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Results: 901 Rentals

  • Mountain Inn Lodge 59 with Wintergreen Advantage
    From $139 per night (USD)

    VRBO

    Mountain Inn Lodge 59 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 $139 per night (USD)

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  • Mountain Inn Lodge 83 with Wintergreen Advantage
    From $139 per night (USD)

    Expedia

    Mountain Inn Lodge 83 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 $139 per night (USD)

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    Details
  • Mountain Inn Lodge 60 with Wintergreen Advantage
    From $139 per night (USD)

    VRBO

    Mountain Inn Lodge 60 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 $139 per night (USD)

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    Details
  • Three Ridges 74 with Wintergreen Advantage
    From $149 per night (USD)

    Expedia

    Three Ridges 74 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Located in the Three Ridges condominium complex, near the Blackrock Village Center and walkable to the ski slopes and Re ...

    From $149 per night (USD)

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    Details
  • Three Ridges 90 with Wintergreen Advantage
    From $149 per night (USD)

    VRBO

    Three Ridges 90 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Located in the Three Ridges condominium complex, near the Blackrock Village Center and walkable to the ski slopes and Re ...

    From $149 per night (USD)

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  • 3 min drive to slopes and hiking right in the neighborhood! Sleeps 8!
    From $176 per night (USD)

    Expedia

    3 min drive to slopes and hiking right in the neighborhood! Sleeps 8!

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    8

    Welcome to our spacious two-story townhome with enough room to enjoy your family and also escape when you are sick of th ...

    From $176 per night (USD)

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    Details
  • Majestic Mtn Cabin + Quick hiking trail access & wedding overlook
    From $283 per night (USD)

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    Majestic Mtn Cabin + Quick hiking trail access & wedding overlook

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    You have found the PERFECT Family-Friendly Wintergreen Getaway! ⨇Fully-remodeled luxurious 2000sq ft ski chalet ⨇Brief w ...

    From $283 per night (USD)

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  • New Listing!100 FT FROM THE SLOPES! 4bd\/3bth Ski In\/Out Dobie Condo + Loft ❄⛄⛷🏂
    From $316 per night (USD)

    Expedia

    New Listing!100 FT FROM THE SLOPES! 4bd\/3bth Ski In\/Out Dobie Condo + Loft ❄⛄⛷🏂

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    ❄Best Location! Ski-In/Ski-Out Slopeside family-sized Dobie Condo with loft RIGHT NEXT to the Blue Ridge Express and Mou ...

    From $316 per night (USD)

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  • *2 bedroom in main floor, pets allowed*
    From $247 per night (USD)

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    *2 bedroom in main floor, pets allowed*

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    10

    Shangri-La, imaginary paradise on earth, a remote and exotic utopia, a faraway haven or hideaway of idyllic beauty and t ...

    From $247 per night (USD)

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    Details
  • Central Virginia Cottage Near Breweries & Wineries
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    Central Virginia Cottage Near Breweries & Wineries

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Your next solo adventure or couple’s retreat to Shenandoah National Park awaits at this Afton vacation rental. Providing ...

    Click For Pricing

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    Details
  • Historic Farm Renovated with Comfort, Mountain Views, Hot Tub, Pond, & Animals!
    From $1073 per night (USD)

    VRBO

    Historic Farm Renovated with Comfort, Mountain Views, Hot Tub, Pond, & Animals!

    Bedrooms:
    9
    Bathrooms:
    11
    Sleeps:
    26

    Lovingly maintained and beautifully updated, this 1840s farmhouse is the treasure you’ve been looking for! Every room is ...

    From $1073 per night (USD)

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    Details
  • Luxury Tiny Home. Brew Ridge. Trail. Ski. Wineries
    From $141 per night (USD)

    Expedia

    Luxury Tiny Home. Brew Ridge. Trail. Ski. Wineries

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    About this space A six-figure tiny home in the epicenter of VA's Brew Ridge Trail. FORBES listed this model as the most ...

    From $141 per night (USD)

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    Details
  • Wintergreen Retreat: Cabin with Hot Tub, Nestled in Woods, Hiking, Game Room
    From $175 per night (USD)

    VRBO

    Wintergreen Retreat: Cabin with Hot Tub, Nestled in Woods, Hiking, Game Room

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Enjoy blue ridge bliss when you escape to "Quisisana South" a cozy cabin with a hot tub, nestled in the majestic woods f ...

    From $175 per night (USD)

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    Details
  • Cozy chalet w\/ king beds, hot tub, and fireplace. Close to hiking. Dog-friendly!
    From $118 per night (USD)

    Expedia

    Cozy chalet w\/ king beds, hot tub, and fireplace. Close to hiking. Dog-friendly!

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to Blackrock Escape! Our home is the perfect getaway for couples and small families. *Sleeps 4: Two King beds ...

    From $118 per night (USD)

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    Details
  • Cute & Homey Camper @ Happy Farm
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    Cute & Homey Camper @ Happy Farm

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Enjoy the sunrise over a horse pasture and the sounds of nature when you stay in our family camper. Parked in front of a ...

    Click For Pricing

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  • Three Ridges 84 with Wintergreen Advantage
    From $149 per night (USD)

    Expedia

    Three Ridges 84 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Located in the Three Ridges condominium complex, near the Blackrock Village Center and walkable to the ski slopes and Re ...

    From $149 per night (USD)

    Expedia

    Details
  • Shenandoah Ridge 07 with Wintergreen Advantage
    From $349 per night (USD)

    VRBO

    Shenandoah Ridge 07 with Wintergreen Advantage

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Located in the Shenandoah Ridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics an ...

    From $349 per night (USD)

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    Details
  • Mountain Inn Lodge 68 with Wintergreen Advantage
    From $139 per night (USD)

    Expedia

    Mountain Inn Lodge 68 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 $139 per night (USD)

    Expedia

    Details
  • Stoneridge 82 with Wintergreen Advantage
    From $279 per night (USD)

    VRBO

    Stoneridge 82 with Wintergreen Advantage

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Located in the Stoneridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitn ...

    From $279 per night (USD)

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    Details
  • Westwood 01 with Wintergreen Advantage
    From $349 per night (USD)

    Expedia

    Westwood 01 with Wintergreen Advantage

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Located in the Westwood condominium complex on Ivy Glen Lane, in the Devils Knob area with close proximity to The Spa, A ...

    From $349 per night (USD)

    Expedia

    Details
  • Dobie 33 with Wintergreen Advantage
    From $279 per night (USD)

    VRBO

    Dobie 33 with Wintergreen Advantage

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Located in the Dobie condominium complex, near the Blackrock Village Center and walkable to the ski slopes and Resort di ...

    From $279 per night (USD)

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    Details
  • Shenandoah Ridge 01 with Wintergreen Advantage
    From $409 per night (USD)

    Expedia

    Shenandoah Ridge 01 with Wintergreen Advantage

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    Located in the Shenandoah Ridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics an ...

    From $409 per night (USD)

    Expedia

    Details
  • Northridge 09 with Wintergreen Advantage
    From $279 per night (USD)

    VRBO

    Northridge 09 with Wintergreen Advantage

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Located in the Northridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitn ...

    From $279 per night (USD)

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    Details
  • Overlook 04 with Wintergreen Advantage
    From $209 per night (USD)

    Expedia

    Overlook 04 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Located in the Overlook condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitnes ...

    From $209 per night (USD)

    Expedia

    Details
  • Mountain Inn Lodge 79 with Wintergreen Advantage
    From $139 per night (USD)

    VRBO

    Mountain Inn Lodge 79 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 $139 per night (USD)

    VRBO

    Details
  • Mountain Inn Lodge 63 with Wintergreen Advantage
    From $139 per night (USD)

    Expedia

    Mountain Inn Lodge 63 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 $139 per night (USD)

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    Details
  • Shenandoah Ridge 09 with Wintergreen Advantage
    From $349 per night (USD)

    VRBO

    Shenandoah Ridge 09 with Wintergreen Advantage

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Located in the Shenandoah Ridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics an ...

    From $349 per night (USD)

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    Details
  • Mountain Inn Lodge 52 with Wintergreen Advantage
    From $139 per night (USD)

    Expedia

    Mountain Inn Lodge 52 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 $139 per night (USD)

    Expedia

    Details
  • Overlook 48 with Wintergreen Advantage
    From $349 per night (USD)

    VRBO

    Overlook 48 with Wintergreen Advantage

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Located in the Overlook condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitnes ...

    From $349 per night (USD)

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    Details
  • Cliffs 26 with Wintergreen Advantage
    From $209 per night (USD)

    Expedia

    Cliffs 26 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Located in the Cliffs condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitness ...

    From $209 per night (USD)

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    Details
  • Overlook 05 with Wintergreen Advantage
    From $209 per night (USD)

    VRBO

    Overlook 05 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Located in the Overlook condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitnes ...

    From $209 per night (USD)

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    Details
  • Highlands 05 with Wintergreen Advantage
    From $209 per night (USD)

    Expedia

    Highlands 05 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 $209 per night (USD)

    Expedia

    Details
  • Mountain Inn Lodge 78 with Wintergreen Advantage
    From $139 per night (USD)

    VRBO

    Mountain Inn Lodge 78 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 $139 per night (USD)

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    Details
  • Mountain Inn Lodge 62 with Wintergreen Advantage
    From $139 per night (USD)

    Expedia

    Mountain Inn Lodge 62 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 $139 per night (USD)

    Expedia

    Details
  • Mountain Inn Lodge 61 with Wintergreen Advantage
    From $139 per night (USD)

    VRBO

    Mountain Inn Lodge 61 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 $139 per night (USD)

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    Details
  • Trillium Place 01 with Wintergreen Advantage
    From $349 per night (USD)

    Expedia

    Trillium Place 01 with Wintergreen Advantage

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Located in the Trillium condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitnes ...

    From $349 per night (USD)

    Expedia

    Details
  • Stoneridge 69 with Wintergreen Advantage
    From $279 per night (USD)

    VRBO

    Stoneridge 69 with Wintergreen Advantage

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Located in the Stoneridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitn ...

    From $279 per night (USD)

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    Details
  • Shenandoah Ridge 16 with Wintergreen Advantage
    From $349 per night (USD)

    Expedia

    Shenandoah Ridge 16 with Wintergreen Advantage

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Located in the Shenandoah Ridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics an ...

    From $349 per night (USD)

    Expedia

    Details
  • Mountain Inn Lodge 58 with Wintergreen Advantage
    From $139 per night (USD)

    VRBO

    Mountain Inn Lodge 58 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 $139 per night (USD)

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    Details
  • Fairway Woods 36 with Wintergreen Advantage
    From $279 per night (USD)

    Expedia

    Fairway Woods 36 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Located in the Fairway Woods condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and F ...

    From $279 per night (USD)

    Expedia

    Details
  • Shenandoah Ridge 13 with Wintergreen Advantage
    From $409 per night (USD)

    VRBO

    Shenandoah Ridge 13 with Wintergreen Advantage

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    Located in the Shenandoah Ridge condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics an ...

    From $409 per night (USD)

    VRBO

    Details
  • Mountain Inn Lodge 55 with Wintergreen Advantage
    From $139 per night (USD)

    Expedia

    Mountain Inn Lodge 55 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 $139 per night (USD)

    Expedia

    Details
  • Stonewall Court 21 with Wintergreen Advantage
    From $409 per night (USD)

    VRBO

    Stonewall Court 21 with Wintergreen Advantage

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    Located in the Stonewall Court condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and ...

    From $409 per night (USD)

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    Details
  • Timbers Studio 08 with Wintergreen Advantage
    From $129 per night (USD)

    Expedia

    Timbers Studio 08 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Hotel style guest room located in the Timbers complex near the Blackrock Village Center and walkable to the ski slopes a ...

    From $129 per night (USD)

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    Details
  • Timbers Studio 05 with Wintergreen Advantage
    From $129 per night (USD)

    VRBO

    Timbers Studio 05 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Hotel style guest room located in the Timbers complex near the Blackrock Village Center and walkable to the ski slopes a ...

    From $129 per night (USD)

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    Details
  • Mountain Inn Studio 96 with Wintergreen Advantage
    From $129 per night (USD)

    Expedia

    Mountain Inn Studio 96 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Hotel style guest room located on the main floor of the Mountain Inn near the Blackrock Village Center and walkable to t ...

    From $129 per night (USD)

    Expedia

    Details
  • Laurelwood 44 with Wintergreen Advantage
    From $149 per night (USD)

    VRBO

    Laurelwood 44 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Located in the Laurelwood condominium complex, near the Blackrock Village Center and walkable to the ski slopes and Reso ...

    From $149 per night (USD)

    VRBO

    Details
  • Mountain Inn Studio 97 with Wintergreen Advantage
    From $129 per night (USD)

    Expedia

    Mountain Inn Studio 97 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Hotel style guest room located on the main floor of the Mountain Inn near the Blackrock Village Center and walkable to t ...

    From $129 per night (USD)

    Expedia

    Details
  • Timbers Studio 07 with Wintergreen Advantage
    From $129 per night (USD)

    VRBO

    Timbers Studio 07 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Hotel style guest room located in the Timbers complex near the Blackrock Village Center and walkable to the ski slopes a ...

    From $129 per night (USD)

    VRBO

    Details
  • Highlands 37 with Wintergreen Advantage
    From $149 per night (USD)

    Expedia

    Highlands 37 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    2

    Located in the Highlands condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitne ...

    From $149 per night (USD)

    Expedia

    Details
  • Highridge Court 24 with Wintergreen Advantage
    From $149 per night (USD)

    VRBO

    Highridge Court 24 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    2

    Located in the Highridge Court condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and ...

    From $149 per night (USD)

    VRBO

    Details
  • Laurelwood 84 with Wintergreen Advantage
    From $149 per night (USD)

    Expedia

    Laurelwood 84 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Located in the Laurelwood condominium complex, near the Blackrock Village Center and walkable to the ski slopes and Reso ...

    From $149 per night (USD)

    Expedia

    Details
  • Cliffs 21 with Wintergreen Advantage
    From $149 per night (USD)

    VRBO

    Cliffs 21 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Located in the Cliffs condominium complex in the Devils Knob area with close proximity to The Spa, Aquatics and Fitness ...

    From $149 per night (USD)

    VRBO

    Details
  • Timbers Studio 06 with Wintergreen Advantage
    From $129 per night (USD)

    Expedia

    Timbers Studio 06 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Hotel style guest room located in the Timbers building. One King bed with kitchenette. All accommodations involve stai ...

    From $129 per night (USD)

    Expedia

    Details
  • Heaven Sent with Wintergreen Advantage
    From $552 per night (USD)

    VRBO

    Heaven Sent with Wintergreen Advantage

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    4-Bedroom Home Home Features • 3112 Square Feet • Gourmet Kitchen with two full-sized refrigerators • Living room with 2 ...

    From $552 per night (USD)

    VRBO

    Details
  • Three Ridges 91 with Wintergreen Advantage
    From $209 per night (USD)

    Expedia

    Three Ridges 91 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Located in the Three Ridges condominium complex, near the Blackrock Village Center and walkable to the ski slopes and Re ...

    From $209 per night (USD)

    Expedia

    Details
  • La Mandala with Wintergreen Advantage
    From $562 per night (USD)

    VRBO

    La Mandala with Wintergreen Advantage

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    12

    6-Bedroom Home / Sleeps 12 Home Features • 2,913 sq ft • Full kitchen with wood stove with open floor plan into dining a ...

    From $562 per night (USD)

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    Details
  • Nancy's Edelweiss with Wintergreen Advantage
    From $519 per night (USD)

    Expedia

    Nancy's Edelweiss with Wintergreen Advantage

    Bedrooms:
    7
    Bathrooms:
    6
    Sleeps:
    12

    6-Bedroom Home / Sleeps 12 Home Features • 3,792 sq ft • Six Bedrooms: One King / One King / Two Doubles / Two Doubles / ...

    From $519 per night (USD)

    Expedia

    Details
  • Chestnut Springs with Wintergreen Advantage
    From $488 per night (USD)

    VRBO

    Chestnut Springs with Wintergreen Advantage

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    5-Bedroom Home / Sleeps 10 Home Features • 3300 Square Feet • 5 steps from parking lot to front entrance • Gas Fireplace ...

    From $488 per night (USD)

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    Details
  • Bull City Bungalow with Wintergreen Advantage
    From $419 per night (USD)

    Expedia

    Bull City Bungalow with Wintergreen Advantage

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    4-Bedroom Home / Sleeps 8 Home Features: • Four Bedrooms: One King / One King / One Double / One Double • 2660 sq. ft • ...

    From $419 per night (USD)

    Expedia

    Details
  • Bear Necessities with Wintergreen Advantage
    From $338 per night (USD)

    VRBO

    Bear Necessities with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    To make a reservation in this home that will include your dog, please call our reservations agents at 855-699-1858 so th ...

    From $338 per night (USD)

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    Details
  • Hemlock Hideaway with Wintergreen Advantage
    From $321 per night (USD)

    Expedia

    Hemlock Hideaway with Wintergreen Advantage

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

    To make a reservation in this home that will include your dog, please call our reservations agents at 855-699-1858, so t ...

    From $321 per night (USD)

    Expedia

    Details
  • Blackrock Vista with Wintergreen Advantage
    From $414 per night (USD)

    VRBO

    Blackrock Vista with Wintergreen Advantage

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    4-Bedroom Home / Sleeps 8 Home Features • 3008 Square Feet • Complete modern kitchen with full-size refrigerator, stove, ...

    From $414 per night (USD)

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  • Timbers Studio 43 with Wintergreen Advantage
    From $129 per night (USD)

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    Timbers Studio 43 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Hotel style guest room located in the Timbers complex near the Blackrock Village Center and walkable to the ski slopes a ...

    From $129 per night (USD)

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  • Rabbit Run with Wintergreen Advantage
    From $469 per night (USD)

    VRBO

    Rabbit Run with Wintergreen Advantage

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    It doesn’t take long to understand why this home was ranked one of the best cabin rentals in the Blue Ridge Mountains by ...

    From $469 per night (USD)

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  • The 19th Hole with Wintergreen Advantage
    From $321 per night (USD)

    Expedia

    The 19th Hole with Wintergreen Advantage

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

    3-Bedroom Home / Sleeps 6 Home Features: • Living Room with Wood Fireplace, Dining Area • 2448 sq. ft • Complete Kitchen ...

    From $321 per night (USD)

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  • Timbers Studio 14 with Wintergreen Advantage
    From $158 per night (USD)

    VRBO

    Timbers Studio 14 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Hotel style guest room located in the Timbers complex near the Blackrock Village Center and walkable to the ski slopes a ...

    From $158 per night (USD)

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  • Whispering Elm with Wintergreen Advantage
    From $430 per night (USD)

    Expedia

    Whispering Elm with Wintergreen Advantage

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    4-Bedroom Home / Sleeps 8 Home Features • 3,171 sq ft • Full kitchen with open floor plan • Great room with cathedral ce ...

    From $430 per night (USD)

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    Details
  • Timbers Studio 18 with Wintergreen Advantage
    From $129 per night (USD)

    VRBO

    Timbers Studio 18 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Hotel style guest room located in the Timbers complex near the Blackrock Village Center and walkable to the ski slopes a ...

    From $129 per night (USD)

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  • Fern Hollow with Wintergreen Advantage
    From $395 per night (USD)

    Expedia

    Fern Hollow with Wintergreen Advantage

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    4-Bedroom Home Home Features • 2,000 sq ft • Multi-level home • Full kitchen with open floor plan of kitchen, dining, an ...

    From $395 per night (USD)

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    Details
  • Serendipity with Wintergreen Advantage
    From $482 per night (USD)

    VRBO

    Serendipity with Wintergreen Advantage

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    To make a reservation in this home that will include your dog, please call our reservations agents at 855-699-1858 so th ...

    From $482 per night (USD)

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  • Timbers Studio 13 with Wintergreen Advantage
    From $129 per night (USD)

    Expedia

    Timbers Studio 13 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Hotel style guest room located in the Timbers complex near the Blackrock Village Center and walkable to the ski slopes a ...

    From $129 per night (USD)

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    Details
  • Timbers Studio 38 with Wintergreen Advantage
    From $129 per night (USD)

    VRBO

    Timbers Studio 38 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Hotel style guest room located in the Timbers complex near the Blackrock Village Center and walkable to the ski slopes a ...

    From $129 per night (USD)

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  • Laurelwood 95 with Wintergreen Advantage
    From $209 per night (USD)

    Expedia

    Laurelwood 95 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Located in the Laurelwood condominium complex, near the Blackrock Village Center and walkable to the ski slopes and Reso ...

    From $209 per night (USD)

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  • Dragon's Back with Wintergreen Advantage
    From $1655 per night (USD)

    VRBO

    Dragon's Back with Wintergreen Advantage

    Bedrooms:
    9
    Bathrooms:
    9
    Sleeps:
    18

    9-Bedroom Home / Sleeps 18 Home Features • One-of-a-kind 7,600 sq ft two-story home, completely rebuilt in 2022 • Amazin ...

    From $1655 per night (USD)

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  • Diamond Hill Studio 09 with Wintergreen Advantage
    From $129 per night (USD)

    Expedia

    Diamond Hill Studio 09 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Hotel style guest room located in the Diamond Hill condominium complex, near the Blackrock Village Center and walkable t ...

    From $129 per night (USD)

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    Details
  • Mountain Mindset: Hot Tub + 0.6 mile from Slopes
    From $304 per night (USD)

    VRBO

    Mountain Mindset: Hot Tub + 0.6 mile from Slopes

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    10

    DOWNSTAIRS LIVING ROOM: Smart TV, 2 couches, accent chairs (comfortable seating for 7-8). SITTING ROOM: 4 lounge chair ...

    From $304 per night (USD)

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  • Timbers Studio 44 with Wintergreen Advantage
    From $129 per night (USD)

    Expedia

    Timbers Studio 44 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Hotel style guest room located in the Timbers complex near the Blackrock Village Center and walkable to the ski slopes a ...

    From $129 per night (USD)

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    Details
  • Mountain Inn Studio 91 with Wintergreen Advantage
    From $129 per night (USD)

    VRBO

    Mountain Inn Studio 91 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Hotel style guest room located on the main floor of the Mountain Inn near the Blackrock Village Center and walkable to t ...

    From $129 per night (USD)

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  • Timbers Studio 15 with Wintergreen Advantage
    From $129 per night (USD)

    Expedia

    Timbers Studio 15 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Hotel style guest room located in the Timbers complex near the Blackrock Village Center and walkable to the ski slopes a ...

    From $129 per night (USD)

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    Details
  • Timbers Studio 45 with Wintergreen Advantage
    From $129 per night (USD)

    VRBO

    Timbers Studio 45 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Hotel style guest room located in the Timbers complex near the Blackrock Village Center and walkable to the ski slopes a ...

    From $129 per night (USD)

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    Details
  • The Osprey with Wintergreen Advantage
    From $349 per night (USD)

    Expedia

    The Osprey with Wintergreen Advantage

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    3-Bedroom Home / Sleeps 6 Home Features • 2,576 Square feet • Three bedrooms: One King / One Queen / One Queen • Three b ...

    From $349 per night (USD)

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    Details
  • Laurelwood 24 with Wintergreen Advantage
    From $209 per night (USD)

    VRBO

    Laurelwood 24 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Located in the Laurelwood condominium complex, near the Blackrock Village Center and walkable to the ski slopes and Reso ...

    From $209 per night (USD)

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    Details
  • Timbers Studio 47 with Wintergreen Advantage
    From $129 per night (USD)

    Expedia

    Timbers Studio 47 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Hotel style guest room located in the Timbers complex near the Blackrock Village Center and walkable to the ski slopes a ...

    From $129 per night (USD)

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    Details
  • Cabin Blue Ridge with Wintergreen Advantage
    From $309 per night (USD)

    VRBO

    Cabin Blue Ridge with Wintergreen Advantage

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    3-Bedroom Home / Sleeps 6 Home Features • 1365 Square Feet • Sleeps 6 • 4 step to main entrance • Wood Fireplace • Three ...

    From $309 per night (USD)

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  • Wren Time, Wintergreen Mountain Retreat with Hot Tub
    From $367 per night (USD)

    VRBO

    Wren Time, Wintergreen Mountain Retreat with Hot Tub

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    A Mountain home nestled in the Blue Ridge Mountains with breathtaking valley views and mesmerizing sunrises! The propert ...

    From $367 per night (USD)

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  • Gorgeous countryside farmhouse on 10 acres. Carriage house also available.
    From $459 per night (USD)

    VRBO

    Gorgeous countryside farmhouse on 10 acres. Carriage house also available.

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    Experience tranquil, country farm living with beautiful vistas from back & front porches as well as the sunroom and pati ...

    From $459 per night (USD)

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  • Stunning Mountain Views
    From $400 per night (USD)

    VRBO

    Stunning Mountain Views

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    About this space Soak in the majestic views from this well appointed and spacious mountain house located on a peaceful s ...

    From $400 per night (USD)

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  • Ski-In\/Ski-Out Comfy Condo
    From $104 per night (USD)

    VRBO

    Ski-In\/Ski-Out Comfy Condo

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Great condo for a couple or for a small family. Condo is a ski-in/ski-out on the ground floor-no stairs to tackle! Enter ...

    From $104 per night (USD)

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  • Insane Mountain Views - New Listing
    From $1750 per night (USD)

    Expedia

    Insane Mountain Views - New Listing

    Bedrooms:
    10
    Bathrooms:
    7
    Sleeps:
    18

    One of the largest homes in Wintergreen with 7 bedrooms and 10 bathrooms. The floor-to-ceiling windows offer a sunrise ...

    From $1750 per night (USD)

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  • The Refuge at Laurel
    From $125 per night (USD)

    VRBO

    The Refuge at Laurel

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Enjoy a cozy mountain getaway located in the heart of Nelson County. Perfect for couples, friends, or singles, the Refug ...

    From $125 per night (USD)

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  • Cozy Wintergreen Condo! Walk to slopes and hiking! Dogs ok!
    From $224 per night (USD)

    VRBO

    Cozy Wintergreen Condo! Walk to slopes and hiking! Dogs ok!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to our beautiful Wintergreen near-slope condo, located just a stone’s throw from the center of Wintergreen actio ...

    From $224 per night (USD)

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  • For long family stays, girls wine weekends. Heated pool, hot tub, game room. Walk to brewery.
    From $439 per night (USD)

    VRBO

    For long family stays, girls wine weekends. Heated pool, hot tub, game room. Walk to brewery.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Ideal for families and girl friends to spend a long weekend or weeklong summer vacation. In the Heart of Nelson County V ...

    From $439 per night (USD)

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    Details
  • NEW LISTING The Route 151 Manor Located in Heart of Wine Country
    From $863 per night (USD)

    Expedia

    NEW LISTING The Route 151 Manor Located in Heart of Wine Country

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    The property sits 1/2 mile off of Virginia's Famed "Brew Ridge Trail" which allows close proximity to all the local beer ...

    From $863 per night (USD)

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  • Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes
    From $250 per night (USD)

    VRBO

    Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Rosie's Retreat (FKA: Ro's Retreat) Come enjoy this cozy 3 bedroom/3 bath condo located on the 18th hole of Devils Knob. ...

    From $250 per night (USD)

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  • Home on Stoney Creek Golf Course Wintergreen Resort -  heart of Brew Ridge Trail
    Click For Pricing

    Expedia

    Home on Stoney Creek Golf Course Wintergreen Resort - heart of Brew Ridge Trail

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    Fall in love with this amazing home In the heart of Stoney Creek at Wintergreen Resort. Enjoy golf, wineries, vineyards ...

    Click For Pricing

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  •  Unique Chalet w\/ Hot Tub\/Pool Table\/Fire Pit\/Chef's Kitchen\/Easy Access\/Hiking
    From $320 per night (USD)

    VRBO

    Unique Chalet w\/ Hot Tub\/Pool Table\/Fire Pit\/Chef's Kitchen\/Easy Access\/Hiking

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    14

    Our cozy yet spacious chalet in Wintergreen Resort is less than 1 mile to main ski lodge, with 3 spacious suites plus a ...

    From $320 per night (USD)

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  • Pet Friendly Cozy Mountain Retreat-sleeps 10!
    From $305 per night (USD)

    Expedia

    Pet Friendly Cozy Mountain Retreat-sleeps 10!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    A quiet and relaxing escape for up to 10 people only a 2 minute drive to the Wintergreen Village. Parking for up to 3 ve ...

    From $305 per night (USD)

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    Details
  • Mountain house with exceptional views
    From $450 per night (USD)

    VRBO

    Mountain house with exceptional views

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    Close to skiing, breweries and vineyards. Sit by the indoor wood burning fireplace and tell stories of the day. The ou ...

    From $450 per night (USD)

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  • Savor the Summer at Oak Ledge! Trails+Tastings+Peace
    From $233 per night (USD)

    Expedia

    Savor the Summer at Oak Ledge! Trails+Tastings+Peace

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    9

    Discover the magic of the Blue Ridge mountains at Oak Ledge. Architect-designed and newly renovated in 2023, this family ...

    From $233 per night (USD)

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    Details