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Results: 763 Rentals

  • Highlands 05 with Wintergreen Advantage
    From $313 per night (USD)

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    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 $313 per night (USD)

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    Details
  • Mountain Inn Lodge 78 with Wintergreen Advantage
    From $178 per night (USD)

    Expedia

    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 $178 per night (USD)

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    Details
  • Mountain Inn Lodge 62 with Wintergreen Advantage
    From $178 per night (USD)

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    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 $178 per night (USD)

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    Details
  • Mountain Inn Lodge 61 with Wintergreen Advantage
    From $178 per night (USD)

    Expedia

    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 $178 per night (USD)

    Expedia

    Details
  • Trillium Place 01 with Wintergreen Advantage
    From $578 per night (USD)

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    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 $578 per night (USD)

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    Details
  • Stoneridge 69 with Wintergreen Advantage
    From $365 per night (USD)

    Expedia

    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 $365 per night (USD)

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    Details
  • Shenandoah Ridge 16 with Wintergreen Advantage
    From $457 per night (USD)

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    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 $457 per night (USD)

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  • Mountain Inn Lodge 58 with Wintergreen Advantage
    From $178 per night (USD)

    Expedia

    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 $178 per night (USD)

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    Details
  • Fairway Woods 36 with Wintergreen Advantage
    From $368 per night (USD)

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    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 $368 per night (USD)

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  • Shenandoah Ridge 13 with Wintergreen Advantage
    From $534 per night (USD)

    Expedia

    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 $534 per night (USD)

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    Details
  • Mountain Inn Lodge 55 with Wintergreen Advantage
    From $178 per night (USD)

    VRBO

    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 $178 per night (USD)

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    Details
  • Stonewall Court 21 with Wintergreen Advantage
    From $530 per night (USD)

    Expedia

    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 $530 per night (USD)

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    Details
  • Timbers Studio 08 with Wintergreen Advantage
    From $166 per night (USD)

    VRBO

    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 $166 per night (USD)

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    Details
  • Timbers Studio 05 with Wintergreen Advantage
    From $203 per night (USD)

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    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 $203 per night (USD)

    Expedia

    Details
  • Mountain Inn Studio 96 with Wintergreen Advantage
    From $188 per night (USD)

    VRBO

    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 $188 per night (USD)

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  • Laurelwood 44 with Wintergreen Advantage
    From $220 per night (USD)

    Expedia

    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 $220 per night (USD)

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    Details
  • Mountain Inn Studio 97 with Wintergreen Advantage
    From $166 per night (USD)

    VRBO

    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 $166 per night (USD)

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    Details
  • Timbers Studio 07 with Wintergreen Advantage
    From $203 per night (USD)

    Expedia

    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 $203 per night (USD)

    Expedia

    Details
  • Highlands 37 with Wintergreen Advantage
    From $220 per night (USD)

    VRBO

    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 $220 per night (USD)

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    Details
  • Highridge Court 24 with Wintergreen Advantage
    From $282 per night (USD)

    Expedia

    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 $282 per night (USD)

    Expedia

    Details
  • Laurelwood 84 with Wintergreen Advantage
    From $218 per night (USD)

    VRBO

    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 $218 per night (USD)

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  • Cliffs 21 with Wintergreen Advantage
    From $218 per night (USD)

    Expedia

    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 $218 per night (USD)

    Expedia

    Details
  • Timbers Studio 06 with Wintergreen Advantage
    From $166 per night (USD)

    VRBO

    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 $166 per night (USD)

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  • Three Ridges 91 with Wintergreen Advantage
    From $309 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 $309 per night (USD)

    Expedia

    Details
  • La Mandala with Wintergreen Advantage
    From $926 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 $926 per night (USD)

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  • Nancy's Edelweiss with Wintergreen Advantage
    From $643 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 $643 per night (USD)

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    Details
  • Chestnut Springs with Wintergreen Advantage
    From $569 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 $569 per night (USD)

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  • Bull City Bungalow with Wintergreen Advantage
    From $489 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 $489 per night (USD)

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  • Bear Necessities with Wintergreen Advantage
    From $392 per night (USD)

    VRBO

    Bear Necessities with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    3-Bedroom Home / Sleeps 6 Home Features: • 1,196 sq ft • Living Room with Gas Fireplace • Complete Kitchen with Full-si ...

    From $392 per night (USD)

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  • Blackrock Vista with Wintergreen Advantage
    From $498 per night (USD)

    Expedia

    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 $498 per night (USD)

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    Details
  • Timbers Studio 43 with Wintergreen Advantage
    From $203 per night (USD)

    VRBO

    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 $203 per night (USD)

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    Details
  • The 19th Hole with Wintergreen Advantage
    From $468 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 $468 per night (USD)

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    Details
  • Whispering Elm with Wintergreen Advantage
    From $485 per night (USD)

    VRBO

    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 $485 per night (USD)

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  • Timbers Studio 18 with Wintergreen Advantage
    From $166 per night (USD)

    Expedia

    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 $166 per night (USD)

    Expedia

    Details
  • Fern Hollow with Wintergreen Advantage
    From $771 per night (USD)

    VRBO

    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 $771 per night (USD)

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  • Serendipity with Wintergreen Advantage
    From $564 per night (USD)

    Expedia

    Serendipity with Wintergreen Advantage

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    5-Bedroom Home / Sleeps 10 Home Features • 2,560 sq ft • Five Bedrooms: One King / One Queen / One Queen / One Queen / ...

    From $564 per night (USD)

    Expedia

    Details
  • Timbers Studio 13 with Wintergreen Advantage
    From $203 per night (USD)

    VRBO

    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 $203 per night (USD)

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    Details
  • Timbers Studio 38 with Wintergreen Advantage
    From $166 per night (USD)

    Expedia

    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 $166 per night (USD)

    Expedia

    Details
  • 3 min to Ski! Cozy chalet w\/ king beds, fireplace, and hot tub. Dog-friendly!
    From $234 per night (USD)

    VRBO

    3 min to Ski! Cozy chalet w\/ king beds, fireplace, and hot tub. 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 $234 per night (USD)

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    Details
  • Mountain Mindset: Hot Tub + 0.6 mile from Slopes
    From $523 per night (USD)

    Expedia

    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 $523 per night (USD)

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  • Three Ridges 84 with Wintergreen Advantage
    From $220 per night (USD)

    VRBO

    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 $220 per night (USD)

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    Details
  • Shenandoah Ridge 07 with Wintergreen Advantage
    From $454 per night (USD)

    Expedia

    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 $454 per night (USD)

    Expedia

    Details
  • Mountain Inn Lodge 68 with Wintergreen Advantage
    From $178 per night (USD)

    VRBO

    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 $178 per night (USD)

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    Details
  • Stoneridge 82 with Wintergreen Advantage
    From $365 per night (USD)

    Expedia

    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 $365 per night (USD)

    Expedia

    Details
  • Westwood 01 with Wintergreen Advantage
    From $589 per night (USD)

    VRBO

    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 $589 per night (USD)

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    Details
  • Laurelwood 95 with Wintergreen Advantage
    From $314 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 $314 per night (USD)

    Expedia

    Details
  • Dragon's Back with Wintergreen Advantage
    From $2055 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 $2055 per night (USD)

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    Details
  • Diamond Hill Studio 09 with Wintergreen Advantage
    From $203 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 $203 per night (USD)

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    Details
  • A-Frame @ WTG Resort w\/ Hot Tub\n\n
    From $263 per night (USD)

    VRBO

    A-Frame @ WTG Resort w\/ Hot Tub\n\n

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Recently Renovated, Bright, and a Serene place to relax with the family between hikes or time on the slopes! Our A-frame ...

    From $263 per night (USD)

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  • Amazing views on 20 acres near Crabtree Falls!  Hike, relax, stargaze!
    From $323 per night (USD)

    Expedia

    Amazing views on 20 acres near Crabtree Falls! Hike, relax, stargaze!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Enjoy a romantic getaway or relax with the whole family on a special family vacation at this peaceful retreat in the mou ...

    From $323 per night (USD)

    Expedia

    Details
  • 4bd\/3ba, 3200 sqft, Walk to Slopes, Mountain Views, Fireplaces, Firepit, Hot Tub
    From $842 per night (USD)

    VRBO

    4bd\/3ba, 3200 sqft, Walk to Slopes, Mountain Views, Fireplaces, Firepit, Hot Tub

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    Welcome to Adrian's Den, a cozy mountain retreat nestled in the heart of Wintergreen Resort. Enjoy not only close proxim ...

    From $842 per night (USD)

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    Details
  • New Blue RIdge Mountains Montebello, Virginia with stary stary skies
    From $226 per night (USD)

    Expedia

    New Blue RIdge Mountains Montebello, Virginia with stary stary skies

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    idyllic setting by North Fork of Tye River. Sit on deck or by fire pit. Free wood provided. 100 acre parcel that you ...

    From $226 per night (USD)

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    Details
  • Secluded 20+ Acre Retreat Near Brew & Wine Trails
    From $290 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 $290 per night (USD)

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    Details
  • Charming cozy RIVERFRONT cottage on the Piney River. A little slice of heaven!
    From $316 per night (USD)

    Expedia

    Charming cozy RIVERFRONT cottage on the Piney River. A little slice of heaven!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    The Chestnut House The perfect place for you and your family to rest, unplug, enjoy novice trout fishing, and stargaze ...

    From $316 per night (USD)

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    Details
  • 3 min drive to slopes and hiking right in the neighborhood! Sleeps 8!
    From $257 per night (USD)

    VRBO

    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 $257 per night (USD)

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    Details
  • Majestic Mtn Cabin + sunset view & 5 minutes to slopes
    From $387 per night (USD)

    Expedia

    Majestic Mtn Cabin + sunset view & 5 minutes to slopes

    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 $387 per night (USD)

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    Details
  • Mountain View Meadow Cottage - Blue Ridge Mountains and Virginia wine country
    From $194 per night (USD)

    VRBO

    Mountain View Meadow Cottage - Blue Ridge Mountains and Virginia wine country

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Cottage in the heart of the Blue Ridge Mountains and Virginia wine country. Kick back and relax in this calm and stylis ...

    From $194 per night (USD)

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    Details
  • Condo in Wintergreen Resort
    From $140 per night (USD)

    VRBO

    Condo in Wintergreen Resort

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Wintergreen is a beautiful in all four seasons and a must visit any time of year. Families of all ages will love explori ...

    From $140 per night (USD)

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    Details
  • Art & Soul Guest House: Mtn Views + Hot Tub
    From $399 per night (USD)

    VRBO

    Art & Soul Guest House: Mtn Views + Hot Tub

    Bedrooms:
    2
    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 ...

    From $399 per night (USD)

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  • Ridge Retreat @ Wintergreen!
    From $437 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 $437 per night (USD)

    Expedia

    Details
  • Blue Rivers Cottage and Loft
    From $494 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 $494 per night (USD)

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    Details
  • Sycamore Shade: 151 House, HOT TUB, Mountain Views
    From $350 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 $350 per night (USD)

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    Details
  • Blue Rivers Cottage with Mountain Views
    From $313 per night (USD)

    VRBO

    Blue Rivers Cottage with Mountain Views

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    7

    One level living space. Spacious, open floor plan with a sitting room, open kitchen/dining room and family room with TV. ...

    From $313 per night (USD)

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  • Blue Rivers Loft on the Brew Ridge Trail
    From $152 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 $152 per night (USD)

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  • Cozy Cabin on Cub Creek: Near Wintergreen & AT
    From $184 per night (USD)

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    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 $184 per night (USD)

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  • Retreat @ 3 Ridges \/ 3min->Slopes  \/ Walk to Dining
    From $346 per night (USD)

    Expedia

    Retreat @ 3 Ridges \/ 3min->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 $346 per night (USD)

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  • Cozy Wintergreen Condo
    From $174 per night (USD)

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    Cozy Wintergreen Condo

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Escape to our charming condo nestled in the heart of Wintergreen, where outdoor adventure meets relaxation. This cozy tw ...

    From $174 per night (USD)

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  • Art & Soul: Luxury Mtn Retreat\/Sauna & Hot Tub
    From $1045 per night (USD)

    Expedia

    Art & Soul: Luxury Mtn Retreat\/Sauna & Hot Tub

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to Art & Soul, a stunning vacation rental nestled in the picturesque mountains of Wintergreen, Virginia. This en ...

    From $1045 per night (USD)

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    Details
  • Game Room & Fire Pit: Wintergreen Resort Home!
    From $352 per night (USD)

    VRBO

    Game Room & Fire Pit: Wintergreen Resort Home!

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    9

    Pets Welcome w/ Fee | 3 Living Areas | Well-Stocked Kitchen | Seasonal Community Pool Access Year-round outdoor adventu ...

    From $352 per night (USD)

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  • Tanners Ridge 14 with Wintergreen Advantage
    From $276 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 $276 per night (USD)

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    Details
  • Gumtree #5 with Wintergreen Advantage
    From $368 per night (USD)

    VRBO

    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 $368 per night (USD)

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  • Highlands 48 with Wintergreen Advantage
    From $401 per night (USD)

    Expedia

    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 $401 per night (USD)

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    Details
  • Afton Awaits: Mountain Views + Hot Tub
    From $527 per night (USD)

    VRBO

    Afton Awaits: Mountain Views + Hot Tub

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Nestled in the picturesque hills of Afton, Virginia, this luxury modern farmhouse offers the perfect blend of rustic cha ...

    From $527 per night (USD)

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  • Serene haven \The Nest\ in Wintergreen, close to activities and restaurants.
    From $164 per night (USD)

    Expedia

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

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    A warm space to relax and recharge. Close to it all or simply do nothing. Near hiking, golf, the slopes, tennis, spa and ...

    From $164 per night (USD)

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    Details
  • Ski Chalet at Wintergreen Resort with Amazing Views!
    From $300 per night (USD)

    VRBO

    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)

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    Details
  • *NEW* Mountain View Vista: Resort Condo w\/ Views
    From $266 per night (USD)

    Expedia

    *NEW* 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 $266 per night (USD)

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    Details
  • 6-bedroom house in Nellysford with WiFi AC Skiing Tubing and Golf
    From $523 per night (USD)

    VRBO

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

    Bedrooms:
    4
    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 $523 per night (USD)

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    Details
  • Close to the Slopes - 2min - Large Private Hot Tub
    From $381 per night (USD)

    Expedia

    Close to the Slopes - 2min - Large Private Hot Tub

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Escape to this charming 4-bedroom cabin just 0.4 miles from the slopes of Wintergreen Resort. Whether you're here to ski ...

    From $381 per night (USD)

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    Details
  • Red White & WTG: Game Room + Hot Tub
    From $823 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 $823 per night (USD)

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  • Spacious 5 bedroom modern home with mountain views galore.  Sauna + EV charger.
    From $607 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 $607 per night (USD)

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    Details
  • Charming 2-bedroom condo in delightful Wintergreen Resort with AC, WiFi
    From $249 per night (USD)

    VRBO

    Charming 2-bedroom condo in delightful Wintergreen Resort with AC, WiFi

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Enjoy a peaceful stay at this delightful, updated 2-bedroom condo in Wintergreen Resort. The cozy bedrooms each feature ...

    From $249 per night (USD)

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  • Family Friendly Log Cabin Nestled in Blue Ridge Foothills
    From $250 per night (USD)

    Expedia

    Family Friendly Log Cabin Nestled in Blue Ridge Foothills

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Down a lazy paved road, tucked into the woods on almost 5 acres, Cabin Clover is your perfect home base for exploring an ...

    From $250 per night (USD)

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    Details
  • Ski Enthusiasts Offering Peace & Tranquility
    From $440 per night (USD)

    VRBO

    Ski Enthusiasts Offering Peace & Tranquility

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    This Beautiful Home offers Brand New Renovations and All the conveniences of Home! There is something for everyone, whe ...

    From $440 per night (USD)

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  • 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)

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  • Tranquil 3BR cabin in Monroe by the Blue Ridge Parkway - Rest, Restore, Explore!
    From $427 per night (USD)

    VRBO

    Tranquil 3BR cabin in Monroe by the Blue Ridge Parkway - Rest, Restore, Explore!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    Located along the vast woodland of the George Washington National Forest, the cabin at Blue Ridge Beech Camp is a beauti ...

    From $427 per night (USD)

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  • Wren Time, Wintergreen Mountain Retreat with Hot Tub
    From $431 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 $431 per night (USD)

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  • Stunning Views, Hot Tub, Impeccable Design
    From $524 per night (USD)

    VRBO

    Stunning Views, Hot Tub, Impeccable Design

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    Welcome to Ryder's Ridge, a designer-decorated home on a quiet street in Wintergreen with amazing mountain views! Watch ...

    From $524 per night (USD)

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  • Ski-In\/Ski-Out Comfy Condo
    From $141 per night (USD)

    Expedia

    Ski-In\/Ski-Out Comfy Condo

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

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

    From $141 per night (USD)

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  • Endless Mountain Top Views from All The Way Up!
    From $248 per night (USD)

    VRBO

    Endless Mountain Top Views from All The Way Up!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Our warm and inviting condo combines amazing proximity to the ski slopes with to-die-for views of the Blue Ridge Mountai ...

    From $248 per night (USD)

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  • Slope Side Suite
    Click For Pricing

    Expedia

    Slope Side Suite

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    7

    Escape to the mountains and cozy up at this incredibly central cabin at Wintergreen Resort (a short walk to ski slopes). ...

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  • Amazing Views! Hot Tub - Pool Table - Arcade - Grill - WIFI - 2 Wood Fireplaces
    From $539 per night (USD)

    VRBO

    Amazing Views! Hot Tub - Pool Table - Arcade - Grill - WIFI - 2 Wood Fireplaces

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    12

    The Rockstar Ridge is a spacious retreat tucked away in the serene and scenic Wintergreen Resort. This 3300 sq. ft. cabi ...

    From $539 per night (USD)

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  • Wintergreen 1bed Condo, Walk to slopes, close to Hiking, Breweries, Wineries
    From $134 per night (USD)

    Expedia

    Wintergreen 1bed Condo, Walk to slopes, close to Hiking, Breweries, Wineries

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Walking distance to the slopes 🎿🗻 located in Wintergreen New 1BR 1BA centrally located in Wintergreen Enjoy the beau ...

    From $134 per night (USD)

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  • Newly Renovated\/walk to slopes!
    From $140 per night (USD)

    VRBO

    Newly Renovated\/walk to slopes!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Newly renovated, short walk to the ski slopes, stellar fireplace, great hiking trails. We made sure to make this place f ...

    From $140 per night (USD)

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  • Wintergreen Resort Retreat - Walk to Slopes!
    Click For Pricing

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    Wintergreen Resort Retreat - Walk to Slopes!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Whether you’re planning a winter vacation or summer escape, this Wintergreen Resort home is the perfect launching point ...

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  • Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes
    From $377 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 $377 per night (USD)

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  • NEW LISTING The Route 151 Manor Located in Heart of Wine Country
    From $1045 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 $1045 per night (USD)

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  • Modern Wintergreen Cabin with Hot Tub, Sauna
    From $637 per night (USD)

    VRBO

    Modern Wintergreen Cabin with Hot Tub, Sauna

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    14

    Welcome to Blue Ridge Hollow! This designer-decorated cabin in the heart of Wintergreen has one of the best outdoor spac ...

    From $637 per night (USD)

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  • Newly remodeled farmhouse on 151 Trail in Nelson County
    From $320 per night (USD)

    Expedia

    Newly remodeled farmhouse on 151 Trail in Nelson County

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This 1946 farmhouse has been remodeled this year. Talk about location!!! This home is located within 1 mile of Silverbac ...

    From $320 per night (USD)

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    Details
  • Winter Retreat at Oak Ledge: Ski Tips & Cozy Sips
    From $301 per night (USD)

    VRBO

    Winter Retreat at Oak Ledge: Ski Tips & Cozy Sips

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

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

    From $301 per night (USD)

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  • The Castor Cabin: Arcade | Deck | King Bed
    From $415 per night (USD)

    Expedia

    The Castor Cabin: Arcade | Deck | King Bed

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    ✔ Spacious deck with alfresco dining ✔ Game room w/ foosball + shuffleboard ✔ Golf course views ✔ Fully equipped + stock ...

    From $415 per night (USD)

    Expedia

    Details