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Results: 566 Rentals

  • Grey Pine Lodge | King Deluxe | Pet-Friendly! | BEST Location & Amenities!
    From $223 per night (USD)

    VRBO

    Grey Pine Lodge | King Deluxe | Pet-Friendly! | BEST Location & Amenities!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Grey Pine Lodge is the boutique motel experience you're looking for! This is a pet-friendly room category. Please indic ...

    From $223 per night (USD)

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  • Grey Pine Lodge | King Classic | BEST Location & Amenities!
    From $211 per night (USD)

    Expedia

    Grey Pine Lodge | King Classic | BEST Location & Amenities!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Grey Pine Lodge is the boutique motel experience you're looking for! BEST LOCATION -Across the street from the popular ...

    From $211 per night (USD)

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    Details
  • Grey Pine Lodge | Queen/Queen | Pet-Friendly! | BEST Location & Amenities!
    From $236 per night (USD)

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    Grey Pine Lodge | Queen/Queen | Pet-Friendly! | BEST Location & Amenities!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Grey Pine Lodge is the boutique motel experience you're looking for! This is a pet-friendly room category. Please indic ...

    From $236 per night (USD)

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    Details
  • Grey Pine Lodge | King Classic | Pet-Friendly! | BEST Location & Amenities!
    From $209 per night (USD)

    Expedia

    Grey Pine Lodge | King Classic | Pet-Friendly! | BEST Location & Amenities!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Grey Pine Lodge is the boutique motel experience you're looking for! This is a pet-friendly room category. Please indic ...

    From $209 per night (USD)

    Expedia

    Details
  • Grey Pine Lodge | Queen/Queen | BEST Location & Amenities!
    From $231 per night (USD)

    VRBO

    Grey Pine Lodge | Queen/Queen | BEST Location & Amenities!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Grey Pine Lodge is the boutique motel experience you're looking for! BEST LOCATION -Across the street from the popular ...

    From $231 per night (USD)

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    Details
  • Grey Pine Lodge | King Classic ADA Accessible | Pet-Friendly! | BEST Location & Amenities!
    From $261 per night (USD)

    Expedia

    Grey Pine Lodge | King Classic ADA Accessible | Pet-Friendly! | BEST Location & Amenities!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Grey Pine Lodge is the boutique motel experience you're looking for! This is a pet-friendly room category. Please indic ...

    From $261 per night (USD)

    Expedia

    Details
  • The Nest: Cozy Staunton Apartment + Walk Downtown
    From $201 per night (USD)

    VRBO

    The Nest: Cozy Staunton Apartment + Walk Downtown

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Need a quiet respite? Relax into The Nest’s mid-century modern décor for a luxurious getaway. LIVING ROOM: sleeper sof ...

    From $201 per night (USD)

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  • Luxury Wintergreen 5BR • Hot Tub • Sleeps 16+ • Dog Friendly
    From $870 per night (USD)

    Expedia

    Luxury Wintergreen 5BR • Hot Tub • Sleeps 16+ • Dog Friendly

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    16

    Welcome to "Above the Clouds", your year-round retreat in the heart of Wintergreen. Our spacious house, nestled just min ...

    From $870 per night (USD)

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    Details
  • The Bohemian Suite: Walk Downtown!
    From $166 per night (USD)

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    The Bohemian Suite: Walk Downtown!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Add a little free-spirited adventure to your travels with a stay in our Bohemian Suite! Whether you’re in town for busin ...

    From $166 per night (USD)

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  • The Serendipity Suite: Walk Downtown!
    From $158 per night (USD)

    Expedia

    The Serendipity Suite: Walk Downtown!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Serendipity means finding something wonderful when you aren't expecting it, and that is exactly what you will feel the m ...

    From $158 per night (USD)

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    Details
  • The Bons Amis Suite: Walk Downtown!
    From $164 per night (USD)

    VRBO

    The Bons Amis Suite: Walk Downtown!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    The Bons Amis Suite means “The Good Friends Suite” in French. It has been lovingly furnished, decorated, and named in ho ...

    From $164 per night (USD)

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    Details
  • The Pool House: Hot Tub + Pool + 15 mins downtown
    From $466 per night (USD)

    Expedia

    The Pool House: Hot Tub + Pool + 15 mins downtown

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    6

    The Pool House is an open-concept space with a lofted bedroom. Below you will find a detailed layout of each space and i ...

    From $466 per night (USD)

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    Details
  • The Shenandoah Suite: Walk Downtown!
    From $166 per night (USD)

    VRBO

    The Shenandoah Suite: Walk Downtown!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    The Shenandoah Suite is an upbeat tribute to our beloved Shenandoah Valley! Designed to embrace you with the valley’s fe ...

    From $166 per night (USD)

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  • The Cottage @ Afton Mountain- Close to Wineries!
    From $337 per night (USD)

    Expedia

    The Cottage @ Afton Mountain- Close to Wineries!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to the Cottage at Afton Mountain! Located in the heart of 151 Wine Country, just one minute from Veritas and th ...

    From $337 per night (USD)

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  • Family-favorite rental nestled in the woods at the top of the Wintergreen Resort
    From $423 per night (USD)

    VRBO

    Family-favorite rental nestled in the woods at the top of the Wintergreen Resort

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    11

    The Blue Ridge Mountains are calling you to this 3-level, 4 bed/3 bath home for an epic getaway! A family-favorite renta ...

    From $423 per night (USD)

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  • Cozy Cabin in the Wintergreen Retreat Collection of Fine Homes
    From $356 per night (USD)

    Expedia

    Cozy Cabin in the Wintergreen Retreat Collection of Fine Homes

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Escape to bespoke, rustic luxury in the heart of Wintergreen Resort! Come enjoy our beautifully decorated, authentic l ...

    From $356 per night (USD)

    Expedia

    Details
  • 5 Bedroom Home, 13 mins away from Skyline Drive
    From $305 per night (USD)

    VRBO

    5 Bedroom Home, 13 mins away from Skyline Drive

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    15

    Bring the whole family to this great place with lots of room for fun. 5 Bedrooms, 2 full bathroom, 2 half bathrooms, a 1 ...

    From $305 per night (USD)

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    Details
  • Big Condo - Luxe Baths - Sweeping Views - Walk To Chairlift
    From $272 per night (USD)

    Expedia

    Big Condo - Luxe Baths - Sweeping Views - Walk To Chairlift

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Step into our recently renovated sky-high condominium! Nestled on the Wintergreen ridge, we're a short distance from nat ...

    From $272 per night (USD)

    Expedia

    Details
  • Mountain Top Getaway
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    VRBO

    Mountain Top Getaway

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    Enjoy the leaves, the snow, the skiing, the seasonal views in this top floor quiet 3 bedroom / 3 bath mountain retreat. ...

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  • 5 min from slopes.  Luxury Wintergreen Mt Home + All the Amenities!
    From $514 per night (USD)

    VRBO

    5 min from slopes. Luxury Wintergreen Mt Home + All the Amenities!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Come escape to our luxury Mountain Home where you can enjoy year around! Our 3100 sq ft home offers 4 bdr & 3.5 bth, sle ...

    From $514 per night (USD)

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    Details
  • 5-Star, 4BR/4BA Rustic Lodge w/ HotTub! Great for couples weekend.
    From $538 per night (USD)

    VRBO

    5-Star, 4BR/4BA Rustic Lodge w/ HotTub! Great for couples weekend.

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Looking for rustic, mountain lodge perfect for a Guy or Gals weekend or a wedding/family gathering? We have you covered! ...

    From $538 per night (USD)

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    Details
  • Spacious suite near DOWNTOWN
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    Expedia

    Spacious suite near DOWNTOWN

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Cozy, private and spacious suite located in a tranquil and beautiful neighborhood. The place is just minutes to Historic ...

    Click For Pricing

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  • Wintergreen Ski Resort Condo w/ Golf Access!
    From $217 per night (USD)

    VRBO

    Wintergreen Ski Resort Condo w/ Golf Access!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Days spent shredding the slopes and cozy nights by the fireplace await when you stay at this charming 2-bedroom, 2-bathr ...

    From $217 per night (USD)

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    Details
  • Wintergreen Resort Getaway w/ Deck, Mountain View!
    From $270 per night (USD)

    VRBO

    Wintergreen Resort Getaway w/ Deck, Mountain View!

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    13

    Enjoy easy access to all of the excitement Wintergreen Resort has to offer at this charming Roseland vacation rental! Lo ...

    From $270 per night (USD)

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  • Newtown Retreat: Award-Winning Renovation + Ideal Location
    From $306 per night (USD)

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    Newtown Retreat: Award-Winning Renovation + Ideal Location

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Prepare an elaborate meal in the spacious, fully equipped kitchen. Relax on the front porch as the sun sets behind the n ...

    From $306 per night (USD)

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  • The Cardinal House: Historic Home on Tree Streets
    From $390 per night (USD)

    Expedia

    The Cardinal House: Historic Home on Tree Streets

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    Located in the beautiful tree streets of downtown Waynesboro, The Cardinal House is a stunning 5 bed, 3 bath house with ...

    From $390 per night (USD)

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    Details
  • Heaven On Earth ~ Wintergreen Mountain
    From $1375 per night (USD)

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    Heaven On Earth ~ Wintergreen Mountain

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    16

    Nestled amid the pristine beauty of the towering mountains, Heaven On Earth provides the perfect alpine escape for those ...

    From $1375 per night (USD)

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    Details
  • Hot Tub & Views  | Mid Century Modern Wonder
    From $919 per night (USD)

    Expedia

    Hot Tub & Views | Mid Century Modern Wonder

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    15

    Welcome to this beautiful, mid-century modern mountain home! You will fall in love with the open floor plan, chef’s kitc ...

    From $919 per night (USD)

    Expedia

    Details
  • HOT TUB!  Soak into the Heart of Nelson County / Hosted by Heather
    From $393 per night (USD)

    VRBO

    HOT TUB! Soak into the Heart of Nelson County / Hosted by Heather

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Papa’s Cottage is a warm and inviting retreat in the heart of Afton, just minutes from popular vineyards, the Blue Ridge ...

    From $393 per night (USD)

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  • Cozy Getaway | Near Veritas & Blue Ridge Tunnel | Modern Comforts
    From $302 per night (USD)

    Expedia

    Cozy Getaway | Near Veritas & Blue Ridge Tunnel | Modern Comforts

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Meme’s Cottage is a peaceful Afton retreat surrounded by vineyards, mountain views, and scenic trails. Inside, you’ll fi ...

    From $302 per night (USD)

    Expedia

    Details
  • Luxury Designer Home, Dome and Top amenities
    From $937 per night (USD)

    VRBO

    Luxury Designer Home, Dome and Top amenities

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    16

    Welcome to Wintergreen - Mountain View Retreat! Discover the latest listing in Wintergreen – a spacious mountain retreat ...

    From $937 per night (USD)

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    Details
  • 4min to Ski: Hot Tub Dogs OK PacMan Foosball Grill
    From $375 per night (USD)

    Expedia

    4min to Ski: Hot Tub Dogs OK PacMan Foosball Grill

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    9

    4min to ski, walk to trails! Endless activities: apple picking, breweries/wineries, hiking, lake, horseback, golf, tenni ...

    From $375 per night (USD)

    Expedia

    Details
  • 3min to Ski! Mntn View Fireplace 55\TV w/ Disney+
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    3min to Ski! Mntn View Fireplace 55\"TV w/ Disney+

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    14

    3 min to Wintergreen ski slopes. Relax & enjoy the Blue Ridge Mountains in the heart of Wintergreen Resort! Perfect for ...

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  • 5 min to Ski: Hot Tub EV Charger Golden Tee 60\TV
    From $473 per night (USD)

    Expedia

    5 min to Ski: Hot Tub EV Charger Golden Tee 60\"TV

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    14

    5min to ski slopes! New hot tub and EV charger. Perfect for 2-3 families. After day of adventures, gather for sunset on ...

    From $473 per night (USD)

    Expedia

    Details
  • Cozy House at Wintergreen with hot tub/firepit/fireplace & all amenities included and pool access!
    From $508 per night (USD)

    VRBO

    Cozy House at Wintergreen with hot tub/firepit/fireplace & all amenities included and pool access!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to our cozy 4-bedroom, 3.5-bathroom home in Wintergreen Resort, VA. Enjoy a spacious living room with a fireplac ...

    From $508 per night (USD)

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    Details
  • Downtown Luxe: Luxury Vintage + Downtown
    From $254 per night (USD)

    Expedia

    Downtown Luxe: Luxury Vintage + Downtown

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    LIVING ROOM: sleeper sofa, accent chairs, smart TV EAT-IN-KITCHEN: fully stocked kitchen with oven, fridge, microwave, ...

    From $254 per night (USD)

    Expedia

    Details
  • Mountain House Overlooking Rockfish Valley
    From $458 per night (USD)

    VRBO

    Mountain House Overlooking Rockfish Valley

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Unique octagonal house offering incredible views of the Blue Ridge Mountains of Virginia. Located 2 miles from I-64, 15 ...

    From $458 per night (USD)

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  • Cozy Lodge with view- Wintergreen Ski Chalet - Walk to slopes & family friendly!
    From $428 per night (USD)

    Expedia

    Cozy Lodge with view- Wintergreen Ski Chalet - Walk to slopes & family friendly!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to "The Brown Bear Lodge", your year-round retreat in the heart of Wintergreen Ski Resort- just a short walk fro ...

    From $428 per night (USD)

    Expedia

    Details
  • Whimsical Creekside Cabin
    From $218 per night (USD)

    VRBO

    Whimsical Creekside Cabin

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Escape to our cabin in the Blue Ridge Mountains! Fall asleep to sounds of Little Mary’s Creek, enjoy your coffee on the ...

    From $218 per night (USD)

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    Details
  • 4min to Ski! Mntn View Hot Tub EV Charger Grill
    From $850 per night (USD)

    Expedia

    4min to Ski! Mntn View Hot Tub EV Charger Grill

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    9

    4min drive to Wintergreen skiing. Secluded farmhouse-style with views in every room. Hiking, breweries/vineyards, fishin ...

    From $850 per night (USD)

    Expedia

    Details
  • Wintergreen Retreat: Cabin with Hot Tub, Nestled in Woods, Hiking, Game Room
    From $500 per night (USD)

    VRBO

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

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

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

    From $500 per night (USD)

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    Details
  • Cottage on the Farm
    From $82 per night (USD)

    Expedia

    Cottage on the Farm

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Enjoy our cozy 1 room cottage that contains: a kitchenette equipped with a hot plate and mini fridge, shower, toilet, tv ...

    From $82 per night (USD)

    Expedia

    Details
  • Wintergreen Condo -Steps to Ski and restaurants
    From $266 per night (USD)

    VRBO

    Wintergreen Condo -Steps to Ski and restaurants

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Discover the perfect blend of comfort and adventure at our Wintergreen Resort condo. Nestled amidst the pristine beauty ...

    From $266 per night (USD)

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    Details
  • The Cottage at Batten Green, Beautiful Farm Views, 5 mins to DT Staunton, Pet-Friendly!
    From $298 per night (USD)

    Expedia

    The Cottage at Batten Green, Beautiful Farm Views, 5 mins to DT Staunton, Pet-Friendly!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to Batten Green, a boutique inn in beautiful and historic Staunton, Virginia! Perfectly located just 5 minutes n ...

    From $298 per night (USD)

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    Details
  • Luxury Manor House at Batten Green. Gorgeous farm views. 5 mins to DT Staunton. Pet-friendly!
    From $752 per night (USD)

    VRBO

    Luxury Manor House at Batten Green. Gorgeous farm views. 5 mins to DT Staunton. Pet-friendly!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    10

    Welcome to Batten Green, a boutique inn in beautiful and historic Staunton, Virginia! Perfectly located just 5 minutes n ...

    From $752 per night (USD)

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    Details
  • Three Ridges 84 with Wintergreen Advantage
    From $309 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 $309 per night (USD)

    Expedia

    Details
  • Shenandoah Ridge 07 with Wintergreen Advantage
    From $738 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 $738 per night (USD)

    VRBO

    Details
  • Stoneridge 82 with Wintergreen Advantage
    From $576 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 $576 per night (USD)

    Expedia

    Details
  • Shenandoah Ridge 01 with Wintergreen Advantage
    From $809 per night (USD)

    VRBO

    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 $809 per night (USD)

    VRBO

    Details
  • Northridge 09 with Wintergreen Advantage
    From $535 per night (USD)

    Expedia

    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 $535 per night (USD)

    Expedia

    Details
  • Overlook 04 with Wintergreen Advantage
    From $430 per night (USD)

    VRBO

    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 $430 per night (USD)

    VRBO

    Details
  • Shenandoah Ridge 09 with Wintergreen Advantage
    From $675 per night (USD)

    Expedia

    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 $675 per night (USD)

    Expedia

    Details
  • Overlook 48 with Wintergreen Advantage
    From $764 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 $764 per night (USD)

    VRBO

    Details
  • Cliffs 26 with Wintergreen Advantage
    From $477 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 $477 per night (USD)

    Expedia

    Details
  • Overlook 05 with Wintergreen Advantage
    From $448 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 $448 per night (USD)

    VRBO

    Details
  • Highlands 05 with Wintergreen Advantage
    From $428 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 $428 per night (USD)

    Expedia

    Details
  • Trillium Place 01 with Wintergreen Advantage
    From $668 per night (USD)

    VRBO

    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 $668 per night (USD)

    VRBO

    Details
  • Stoneridge 69 with Wintergreen Advantage
    From $556 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 $556 per night (USD)

    Expedia

    Details
  • Shenandoah Ridge 16 with Wintergreen Advantage
    From $690 per night (USD)

    VRBO

    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 $690 per night (USD)

    VRBO

    Details
  • Fairway Woods 36 with Wintergreen Advantage
    From $548 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 $548 per night (USD)

    Expedia

    Details
  • Shenandoah Ridge 13 with Wintergreen Advantage
    From $760 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 $760 per night (USD)

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  • Stonewall Court 21 with Wintergreen Advantage
    From $747 per night (USD)

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    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 $747 per night (USD)

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    Details
  • Highlands 37 with Wintergreen Advantage
    From $290 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 $290 per night (USD)

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  • Highridge Court 24 with Wintergreen Advantage
    From $337 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 $337 per night (USD)

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    Details
  • Cliffs 21 with Wintergreen Advantage
    From $332 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 $332 per night (USD)

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    Details
  • Three Ridges 91 with Wintergreen Advantage
    From $453 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 $453 per night (USD)

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    Details
  • Timber Camp Hideaway with Wintergreen Advantage
    From $570 per night (USD)

    VRBO

    Timber Camp Hideaway with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    3-Bedroom Home / Sleeps 6 Home Features • 1804 Square Feet • Easy access to main level • Gas Fireplace • Screened porch ...

    From $570 per night (USD)

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  • Nancy's Edelweiss with Wintergreen Advantage
    From $939 per night (USD)

    Expedia

    Nancy's Edelweiss with Wintergreen Advantage

    Bedrooms:
    6
    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 $939 per night (USD)

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    Details
  • Chestnut Springs with Wintergreen Advantage
    From $841 per night (USD)

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    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 $841 per night (USD)

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  • Bull City Bungalow with Wintergreen Advantage
    From $710 per night (USD)

    Expedia

    Bull City Bungalow with Wintergreen Advantage

    Bedrooms:
    3
    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 $710 per night (USD)

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    Details
  • Whispering Elm with Wintergreen Advantage
    From $722 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 $722 per night (USD)

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  • Serendipity with Wintergreen Advantage
    From $884 per night (USD)

    Expedia

    Serendipity with Wintergreen Advantage

    Bedrooms:
    3
    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 $884 per night (USD)

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    Details
  • Whispering Pines with Wintergreen Advantage
    From $592 per night (USD)

    VRBO

    Whispering Pines with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Enjoy the fresh mountain air and picturesque forested surroundings when you stay at Whispering Pines, a secluded 3-bedro ...

    From $592 per night (USD)

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    Details
  • Orchard House with Wintergreen Advantage
    From $790 per night (USD)

    Expedia

    Orchard House with Wintergreen Advantage

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    Orchard House is a one of a kind, stunning 5BR home near the Devils Knob area and less than one mile from the Wintergard ...

    From $790 per night (USD)

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    Details
  • Black Dog Treehouse with Wintergreen Advantage
    From $595 per night (USD)

    VRBO

    Black Dog Treehouse with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    3-Bedroom Home / Sleeps 6 Home Features: • 1,989 sq ft • Living Room with Gas Fireplace, Dining Room, & Bar • Complete K ...

    From $595 per night (USD)

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    Details
  • The Osprey with Wintergreen Advantage
    From $562 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 $562 per night (USD)

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    Details
  • Cabin Blue Ridge with Wintergreen Advantage
    From $585 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 $585 per night (USD)

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  • Timbers Studio 46 with Wintergreen Advantage
    From $259 per night (USD)

    Expedia

    Timbers Studio 46 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 $259 per night (USD)

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    Details
  • Blue Ridge Retreat with Wintergreen Advantage
    From $2387 per night (USD)

    VRBO

    Blue Ridge Retreat with Wintergreen Advantage

    Bedrooms:
    10
    Bathrooms:
    10
    Sleeps:
    20

    10-Bedroom Home / Sleeps 20 Home Features • 7,644 sq ft • No steps from parking lot to front entrance • Gas Fireplace (l ...

    From $2387 per night (USD)

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    Details
  • Wooded Mtn. Retreat with Wintergreen Advantage
    From $931 per night (USD)

    Expedia

    Wooded Mtn. Retreat with Wintergreen Advantage

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    12

    6-Bedroom Home / Sleeps 12 Home Features • 3,450 sq ft • Open Floor Plan with Full Modern Kitchen • Living Room with Woo ...

    From $931 per night (USD)

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    Details
  • Above The Clouds with Wintergreen Advantage
    From $561 per night (USD)

    VRBO

    Above The Clouds with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    4-Bedroom Home / Sleeps 8 Home Features: • 2,088 sq ft • 4 Bedrooms: One King / One King / One Double / Two Twins • ...

    From $561 per night (USD)

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  • Mountaintop Lodge with Wintergreen Advantage
    From $2184 per night (USD)

    Expedia

    Mountaintop Lodge with Wintergreen Advantage

    Bedrooms:
    9
    Bathrooms:
    9
    Sleeps:
    18

    9-Bedroom Home / Sleeps 18 Home Features • 7,844 sq ft • Nine Bedrooms: One King / One King / One King / One Queen / On ...

    From $2184 per night (USD)

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    Details
  • Fairway Woods 44 with Wintergreen Advantage
    From $427 per night (USD)

    VRBO

    Fairway Woods 44 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 $427 per night (USD)

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    Details
  • Highlands 42 with Wintergreen Advantage
    From $612 per night (USD)

    Expedia

    Highlands 42 with Wintergreen Advantage

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

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

    From $612 per night (USD)

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    Details
  • Fairway Woods 34 with Wintergreen Advantage
    From $427 per night (USD)

    VRBO

    Fairway Woods 34 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 $427 per night (USD)

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    Details
  • Fairway Woods 21 with Wintergreen Advantage
    From $521 per night (USD)

    Expedia

    Fairway Woods 21 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 $521 per night (USD)

    Expedia

    Details
  • Cliffs 07 with Wintergreen Advantage
    From $471 per night (USD)

    VRBO

    Cliffs 07 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 $471 per night (USD)

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    Details
  • Highlands 23 with Wintergreen Advantage
    From $486 per night (USD)

    Expedia

    Highlands 23 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 $486 per night (USD)

    Expedia

    Details
  • Stoneridge 26 with Wintergreen Advantage
    From $397 per night (USD)

    VRBO

    Stoneridge 26 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 $397 per night (USD)

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    Details
  • Ledges 71 with Wintergreen Advantage
    From $448 per night (USD)

    Expedia

    Ledges 71 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

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

    From $448 per night (USD)

    Expedia

    Details
  • Stoneridge 29 with Wintergreen Advantage
    From $465 per night (USD)

    VRBO

    Stoneridge 29 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 $465 per night (USD)

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    Details
  • Vistas 71 with Wintergreen Advantage
    From $321 per night (USD)

    Expedia

    Vistas 71 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    2

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

    From $321 per night (USD)

    Expedia

    Details
  • Shenandoah Ridge 02 with Wintergreen Advantage
    From $678 per night (USD)

    VRBO

    Shenandoah Ridge 02 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 $678 per night (USD)

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    Details
  • Highridge Place 43 with Wintergreen Advantage
    From $300 per night (USD)

    Expedia

    Highridge Place 43 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

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

    From $300 per night (USD)

    Expedia

    Details
  • Stoneridge 42 with Wintergreen Advantage
    From $548 per night (USD)

    VRBO

    Stoneridge 42 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 $548 per night (USD)

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    Details
  • Stoneridge 30 with Wintergreen Advantage
    From $518 per night (USD)

    Expedia

    Stoneridge 30 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 $518 per night (USD)

    Expedia

    Details
  • Overlook 45 with Wintergreen Advantage
    From $603 per night (USD)

    VRBO

    Overlook 45 with Wintergreen Advantage

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

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

    From $603 per night (USD)

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    Details
  • Stoneridge 56 with Wintergreen Advantage
    From $419 per night (USD)

    Expedia

    Stoneridge 56 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 $419 per night (USD)

    Expedia

    Details
  • Vistas 64 with Wintergreen Advantage
    From $453 per night (USD)

    VRBO

    Vistas 64 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

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

    From $453 per night (USD)

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    Details
  • Northridge 03 with Wintergreen Advantage
    From $397 per night (USD)

    Expedia

    Northridge 03 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

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

    From $397 per night (USD)

    Expedia

    Details