
Nelson Area Rentals

- From $247 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 $247 per night (USD)VRBO
- Click For Pricing
Expedia
Our Home in the Mountains of Virginia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Newly remodeled, our sophisticated one-bedroom, one-bath space welcomes you with abundant natural light from the moment ...
Click For PricingExpedia
- From $268 per night (USD)
VRBO
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 $268 per night (USD)VRBO
- From $325 per night (USD)
Expedia
Entire Mid-Century Modern Farmhouse-Style Cottage hosted by Heather
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Charming 3BR Farmhouse Near Wineries & Blue Ridge Tunnel Freshly updated with farmhouse charm, The Little Farmhouse is a ...
From $325 per night (USD)Expedia
- From $552 per night (USD)
VRBO
Inviting Wine Cottage Hosted By Heather
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Spacious 5BR Wine Country Retreat w/ Fire Pit & Views Clean and full of mid-century charm, The Wine Cottage is a 5BR/3BA ...
From $552 per night (USD)VRBO
- From $756 per night (USD)
Expedia
Charming Mountain Escape | Hot Tub & Scenic Views
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Tucked into the foothills of the Blue Ridge, Cheval Circle offers a peaceful escape with mountain views and easy access ...
From $756 per night (USD)Expedia
- From $338 per night (USD)
VRBO
Hot Tub! Short walk to Three Notch'd - Charming Mid-Century Modern Cottage!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Carter’s Cottage – Modern Farmhouse w/ HOT TUB & Walkable Location! This clean, one-story Modern Farmhouse sits in the h ...
From $338 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 $139 per night (USD)
VRBO
Clean and cozy loft! Right at Mountain Inn!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Cozy Mountain Inn loft with tree-top views. Close to everything with easy access to shops, restaurants and events. Perfe ...
From $139 per night (USD)VRBO
- From $1769 per night (USD)
Expedia
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 $1769 per night (USD)Expedia
- From $501 per night (USD)
VRBO
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 $501 per night (USD)VRBO
- From $454 per night (USD)
VRBO
Elson's Overlook
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
About this space Stunning mountain views await you at this peaceful retreat. We welcome you to Elson's Overlook where yo ...
From $454 per night (USD)VRBO
- From $287 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 $287 per night (USD)VRBO
- From $353 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 $353 per night (USD)Expedia
- From $270 per night (USD)
VRBO
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 ...
From $270 per night (USD)VRBO
- From $260 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 $260 per night (USD)Expedia
- Click For Pricing
VRBO
Elson's Overlook
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
About this space Stunning mountain views await you at this peaceful retreat. We welcome you to Elson's Overlook where yo ...
Click For PricingVRBO
- From $331 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 $331 per night (USD)VRBO
- From $274 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 $274 per night (USD)VRBO
- From $530 per night (USD)
Expedia
Gorgeous countryside farmhouse on 10 acres. Carriage house also available.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Experience tranquil, country farm living with beautiful vistas from back & front porches as well as the sunroom and pati ...
From $530 per night (USD)Expedia
- From $553 per night (USD)
VRBO
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 $553 per night (USD)VRBO
- From $131 per night (USD)
Expedia
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 $131 per night (USD)Expedia
- Click For Pricing
VRBO
Little is Much - Tiny on the Tye\n
- Bedrooms:
- 0
- Bathrooms:
- 0
- Sleeps:
- 0
Enjoy the peaceful sound of flowing water when you stay in this Riverfront Tiny House, located right beside the Tye Rive ...
Click For PricingVRBO
- From $601 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 $601 per night (USD)VRBO
- Click For Pricing
VRBO
Explore & Relax in Wintergreen!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Create family memories year round at this bright & open condo! Hit the spa next door, play a round of golf, hike down th ...
Click For PricingVRBO
- From $207 per night (USD)
VRBO
Pepper’s Mountain Pad, nestled in the Blue Ridge Mountains at Wintergreen Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Pepper’s Mountain Pad, nestled in the Blue Ridge Mountains at Wintergreen Resort. Within walking distance to ...
From $207 per night (USD)VRBO
- From $671 per night (USD)
VRBO
Adventure Awaits Summ
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 13
Summary: Welcome to Adventure Awaits at Wintergreen Resort, your ultimate destination for year-round excitement nestled ...
From $671 per night (USD)VRBO
- From $187 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 $187 per night (USD)Expedia
- From $1674 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 $1674 per night (USD)VRBO
- Click For Pricing
Expedia
Cottage On Route 151-Nellysford
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Come enjoy the peace and tranquility of the Blue Ridge Mountains at The Cottage at 151. From breathtaking views, to skii ...
Click For PricingExpedia
- From $300 per night (USD)
VRBO
Monticello Wine Trail Cottage - Close to Hiking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Cozy and inviting, the 'Goodie Box' is a bundle of good things wrapped in an 800-square-foot package. When you arrive, y ...
From $300 per night (USD)VRBO
- From $405 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 $405 per night (USD)Expedia
- From $259 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 $259 per night (USD)VRBO
- From $524 per night (USD)
Expedia
Afton Bliss: Sleeps 10 on 151 with Game Room
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Afton Bliss is the perfect space for a family getaway, wedding guests, girls' weekend, or trip with friends! Situated ri ...
From $524 per night (USD)Expedia
- From $361 per night (USD)
VRBO
Woolly Bull-Cozy Newly Redecorated 2-Story Townhouse. <0.3 Mile Walk to slopes!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Woolly Bull Château is a newly redecorated, cozy 2-Story townhouse that has everything you need. Plus... No one abov ...
From $361 per night (USD)VRBO
- From $809 per night (USD)
Expedia
The Getaway at Wintergreen Resort
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 23
Welcome to Escape to Blue Ridge Haven on Wintergreen Resort, your peaceful mountain getaway! Whether you're looking for ...
From $809 per night (USD)Expedia
- From $251 per night (USD)
VRBO
Pet-Friendly Wintergreen Resort Condo w/ Patio!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Your dream mountain getaway awaits at this Wintergreen Resort vacation rental where you can enjoy sunny days or snowy sl ...
From $251 per night (USD)VRBO
- From $766 per night (USD)
Expedia
Panoramic Views by Vineyards\n4000 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 $766 per night (USD)Expedia
- From $159 per night (USD)
VRBO
Wintergreen Resort Condo w/ Deck, 0.3 Mi to Slopes
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Plan for plenty of outdoor fun when you stay at this Wintergreen Resort vacation rental! With a vibrant interior, privat ...
From $159 per night (USD)VRBO
- From $210 per night (USD)
VRBO
- NEW - Spruce Creek Retreat
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Relax with the whole family at this peaceful cottage nestled in the heart of the blue ridge mountains. Short distance to ...
From $210 per night (USD)VRBO
- From $267 per night (USD)
VRBO
Wintergreen Resort Home w/ Deck, 1 Mi to Skiing!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
- Gas Grill - Community Pool Access Pack your skis or hiking boots for the perfect mountain getaway at this Wintergreen ...
From $267 per night (USD)VRBO
- From $169 per night (USD)
Expedia
Stylish-Updated-Central -Walk to Slopes-Dogs OK!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Step into the allure of our fantastic Wintergreen near-slope condo, just a leisurely 4-min stroll away from the heart of ...
From $169 per night (USD)Expedia
- From $313 per night (USD)
VRBO
All-Season Fun! Wintergreen Resort Condo w/ Views
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 15
Diamond Hill Condos | Community Outdoor Pool | Pets Welcome w/ Fee Optimize your next outing to the Virginia mountains ...
From $313 per night (USD)VRBO
- From $869 per night (USD)
Expedia
Clonmel Acres: Private Pond + Hot Tub + Mtn Views
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Please note: we do not have high speed internet. Our download speed is under 10mbps, making this location more of an unp ...
From $869 per night (USD)Expedia
- From $440 per night (USD)
VRBO
Blackwood Chalet: Hot Tub + 0.3 mile from Slopes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Blackwood Chalet is tastefully decorated with 3 bedrooms, 2 baths and large living areas. On a secluded lot located in W ...
From $440 per night (USD)VRBO
- From $1263 per night (USD)
Expedia
New! Farmhouse + Pool + Firepit + Wrap Around Covered Porch
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 20
Extremely Secluded! 320 acres of trails, streams, fishing pond, and relaxation. Reconnect with family and friends. Hig ...
From $1263 per night (USD)Expedia
- From $255 per night (USD)
VRBO
Blue's Barn: Central to Wineries & Breweries
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Blue's Barn is a one-of-a-kind spot located at Stoney Creek in Wintergreen at the base of the Blue Ridge Mountains. Just ...
From $255 per night (USD)VRBO
- From $255 per night (USD)
Expedia
Hansel 'n Gretel: Wood Stove Grill Firepit Dogs OK
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Plucked from a German fairytale, this thoughtfully-designed oasis features intricate wainscoting and slate floors. Sense ...
From $255 per night (USD)Expedia
- From $322 per night (USD)
VRBO
Hot Tub EV Charger Pool Dog OK Grill Tennis Hiking
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Modern-meets-mountain vibe in this 4-season chalet nestled in the treetops. Hot tub, chef's kitchen and two spacious li ...
From $322 per night (USD)VRBO
- From $236 per night (USD)
Expedia
Grey Pine Lodge | Queen Comfort | BEST Location & Amenities!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Grey Pine Lodge is the boutique motel experience you're looking for! BEST LOCATION -Across the street from the popular ...
From $236 per night (USD)Expedia
- From $159 per night (USD)
VRBO
Grey Pine Lodge | King Deluxe | BEST Location & Amenities!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Grey Pine Lodge is the boutique motel experience you're looking for! BEST LOCATION -Across the street from the popular ...
From $159 per night (USD)VRBO
- From $261 per night (USD)
Expedia
Grey Pine Lodge | King Deluxe | Pet-Friendly! | BEST Location & Amenities!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Grey Pine Lodge is the boutique motel experience you're looking for! This is a pet-friendly room category. Please indic ...
From $261 per night (USD)Expedia
- From $150 per night (USD)
VRBO
Grey Pine Lodge | King Classic | BEST Location & Amenities!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Grey Pine Lodge is the boutique motel experience you're looking for! BEST LOCATION -Across the street from the popular ...
From $150 per night (USD)VRBO
- From $265 per night (USD)
Expedia
Grey Pine Lodge | Queen/Queen | Pet-Friendly! | BEST Location & Amenities!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Grey Pine Lodge is the boutique motel experience you're looking for! This is a pet-friendly room category. Please indic ...
From $265 per night (USD)Expedia
- From $150 per night (USD)
VRBO
Grey Pine Lodge | King Classic | Pet-Friendly! | BEST Location & Amenities!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Grey Pine Lodge is the boutique motel experience you're looking for! This is a pet-friendly room category. Please indic ...
From $150 per night (USD)VRBO
- From $267 per night (USD)
Expedia
Grey Pine Lodge | Queen/Queen | BEST Location & Amenities!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Grey Pine Lodge is the boutique motel experience you're looking for! BEST LOCATION -Across the street from the popular ...
From $267 per night (USD)Expedia
- From $243 per night (USD)
VRBO
Grey Pine Lodge | King Classic ADA Accessible | Pet-Friendly! | BEST Location & Amenities!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Grey Pine Lodge is the boutique motel experience you're looking for! This is a pet-friendly room category. Please indic ...
From $243 per night (USD)VRBO
- From $533 per night (USD)
Expedia
Spacious, private, four-season home built on mountainside with great proximity to Wintergreen, breweries, cideries, and hiking
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 17
Three Ridges is a spacious, private, four-season home built in the side of the mountain with 21 acres on the quiet side ...
From $533 per night (USD)Expedia
- From $813 per night (USD)
VRBO
Luxury 5Bd 4Ba Sleeps 16+ Hot-tub/Dog Friendly
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 16
Welcome to "Above the Clouds", your year-round retreat in the heart of Wintergreen. Our spacious house, nestled just min ...
From $813 per night (USD)VRBO
- From $294 per night (USD)
Expedia
The Cottage @ Afton Mountain- Close to Wineries!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the Cottage at Afton Mountain! Located in the heart of 151 Wine Country, just one minute from Veritas and th ...
From $294 per night (USD)Expedia
- From $589 per night (USD)
VRBO
Twin Ponds: King Beds, Hot tub, Gameroom, 75\" TV, Foosball, Air Hockey, PingPong
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
About this space Welcome to Twin Ponds, a beautifully appointed & fun-filled mountain house in Wintergreen Resort's Ston ...
From $589 per night (USD)VRBO
- From $375 per night (USD)
Expedia
Family-favorite rental nestled in the woods at the top of the Wintergreen Resort
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
The Blue Ridge Mountains are calling you to this 3-level, 4 bed/3 bath home for an epic getaway! A family-favorite renta ...
From $375 per night (USD)Expedia
- From $277 per night (USD)
VRBO
Cozy Cabin in the Wintergreen Retreat Collection of Fine Homes
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to bespoke, rustic luxury in the heart of Wintergreen Resort! Come enjoy our beautifully decorated, authentic l ...
From $277 per night (USD)VRBO
- From $272 per night (USD)
Expedia
Big Condo - Luxe Baths - Sweeping Views - Walk To Chairlift
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Step into our recently renovated sky-high condominium! Nestled on the Wintergreen ridge, we're a short distance from nat ...
From $272 per night (USD)Expedia
- Click For Pricing
VRBO
Mountain Top Getaway
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Enjoy the leaves, the snow, the skiing, the seasonal views in this top floor quiet 3 bedroom / 3 bath mountain retreat. ...
Click For PricingVRBO
- From $541 per night (USD)
VRBO
5 min from slopes. Luxury Wintergreen Mt Home + All the Amenities!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Come escape to our luxury Mountain Home where you can enjoy year around! Our 3100 sq ft home offers 4 bdr & 3.5 bth, sle ...
From $541 per night (USD)VRBO
- From $551 per night (USD)
VRBO
5-Star, 4BR/4BA Rustic Lodge w/ HotTub! Great for couples weekend.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Looking for rustic, mountain lodge perfect for a Guy or Gals weekend or a wedding/family gathering? We have you covered! ...
From $551 per night (USD)VRBO
- From $197 per night (USD)
VRBO
Wintergreen Ski Resort Condo w/ Golf Access!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Days spent shredding the slopes and cozy nights by the fireplace await when you stay at this charming 2-bedroom, 2-bathr ...
From $197 per night (USD)VRBO
- From $280 per night (USD)
VRBO
Wintergreen Resort Getaway w/ Deck, Mountain View!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 13
Enjoy easy access to all of the excitement Wintergreen Resort has to offer at this charming Roseland vacation rental! Lo ...
From $280 per night (USD)VRBO
- From $435 per night (USD)
Expedia
Boogie Nights Manor on VA's Brew Ridge Trail nestled in the Blue Ridge Mountains
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Surely you've heard about the "Almost World-Famous Boogie Nights Manor". The Boog has remained the #1 rated STR property ...
From $435 per night (USD)Expedia
- From $131 per night (USD)
VRBO
Walking Distance to Ski Slopes! Cozy Condo that sleeps 4!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Just 3-5 minutes walk to the Slopes, Ski Check in, the Market, Restaurants, Shops and Entertainment, our newly renovated ...
From $131 per night (USD)VRBO
- From $1356 per night (USD)
Expedia
Heaven On Earth ~ Wintergreen Mountain
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 16
Nestled amid the pristine beauty of the towering mountains, Heaven On Earth provides the perfect alpine escape for those ...
From $1356 per night (USD)Expedia
- From $1159 per night (USD)
VRBO
Wintergreen Oasis - PRIVATE POOL & SAUNA
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 16
This Wintergreen Oasis is a private home nestled in the Stoney Creek area of Wintergreen Resort. This 1.3 acre property ...
From $1159 per night (USD)VRBO
- Click For Pricing
Expedia
The Wintergreen Treehouse
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Relax and enjoy your time secluded in nature on roughly four acres of land right down the road from Paul's Creek, many h ...
Click For PricingExpedia
- From $791 per night (USD)
VRBO
Hot Tub & Views | Mid Century Modern Wonder
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 15
Welcome to this beautiful, mid-century modern mountain home! You will fall in love with the open floor plan, chef’s kitc ...
From $791 per night (USD)VRBO
- From $1818 per night (USD)
Expedia
Dream Big in the Blue Ridge Mountains
- Bedrooms:
- 8
- Bathrooms:
- 10
- Sleeps:
- 25
Bring everybody together in our Blue Ridge Mountain 10,000 square foot home. The home is located in Nellysford's Stoney ...
From $1818 per night (USD)Expedia
- Click For Pricing
VRBO
Graceland - A Magnificent Estate on 14 Acres
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
This 14 Acre private estate is designed and built with the highest quality materials and thoughtfulness in every square ...
Click For PricingVRBO
- From $296 per night (USD)
Expedia
The Blue Llama - Spacious Oasis off Brew Ridge Trail - Great for Groups & Pets
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to our blue-tiful Blue Llama vacation rental located at the heart of Nelson County in Nellysford, Virginia. Insp ...
From $296 per night (USD)Expedia
- From $454 per night (USD)
VRBO
New Listing!100 FT FROM THE SLOPES! 4bd/3bth Ski In/Out Dobie Condo + Loft ❄⛄⛷🏂
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
❄Best Location! Ski-In/Ski-Out Slopeside family-sized Dobie Condo with loft RIGHT NEXT to the Blue Ridge Express and Mou ...
From $454 per night (USD)VRBO
- From $335 per night (USD)
Expedia
HOT TUB! Soak into the Heart of Nelson County / Hosted by Heather
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Papa’s Cottage is a warm and inviting retreat in the heart of Afton, just minutes from popular vineyards, the Blue Ridge ...
From $335 per night (USD)Expedia
- From $269 per night (USD)
VRBO
Cozy Getaway | Near Veritas & Blue Ridge Tunnel | Modern Comforts
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Meme’s Cottage is a peaceful Afton retreat surrounded by vineyards, mountain views, and scenic trails. Inside, you’ll fi ...
From $269 per night (USD)VRBO
- From $809 per night (USD)
Expedia
Luxury Designer Home, Dome and Top amenities
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 16
Welcome to Wintergreen - Mountain View Retreat! Discover the latest listing in Wintergreen – a spacious mountain retreat ...
From $809 per night (USD)Expedia
- From $294 per night (USD)
VRBO
Hot Tub Pool Pac Man Foosball Dogs OK Tennis Golf
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
4min to ski, walk to trails! Endless activities: apple picking, breweries/wineries, hiking, lake, horseback, golf, tenni ...
From $294 per night (USD)VRBO
- Click For Pricing
Expedia
Hot Tub EV Charger Golden Tee Gig WiFi Pool Tennis
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Relax & enjoy the Blue Ridge Mountains in the heart of Wintergreen Resort! Perfect for couples, groups & families! 3-st ...
Click For PricingExpedia
- From $447 per night (USD)
VRBO
Golden Tee 60\"TV Fireplace Deck Grill Pool Tennis
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 14
5min to ski slopes! Spacious estate w/ room for 2-3 families. Private and peaceful, after day of adventures, gather for ...
From $447 per night (USD)VRBO
- From $383 per night (USD)
Expedia
Sip 'n Dip: Hot Tub Foosball Pool Table Ping Pong
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Easy access to Wintergreen Resort, hiking trails, tennis, golf, and breweries/wineries. Great for families and groups. ...
From $383 per night (USD)Expedia
- Click For Pricing
VRBO
Pine Creek Tiny House
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Get back to nature without sacrificing luxury. The Pine Creek Tiny House is a boutique eco-retreat set in the Blue Ridge ...
Click For PricingVRBO
- From $741 per night (USD)
VRBO
Windtryst Estate at Wintergreen. Breweries, Wineries, Lake and Mountain Views!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 15
Welcome to Windtryst Estate, our 5000+ sqft custom vacation home tucked away on a 3.4 acre lot in the Stoney Creek neigh ...
From $741 per night (USD)VRBO
- From $470 per night (USD)
VRBO
Cozy House at Wintergreen with hot tub/firepit/fireplace & all amenities included and pool access!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our cozy 4-bedroom, 3.5-bathroom home in Wintergreen Resort, VA. Enjoy a spacious living room with a fireplac ...
From $470 per night (USD)VRBO
- From $458 per night (USD)
Expedia
Mountain House Overlooking Rockfish Valley
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Unique octagonal house offering incredible views of the Blue Ridge Mountains of Virginia. Located 2 miles from I-64, 15 ...
From $458 per night (USD)Expedia
- From $1582 per night (USD)
VRBO
Historic Farm Renovated with Comfort, Mountain Views, Hot Tub, Pond, & Animals!
- Bedrooms:
- 8
- Bathrooms:
- 11
- Sleeps:
- 26
Lovingly maintained and beautifully updated, this 1840s farmhouse is the treasure you’ve been looking for! Every room is ...
From $1582 per night (USD)VRBO
- From $237 per night (USD)
Expedia
Cozy Lodge with view- Wintergreen Ski Chalet - Walk to slopes & family friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to "The Brown Bear Lodge", your year-round retreat in the heart of Wintergreen Ski Resort- just a short walk fro ...
From $237 per night (USD)Expedia
- From $2965 per night (USD)
VRBO
Welcome to the newly appointed Everett Estate: Where Modern Luxury Meets Historic Charm
- Bedrooms:
- 12
- Bathrooms:
- 11
- Sleeps:
- 30
Welcome to the newly appointed Everett Estate: Where Modern Luxury Meets Historic Charm. Boasting picturesque mountain v ...
From $2965 per night (USD)VRBO
- From $289 per night (USD)
VRBO
Welcome to the newly appointed Everett Estate: Where Modern Luxury Meets Historic Charm
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to the newly appointed Everett Estate: Where Modern Luxury Meets Historic Charm. Boasting picturesque mountain v ...
From $289 per night (USD)VRBO
- From $289 per night (USD)
VRBO
Welcome to the newly appointed Everett Estate: Where Modern Luxury Meets Historic Charm
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to the newly appointed Everett Estate: Where Modern Luxury Meets Historic Charm. Boasting picturesque mountain v ...
From $289 per night (USD)VRBO
- From $289 per night (USD)
VRBO
Welcome to the newly appointed Everett Estate: Where Modern Luxury Meets Historic Charm
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to the newly appointed Everett Estate: Where Modern Luxury Meets Historic Charm. Boasting picturesque mountain v ...
From $289 per night (USD)VRBO
- From $289 per night (USD)
VRBO
Welcome to the newly appointed Everett Estate: Where Modern Luxury Meets Historic Charm
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to the newly appointed Everett Estate: Where Modern Luxury Meets Historic Charm. Boasting picturesque mountain v ...
From $289 per night (USD)VRBO
- From $289 per night (USD)
VRBO
Welcome to the newly appointed Everett Estate: Where Modern Luxury Meets Historic Charm
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to the newly appointed Everett Estate: Where Modern Luxury Meets Historic Charm. Boasting picturesque mountain v ...
From $289 per night (USD)VRBO
- From $245 per night (USD)
VRBO
Cozy stay with hot tub, mountain views & kid cave.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Midnight Rose at Wintergreen! Nestled amongst the Blue Ridge Mountains, this three-bedroom, two-bathroom ranc ...
From $245 per night (USD)VRBO
- From $147 per night (USD)
Expedia
Whimsical Creekside Cabin
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Escape to our cabin in the Blue Ridge Mountains! Fall asleep to sounds of Little Mary’s Creek, enjoy your coffee on the ...
From $147 per night (USD)Expedia