
Nelson Area Rentals

- From $215 per night (USD)
VRBO
Apartment on the Knoll with private pool
- 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 $215 per night (USD)VRBO
- From $273 per night (USD)
Expedia
Slopeside Wintergreen - Modern Luxury Ski-In / Ski-Out Condo - Sleeps 8
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to Your Perfect Winter Getaway: Ski-In / Ski-Out Luxury at Wintergreen Resort! Nestled in the heart of the Blue ...
From $273 per night (USD)Expedia
- From $1060 per night (USD)
VRBO
Love Afton Cabin Summ
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 16
Summary: Welcome to Loves Afton Cabin! Gather your loved ones and escape to our secluded 11.5-acre retreat, with breatht ...
From $1060 per night (USD)VRBO
- From $676 per night (USD)
Expedia
Glenbrae: Afton Retreat w/Mountain Views off 151
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Glenbrae is located just off the iconic Nelson 151 and 1 mile from Afton Mountain Vineyards. This property was stylishly ...
From $676 per night (USD)Expedia
- From $445 per night (USD)
VRBO
Elk Mountain Overlook: Breathtaking Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Mountaintop overlook with jaw dropping views and camp themed interior design. Perched upon Elk Mountain just off the Blu ...
From $445 per night (USD)VRBO
- From $495 per night (USD)
Expedia
Blue Ridge Beau, Lost In The View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Discover a meticulously refurbished home in the Shenandoah Valley where opulence intertwines seamlessly with the awe-ins ...
From $495 per night (USD)Expedia
- From $632 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 $632 per night (USD)VRBO
- From $268 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 $268 per night (USD)Expedia
- From $397 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 $397 per night (USD)VRBO
- From $434 per night (USD)
Expedia
Bluebird Mountain Home: Dog Friendly, No Step Master
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Bluebird Mountain Home is a beautifully decorated, thoughtfully designed, light filled, cozy house nestled among the tre ...
From $434 per night (USD)Expedia
- From $231 per night (USD)
VRBO
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 $231 per night (USD)VRBO
- From $1349 per night (USD)
Expedia
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 $1349 per night (USD)Expedia
- From $434 per night (USD)
VRBO
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 $434 per night (USD)VRBO
- From $301 per night (USD)
Expedia
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 $301 per night (USD)Expedia
- From $180 per night (USD)
VRBO
Tucked Inn: Lower Unit - NEW Nelson Co Getaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Tucked Inn is perfectly "tucked" away right off the iconic Nelson 151 Brew Trail with proximity to Hilltop Winery. Tucke ...
From $180 per night (USD)VRBO
- From $168 per night (USD)
Expedia
Hike, Bike & Explore: Wintergreen Resort Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Golfing Nearby | Dog Friendly w/ Fee | Walk to Restaurants No matter what time of year you visit, plenty of adventure a ...
From $168 per night (USD)Expedia
- From $296 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 $296 per night (USD)VRBO
- From $268 per night (USD)
Expedia
Prime Spring Retreat: Walk, Sip, Hike, Relax, Explore at Dobie Slopeside
- 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 $268 per night (USD)Expedia
- From $294 per night (USD)
VRBO
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 $294 per night (USD)VRBO
- From $286 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 $286 per night (USD)VRBO
- From $1492 per night (USD)
VRBO
Family-Friendly Meets Luxury
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
New Listing! Welcome to Goldfinch Perch, the most family-friendly home in Wintergreen. The kids will be fully entertaine ...
From $1492 per night (USD)VRBO
- From $253 per night (USD)
Expedia
Wintergreen Resort: Weeping Rock Retreat
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Weeping Rock Retreat in Wintergreen Resort. This 4 bedroom, 3 full bath home is certain to fit your individua ...
From $253 per night (USD)Expedia
- From $282 per night (USD)
VRBO
Rockfish River Retreat
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Your cozy getaway awaits in Shipman at this adorable house. With 4 bedrooms, including 1 king bed, 2 queen beds, and 1 t ...
From $282 per night (USD)VRBO
- From $367 per night (USD)
Expedia
Highridge Court 08 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the Highridge Court condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and ...
From $367 per night (USD)Expedia
- From $840 per night (USD)
VRBO
Memory Maker with Wintergreen Advantage
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
This 6 bedroom/ 4 bath pet-friendly home sleeps 12 people. No A/C. This home is the perfect place to relax and reconnect ...
From $840 per night (USD)VRBO
- From $365 per night (USD)
Expedia
Stoneridge 41 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the Stoneridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitn ...
From $365 per night (USD)Expedia
- Click For Pricing
Expedia
Heaven on Eleven with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Heaven on 11 is a comfortable 3 BR / 3 BA house with Queen Beds, sleeps 6, with two bedrooms on the entry level, includi ...
Click For PricingExpedia
- From $520 per night (USD)
Expedia
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 $520 per night (USD)Expedia
- From $606 per night (USD)
VRBO
Shenandoah Ridge 11 with Wintergreen Advantage
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Located in the Shenandoah Ridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics an ...
From $606 per night (USD)VRBO
- From $489 per night (USD)
Expedia
Gumtree 2 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Apartment style condominium with several location options: please indicate in Comments section if you have a preference ...
From $489 per night (USD)Expedia
- From $227 per night (USD)
VRBO
Timbers Lodge 42 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Loft style guest room located in the Timbers complex near the Blackrock Village Center and walkable to the ski slopes an ...
From $227 per night (USD)VRBO
- From $366 per night (USD)
Expedia
Tanners Ridge 14 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the Tanners Ridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and F ...
From $366 per night (USD)Expedia
- From $370 per night (USD)
VRBO
Fairway Woods 49 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the Fairways Woods condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and ...
From $370 per night (USD)VRBO
- From $608 per night (USD)
Expedia
Gumtree 4 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Apartment style condominium with several location options: please indicate in Comments section if you have a preference ...
From $608 per night (USD)Expedia
- From $397 per night (USD)
VRBO
Highlands 48 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the Highlands condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitne ...
From $397 per night (USD)VRBO
- From $367 per night (USD)
Expedia
Gumtree 3 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Apartment style condominium with several location options: please indicate in Comments section if you have a preference ...
From $367 per night (USD)Expedia
- From $229 per night (USD)
VRBO
Timbers Lodge 26 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Loft style guest room located in the Timbers complex near the Blackrock Village Center and walkable to the ski slopes an ...
From $229 per night (USD)VRBO
- From $486 per night (USD)
Expedia
Gumtree 5 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Apartment style condominium with several location options: please indicate in Comments section if you have a preference ...
From $486 per night (USD)Expedia
- From $230 per night (USD)
VRBO
Mountain Inn Lodge 80 with Wintergreen Advantage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Loft style guest room located in the Mountain Inn near the Blackrock Village Center and walkable to the ski slopes and R ...
From $230 per night (USD)VRBO
- From $258 per night (USD)
Expedia
Northridge 04 with Wintergreen Advantage
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Located in the Northridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitn ...
From $258 per night (USD)Expedia
- From $292 per night (USD)
VRBO
Bluebird Cottage: Near 151 + Appalachian Trail
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Bluebird Cottage! This house is less than a mile from Devil's Backbone Brewery; nestled at the bottom of Wint ...
From $292 per night (USD)VRBO
- From $436 per night (USD)
Expedia
Bear Tracks Cottage: New Hot Tub + Fire Pit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to Bear Tracks Cottage! This beautiful cabin is tucked away, giving guests a private retreat in Nelson County, b ...
From $436 per night (USD)Expedia
- From $542 per night (USD)
VRBO
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)VRBO
- From $459 per night (USD)
Expedia
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 $459 per night (USD)Expedia
- From $846 per night (USD)
VRBO
Wintergreen home with hot tub, arcade, and fireplace, 2-minute drive from Wintergreen Resort.
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 15
Wintergreen home with hot tub, arcade, and fireplace, 2-minute drive from Wintergreen Resort. Experience the ultimate mo ...
From $846 per night (USD)VRBO
- From $278 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 $278 per night (USD)VRBO
- From $466 per night (USD)
VRBO
Charming 3-bedroom house with hot tub and large deck
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Your home away from home in Roseland with 3 bedrooms. This terrific house offers large bedrooms with a queen bed, a king ...
From $466 per night (USD)VRBO
- From $767 per night (USD)
Expedia
Your Spring Retreat! The View at Crawfords Edge - Trails+Tastings+Peace
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to The View at Crawfords Edge—a luxurious 4BR/4 ensuite bath mountain retreat nestled on top of Wintergreen Resor ...
From $767 per night (USD)Expedia
- From $352 per night (USD)
VRBO
Golf Course-View Cabin: Deck in Wintergreen Resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Decks, Fire Table & Private Yard | Walk to Hiking Trails & Drive to Wineries | Large Windows w/ Peaceful Forest Views S ...
From $352 per night (USD)VRBO
- From $409 per night (USD)
Expedia
Wintergreen Ridge Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Summary: Wintergreen Ridge Retreat: Cozy Mountain Getaway Welcome to Wintergreen Ridge Retreat, your perfect escape at ...
From $409 per night (USD)Expedia
- From $269 per night (USD)
VRBO
Gorgeous Tiny Home on Cliff's Edge - 4WD/AWD Access Only
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Affectionately referred to as "Tiny," your home away from home has all the comforts: a small but mighty kitchen stocked ...
From $269 per night (USD)VRBO
- From $260 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 $260 per night (USD)VRBO
- From $1106 per night (USD)
VRBO
Saddleback Sanctuary: Indoor Pool + beside Veritas
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
FIRST FLOOR (Entry Floor): LIVING ROOM - Large living room with seating for your entire group, smart TV, and balcony acc ...
From $1106 per night (USD)VRBO
- From $282 per night (USD)
Expedia
Retreat @ 3 Ridges / 2min->Slopes / Walk to 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 $282 per night (USD)Expedia
- From $186 per night (USD)
VRBO
Cottage w/ James River Access in Wingina!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Mountain Views | 145-Acre Property (Shared) | 4 Mi to Yogaville | 13 Mi to James River State Park Peaceful surroundings ...
From $186 per night (USD)VRBO
- From $213 per night (USD)
Expedia
Upscale Wintergreen Getaway. Golf View Deck, Pool, and Modern Comforts
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your elegant home away from home at Wintergreen Resort. This 2-bedroom, 2-bathroom condo offers a serene and ...
From $213 per night (USD)Expedia
- From $675 per night (USD)
VRBO
Art & Soul: Stairless Entry/Living + Sauna/Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Art & Soul, a newly renovated and stairless entry home in the picturesque mountains of Wintergreen, Virginia. ...
From $675 per night (USD)VRBO
- From $373 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 $373 per night (USD)Expedia
- Click For Pricing
VRBO
Art & Soul Guest House: Mtn Views + Hot Tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Please note: * Art and Soul Guest House may not suitable for toddlers due to open spaces between stairs and an electric ...
Click For PricingVRBO
- From $549 per night (USD)
Expedia
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 $549 per night (USD)Expedia
- From $449 per night (USD)
VRBO
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 $449 per night (USD)VRBO
- From $317 per night (USD)
Expedia
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 $317 per night (USD)Expedia
- From $295 per night (USD)
VRBO
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 $295 per night (USD)VRBO
- From $148 per night (USD)
Expedia
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 $148 per night (USD)Expedia
- From $734 per night (USD)
VRBO
Luxury Home w/Mountain Views, Hot Tub, EV Charger, Play Equipment
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Summary: Luxurious and spacious, this home offers views of the famous Humpback Rocks ridges, from just about every room. ...
From $734 per night (USD)VRBO
- From $230 per night (USD)
Expedia
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 $230 per night (USD)Expedia
- From $324 per night (USD)
VRBO
Serenity Summit Springtime - Your Family Retreat!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Discover the perfect getaway at Serenity Summit, a stunning 3BR, 3.5BA home nestled in the heart of Wintergreen Resort. ...
From $324 per night (USD)VRBO
- From $1070 per night (USD)
Expedia
Artist's Historic Farmhouse + Mountain Cideries + Bed & Breakfast, Fire pit
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 9
Welcome to your charming and elegant farmhouse escape located in the heart of Virginia’s Blue Ridge. This stunning 1905 ...
From $1070 per night (USD)Expedia
- From $526 per night (USD)
VRBO
Family Fun Escape: Hot Tub, Gameroom, Fireplace, Dog Friendly, Firepits & Grill
- Bedrooms:
- 3
- Bathrooms:
- 5
- 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 $526 per night (USD)VRBO
- From $235 per night (USD)
Expedia
Cozy Cabin on Cub Creek: Near Wintergreen & AT
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cub Creek is a secluded cozy mountain cabin located only minutes away from Devil's Backbone, Wintergreen Ski Resort, the ...
From $235 per night (USD)Expedia
- From $1172 per night (USD)
VRBO
Perfect Golf Getaway! Hot Tub Time Machine Wintergreen Resort
- 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 $1172 per night (USD)VRBO
- From $524 per night (USD)
Expedia
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 $524 per night (USD)Expedia
- From $342 per night (USD)
VRBO
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 $342 per night (USD)VRBO
- From $716 per night (USD)
Expedia
Luxury Home: Outdoor Lounge, Hot tub, FirePit, Family & Pet Friendly
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
"... it's luxury tucked away in the quiet woods yet just minutes away from the action" - Sara Welcome to Sundown Sanctu ...
From $716 per night (USD)Expedia
- From $164 per night (USD)
VRBO
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 $164 per night (USD)VRBO
- From $300 per night (USD)
Expedia
Ski Chalet at Wintergreen Resort with Amazing Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Escape to this charming 2- bedroom , 2 bathroom condo located in The Highlands at Wintergreen Resort, the perfect retre ...
From $300 per night (USD)Expedia
- From $212 per night (USD)
VRBO
The Meadows of White Mountain
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
A newly finished space with all of the amenities and stylish attributes to have a peaceful and comfortable home away fro ...
From $212 per night (USD)VRBO
- From $234 per night (USD)
Expedia
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 $234 per night (USD)Expedia
- From $413 per night (USD)
VRBO
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 $413 per night (USD)VRBO
- From $593 per night (USD)
Expedia
Mid-Century Mountain Cabin w/ Hot Tub + Arcade
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
The perfect blend of mid-century style and family-friendly fun—here’s why guests love our Wintergreen retreat: Top 5 H ...
From $593 per night (USD)Expedia
- From $789 per night (USD)
VRBO
Red White & WTG: Game Room + Hot Tub
- 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 $789 per night (USD)VRBO
- From $358 per night (USD)
Expedia
Walk to Lifts: Wintergreen Resort Condo
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Cozy Wood-Burning Fireplace | All-Season Adventure | On-Site Hiking Path | Pet Friendly w/ Fee Unplug and connect with ...
From $358 per night (USD)Expedia
- From $480 per night (USD)
VRBO
Spacious Cabin in the Woods near Breweries and Wineries
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Escape to the Treetops Lodge, your own "cabin in the woods." Located on 12 acres of lush mountainside, the Treetops Lod ...
From $480 per night (USD)VRBO
- From $655 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 $655 per night (USD)Expedia
- From $622 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 $622 per night (USD)VRBO
- From $266 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 $266 per night (USD)Expedia
- From $561 per night (USD)
VRBO
Afton Awaits: Pool & Hot Tub/Central to Wineries
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in the picturesque hills of Afton, Virginia, this luxury modern farmhouse offers the perfect blend of rustic cha ...
From $561 per night (USD)VRBO
- From $264 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 $264 per night (USD)VRBO
- From $264 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 $264 per night (USD)VRBO
- From $264 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 $264 per night (USD)VRBO
- From $360 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 $360 per night (USD)VRBO
- From $264 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 $264 per night (USD)VRBO
- From $498 per night (USD)
VRBO
TENNIS # GOLF # HOT TUB
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Spring is here at Wintergreen! Plan your tennis or golf weekend. Enjoy brand new 4 person hot tub! This Beautiful Hom ...
From $498 per night (USD)VRBO
- From $655 per night (USD)
Expedia
Spacious 5 bedroom modern home with mountain views galore. Sauna + EV charger.
- 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 $655 per night (USD)Expedia
- From $486 per night (USD)
VRBO
Spacious and Updated Home in Wintergreen
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to Bear Ridge Retreat, a pristine and spacious 5BR home in the heart of Wintergreen. You'll love the open floor ...
From $486 per night (USD)VRBO
- From $407 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 $407 per night (USD)VRBO
- From $201 per night (USD)
VRBO
Stunning View at the Lotus View Retreat in Yogaville/ Cabin
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Lotus View Retreat, a custom-built log cabin perched atop a scenic ridge in Buckingham, Virginia. Overlooking ...
From $201 per night (USD)VRBO
- From $654 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 $654 per night (USD)Expedia
- From $206 per night (USD)
VRBO
Lotus View Retreat in Yogaville, Chalet with WiFi and AC
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
About the Chalet Custom built 2BD furnished house overlooking the James River, Lotus Temple and Blue Ridge Mountains 1 ...
From $206 per night (USD)VRBO
- From $527 per night (USD)
Expedia
Dual Living Spaces Within Walking Distance From Slopes
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Welcome to Summit Serenity - a 4-bedroom, 3-bath mountain retreat just steps from Wintergreen Resort’s slopes, hiking, a ...
From $527 per night (USD)Expedia