
- 4
- 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 $746 per night (USD)VRBO
- Click For Pricing
VRBO
ENDLESS VIEWS, mountain top condo, new wraparound deck, wood burning fireplace
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Relax and recharge enjoying the SPECTACULAR views in our 2 BR, 2 BA, end unit, mountain top condo in Overlook. Perfect f ...
Click For PricingVRBO
- From $600 per night (USD)
VRBO
LUXURY slope side!Luxurious all four seasons.Ski in\/Ski out.Beautiful renovation
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
LUXURY mountainside views slope side, gorgeous! Resort living with detailed design attention, ski in/ski out. COMPLETED ...
From $600 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
- From $405 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 $405 per night (USD)VRBO
- From $278 per night (USD)
VRBO
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 $278 per night (USD)VRBO
- From $200 per night (USD)
VRBO
It's Like Your Own Private Nature Reserve-Peaceful-New Beautiful Cabin!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
AWESOME FOR HIKING AND BIKING ON THE LAND, GREAT TRAILS AND AMAZING VIEWS! Quote from a guest: THIS PLACE IS TRULY A TRE ...
From $200 per night (USD)VRBO
- 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 $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
- 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 $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 $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
- 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 $258 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 $258 per night (USD)Expedia
- 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 $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 $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 $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 $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 $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 $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 $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 $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 $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
- 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 $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 $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 $358 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 $358 per night (USD)VRBO
- 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 $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
- 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 $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 $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 $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 $250 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 $250 per night (USD)VRBO
- From $429 per night (USD)
VRBO
Black Bear Lodge @ Wintergreen- Sleeps 12- 5bd\/4ba Ski! Sky! More Space to Play!
- Bedrooms:
- 5
- 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 $429 per night (USD)VRBO
- From $175 per night (USD)
VRBO
Summertime Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Our family vacation condo rests on the ground floor of Stone Ridge, offering a walk-out patio which overlooks the 18th ...
From $175 per night (USD)VRBO
- From $270 per night (USD)
VRBO
Beautiful condo at The Vistas, relax and enjoy the mountain view, book now!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Kick back and relax at our 3 bedroom 3 bathroom condo on the ridge! With beautiful views of the mountains, the valley, a ...
From $270 per night (USD)VRBO
- From $248 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 $248 per night (USD)VRBO
- From $95 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 $95 per night (USD)VRBO
- From $254 per night (USD)
VRBO
2Br+Loft Cabin, Beautiful Mountain View, Steps to slopes! Holiday cancellation!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
**New Winter Holiday dates just opened up!** Eagle's Lookout is located in Wintergreen's Treeloft Village, just 100 ste ...
From $254 per night (USD)VRBO
- From $600 per night (USD)
VRBO
Virginia Blue Ridge Mountains - Wintergreen Resort\/Devils Knob
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 11
Enjoy this beautifully furnished house with screened porch, expansive decks, and magnificent views of the Virginia Blue ...
From $600 per night (USD)VRBO
- From $492 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 $492 per night (USD)VRBO
- From $194 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 $194 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Ski-in\/Ski-out condo with mountain views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 9
Our beautifully remodeled 2 bedroom ski-in/ski-out condo has amazing Mountain Views and is centrally located with easy a ...
From $200 per night (USD)VRBO