
Nelson Area Rentals
- From $699 per night (USD)
VRBO
Prime Location! Ski In, Ski Out 3BDR plus bonus room, 3BA, Condo on Dobie
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Cozy, well appointed, 2 floor condo, located steps from the top of the Dobie lift. Vaulted ceiling gives spacious feel! ...
From $699 per night (USD)VRBO
- From $211 per night (USD)
Expedia
New Blue RIdge Mountains Montebello, Virginia with stary stary skies
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
idyllic setting by North Fork of Tye River. Sit on deck or by fire pit. Free wood provided. 100 acre parcel that you ...
From $211 per night (USD)Expedia
- From $489 per night (USD)
VRBO
Private Pool Opens April 1 - All Year Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Relax in a private Blue Ridge Mountain cottage with a hot tub and covered heated pool, located in scenic Nelson County n ...
From $489 per night (USD)VRBO
- From $228 per night (USD)
Expedia
5 minutes to Blue Ridge Parkway, Crabtree Falls, hiking, wineries, breweries
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
New cabin two miles off Blue Ridge Parkway, Appalachian Trail. Near Crabtree Falls, wineries, breweries, distilleries, ...
From $228 per night (USD)Expedia
- From $228 per night (USD)
VRBO
New cabin 1 mile from Blue Ridge Parkway. Minutes from Appalachian Trail
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Starry starry nights; sounds of Tye River gurgling over rocks; absolute quiet except for the sounds of nature. Wonderful ...
From $228 per night (USD)VRBO
- From $492 per night (USD)
Expedia
Ski-In/Ski-Out Wintergreen Resort Condo + Hot Tub!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Discover the serenity of Eagle's Court in Wintergreen Resort when you stay at this 2-bedroom, 1.5-bathroom vacation rent ...
From $492 per night (USD)Expedia
- From $849 per night (USD)
VRBO
Family Chalet at Wintergreen - Hot Tub, Sauna, Fire Pit, Game Room - Sleeps 16
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 17
Three families. Three floors. One house. Pleasant Point is a six-bedroom, four-bath mountain chalet at Wintergreen Res ...
From $849 per night (USD)VRBO
- From $234 per night (USD)
VRBO
Loft on the Knoll
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Keep it simple at this peaceful and centrally-located place. You will find it easy to access all of the local Nelson Co. ...
From $234 per night (USD)VRBO
- From $685 per night (USD)
VRBO
Glenbrae: Afton Retreat w/Mountain Views off 151
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
🛌 Sleeps 10 | 💦 Hot Tub | 🐾 Dog Friendly + Fenced Yard | 🔥 Fire Pit MAIN FLOOR: OFFICE - Fold out queen bed (linen ...
From $685 per night (USD)VRBO
- From $385 per night (USD)
Expedia
Elk Mountain Overlook: Breathtaking Views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Mountaintop overlook with jaw dropping views and camp themed interior design. Perched upon Elk Mountain just off the Blu ...
From $385 per night (USD)Expedia
- From $714 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 $714 per night (USD)VRBO
- From $448 per night (USD)
Expedia
Beautiful Mountain Getaway - Walk to Everything at Wintergreen!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This beautifully renovated 3 BR / 2 BA mountain condo is very centrally located in the main Wintergreen village - steps ...
From $448 per night (USD)Expedia
- From $497 per night (USD)
VRBO
Cattle farm getaway in Virginia's best wine & beer country! Fiber Optic Wi-Fi!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Retreat to an easily accessible getaway in the heart of the Blue Ridge Mountains! This house is perfect for families, t ...
From $497 per night (USD)VRBO
- From $351 per night (USD)
Expedia
Secluded 20+ Acre Retreat Near Brew & Wine Trails
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Your Nelson County Retreat Escape to our charming and family-friendly home set on over 20 private, quiet and ...
From $351 per night (USD)Expedia
- From $1111 per night (USD)
VRBO
Blue Ridge Bliss 9BR/6BA: 2 Homes Across the Street from each other! Sleeps 24
- Bedrooms:
- 6
- Bathrooms:
- 9
- Sleeps:
- 25
Discover Blue Ridge Bliss Across Two Homes: Experience the ultimate retreat with two homes across the street from one a ...
From $1111 per night (USD)VRBO
- From $559 per night (USD)
Expedia
Modern Nellysford Getaway w/ View: Deck & Fire Pit
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Elevate your mountain getaway at this newly built vacation rental in Nellysford! From the beautiful outdoor space with a ...
From $559 per night (USD)Expedia
- From $459 per night (USD)
VRBO
Charming 4-bedroom home with WiFi, game room and more near Wintergreen Resort!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Bear Tracks - the perfect Wintergreen Resort vacation home! This charming home offers a tranquil retreat with various li ...
From $459 per night (USD)VRBO
- From $317 per night (USD)
Expedia
Tucked Inn: Lower Unit - NEW Nelson Co Getaway
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Tucked Inn is perfectly "tucked" away right off the iconic Nelson 151 Brew Trail with proximity to Hilltop Winery. Tucke ...
From $317 per night (USD)Expedia
- From $254 per night (USD)
VRBO
Cozy 2-bedroom Condo in Wintergreen Resort with Full Kitchen & Beautiful Balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy Condo in Wintergreen Resort with 2 bedrooms and 2 bathrooms. This stylish condo offers everything you need for a pe ...
From $254 per night (USD)VRBO
- From $488 per night (USD)
VRBO
Authentic Log Cabin-
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Come enjoy our beautifully decorated authentic log cabin which provides the perfect setting for your weekend get-a-way o ...
From $488 per night (USD)VRBO
- From $304 per night (USD)
VRBO
Walk to Summer Music Festival: WTG Retreat Among the Trees
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Discover tranquility at Dobie Mountain Slopeside Retreat, a spacious 4 bed, 3 bath condo perfectly situated in an incred ...
From $304 per night (USD)VRBO
- From $302 per night (USD)
Expedia
Buena Vista - Your Panoramic Retreat - Million Dollar View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Discover serenity at Buena Vista, a charming 2BR, 2BA condo in Wintergreen Resort! This first-floor unit offers easy acc ...
From $302 per night (USD)Expedia
- From $360 per night (USD)
VRBO
CHARMING COUNTRY CABIN IN THE VIRGINIA BLUE RIDGE MOUNTAINS
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 11
Consider this cabin your home away from home while you visit our area.This enchanting property features 3 bedrooms - 3 w ...
From $360 per night (USD)VRBO
- From $572 per night (USD)
Expedia
Family-Friendly Meets Luxury
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
Welcome to Goldfinch Perch, the most family-friendly home in Wintergreen. The kids will be fully entertained with the on ...
From $572 per night (USD)Expedia
- From $293 per night (USD)
VRBO
Wintergreen Resort: Weeping Rock Retreat
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Weeping Rock Retreat in Wintergreen Resort on. This 4 bedroom, 3 full bath home is certain to fit your indiv ...
From $293 per night (USD)VRBO
- From $507 per night (USD)
Expedia
Highridge Court 08 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Highridge Court Easy-Access Retreat Enjoy a comfortable mountain getaway in this 2-bedroom, 2-bath condo in Highridge C ...
From $507 per night (USD)Expedia
- From $844 per night (USD)
VRBO
Memory Maker with Wintergreen Advantage
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Memory Maker sits right on the 1st hole of Devils Knob Golf course, right across from the tennis and pickle ball courts, ...
From $844 per night (USD)VRBO
- From $465 per night (USD)
Expedia
Stoneridge 41 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Stoneridge Cozy Mountain Retreat Escape to the mountains in this 2-bedroom, 2-bath condo in Stoneridge, nestled in Wint ...
From $465 per night (USD)Expedia
- From $504 per night (USD)
VRBO
Nowhere Land with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Nowhere Land, a cozy getaway perfect for 2 families (up to 8 guests).This spacious retreat is located near Up ...
From $504 per night (USD)VRBO
- From $744 per night (USD)
Expedia
Shenandoah Ridge 11 with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Shenandoah Ridge Mountain Retreat Escape to the mountains in this spacious 4-bedroom, 4½-bath condo at Shenandoah Ridge ...
From $744 per night (USD)Expedia
- From $596 per night (USD)
VRBO
Gum Tree 2 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious Three-Bedroom Mountain Retreat Enjoy the comfort and space of this apartment-style condominium, featuring thre ...
From $596 per night (USD)VRBO
- From $297 per night (USD)
Expedia
Timbers Lodge 42 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Timbers King Bed Loft Getaway Settle into a charming mountain retreat in this loft-style guest room at the Timbers comp ...
From $297 per night (USD)Expedia
- From $465 per night (USD)
VRBO
Fairway Woods 49 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Fairways Woods Cozy Retreat Enjoy a peaceful mountain escape in this 2-bedroom, 2-bath condo in Fairways Woods, nestled ...
From $465 per night (USD)VRBO
- From $744 per night (USD)
Expedia
Gum Tree 4 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Blackrock Spacious Four-Bedroom Retreat Enjoy the extra space of this spacious 4-bedroom, 2-bath apartment-style condo ...
From $744 per night (USD)Expedia
- From $451 per night (USD)
VRBO
Gum Tree 3 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Comfortable Two-Bedroom Mountain Condo Enjoy a spacious 2-bedroom, 2-bath condo at Wintergreen Resort, with multiple lo ...
From $451 per night (USD)VRBO
- From $604 per night (USD)
Expedia
Gum Tree 5 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious Three-Bedroom Mountain Escape Enjoy a spacious mountain getaway in this apartment-style condominium, featuring ...
From $604 per night (USD)Expedia
- From $297 per night (USD)
VRBO
Mountain Inn Lodge 80 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Mountain Inn King Bed Loft Retreat Settle into a comfortable mountain hideaway at the Mountain Inn in this charming lof ...
From $297 per night (USD)VRBO
- From $309 per night (USD)
Expedia
Bluebird Cottage: Near 151 + Appalachian Trail
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
KITCHEN - fully stocked kitchen with all major appliances LIVING ROOM - formal living room with ample seating and boar ...
From $309 per night (USD)Expedia
- From $466 per night (USD)
VRBO
Bear Tracks Cottage: New Hot Tub + Fire Pit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
🛌 Sleeps 6 | 💦 Hot Tub | 🔥 Fire Pit | 🍷🍺 Central to Wineries & Breweries FIRST FLOOR: Living - sofa, accent chair ...
From $466 per night (USD)VRBO
- From $542 per night (USD)
Expedia
Charming 4-bedroom farmhouse in brilliant Roseland / The Hen House
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Get ready to relax in this 4-bedroom farmhouse in Roseland. With 3 queen beds and 2 twin beds, this delightful property ...
From $542 per night (USD)Expedia
- From $389 per night (USD)
VRBO
Luxury Cabin on 6 Acres w/ Mountain Views Near Nelson 151 & Wintergreen
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to The Retreat at Persimmon Hill, your private escape in the Blue Ridge Mountains. Nestled on 6 secluded acres i ...
From $389 per night (USD)VRBO
- From $402 per night (USD)
VRBO
Entire house in Afton, VA, The Cottage at Stumble Creek - 3 bedroom
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 9
Unwind in Afton at this delightful house in the heart of Hwy 151 Wine country. This charming property features 3 cozy be ...
From $402 per night (USD)VRBO
- From $358 per night (USD)
VRBO
Wintergreen Ridge Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Summary: Wintergreen Ridge Retreat: Cozy Mountain Getaway Welcome to Wintergreen Ridge Retreat, your perfect escape ...
From $358 per night (USD)VRBO
- From $351 per night (USD)
VRBO
Cozy 3-bedroom cabin with Hot tub, WiFi, hiking, skiing, Wintergreen Resort!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Located at the four seasons resort Wintergreen, this delightful 3-bedroom cabin offers a cozy retreat for guests. With 1 ...
From $351 per night (USD)VRBO
- From $312 per night (USD)
VRBO
\"Fall\" in love · Short drive to Blue Ridge Pkwy · Walk 2 resort & dining
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to The Retreat at Three Ridges! Our cozy, Scandinavian-inspired condo is your perfect Blue Ridge Mountain getawa ...
From $312 per night (USD)VRBO
- From $328 per night (USD)
Expedia
Wintergreen Ski Retreat, Cozy Condo Near Slopes & Devils Knob Golf
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy a cozy mountain getaway at this 2BR, 2BA Wintergreen condo, ideally located for ski season and year-round resort a ...
From $328 per night (USD)Expedia
- From $737 per night (USD)
VRBO
Art & Soul: Sauna/Hot Tub & EV Charger/Hammocks
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Living Room: Spacious and inviting with large windows, cozy seating area with a fireplace, coffee table and bookshelf fi ...
From $737 per night (USD)VRBO
- From $389 per night (USD)
Expedia
View With a Room │ Mountain Home in Wine Country
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to the View with a Room! Nestled at the base of Afton mountain, this 3 bed, 2 bath, house is close to trails, w ...
From $389 per night (USD)Expedia
- From $554 per night (USD)
VRBO
Ridge Retreat @ Wintergreen!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Top of the Mountain! Enjoy a view of the slopes and a backdrop view of many miles beyond that. You will want to wake up ...
From $554 per night (USD)VRBO
- From $513 per night (USD)
Expedia
Blue Rivers Cottage and Loft
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
The accommodation features a spacious and inviting 3-bedroom, 2-bathroom home with an open floor plan that seamlessly co ...
From $513 per night (USD)Expedia
- From $353 per night (USD)
VRBO
Sycamore Shade: 151 House, HOT TUB, Mountain Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sycamore Shade is a one-level home with comfortable private rooms and engaging community spaces. The house is accessible ...
From $353 per night (USD)VRBO
- From $353 per night (USD)
Expedia
Blue Rivers Cottage with Mountain Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
One level living space. Spacious, open floor plan with a sitting room, open kitchen/dining room and family room with TV. ...
From $353 per night (USD)Expedia
- From $166 per night (USD)
VRBO
Blue Rivers Loft on the Brew Ridge Trail
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Located near the famous Route 151, the area is surrounded by popular breweries and vineyards, offering plenty of options ...
From $166 per night (USD)VRBO
- From $771 per night (USD)
VRBO
Luxe Blue Ridge Retreat w/Hot Tub, EV Charger
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Summary: Morning coffee on the balcony overlooking the Blue Ridge. Afternoons exploring Virginia’s most celebrated wine ...
From $771 per night (USD)VRBO
- From $280 per night (USD)
VRBO
1 Mi to Wintergreen Resort: Mtn-View Condo!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Outdoor Dining w/ Sweeping Views | 5 Mi to Blue Ridge Parkway | Community EV Charger (w/ Fee) | 3 Smart TVs Perched on ...
From $280 per night (USD)VRBO
- From $508 per night (USD)
VRBO
Springtime Getaway at Serenity Summit: Trails, Tastings, Peace
- 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 $508 per night (USD)VRBO
- From $572 per night (USD)
VRBO
Family Retreat - Hot Tub, Games, Fireplace, Pet Friendly, Firepits & Grill
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 14
Bring the whole family to this warm mountain home! Welcome to Whitetail Lodge, a well designed home in the heart of Wint ...
From $572 per night (USD)VRBO
- From $861 per night (USD)
Expedia
Mountain Escape: Golf, Hiking, Hot Tub & Scenic Views at 5BR Wintergreen Home
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
The Hot Tub Time Machine is a beautiful 5 bedroom, 4 bathroom home that sleeps 12 located in the Blue Ridge Mountains of ...
From $861 per night (USD)Expedia
- From $352 per night (USD)
VRBO
Extreme privacy/Acreage/Hot Tub/Mountain Views/Central!!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Discover a stylish, newly renovated retreat with stunning mountain and sunset views, set on a vast open pasture. Perfect ...
From $352 per night (USD)VRBO
- From $488 per night (USD)
Expedia
Wintergreen Resort - Mountain home w/4-bedroom 3 bath, Hot Tub & Wifi
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Fantastic Mountain Views & Close to the Resort hub. Bright and open Wintergreen 4 bedroom 3 full bath home perfectly sit ...
From $488 per night (USD)Expedia
- From $576 per night (USD)
VRBO
Luxury Oasis w/outdoor lounge! Hiking, lakes, brew trails & golf. Pet friendly!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
"One of the best Airbnb's I have rented! House was beautiful and pictures don't do justice!" Candice Welcome to Sundown ...
From $576 per night (USD)VRBO
- From $260 per night (USD)
Expedia
Serene haven \"The Nest\" in Wintergreen, close to activities and restaurants.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A warm space to relax and recharge. Close to it all or simply do nothing. Near hiking, golf, the slopes, tennis, spa and ...
From $260 per night (USD)Expedia
- From $344 per night (USD)
VRBO
Mountain View Vista: Resort Condo w/ Views
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
The condo's main features are as described: KITCHEN: Newly renovated and fully stocked with a fridge, dishwasher, oven ...
From $344 per night (USD)VRBO
- From $821 per night (USD)
Expedia
6-bedroom house in Nellysford with WiFi AC Skiing Tubing and Golf
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 14
Discover the beauty of Nellysford from this 6-bedroom house. Marvelous king and queen beds await you, ensuring a brillia ...
From $821 per night (USD)Expedia
- From $359 per night (USD)
VRBO
Mid‑Century Retreat • Near Breweries • Sleeps 12
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Stay minutes from Wintergreen and come home to a place built for group fun — hot tub evenings, a game room for the kids, ...
From $359 per night (USD)VRBO
- From $925 per night (USD)
Expedia
Red White & WTG: Hot Tub, 5 Bedrooms!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 16
Welcome to Red, White and Wintergreen! Escape to the scenic beauty of Wintergreen Resort in Virginia with this spacious ...
From $925 per night (USD)Expedia
- From $484 per night (USD)
VRBO
Private Mountain Retreat near Breweries and Wineries
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Escape to Treetops Lodge, your private mountain retreat on 12 wooded acres. Perfect for families and groups, the lodge f ...
From $484 per night (USD)VRBO
- From $850 per night (USD)
Expedia
Luxurious 5-bedroom house off Nelson 151 in Nellysford
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to High View Haven! HVH offers a relaxing space while skiing at Wintergreen, golfing at Stoney Creek, or sampl ...
From $850 per night (USD)Expedia
- From $532 per night (USD)
VRBO
Cozy 6-bedroom cabin in Wintergreen Resort
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 14
This charming mountain house spans three floors, providing ample space for large families or multiple families to enjoy ...
From $532 per night (USD)VRBO
- From $497 per night (USD)
Expedia
Cheerful 3-Bedroom Cabin in amazing Wintergreen Resort
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Rustic 3 bedroom mountain home. Come and relax in Wintergreen! This home has the everything you are looking for when you ...
From $497 per night (USD)Expedia
- From $667 per night (USD)
VRBO
Afton Awaits: Pool, Mountain View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Living Room: Spacious and inviting with cozy seating area with a fireplace, coffee table two couches and a smart TV. Di ...
From $667 per night (USD)VRBO
- From $332 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 $332 per night (USD)VRBO
- From $332 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 $332 per night (USD)VRBO
- From $332 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 $332 per night (USD)VRBO
- From $465 per night (USD)
VRBO
Welcome to the newly appointed Everett Estate: Where Modern Luxury Meets Historic Charm
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to the newly appointed Everett Estate: Where Modern Luxury Meets Historic Charm. Boasting picturesque mountain v ...
From $465 per night (USD)VRBO
- From $332 per night (USD)
VRBO
Everett Estate | Suite 1
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to the newly appointed Everett Estate: Where Modern Luxury Meets Historic Charm. Boasting picturesque mountain v ...
From $332 per night (USD)VRBO
- From $864 per night (USD)
VRBO
Modern 5 bedroom retreat w/ mountain views. Sauna + Wood fired pizza oven!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to Altitude Adjustment!! The whole group will love this spacious and unique space. In the heart of the "Brew R ...
From $864 per night (USD)VRBO
- From $566 per night (USD)
Expedia
Spacious and Updated Home in Wintergreen
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to Bear Ridge Retreat, a pristine and spacious 5BR home in Wintergreen. Outside, enjoy the hot tub and firepit, ...
From $566 per night (USD)Expedia
- From $549 per night (USD)
VRBO
Modern Townhome at Wintergreen Resort
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Sunken Living Room for Socializing | Cozy Nights Fireside | On-Site Bus to Ski Area (Weekends) Located in an all-season ...
From $549 per night (USD)VRBO
- From $913 per night (USD)
Expedia
Pilotview Hollow - *NEW* Luxury Nelson Co Retreat
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Pilotview Hollow is a stunning NEW home right off the iconic Nelson 151 Brew Trail. The three story house is located in ...
From $913 per night (USD)Expedia
- From $204 per night (USD)
VRBO
Wintergreen Resort Condo: Deck & Golf Course Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
On-Site Golf & Ski Storage | Covered Deck | Near Hiking Embark on a nature escape worth remembering at this 2-bedroom, ...
From $204 per night (USD)VRBO
- From $290 per night (USD)
Expedia
Cozy Lux Condo at Wintergreen Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: This perfect little getaway is nestled into the hillside and centrally located within Wintergreen. Our place ...
From $290 per night (USD)Expedia
- From $273 per night (USD)
VRBO
Uncork and unwind Mountain Retreat -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 $273 per night (USD)VRBO
- From $395 per night (USD)
Expedia
Aftonshire Cottage - Heart of Afton's Wine Region
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Aftonshire Cottage - Heart of Afton's Wine Region The Space: Tucked away in the heart of Nelson County’s 1 ...
From $395 per night (USD)Expedia
- From $436 per night (USD)
VRBO
\"Glass & Pine\" Home close to Bold Rock & Vineyards
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled in the breathtaking Blue Ridge Mountains of Nellysford, VA, this newly built contemporary home is perfect for na ...
From $436 per night (USD)VRBO
- From $315 per night (USD)
Expedia
Hot Tub | Fire Pit | River | State Park | King Bed
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome! 'Hygge' is a Danish-inspired concept that embraces the idea of all things warm and cozy. This home is delightfu ...
From $315 per night (USD)Expedia
- From $420 per night (USD)
VRBO
The Distinguished Squirrel Chalet walking distance
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Nestled at Wintergreen Resort, this unique Treeloft home is just steps from the slopes! Walking access just 4 houses dow ...
From $420 per night (USD)VRBO
- From $583 per night (USD)
Expedia
5 King Beds | Sleeps 18 | Pickleball | Brew Trail
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 18
Welcome! This home is luxuriously spacious. With five king beds, a 3-bunk bunk room, a full size pickleball court, and ...
From $583 per night (USD)Expedia
- From $1924 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 $1924 per night (USD)VRBO
- From $975 per night (USD)
Expedia
Pickleball | 2 Homes | Sleeps 19 | 151 Brew Trail
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 20
Welcome! Nelly's Retreat is located in the lovely rolling hills of Nellysford, VA. The property includes two spacious h ...
From $975 per night (USD)Expedia
- From $556 per night (USD)
VRBO
Pickleball | 2 Master Suites | Fire Pit | Game Rm
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome! Nelly’s Oasis, a newly renovated garage with a modern interior, is comfortably situated in the foothills of th ...
From $556 per night (USD)VRBO
- From $517 per night (USD)
Expedia
Pickleball | Sleeps 14 | 151 Brew Trail | Firepit
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome! Nelly's Chalet is right off the 151 Wine & Brew Trail. Take in the scenic windy roads, the rolling hills, roma ...
From $517 per night (USD)Expedia
- From $367 per night (USD)
VRBO
Couple's Getaway in Stoney Creek at Wintergreen!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Private Location | Ideal Area for Hikers | Wraparound Deck | 15 Mi to Wintergreen Resort A romantic retreat awaits at t ...
From $367 per night (USD)VRBO
- From $411 per night (USD)
Expedia
The Cottage at Spindle Hill: an Artist’s Farm
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
<p>Relax and unwind in this fabulous handcrafted cottage— every detail has been considered! Beautiful mountain setting o ...
From $411 per night (USD)Expedia
- From $424 per night (USD)
VRBO
Spindle Hill Farm’s School House ~ EV/ pond on 50 acres with Mountain Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A solar-powered 1932 schoolhouse on 50 acres of farm & forest— huge original windows, hardwood floors, two ponds with a ...
From $424 per night (USD)VRBO
- From $369 per night (USD)
Expedia
Charming 2-bedroom tiny home with hot-tub, near wineries and hiking.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The Rockfish Tiny Home is Nestled in Central Virginia's picturesque countryside, this modern 500 sqft tiny home offers t ...
From $369 per night (USD)Expedia
- From $360 per night (USD)
VRBO
Entire house in Afton, VA. The Road House at Stumble Creek - 2 bedroom
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Your cozy Afton retreat awaits at this 2-bedroom house in the heart of Hwy 151 wine country. Views of the Appalachian Mo ...
From $360 per night (USD)VRBO
- From $307 per night (USD)
Expedia
Walk to Ski Slopes: Wintergreen Resort ‘Treehouse’
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Short Walk to Eagle’s Swoop | Furnished Deck w/ Mountain View | Fireside Relaxation ‘Treehouse’ is an updated mountain ...
From $307 per night (USD)Expedia
- Click For Pricing
VRBO
Spacious 5-bedroom house in a mountain hollow in Wintergreen Resort.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Your Wintergreen Resort adventure begins at this 5-bedroom house. With 1 king bed, 3 queen beds, and 4 twin beds, this p ...
Click For PricingVRBO
- From $459 per night (USD)
Expedia
Unwind at Bear Pause, located right at Wintergreen Resort.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 11
Bear Pause at Wintergreen Resort – Spacious Getaway for Family & Friends! Escape to the mountains and unwind at Bear Pa ...
From $459 per night (USD)Expedia




































































































