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Results: 864 Rentals

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

    VRBO

    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)

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

    Expedia

    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)

    Expedia

    Details
  • Cottage On Route 151-Nellysford
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    Cottage On Route 151-Nellysford

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Come enjoy the peace and tranquility of the Blue Ridge Mountains at The Cottage at 151. From breathtaking views, to skii ...

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  • 4BR\/2.5BA on 5 acres near Bold Rock Cidery & Devils Backbone
    From $440 per night (USD)

    Expedia

    4BR\/2.5BA on 5 acres near Bold Rock Cidery & Devils Backbone

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    4BR/2.5BA entire house set on 5 acres on private eco-village forest land, yet centrally located with Bold Rock Cidery at ...

    From $440 per night (USD)

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    Details
  • Afton Cottage w\/ Hot Tub, Firepit, Mountain Views
    From $241 per night (USD)

    VRBO

    Afton Cottage w\/ Hot Tub, Firepit, Mountain Views

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to Towler Cottage, a relaxing getaway in the heart of Route 151 in Afton. The cottage is within minutes from the ...

    From $241 per night (USD)

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    Details
  • Afton Bliss: Sleeps 10 on 151 with Game Room
    From $364 per night (USD)

    Expedia

    Afton Bliss: Sleeps 10 on 151 with Game Room

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    9

    Afton Bliss is the perfect space for a family getaway, wedding guests, girls' weekend, or trip with friends! Situated ri ...

    From $364 per night (USD)

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    Details
  • Woolly Bull-Cozy Newly Redecorated 2-Story Townhouse. <0.3 Mile Walk to slopes!
    From $175 per night (USD)

    VRBO

    Woolly Bull-Cozy Newly Redecorated 2-Story Townhouse. <0.3 Mile Walk to slopes!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    The Woolly Bull Château is a newly redecorated, cozy 2-Story townhouse that has everything you need. Plus... No one abov ...

    From $175 per night (USD)

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  • The Getaway at Wintergreen Resort
    From $828 per night (USD)

    Expedia

    The Getaway at Wintergreen Resort

    Bedrooms:
    7
    Bathrooms:
    7
    Sleeps:
    23

    Welcome to Escape to Blue Ridge Haven on Wintergreen Resort, your peaceful mountain getaway! Whether you're looking for ...

    From $828 per night (USD)

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    Details
  • 2min to Ski! DogsOK Wood Stove Grill Fire Pit Hike
    From $210 per night (USD)

    VRBO

    2min to Ski! DogsOK Wood Stove Grill Fire Pit Hike

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Plucked from a German fairytale, this thoughtfully-designed oasis features intricate wainscoting and slate floors. Sense ...

    From $210 per night (USD)

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  • New Listing!100 FT FROM THE SLOPES! 4bd\/3bth Ski In\/Out Dobie Condo + Loft ❄⛄⛷🏂
    From $403 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 $403 per night (USD)

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

    VRBO

    Highlands 48 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

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

    From $401 per night (USD)

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

    Expedia

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

    VRBO

    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
  • View With a Room │ Mountain Home in Wine Country
    From $329 per night (USD)

    Expedia

    View With a Room │ Mountain Home in Wine Country

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to the View with a Room! Nestled at the base of Afton mountain, this 3 bed, 2 bath, house is close to trails, w ...

    From $329 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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  • Art & Soul Guest House: Mtn Views + Hot Tub
    From $399 per night (USD)

    Expedia

    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)

    Expedia

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

    VRBO

    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)

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

    Expedia

    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)

    Expedia

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

    VRBO

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

    Expedia

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

    VRBO

    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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  • Luxury Home w\/Mountain Views, Hot Tub, EV Charger, Play Equipment
    From $774 per night (USD)

    Expedia

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

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    11

    Summary: Luxurious and spacious, this home offers views of the famous Humpback Rocks ridges, from just about every room. ...

    From $774 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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    Details
  • 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)

    Expedia

    Details
  • Saddleback Sanctuary: Luxury Estate beside Veritas
    From $984 per night (USD)

    VRBO

    Saddleback Sanctuary: Luxury Estate beside Veritas

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    FIRST FLOOR (Entry Floor): LIVING ROOM - Large living room with seating for your entire group, smart TV, and balcony acc ...

    From $984 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 Cabin on Cub Creek: Near Wintergreen & AT
    From $184 per night (USD)

    VRBO

    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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    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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  • 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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  • 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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  • 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
  • Spacious Cabin in the Woods near Breweries and Wineries
    From $489 per night (USD)

    Expedia

    Spacious Cabin in the Woods near Breweries and Wineries

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Escape to the Treetops Lodge, your own "cabin in the woods." Located on 12 acres of lush mountainside, the Treetops Lod ...

    From $489 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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  • Aftonshire Cottage - in the heart of Afton's Wine Region
    From $397 per night (USD)

    Expedia

    Aftonshire Cottage - in the heart of Afton's Wine Region

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Located in the heart of Nelson County’s 151 Trail at the foot of the Blue Ridge Mountains, Aftonshire Cottage is a beaut ...

    From $397 per night (USD)

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  • 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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  • 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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  • 4 King Suites \/ 2 Homes \/ Sleeps 20 \/ Game Rooms
    From $764 per night (USD)

    VRBO

    4 King Suites \/ 2 Homes \/ Sleeps 20 \/ Game Rooms

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    20

    Nelly's Retreat is located in the lovely rolling hills of Nellysford, VA. The property includes two spacious homes that ...

    From $764 per night (USD)

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  • 2 Master Suites \/ Brew Trail \/ Fire Pit \/ Game Rm
    From $304 per night (USD)

    Expedia

    2 Master Suites \/ Brew Trail \/ Fire Pit \/ Game Rm

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Nelly’s Oasis, a newly renovated garage with a modern interior, is comfortably situated in the foothills of the Blue Rid ...

    From $304 per night (USD)

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    Details
  • Sleeps 14 \/ 151 Brew Trail \/ Game RM \/ Firepit
    From $411 per night (USD)

    VRBO

    Sleeps 14 \/ 151 Brew Trail \/ Game RM \/ Firepit

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    14

    Nelly's Chalet is right off the 151 Wine & Brew Trail. Take in the scenic windy roads, the rolling hills, romantic sunse ...

    From $411 per night (USD)

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

    Expedia

    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
  • Glenbrae: Afton Retreat w\/Mountain Views off 151
    From $700 per night (USD)

    VRBO

    Glenbrae: Afton Retreat w\/Mountain Views off 151

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    Glenbrae is located just off the iconic Nelson 151 and 1 mile from Afton Mountain Vineyards. This property was stylishly ...

    From $700 per night (USD)

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  • Elk Mountain Overlook: Breathtaking Views
    From $432 per night (USD)

    Expedia

    Elk Mountain Overlook: Breathtaking Views

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Mountaintop overlook with jaw dropping views and camp themed interior design. Perched upon Elk Mountain just off the Blu ...

    From $432 per night (USD)

    Expedia

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

    VRBO

    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
  • NEW Cabin Overlooking the Rockfish RIver Heart of Nelson! Be 1st to Book!
    From $316 per night (USD)

    Expedia

    NEW Cabin Overlooking the Rockfish RIver Heart of Nelson! Be 1st to Book!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Be the first to book Riverbend Cabin, completed in 2024! Vacation rental only-no one has ever lived in the cabin! Stunni ...

    From $316 per night (USD)

    Expedia

    Details
  • Tucked Inn: Upper Unit - 151 Getaway\/Wine + Brews
    From $241 per night (USD)

    VRBO

    Tucked Inn: Upper Unit - 151 Getaway\/Wine + Brews

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Tucked Inn is perfectly "tucked" away right off the iconic Nelson 151 Brew Trail with proximity to Hilltop Winery. Tucke ...

    From $241 per night (USD)

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

    Expedia

    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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    Details
  • Gladstone Retreat w\/ Gas Grill + Fire Pit
    From $198 per night (USD)

    VRBO

    Gladstone Retreat w\/ Gas Grill + Fire Pit

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    Discover a blend of tranquility and adventure at this charming 3-bedroom, 2-bath vacation rental in Gladstone! This home ...

    From $198 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
  • Mountain View Meadow Cottage - Blue Ridge Mountains and Virginia wine country
    From $194 per night (USD)

    Expedia

    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)

    Expedia

    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)

    VRBO

    Details
  • Luxury Tiny Home. Brew Ridge. Trail. Ski. Wineries
    From $199 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 $199 per night (USD)

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    Details
  • Wintergreen Retreat: Cabin with Hot Tub, Nestled in Woods, Hiking, Game Room
    From $488 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 $488 per night (USD)

    VRBO

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

    Expedia

    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)

    Expedia

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

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

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

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

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

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

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

    VRBO

    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)

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

    Expedia

    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)

    VRBO

    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
  • Timbers Studio 44 with Wintergreen Advantage
    From $166 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 $166 per night (USD)

    Expedia

    Details
  • Mountain Inn Studio 91 with Wintergreen Advantage
    From $166 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 $166 per night (USD)

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    Details
  • Timbers Studio 15 with Wintergreen Advantage
    From $203 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 $203 per night (USD)

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    Details
  • Timbers Studio 45 with Wintergreen Advantage
    From $203 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 $203 per night (USD)

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    Details
  • The Osprey with Wintergreen Advantage
    From $392 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 $392 per night (USD)

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    Details
  • Laurelwood 24 with Wintergreen Advantage
    From $312 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 $312 per night (USD)

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    Details
  • Timbers Studio 47 with Wintergreen Advantage
    From $203 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 $203 per night (USD)

    Expedia

    Details
  • Cabin Blue Ridge with Wintergreen Advantage
    From $394 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 $394 per night (USD)

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    Details
  • Timbers Lodge 39 with Wintergreen Advantage
    From $215 per night (USD)

    Expedia

    Timbers Lodge 39 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    First floor slope side unit with walkout ski in and ski out access. Located in the Timbers complex near the Blackrock Vi ...

    From $215 per night (USD)

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    Details
  • Timbers Lodge 23 with Wintergreen Advantage
    From $241 per night (USD)

    VRBO

    Timbers Lodge 23 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Loft style guest room located in the Timbers buildings next to the Mountain Inn near the Blackrock Village Center and wa ...

    From $241 per night (USD)

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    Details
  • Timbers Lodge 56 with Wintergreen Advantage
    From $178 per night (USD)

    Expedia

    Timbers Lodge 56 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

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

    From $178 per night (USD)

    Expedia

    Details
  • Timbers Lodge 54 with Wintergreen Advantage
    From $178 per night (USD)

    VRBO

    Timbers Lodge 54 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

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

    From $178 per night (USD)

    VRBO

    Details
  • Timbers Lodge 58 with Wintergreen Advantage
    From $178 per night (USD)

    Expedia

    Timbers Lodge 58 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

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

    From $178 per night (USD)

    Expedia

    Details
  • Charming 3 bed, 2 bath Farmhouse in a great location.
    From $266 per night (USD)

    VRBO

    Charming 3 bed, 2 bath Farmhouse in a great location.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    The Beech Grove Farmhouse is an early century farmhouse situated in the foothills of the Blue Ridge mountains, has a spr ...

    From $266 per night (USD)

    VRBO

    Details
  • Timbers Studio 46 with Wintergreen Advantage
    From $166 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 $166 per night (USD)

    Expedia

    Details
  • Blue Ridge Retreat with Wintergreen Advantage
    From $2103 per night (USD)

    VRBO

    Blue Ridge Retreat with Wintergreen Advantage

    Bedrooms:
    11
    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 $2103 per night (USD)

    VRBO

    Details
  • Wooded Mtn. Retreat with Wintergreen Advantage
    From $640 per night (USD)

    Expedia

    Wooded Mtn. Retreat with Wintergreen Advantage

    Bedrooms:
    5
    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 $640 per night (USD)

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    Details
  • Mountain Inn Studio 94 with Wintergreen Advantage
    From $166 per night (USD)

    VRBO

    Mountain Inn Studio 94 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)

    VRBO

    Details
  • Timbers Lodge 49 with Wintergreen Advantage
    From $215 per night (USD)

    Expedia

    Timbers Lodge 49 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Located in the Timbers complex near the Blackrock Village Center and walkable to the ski slopes and Resort dining. One K ...

    From $215 per night (USD)

    Expedia

    Details
  • Timbers Studio 16 with Wintergreen Advantage
    From $166 per night (USD)

    VRBO

    Timbers Studio 16 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)

    VRBO

    Details
  • Mountain Inn Studio 95 with Wintergreen Advantage
    From $166 per night (USD)

    Expedia

    Mountain Inn Studio 95 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)

    Expedia

    Details
  • Above The Clouds with Wintergreen Advantage
    From $396 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 $396 per night (USD)

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    Details
  • Timbers Lodge 50 with Wintergreen Advantage
    From $178 per night (USD)

    Expedia

    Timbers Lodge 50 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

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

    From $178 per night (USD)

    Expedia

    Details
  • Timbers Lodge 53 with Wintergreen Advantage
    From $238 per night (USD)

    VRBO

    Timbers Lodge 53 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

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

    From $238 per night (USD)

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    Details
  • Mountaintop Lodge with Wintergreen Advantage
    From $2032 per night (USD)

    Expedia

    Mountaintop Lodge with Wintergreen Advantage

    Bedrooms:
    10
    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 $2032 per night (USD)

    Expedia

    Details
  • Timbers Lodge 57 with Wintergreen Advantage
    From $215 per night (USD)

    VRBO

    Timbers Lodge 57 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

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

    From $215 per night (USD)

    VRBO

    Details
  • Mountain Inn Studio 53 with Wintergreen Advantage
    From $178 per night (USD)

    Expedia

    Mountain Inn Studio 53 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Hotel style guest room located in the Mountain Inn near the Blackrock Village Center and walkable to the ski slopes and ...

    From $178 per night (USD)

    Expedia

    Details
  • Fairway Woods 44 with Wintergreen Advantage
    From $357 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 $357 per night (USD)

    VRBO

    Details
  • Highlands 42 with Wintergreen Advantage
    From $420 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 $420 per night (USD)

    Expedia

    Details
  • Fairway Woods 34 with Wintergreen Advantage
    From $276 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 $276 per night (USD)

    VRBO

    Details
  • Dobie 54 with Wintergreen Advantage
    From $476 per night (USD)

    Expedia

    Dobie 54 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 $476 per night (USD)

    Expedia

    Details
  • Laurelwood 58 with Wintergreen Advantage
    From $218 per night (USD)

    VRBO

    Laurelwood 58 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)

    VRBO

    Details
  • Fairway Woods 21 with Wintergreen Advantage
    From $365 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 $365 per night (USD)

    Expedia

    Details
  • Vistas 57 with Wintergreen Advantage
    From $422 per night (USD)

    VRBO

    Vistas 57 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 $422 per night (USD)

    VRBO

    Details
  • Cliffs 07 with Wintergreen Advantage
    From $313 per night (USD)

    Expedia

    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 $313 per night (USD)

    Expedia

    Details