Search Your Destination Now!

Nelson Area Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Update Results Reset Dates
Filter

Results: 902 Rentals

  • Apartment on the Knoll with private pool
    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

    Details
  • Slopeside Wintergreen - Modern Luxury Ski-In / Ski-Out Condo - Sleeps 8
    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

    Details
  • Love Afton Cabin Summ
    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

    Details
  • Glenbrae: Afton Retreat w/Mountain Views off 151
    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

    Details
  • Elk Mountain Overlook: Breathtaking Views
    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

    Details
  • Blue Ridge Beau, Lost In The View
    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

    Details
  • Hilltop Escape At Wintergreen
    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

    Details
  • Beautiful Mountain Getaway - Walk to Everything at Wintergreen!
    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

    Details
  • Cattle farm getaway in Virginia's best wine & beer country! Fiber Optic Wi-Fi!
    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

    Details
  • Bluebird Mountain Home: Dog Friendly, No Step Master
    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

    Details
  • Secluded 20+ Acre Retreat Near Brew & Wine Trails
    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

    Details
  • Blue Ridge Bliss 9BR/6BA: 2 Homes Across the Street from each other! Sleeps 24
    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

    Details
  • Modern Nellysford Getaway w/ View: Deck & Fire Pit
    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

    Details
  • Charming 4-bedroom home with WiFi, game room and more near Wintergreen Resort!
    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

    Details
  • Tucked Inn: Lower Unit - NEW Nelson Co Getaway
    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

    Details
  • Hike, Bike & Explore: Wintergreen Resort Condo
    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

    Details
  • Authentic Log Cabin-
    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

    Details
  • Prime Spring Retreat: Walk, Sip, Hike, Relax, Explore at Dobie Slopeside
    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

    Details
  • Buena Vista - Your Panoramic Retreat - Million Dollar View
    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

    Details
  • CHARMING COUNTRY CABIN IN THE VIRGINIA BLUE RIDGE MOUNTAINS
    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

    Details
  • Family-Friendly Meets Luxury
    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

    Details
  • Wintergreen Resort: Weeping Rock Retreat
    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

    Details
  • Rockfish River Retreat
    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

    Details
  • Highridge Court 08 with Wintergreen Advantage
    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

    Details
  • Memory Maker with Wintergreen Advantage
    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

    Details
  • Stoneridge 41 with Wintergreen Advantage
    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

    Details
  • Heaven on Eleven with Wintergreen Advantage
    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 Pricing

    Expedia

    Details
  • Nowhere Land with Wintergreen Advantage
    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

    Details
  • Shenandoah Ridge 11 with Wintergreen Advantage
    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

    Details
  • Gumtree 2 with Wintergreen Advantage
    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

    Details
  • Timbers Lodge 42 with Wintergreen Advantage
    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

    Details
  • Tanners Ridge 14 with Wintergreen Advantage
    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

    Details
  • Fairway Woods 49 with Wintergreen Advantage
    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

    Details
  • Gumtree 4 with Wintergreen Advantage
    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

    Details
  • Highlands 48 with Wintergreen Advantage
    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

    Details
  • Gumtree 3 with Wintergreen Advantage
    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

    Details
  • Timbers Lodge 26 with Wintergreen Advantage
    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

    Details
  • Gumtree 5 with Wintergreen Advantage
    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

    Details
  • Mountain Inn Lodge 80 with Wintergreen Advantage
    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

    Details
  • Northridge 04 with Wintergreen Advantage
    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

    Details
  • Bluebird Cottage: Near 151 + Appalachian Trail
    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

    Details
  • Bear Tracks Cottage: New Hot Tub + Fire Pit
    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

    Details
  • Charming 4-bedroom farmhouse in brilliant Roseland / The Hen House
    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

    Details
  • Luxury Cabin on 6 Acres w/ Mountain Views Near Nelson 151 & Wintergreen
    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

    Details
  • Wintergreen home with hot tub, arcade, and fireplace, 2-minute drive from Wintergreen Resort.
    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

    Details
  • Entire house in Afton, VA, The Cottage at Stumble Creek - 3 bedroom
    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

    Details
  • Charming 3-bedroom house with hot tub and large deck
    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

    Details
  • Your Spring Retreat! The View at Crawfords Edge - Trails+Tastings+Peace
    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

    Details
  • Golf Course-View Cabin: Deck in Wintergreen Resort
    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

    Details
  • Wintergreen Ridge Retreat
    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

    Details
  • Gorgeous Tiny Home on Cliff's Edge - 4WD/AWD Access Only
    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

    Details
  • Cozy 3-bedroom cabin with Hot tub, WiFi, hiking, skiing, Wintergreen Resort!
    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

    Details
  • Saddleback Sanctuary: Indoor Pool + beside Veritas
    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

    Details
  • Retreat @ 3 Ridges / 2min->Slopes  / Walk to Dining
    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

    Details
  • Cottage w/ James River Access in Wingina!
    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

    Details
  • Upscale Wintergreen Getaway.  Golf View Deck, Pool, and Modern Comforts
    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

    Details
  • Art & Soul: Stairless Entry/Living + Sauna/Hot Tub
    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

    Details
  • View With a Room │ Mountain Home in Wine Country
    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

    Details
  • Art & Soul Guest House: Mtn Views + Hot Tub
    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 Pricing

    VRBO

    Details
  • Ridge Retreat @ Wintergreen!
    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

    Details
  • Blue Rivers Cottage and Loft
    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

    Details
  • Sycamore Shade: 151 House, HOT TUB, Mountain Views
    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

    Details
  • Blue Rivers Cottage with Mountain Views
    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

    Details
  • Blue Rivers Loft on the Brew Ridge Trail
    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

    Details
  • Luxury Home w/Mountain Views, Hot Tub, EV Charger, Play Equipment
    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

    Details
  • 1 Mi to Wintergreen Resort: Mtn-View Condo!
    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

    Details
  • Serenity Summit Springtime - Your Family Retreat!
    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

    Details
  • Artist's Historic Farmhouse + Mountain Cideries + Bed & Breakfast, Fire pit
    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

    Details
  • Family Fun Escape: Hot Tub, Gameroom, Fireplace, Dog Friendly, Firepits & Grill
    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

    Details
  • Cozy Cabin on Cub Creek: Near Wintergreen & AT
    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

    Details
  • Perfect Golf Getaway! Hot Tub Time Machine Wintergreen Resort
    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

    Details
  • Extreme privacy/Acreage/Hot Tub/Mountain Views/Central!!
    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

    Details
  • Wintergreen Resort - Mountain home w/4-bedroom 3 bath, Hot Tub & Wifi
    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

    Details
  • Luxury Home: Outdoor Lounge, Hot tub, FirePit, Family & Pet Friendly
    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

    Details
  • Serene haven \The Nest\ in Wintergreen, close to activities and restaurants.
    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

    Details
  • Ski Chalet at Wintergreen Resort with Amazing Views!
    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

    Details
  • The Meadows of White Mountain
    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

    Details
  • Mountain View Vista: Resort Condo w/ Views
    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

    Details
  • 6-bedroom house in Nellysford with WiFi AC Skiing Tubing and Golf
    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

    Details
  • Mid-Century Mountain Cabin w/ Hot Tub + Arcade
    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

    Details
  • Red White & WTG: Game Room + Hot Tub
    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

    Details
  • Walk to Lifts: Wintergreen Resort Condo
    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

    Details
  • Spacious Cabin in the Woods near Breweries and Wineries
    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

    Details
  • Luxurious 5-bedroom house off Nelson 151 in Nellysford
    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

    Details
  • Cozy 6-bedroom cabin in Wintergreen Resort
    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

    Details
  • Cheerful 3-Bedroom Cabin in amazing Wintergreen Resort
    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

    Details
  • Afton Awaits: Pool & Hot Tub/Central to Wineries
    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

    Details
  • Welcome to the newly appointed Everett Estate: Where Modern Luxury Meets Historic Charm
    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

    Details
  • Welcome to the newly appointed Everett Estate: Where Modern Luxury Meets Historic Charm
    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

    Details
  • Welcome to the newly appointed Everett Estate: Where Modern Luxury Meets Historic Charm
    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

    Details
  • Welcome to the newly appointed Everett Estate: Where Modern Luxury Meets Historic Charm
    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

    Details
  • Welcome to the newly appointed Everett Estate: Where Modern Luxury Meets Historic Charm
    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

    Details
  • TENNIS # GOLF # HOT TUB
    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

    Details
  • Spacious 5 bedroom modern home with mountain views galore.  Sauna + EV charger.
    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

    Details
  • Spacious and Updated Home in Wintergreen
    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

    Details
  • Modern Townhome at Wintergreen Resort
    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

    Details
  • Stunning View at the Lotus View Retreat in Yogaville/ Cabin
    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

    Details
  • Pilotview Hollow - *NEW* Luxury Nelson Co Retreat
    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

    Details
  • Lotus View Retreat in Yogaville, Chalet with WiFi and AC
    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

    Details
  • Dual Living Spaces Within Walking Distance From Slopes
    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

    Details