Nelson Area Rentals
From $151 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 $151 per night (USD)VRBO
From $437 per night (USD)VRBO
Mima’s Mountain House with Mountain view/Creekside view
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Relax with family & friends at this peaceful creekside mountain retreat. The summit of The Priest can be viewed from t ...
From $437 per night (USD)VRBO
From $363 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 $363 per night (USD)VRBO
From $247 per night (USD)VRBO
Laurelwood Condo, Walk to Slopes, The Market & Restaurants + NFL Sunday Ticket
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Fall is a great time for hiking and football - Now includes YouTubeTV & NFL SUNDAY Ticket! Leave the bulky kid stuff ...
From $247 per night (USD)VRBO
From $239 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 $239 per night (USD)VRBO
From $622 per night (USD)Expedia
The Bear's Den at Wintergreen- 6 Bedroom
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 15
Welcome to the Bear's Den, a comfortable three story home in Wintergreen Resort for family and friends to make mountain ...
From $622 per night (USD)Expedia
From $700 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 $700 per night (USD)VRBO
From $609 per night (USD)VRBO
Walk to slopes and Mountain Inn/First Floor King Primary and a Queen Bedroom
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This luxury home is conveniently located within walking distance to the Mountain Inn, Wintergreen Resort Ski & Snowboar ...
From $609 per night (USD)VRBO
From $244 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 $244 per night (USD)VRBO
From $966 per night (USD)Expedia
Berry Hill Lake - Private Luxury Family Resort w/ Pool & Hot Tub - Pet Friendly
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
Berry Hill Lake is a mountain getaway featuring a new, modern-rustic 4-bedroom, 3.5-bath home overlooking a private 2-ac ...
From $966 per night (USD)Expedia
From $616 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 $616 per night (USD)VRBO
From $652 per night (USD)Expedia
Farmhouse getaway for family vacations and friend retreats - heated pool
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Elmwood Acres is a renovated farmhouse with a heated pool situated among 100+ acres of cattle pastures and orchards. 4 B ...
From $652 per night (USD)Expedia
From $487 per night (USD)VRBO
Clean family-friendly 5BR in the HEART of Virginia's Wine Country
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 13
Come to Sunnyside! A new 5 bedroom home with game room, hot tub, and space for 12 people on 4 acres on a private farm ro ...
From $487 per night (USD)VRBO
From $360 per night (USD)Expedia
Charming large farmhouse, farm animals, 27 acre, close wineries, hiking, history
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Enjoy our large charming farmhouse, open concept kitchen, large comfortable bedrooms, stocked movie room, harvest table ...
From $360 per night (USD)Expedia
From $323 per night (USD)VRBO
Spy Run Hideaway is a 1/2 mile from the Blue Ridge Parkway & pet friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Spy Run Hideaway is truly a one-of-a-kind experience that is quiet and secluded on 17 acres that is nestled in the Blue ...
From $323 per night (USD)VRBO
From $560 per night (USD)Expedia
Hickory Hideaway- 5 BR 4 BA with game room and indoor fire place
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to the Hickory Hideaway! This 5 BR, 4 BA home is located in the heart of Wintergreen Resort. The home features ...
From $560 per night (USD)Expedia
From $1007 per night (USD)VRBO
RockFish Estate | The 100 Collection | HotTub
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 20
Summary: Family Reunions, Corporate Retreats - Featuring 120 Acre Estate w/ 2500ft of Pristine River, Lodge, Cabin, Cot ...
From $1007 per night (USD)VRBO
From $353 per night (USD)Expedia
Whispering Creek Hot Tub Pool TennisGolf King Beds
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
4min to Ski. Nestled next to a perennial mountain stream in Wintergreen Resport this cozy 3 bedroom, 2.5 bath house with ...
From $353 per night (USD)Expedia
From $1084 per night (USD)VRBO
Luxury mountain home Ski- in-Ski out
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 9
Gorgeous Blue Ridge Mountain Weekend Escape! Well mannered Pets welcomed with owners permission. Must ask ahead. We welc ...
From $1084 per night (USD)VRBO
From $381 per night (USD)Expedia
Spacious + Serene Mtn Top Escape, 4 En Suites
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to our mountain top home, just minutes from the heart of the resort, connected to walking trails, and with spect ...
From $381 per night (USD)Expedia
From $290 per night (USD)VRBO
Historic Bungalow 30 minutes from Wintergreen
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Lovingly restored historic Bungalow. The whole family will be comfortable in this spacious 2 br 1 ba home. Hang out on ...
From $290 per night (USD)VRBO
From $674 per night (USD)Expedia
Welcome to our stunning 3-bedroom, 2-bathroom house nestled in the heart of Wintergreen, Virginia.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to this enchanting 3-bedroom, 2-bathroom home located in the picturesque Wintergreen, VA. This delightful mounta ...
From $674 per night (USD)Expedia
From $641 per night (USD)VRBO
Roudy’s Retreat: Secluded Mountain Cabin with Hot Tub and Private Pond
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 10
Escape to this spacious retreat with a hot tub and everything you need to get away. The wooden interior will take you to ...
From $641 per night (USD)VRBO
From $699 per night (USD)Expedia
Luxury, Curated Lakefront Cabin with New Hot Tub. Near Breweries and Vineyards!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Experience a one of a kind, carefully curated and centrally-located authentic log cabin know as Moondance at Lakeland Lo ...
From $699 per night (USD)Expedia
From $187 per night (USD)VRBO
Tiny Luxury Retreat: Lake, Hikes, Brews & Vines
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Welcome to our luxurious tiny house nestled in the heart of Nelson County, Virginia. This enchanting retreat, ...
From $187 per night (USD)VRBO
From $513 per night (USD)VRBO
Beautiful Mountain Condo…Steps to Resort/hiking/restaurants
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 0
Our Pet Friendly condo is situated right on Eagle Swoop. Step out the back door & you are on the slope. Enjoy gorgeous ...
From $513 per night (USD)VRBO
From $373 per night (USD)VRBO
Wintergreen Resort Retreat w/ Skiing Access!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Kick back and relax at this charming 3-bedroom, 3-bath Wintergreen Resort condo! Tucked away in the Blue Ridge Mountains ...
From $373 per night (USD)VRBO
From $192 per night (USD)Expedia
Snug Wintergreen Resort Studio: Ski In & Out!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
The ultimate Blue Ridge Mountain adventure awaits with this lovely cabin-inspired studio as your home base! Nestled in W ...
From $192 per night (USD)Expedia
From $361 per night (USD)VRBO
Embrace the mountain lifestyle in this delightful true ski-in/ski-out condo in Wintergreen!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 5
Escape to the beauty of Wintergreen Resort in every season! Our cozy 1-bedroom, 2-bath condo is just steps from the slop ...
From $361 per night (USD)VRBO
From $331 per night (USD)Expedia
Relax in Nature's Beauty: Private Log Cabin w/ two Spacious, Open Living Areas
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Nestled in the forest our cozy (yet spacious 2400sqft) well-built three-bedroom log cabin boasts panoramic Blue Ridge mo ...
From $331 per night (USD)Expedia
From $180 per night (USD)VRBO
Slope Side Suite
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Escape to the mountains and cozy up at this incredibly central cabin at Wintergreen Resort (a short walk to ski slopes). ...
From $180 per night (USD)VRBO
From $664 per night (USD)Expedia
Blue Ridge Cabin · 3 Levels · 3 Scenic Decks · Music Game Room · Hot Tub· Arcade
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to the Rockstar Ridge, a 3,300 sq. ft. cabin retreat perched atop a ridge near Wintergreen Resort in Virginia's ...
From $664 per night (USD)Expedia
From $195 per night (USD)VRBO
Wintergreen 1bed Condo, Walk to slopes, close to Hiking, Breweries, Wineries
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Walking distance to the slopes 🎿🗻 located in Wintergreen New 1BR 1BA centrally located in Wintergreen Enjoy the beau ...
From $195 per night (USD)VRBO
From $780 per night (USD)Expedia
Sauna, dog friendly Amazing views to ski slopes
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Your View Above the Clouds This spacious, sunlit, two-floor penthouse condo sits right on the ridge at Winte ...
From $780 per night (USD)Expedia
From $330 per night (USD)VRBO
Endless Mountain Top Views from All The Way Up!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Our warm and inviting condo combines amazing proximity to the ski slopes with to-die-for views of the Blue Ridge Mountai ...
From $330 per night (USD)VRBO
From $307 per night (USD)Expedia
Wintergreen Resort Condo: Walk to Ski Lift!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
With the slopes a walk away and endless Blue Ridge Mountain adventure at your fingertips, you may never want to leave th ...
From $307 per night (USD)Expedia
From $465 per night (USD)VRBO
Nelson Cozy Cabin: Mountain Getaway 20 mins to WTG
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nelson Cozy Cabin is a 3 bedroom, 2 bathroom cabin located in Nellysford, Virginia. The cabin is perfectly located jus ...
From $465 per night (USD)VRBO
From $512 per night (USD)Expedia
Fox Hill: Hot Tub, Views, Pet Friendly!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Fox Hill is located at the top of an inclined gravel driveway. Please note that 4WD or AWD will be needed in the event o ...
From $512 per night (USD)Expedia
From $391 per night (USD)VRBO
Panoramic Peak: Wintergreen Condo with Views
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Panoramic Peak is situated in the heart of Wintergreen Resort and boasts stunning mountain views from every window. The ...
From $391 per night (USD)VRBO
From $620 per night (USD)Expedia
Afton Clubhouse: Central to Wineries + Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
🛏 Sleeps 8 | 🐾 Dog Friendly | 💦 Hot Tub | 🔥 Fire Pit BEDROOM 1: King Bed, nightstands, full-length mirror, smart T ...
From $620 per night (USD)Expedia
From $575 per night (USD)VRBO
Afton Farmhouse: Central to Wineries/Dog Friendly
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
First Floor: Living Room: 2 sofas, accent chairs, coffee table, smart TV Kitchen: Fully equipped, stainless steel app ...
From $575 per night (USD)VRBO
From $359 per night (USD)VRBO
Cozy Farmhouse W/Mountain Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Inn at the Woods! A warm and welcoming farmhouse located within a mile of Devils Backbone and other 151 brewe ...
From $359 per night (USD)VRBO
From $237 per night (USD)VRBO
Hanging Rock Cabin -
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Part of Love Ridge Mountain Lodging. Named for a popular nearby hiking and mountain biking trail. Completely renovated c ...
From $237 per night (USD)VRBO
From $241 per night (USD)Expedia
Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Rosie's Retreat (FKA: Ro's Retreat) Come enjoy this cozy 3 bedroom/3 bath condo located on the 18th hole of Devils Knob. ...
From $241 per night (USD)Expedia
From $614 per night (USD)VRBO
Mountain Mama- Amazing Views! + Hot Tub!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
MOUNTAIN MAMA - The home for gorgeous Blue Ridge Mountain views : ) Situated on a graceful 25 acres minutes off Rt. 15 ...
From $614 per night (USD)VRBO
From $503 per night (USD)Expedia
Coastal Farmhouse Getaway!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Take it easy at this unique and tranquil getaway. This fully renovated historic farmhouse sits on 4 acres on Windmill Po ...
From $503 per night (USD)Expedia
From $490 per night (USD)VRBO
Your Mountain Cabin Getaway Awaits!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
EVERYTHING YOU NEED! Exquisitely furnished and decorated private cabin retreat in the mountain woods just minutes from t ...
From $490 per night (USD)VRBO
From $348 per night (USD)Expedia
Creekfront Cabin • Fire Pit • Fenced Yard • Near Crabtree Falls
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to this peaceful Creekfront cabin in the Blue Ridge Mountains, located just minutes from Crabtree Falls and the A ...
From $348 per night (USD)Expedia
From $713 per night (USD)VRBO
Pet Friendly with Mountain views ON 151 BrewRidge Trl near Wineries~Hikes~Skiing
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
The Blue Ridge Cabin is right ON the Nelson 151 Brewridge Trail, minutes to wineries, breweries, hiking, skiing, golfing ...
From $713 per night (USD)VRBO
From $290 per night (USD)Expedia
Mountain Retreat in Wintergreen!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Discover the perfect blend of comfort and convenience at this 1-bedroom condo in Wintergreen Resort. Nestled o ...
From $290 per night (USD)Expedia
From $194 per night (USD)VRBO
Smoky Bear Cabin
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Spacious 3 BR/2BA cabin, located a walk away from the ski slopes. Ski all day and relax at night by the jacuzzi hot tub ...
From $194 per night (USD)VRBO
From $642 per night (USD)Expedia
Ideal for family summer vacations or a few couples wine weekend/mountain getaway
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 13
*The Space* Welcome to Boho Mountain, your modern two-story retreat in the heart of Nelson County. With incredible mou ...
From $642 per night (USD)Expedia
From $174 per night (USD)VRBO
Walking Distance to Ski Slopes! Cozy Condo that sleeps 4!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A wonderful weekend escape no matter the time of year. Condo has been completely renovated in the heart of Wintergreen R ...
From $174 per night (USD)VRBO
From $506 per night (USD)Expedia
Stunning Wintergreen Resort Home: Ski & Golf!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Prepare to make lifelong memories on the mountain when staying at this beautiful Wintergreen Resort vacation rental! Whe ...
From $506 per night (USD)Expedia
From $502 per night (USD)VRBO
Welcome to Winterhaven! 5BR/4BA .5mi from lodge!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to Winterhaven! Recent rental with new furniture, TVS, and updates throughout and flat paved driveway. Locat ...
From $502 per night (USD)VRBO
From $848 per night (USD)Expedia
Horizen House
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
HoriZEN House - Beautiful Mountain Home! HoriZEN house is the perfect place to relax, unwind and find your inner zen. ...
From $848 per night (USD)Expedia
From $237 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 $237 per night (USD)VRBO
From $665 per night (USD)Expedia
Modern Nellysford Getaway on 40 Private Acres!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Get your own little slice of wooded paradise at this Nellysford, VA, vacation rental near Wintergreen Resort. This 3-bed ...
From $665 per night (USD)Expedia
From $730 per night (USD)VRBO
Dogs OK Pool Tennis Grill Pack 'n Play Golf Hiking
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Circle-up around the firepit on the back deck under the star-lit sky, or cozy up on the comfy sofa around the indoor fir ...
From $730 per night (USD)VRBO
From $398 per night (USD)Expedia
Modern Wintergreen Cabin with Hot Tub, Sauna
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to Blue Ridge Hollow! This designer-decorated cabin in the heart of Wintergreen has one of the best outdoor spac ...
From $398 per night (USD)Expedia
From $247 per night (USD)VRBO
Cozy Country small two bedroom home.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Relax with the whole family at this peaceful country home. Cozy small home that you can sit back at the firepit or play ...
From $247 per night (USD)VRBO
From $393 per night (USD)Expedia
Coin Cottage farmhouse on 151 Trail in Nelson County
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This 1946 farmhouse has been remodeled this recently. Talk about location!!! This home is located within 1 mile of Silve ...
From $393 per night (USD)Expedia
From $369 per night (USD)VRBO
Restored Vintage Airstream at Craft Brewery
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located just a short walk from our Basecamp Brewpub, this restored vintage Airstream is the perfect home base for explor ...
From $369 per night (USD)VRBO
From $387 per night (USD)Expedia
Leaf-Peeping at Oak Ledge! Trails+Tastings+Peace
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
<p>You'll find ski privileges, a kayak, and more on site at this family-friendly cabin. There's convenient onsite parkin ...
From $387 per night (USD)Expedia
From $645 per night (USD)VRBO
4BD Modern Cabin | Patio, Game Loft, Golf Course View
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to the Castor Cabin - an impeccably decorated home in the heart of Wintergreen! This recently renovated space an ...
From $645 per night (USD)VRBO
From $1506 per night (USD)Expedia
Insane Mountain Views - New Listing
- Bedrooms:
- 9
- Bathrooms:
- 7
- Sleeps:
- 18
One of the largest homes in Wintergreen with 7 bedrooms and 10 bathrooms. The floor-to-ceiling windows offer a sunrise ...
From $1506 per night (USD)Expedia
From $536 per night (USD)VRBO
Beautiful 4-season Mountain Home- New Listing
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
You’ll be ideally positioned a minute walk away from the Highlands Ski Lift and Wintergreen Spa. The back deck has a gre ...
From $536 per night (USD)VRBO
From $472 per night (USD)Expedia
Pet Friendly Cozy Mountain Retreat-sleeps 10!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
A quiet and relaxing escape for up to 10 people only a 2 minute drive to the Wintergreen Village. Parking for up to 3 ve ...
From $472 per night (USD)Expedia
From $230 per night (USD)VRBO
The Refuge at Laurel
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a cozy mountain getaway located in the heart of Nelson County. Perfect for couples, friends, or singles, the Refug ...
From $230 per night (USD)VRBO
From $474 per night (USD)Expedia
Experience the best Summer at Wintergreen, pool access, golf course, hiking and more.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your cozy mountain retreat in Wintergreen, Virginia! This beautifully appointed 2-bedroom, 2-bathroom condo o ...
From $474 per night (USD)Expedia
From $302 per night (USD)VRBO
Wintergreen Resort Vacation Rental w/ Pool Access!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
No matter the season, you’ll have easy access to endless outdoor adventures when you stay at this cozy Wintergreen Resor ...
From $302 per night (USD)VRBO
From $213 per night (USD)Expedia
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Pet-Friendly One Bedroom Condo on a Scenic Golf Course Indulge in relaxation at this tranquil Wintergreen haven. No mat ...
From $213 per night (USD)Expedia
From $419 per night (USD)VRBO
Serene Wintergreen Retreat, Nestled in the Trees
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to our cozy Wintergreen cabin in the trees! You'll truly feel at peace with nature on the three levels of decks ...
From $419 per night (USD)VRBO
From $205 per night (USD)Expedia
Afton escape centrally located on the brew trail
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Centrally located on the brew trail, this home is a short drive to the local wineries, breweries and distilleries, as we ...
From $205 per night (USD)Expedia
From $340 per night (USD)VRBO
Cozy mountain retreat in the Blue Ridge Mountains
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Situated in beautiful Tyro, Virginia at the base of dePriest mountain, Snug Point is conveniently located to popular ven ...
From $340 per night (USD)VRBO
From $358 per night (USD)Expedia
Mountain Hideaway Cabin Near Wintergreen and Rt 151 Nelson County, VA
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Perfect for couples or families. Tucked away on its own private mountain acreage with stream access. Large screened porc ...
From $358 per night (USD)Expedia
From $461 per night (USD)VRBO
Relax at a peaceful farmhouse near Nelson 151 featuring three king bedrooms, a brand-new private hot tub, fire pit, and inviting gathering spaces—just minutes from wineries, breweries, hiking, and Blue Ridge adventures.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to The Little Farmhouse, a peaceful 3-bedroom, 2-bath retreat near Virginia's Nelson 151 wine trail. Featuring t ...
From $461 per night (USD)VRBO
From $705 per night (USD)Expedia
Gather with family and friends at this spacious 5-bedroom retreat near Nelson 151, featuring a new covered hot tub, multiple living areas, a large kitchen, game room, and plenty of space to relax after exploring Virginia's wineries and the Blue Ridge
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to The Wine Cottage, a spacious 5-bedroom retreat just minutes from Nelson 151. New for 2026, enjoy a private co ...
From $705 per night (USD)Expedia
From $637 per night (USD)VRBO
Two charming cottages on one private lot—perfect for groups.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Meme & Papa Cottages, a private compound featuring two beautifully appointed cottages on the same lot. Perfec ...
From $637 per night (USD)VRBO
From $722 per night (USD)Expedia
Gather with family and friends at this spacious country retreat overlooking peaceful horse pastures, featuring a hot tub, multiple fire pits, and easy access to Nelson 151, wineries, breweries, and the Blue Ridge.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to Cheval Circle — a spacious five-bedroom getaway designed for gathering, relaxing, and enjoying the beauty of ...
From $722 per night (USD)Expedia
From $429 per night (USD)VRBO
Walk to breweries, restaurants, and shops from this charming cottage featuring a private hot tub, comfortable living spaces, and easy access to Nelson 151, wineries, hiking trails, and the Blue Ridge.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Carter’s Cottage, a cozy three-bedroom getaway near Nelson 151 designed for relaxed wine-country stays. Enjoy ...
From $429 per night (USD)VRBO
From $387 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 $387 per night (USD)Expedia
From $1811 per night (USD)VRBO
Spa Experience + Fun & Games for 16 Guests
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 16
Summary: Perfect for a multiple-family vacation at this one-of-a-kind property! Featuring 3 primary bedrooms with en su ...
From $1811 per night (USD)VRBO
From $469 per night (USD)Expedia
Upscale and Family-Friendly in Wintergreen
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
Welcome to Sutton's Roost, a designer-decorated home in the heart of Wintergreen. A perfect spot for groups or families, ...
From $469 per night (USD)Expedia
From $347 per night (USD)VRBO
Ash Tree Cottage
- Bedrooms:
- 0
- Bathrooms:
- 0
- Sleeps:
- 0
About this space Escape to the beautiful mountains of Central VA this summer or plan your fall trip now. Relax, hike, or ...
From $347 per night (USD)VRBO
From $430 per night (USD)Expedia
The \"Small\" House
- Bedrooms:
- 0
- Bathrooms:
- 0
- Sleeps:
- 0
About this space The Small House is anything but small when it comes to comfort and relaxation. It is located in the hea ...
From $430 per night (USD)Expedia
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Fox'em Falls
- Bedrooms:
- 0
- Bathrooms:
- 0
- Sleeps:
- 0
About this space Fox'em Falls is ready to host your group with 3 bedrooms, 2 full baths, a kitchen, dining area, cozy fa ...
Click For PricingVRBO
From $287 per night (USD)Expedia
Birds Eye: Mntn Views K-Bed DogOK Pool Tennis Golf
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Spend your days hiking the area’s 30+ miles of trails, completing the ninja warrior course, soaring down a zip line at ~ ...
From $287 per night (USD)Expedia
From $316 per night (USD)VRBO
Luxury Condo in the Sky! Finest in Wintergreen!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to our recently renovated luxury condo in the sky! Perched on the edge of the Wintergreen ridgeline, we are just ...
From $316 per night (USD)VRBO
From $715 per night (USD)Expedia
Stunning Views, Hot Tub, Impeccable Design
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Ryder's Ridge, a designer-decorated home on a quiet street in Wintergreen with amazing mountain views! Watch ...
From $715 per night (USD)Expedia
From $174 per night (USD)VRBO
Ski-In/Ski-Out Comfy Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Great condo for a couple or for a small family. Condo is a ski-in/ski-out on the ground floor-no stairs to tackle! Enter ...
From $174 per night (USD)VRBO
From $756 per night (USD)VRBO
6 BR home, NEW HOT TUB, EV Charger.Walk to slopes! Close to wineries & breweries
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
*NEW HOT TUB* 5/6 BR spacious home for friends and family retreat with EV Charger Level 2! We offer a 10% discount on th ...
From $756 per night (USD)VRBO
From $410 per night (USD)VRBO
Adventure Awaits
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 13
Summary: Welcome to Adventure Awaits at Wintergreen Resort, your ultimate destination for year-round excitement nestled ...
From $410 per night (USD)VRBO
From $216 per night (USD)Expedia
Wintergreen Resort Vacation Rental w/ Balcony!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the beauty of Wintergreen Resort, VA, and indulge in a memorable stay at this 2-bedroom, 2-bathroom vacation re ...
From $216 per night (USD)Expedia
From $1590 per night (USD)VRBO
A Luxury Retreat for Gathering with Amazing Views
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 16
The Afton House is a luxury escape in the Blue Ridge Mountains. This house is nestled in the heart of Virginia wine coun ...
From $1590 per night (USD)VRBO
From $709 per night (USD)Expedia
4BR/2.5BA on 5 acres near Bold Rock Cidery & Devils Backbone
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
4BR/2.5BA entire house set on 5 acres on private eco-village forest land, yet centrally located with Bold Rock Cidery at ...
From $709 per night (USD)Expedia
From $336 per night (USD)VRBO
Afton Cottage w/ Hot Tub, Firepit, Mountain Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Towler Cottage, a relaxing getaway in the heart of Route 151 in Afton. The cottage is within minutes from the ...
From $336 per night (USD)VRBO
From $679 per night (USD)Expedia
The Reserve at 151: Sauna, Hot Tub, Pool & Poker
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The layout and house details are laid out below: LIVING ROOM - Large, open living area with sectional seating (seating ...
From $679 per night (USD)Expedia
From $616 per night (USD)VRBO
The Getaway at Wintergreen Resort
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 21
Welcome to Escape to Blue Ridge Haven on Wintergreen Resort, your peaceful mountain getaway! Whether you're looking for ...
From $616 per night (USD)VRBO
From $770 per night (USD)Expedia
Panoramic Views by Vineyards 4000 sf new home on 40 acs
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Enjoy the seclusion and beauty of the country with the convenient proximity to multiple wineries, breweries, distillerie ...
From $770 per night (USD)Expedia