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Nelson Area Rentals

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Results: 819 Rentals

  • Prime Location! Ski In, Ski Out 3BDR plus bonus room, 3BA, Condo on Dobie
    From $699 per night (USD)

    VRBO

    Prime Location! Ski In, Ski Out 3BDR plus bonus room, 3BA, Condo on Dobie

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    9

    Cozy, well appointed, 2 floor condo, located steps from the top of the Dobie lift. Vaulted ceiling gives spacious feel! ...

    From $699 per night (USD)

    VRBO

    Details
  • New Blue RIdge Mountains Montebello, Virginia with stary stary skies
    From $211 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 $211 per night (USD)

    Expedia

    Details
  • Private Pool Opens April 1 - All Year Hot Tub
    From $489 per night (USD)

    VRBO

    Private Pool Opens April 1 - All Year Hot Tub

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Relax in a private Blue Ridge Mountain cottage with a hot tub and covered heated pool, located in scenic Nelson County n ...

    From $489 per night (USD)

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    Details
  • 5 minutes to Blue Ridge Parkway, Crabtree Falls,  hiking, wineries, breweries
    From $228 per night (USD)

    Expedia

    5 minutes to Blue Ridge Parkway, Crabtree Falls, hiking, wineries, breweries

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    New cabin two miles off Blue Ridge Parkway, Appalachian Trail. Near Crabtree Falls, wineries, breweries, distilleries, ...

    From $228 per night (USD)

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  • New cabin 1 mile from Blue Ridge Parkway. Minutes from Appalachian Trail
    From $228 per night (USD)

    VRBO

    New cabin 1 mile from Blue Ridge Parkway. Minutes from Appalachian Trail

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Starry starry nights; sounds of Tye River gurgling over rocks; absolute quiet except for the sounds of nature. Wonderful ...

    From $228 per night (USD)

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  • Ski-In/Ski-Out Wintergreen Resort Condo + Hot Tub!
    From $492 per night (USD)

    Expedia

    Ski-In/Ski-Out Wintergreen Resort Condo + Hot Tub!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Discover the serenity of Eagle's Court in Wintergreen Resort when you stay at this 2-bedroom, 1.5-bathroom vacation rent ...

    From $492 per night (USD)

    Expedia

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  • Family Chalet at Wintergreen - Hot Tub, Sauna, Fire Pit, Game Room - Sleeps 16
    From $849 per night (USD)

    VRBO

    Family Chalet at Wintergreen - Hot Tub, Sauna, Fire Pit, Game Room - Sleeps 16

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    17

    Three families. Three floors. One house. Pleasant Point is a six-bedroom, four-bath mountain chalet at Wintergreen Res ...

    From $849 per night (USD)

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    Details
  • Loft on the Knoll
    From $234 per night (USD)

    VRBO

    Loft on the Knoll

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Keep it simple at this peaceful and centrally-located place. You will find it easy to access all of the local Nelson Co. ...

    From $234 per night (USD)

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  • Glenbrae: Afton Retreat w/Mountain Views off 151
    From $685 per night (USD)

    VRBO

    Glenbrae: Afton Retreat w/Mountain Views off 151

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    🛌 Sleeps 10 | 💦 Hot Tub | 🐾 Dog Friendly + Fenced Yard | 🔥 Fire Pit MAIN FLOOR: OFFICE - Fold out queen bed (linen ...

    From $685 per night (USD)

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    Details
  • Elk Mountain Overlook: Breathtaking Views
    From $385 per night (USD)

    Expedia

    Elk Mountain Overlook: Breathtaking Views

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

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

    From $385 per night (USD)

    Expedia

    Details
  • Hilltop Escape At Wintergreen
    From $714 per night (USD)

    VRBO

    Hilltop Escape At Wintergreen

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    14

    Nestled amid the pristine beauty of the towering mountains, this home provides the perfect alpine escape for those seeki ...

    From $714 per night (USD)

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    Details
  • Beautiful Mountain Getaway - Walk to Everything at Wintergreen!
    From $448 per night (USD)

    Expedia

    Beautiful Mountain Getaway - Walk to Everything at Wintergreen!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    This beautifully renovated 3 BR / 2 BA mountain condo is very centrally located in the main Wintergreen village - steps ...

    From $448 per night (USD)

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  • Cattle farm getaway in Virginia's best wine & beer country! Fiber Optic Wi-Fi!
    From $497 per night (USD)

    VRBO

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

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    7

    Retreat to an easily accessible getaway in the heart of the Blue Ridge Mountains! This house is perfect for families, t ...

    From $497 per night (USD)

    VRBO

    Details
  • Secluded 20+ Acre Retreat Near Brew & Wine Trails
    From $351 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 $351 per night (USD)

    Expedia

    Details
  • Blue Ridge Bliss 9BR/6BA: 2 Homes Across the Street from each other! Sleeps 24
    From $1111 per night (USD)

    VRBO

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

    Bedrooms:
    6
    Bathrooms:
    9
    Sleeps:
    25

    Discover Blue Ridge Bliss Across Two Homes: Experience the ultimate retreat with two homes across the street from one a ...

    From $1111 per night (USD)

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    Details
  • Modern Nellysford Getaway w/ View: Deck & Fire Pit
    From $559 per night (USD)

    Expedia

    Modern Nellysford Getaway w/ View: Deck & Fire Pit

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    10

    Elevate your mountain getaway at this newly built vacation rental in Nellysford! From the beautiful outdoor space with a ...

    From $559 per night (USD)

    Expedia

    Details
  • Charming 4-bedroom home with WiFi, game room and more near Wintergreen Resort!
    From $459 per night (USD)

    VRBO

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

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Bear Tracks - the perfect Wintergreen Resort vacation home! This charming home offers a tranquil retreat with various li ...

    From $459 per night (USD)

    VRBO

    Details
  • Tucked Inn: Lower Unit - NEW Nelson Co Getaway
    From $317 per night (USD)

    Expedia

    Tucked Inn: Lower Unit - NEW Nelson Co Getaway

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

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

    From $317 per night (USD)

    Expedia

    Details
  • Cozy 2-bedroom Condo in Wintergreen Resort with Full Kitchen & Beautiful Balcony
    From $254 per night (USD)

    VRBO

    Cozy 2-bedroom Condo in Wintergreen Resort with Full Kitchen & Beautiful Balcony

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Cozy Condo in Wintergreen Resort with 2 bedrooms and 2 bathrooms. This stylish condo offers everything you need for a pe ...

    From $254 per night (USD)

    VRBO

    Details
  • Authentic Log Cabin-
    From $488 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 $488 per night (USD)

    VRBO

    Details
  • Walk to Summer Music Festival: WTG Retreat Among the Trees
    From $304 per night (USD)

    VRBO

    Walk to Summer Music Festival: WTG Retreat Among the Trees

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Discover tranquility at Dobie Mountain Slopeside Retreat, a spacious 4 bed, 3 bath condo perfectly situated in an incred ...

    From $304 per night (USD)

    VRBO

    Details
  • Buena Vista - Your Panoramic Retreat - Million Dollar View
    From $302 per night (USD)

    Expedia

    Buena Vista - Your Panoramic Retreat - Million Dollar View

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Discover serenity at Buena Vista, a charming 2BR, 2BA condo in Wintergreen Resort! This first-floor unit offers easy acc ...

    From $302 per night (USD)

    Expedia

    Details
  • CHARMING COUNTRY CABIN IN THE VIRGINIA BLUE RIDGE MOUNTAINS
    From $360 per night (USD)

    VRBO

    CHARMING COUNTRY CABIN IN THE VIRGINIA BLUE RIDGE MOUNTAINS

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    11

    Consider this cabin your home away from home while you visit our area.This enchanting property features 3 bedrooms - 3 w ...

    From $360 per night (USD)

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    Details
  • Family-Friendly Meets Luxury
    From $572 per night (USD)

    Expedia

    Family-Friendly Meets Luxury

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    16

    Welcome to Goldfinch Perch, the most family-friendly home in Wintergreen. The kids will be fully entertained with the on ...

    From $572 per night (USD)

    Expedia

    Details
  • Wintergreen Resort: Weeping Rock Retreat
    From $293 per night (USD)

    VRBO

    Wintergreen Resort: Weeping Rock Retreat

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to Weeping Rock Retreat in Wintergreen Resort on. This 4 bedroom, 3 full bath home is certain to fit your indiv ...

    From $293 per night (USD)

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    Details
  • Highridge Court 08 with Wintergreen Advantage
    From $507 per night (USD)

    Expedia

    Highridge Court 08 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Highridge Court Easy-Access Retreat Enjoy a comfortable mountain getaway in this 2-bedroom, 2-bath condo in Highridge C ...

    From $507 per night (USD)

    Expedia

    Details
  • Memory Maker with Wintergreen Advantage
    From $844 per night (USD)

    VRBO

    Memory Maker with Wintergreen Advantage

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    12

    Memory Maker sits right on the 1st hole of Devils Knob Golf course, right across from the tennis and pickle ball courts, ...

    From $844 per night (USD)

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    Details
  • Stoneridge 41 with Wintergreen Advantage
    From $465 per night (USD)

    Expedia

    Stoneridge 41 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Stoneridge Cozy Mountain Retreat Escape to the mountains in this 2-bedroom, 2-bath condo in Stoneridge, nestled in Wint ...

    From $465 per night (USD)

    Expedia

    Details
  • Nowhere Land with Wintergreen Advantage
    From $504 per night (USD)

    VRBO

    Nowhere Land with Wintergreen Advantage

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to Nowhere Land, a cozy getaway perfect for 2 families (up to 8 guests).This spacious retreat is located near Up ...

    From $504 per night (USD)

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    Details
  • Shenandoah Ridge 11 with Wintergreen Advantage
    From $744 per night (USD)

    Expedia

    Shenandoah Ridge 11 with Wintergreen Advantage

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Shenandoah Ridge Mountain Retreat Escape to the mountains in this spacious 4-bedroom, 4½-bath condo at Shenandoah Ridge ...

    From $744 per night (USD)

    Expedia

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  • Gum Tree 2 with Wintergreen Advantage
    From $596 per night (USD)

    VRBO

    Gum Tree 2 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Spacious Three-Bedroom Mountain Retreat Enjoy the comfort and space of this apartment-style condominium, featuring thre ...

    From $596 per night (USD)

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    Details
  • Timbers Lodge 42 with Wintergreen Advantage
    From $297 per night (USD)

    Expedia

    Timbers Lodge 42 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Timbers King Bed Loft Getaway Settle into a charming mountain retreat in this loft-style guest room at the Timbers comp ...

    From $297 per night (USD)

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  • Fairway Woods 49 with Wintergreen Advantage
    From $465 per night (USD)

    VRBO

    Fairway Woods 49 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Fairways Woods Cozy Retreat Enjoy a peaceful mountain escape in this 2-bedroom, 2-bath condo in Fairways Woods, nestled ...

    From $465 per night (USD)

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    Details
  • Gum Tree 4 with Wintergreen Advantage
    From $744 per night (USD)

    Expedia

    Gum Tree 4 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Blackrock Spacious Four-Bedroom Retreat Enjoy the extra space of this spacious 4-bedroom, 2-bath apartment-style condo ...

    From $744 per night (USD)

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  • Gum Tree 3 with Wintergreen Advantage
    From $451 per night (USD)

    VRBO

    Gum Tree 3 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Comfortable Two-Bedroom Mountain Condo Enjoy a spacious 2-bedroom, 2-bath condo at Wintergreen Resort, with multiple lo ...

    From $451 per night (USD)

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  • Gum Tree 5 with Wintergreen Advantage
    From $604 per night (USD)

    Expedia

    Gum Tree 5 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Spacious Three-Bedroom Mountain Escape Enjoy a spacious mountain getaway in this apartment-style condominium, featuring ...

    From $604 per night (USD)

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    Details
  • Mountain Inn Lodge 80 with Wintergreen Advantage
    From $297 per night (USD)

    VRBO

    Mountain Inn Lodge 80 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Mountain Inn King Bed Loft Retreat Settle into a comfortable mountain hideaway at the Mountain Inn in this charming lof ...

    From $297 per night (USD)

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  • Bluebird Cottage: Near 151 + Appalachian Trail
    From $309 per night (USD)

    Expedia

    Bluebird Cottage: Near 151 + Appalachian Trail

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    KITCHEN - fully stocked kitchen with all major appliances LIVING ROOM - formal living room with ample seating and boar ...

    From $309 per night (USD)

    Expedia

    Details
  • Bear Tracks Cottage: New Hot Tub + Fire Pit
    From $466 per night (USD)

    VRBO

    Bear Tracks Cottage: New Hot Tub + Fire Pit

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    🛌 Sleeps 6 | 💦 Hot Tub | 🔥 Fire Pit | 🍷🍺 Central to Wineries & Breweries FIRST FLOOR: Living - sofa, accent chair ...

    From $466 per night (USD)

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  • Charming 4-bedroom farmhouse in brilliant Roseland / The Hen House
    From $542 per night (USD)

    Expedia

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

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Get ready to relax in this 4-bedroom farmhouse in Roseland. With 3 queen beds and 2 twin beds, this delightful property ...

    From $542 per night (USD)

    Expedia

    Details
  • Luxury Cabin on 6 Acres w/ Mountain Views Near Nelson 151 & Wintergreen
    From $389 per night (USD)

    VRBO

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

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to The Retreat at Persimmon Hill, your private escape in the Blue Ridge Mountains. Nestled on 6 secluded acres i ...

    From $389 per night (USD)

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  • Entire house in Afton, VA, The Cottage at Stumble Creek - 3 bedroom
    From $402 per night (USD)

    VRBO

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

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    9

    Unwind in Afton at this delightful house in the heart of Hwy 151 Wine country. This charming property features 3 cozy be ...

    From $402 per night (USD)

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  • Wintergreen Ridge Retreat
    From $358 per night (USD)

    VRBO

    Wintergreen Ridge Retreat

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Summary: Wintergreen Ridge Retreat: Cozy Mountain Getaway Welcome to Wintergreen Ridge Retreat, your perfect escape ...

    From $358 per night (USD)

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  • Cozy 3-bedroom cabin with Hot tub, WiFi, hiking, skiing, Wintergreen Resort!
    From $351 per night (USD)

    VRBO

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

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Located at the four seasons resort Wintergreen, this delightful 3-bedroom cabin offers a cozy retreat for guests. With 1 ...

    From $351 per night (USD)

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  • \Fall\ in love · Short drive to Blue Ridge Pkwy · Walk 2 resort & dining
    From $312 per night (USD)

    VRBO

    \"Fall\" in love · Short drive to Blue Ridge Pkwy · Walk 2 resort & 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 $312 per night (USD)

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    Details
  • Wintergreen Ski Retreat, Cozy Condo Near Slopes & Devils Knob Golf
    From $328 per night (USD)

    Expedia

    Wintergreen Ski Retreat, Cozy Condo Near Slopes & Devils Knob Golf

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Enjoy a cozy mountain getaway at this 2BR, 2BA Wintergreen condo, ideally located for ski season and year-round resort a ...

    From $328 per night (USD)

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    Details
  • Art & Soul: Sauna/Hot Tub & EV Charger/Hammocks
    From $737 per night (USD)

    VRBO

    Art & Soul: Sauna/Hot Tub & EV Charger/Hammocks

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Living Room: Spacious and inviting with large windows, cozy seating area with a fireplace, coffee table and bookshelf fi ...

    From $737 per night (USD)

    VRBO

    Details
  • View With a Room │ Mountain Home in Wine Country
    From $389 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 $389 per night (USD)

    Expedia

    Details
  • Ridge Retreat @ Wintergreen!
    From $554 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 $554 per night (USD)

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  • Blue Rivers Cottage and Loft
    From $513 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 $513 per night (USD)

    Expedia

    Details
  • Sycamore Shade: 151 House, HOT TUB, Mountain Views
    From $353 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 $353 per night (USD)

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  • Blue Rivers Cottage with Mountain Views
    From $353 per night (USD)

    Expedia

    Blue Rivers Cottage with Mountain Views

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

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

    From $353 per night (USD)

    Expedia

    Details
  • Blue Rivers Loft on the Brew Ridge Trail
    From $166 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 $166 per night (USD)

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  • Luxe Blue Ridge Retreat w/Hot Tub, EV Charger
    From $771 per night (USD)

    VRBO

    Luxe Blue Ridge Retreat w/Hot Tub, EV Charger

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    11

    Summary: Morning coffee on the balcony overlooking the Blue Ridge. Afternoons exploring Virginia’s most celebrated wine ...

    From $771 per night (USD)

    VRBO

    Details
  • 1 Mi to Wintergreen Resort: Mtn-View Condo!
    From $280 per night (USD)

    VRBO

    1 Mi to Wintergreen Resort: Mtn-View Condo!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Outdoor Dining w/ Sweeping Views | 5 Mi to Blue Ridge Parkway | Community EV Charger (w/ Fee) | 3 Smart TVs Perched on ...

    From $280 per night (USD)

    VRBO

    Details
  • Springtime Getaway at Serenity Summit: Trails, Tastings, Peace
    From $508 per night (USD)

    VRBO

    Springtime Getaway at Serenity Summit: Trails, Tastings, Peace

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Discover the perfect getaway at Serenity Summit, a stunning 3BR, 3.5BA home nestled in the heart of Wintergreen Resort. ...

    From $508 per night (USD)

    VRBO

    Details
  • Family Retreat - Hot Tub, Games, Fireplace, Pet Friendly, Firepits & Grill
    From $572 per night (USD)

    VRBO

    Family Retreat - Hot Tub, Games, Fireplace, Pet Friendly, Firepits & Grill

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    14

    Bring the whole family to this warm mountain home! Welcome to Whitetail Lodge, a well designed home in the heart of Wint ...

    From $572 per night (USD)

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    Details
  • Mountain Escape: Golf, Hiking, Hot Tub & Scenic Views at 5BR Wintergreen Home
    From $861 per night (USD)

    Expedia

    Mountain Escape: Golf, Hiking, Hot Tub & Scenic Views at 5BR Wintergreen Home

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    12

    The Hot Tub Time Machine is a beautiful 5 bedroom, 4 bathroom home that sleeps 12 located in the Blue Ridge Mountains of ...

    From $861 per night (USD)

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  • Extreme privacy/Acreage/Hot Tub/Mountain Views/Central!!
    From $352 per night (USD)

    VRBO

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

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    14

    Discover a stylish, newly renovated retreat with stunning mountain and sunset views, set on a vast open pasture. Perfect ...

    From $352 per night (USD)

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  • Wintergreen Resort - Mountain home w/4-bedroom 3 bath, Hot Tub & Wifi
    From $488 per night (USD)

    Expedia

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

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Fantastic Mountain Views & Close to the Resort hub. Bright and open Wintergreen 4 bedroom 3 full bath home perfectly sit ...

    From $488 per night (USD)

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  • ​Luxury Oasis w/outdoor lounge! Hiking, lakes, brew trails & golf. Pet friendly!
    From $576 per night (USD)

    VRBO

    ​Luxury Oasis w/outdoor lounge! Hiking, lakes, brew trails & golf. Pet friendly!

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    14

    "One of the best Airbnb's I have rented! House was beautiful and pictures don't do justice!" Candice Welcome to Sundown ...

    From $576 per night (USD)

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  • Serene haven \The Nest\ in Wintergreen, close to activities and restaurants.
    From $260 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 $260 per night (USD)

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  • Mountain View Vista: Resort Condo w/ Views
    From $344 per night (USD)

    VRBO

    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 $344 per night (USD)

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  • 6-bedroom house in Nellysford with WiFi AC Skiing Tubing and Golf
    From $821 per night (USD)

    Expedia

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

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    14

    Discover the beauty of Nellysford from this 6-bedroom house. Marvelous king and queen beds await you, ensuring a brillia ...

    From $821 per night (USD)

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    Details
  • Mid‑Century Retreat • Near Breweries • Sleeps 12
    From $359 per night (USD)

    VRBO

    Mid‑Century Retreat • Near Breweries • Sleeps 12

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    12

    Stay minutes from Wintergreen and come home to a place built for group fun — hot tub evenings, a game room for the kids, ...

    From $359 per night (USD)

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  • Red White & WTG: Hot Tub, 5 Bedrooms!
    From $925 per night (USD)

    Expedia

    Red White & WTG: Hot Tub, 5 Bedrooms!

    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 $925 per night (USD)

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    Details
  • Private Mountain Retreat near Breweries and Wineries
    From $484 per night (USD)

    VRBO

    Private Mountain Retreat near Breweries and Wineries

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Escape to Treetops Lodge, your private mountain retreat on 12 wooded acres. Perfect for families and groups, the lodge f ...

    From $484 per night (USD)

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    Details
  • Luxurious 5-bedroom house off Nelson 151 in Nellysford
    From $850 per night (USD)

    Expedia

    Luxurious 5-bedroom house off Nelson 151 in Nellysford

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    12

    Welcome to High View Haven! HVH offers a relaxing space while skiing at Wintergreen, golfing at Stoney Creek, or sampl ...

    From $850 per night (USD)

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  • Cozy 6-bedroom cabin in Wintergreen Resort
    From $532 per night (USD)

    VRBO

    Cozy 6-bedroom cabin in Wintergreen Resort

    Bedrooms:
    2
    Bathrooms:
    6
    Sleeps:
    14

    This charming mountain house spans three floors, providing ample space for large families or multiple families to enjoy ...

    From $532 per night (USD)

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  • Cheerful 3-Bedroom Cabin in amazing Wintergreen Resort
    From $497 per night (USD)

    Expedia

    Cheerful 3-Bedroom Cabin in amazing Wintergreen Resort

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Rustic 3 bedroom mountain home. Come and relax in Wintergreen! This home has the everything you are looking for when you ...

    From $497 per night (USD)

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  • Afton Awaits: Pool, Mountain View
    From $667 per night (USD)

    VRBO

    Afton Awaits: Pool, Mountain View

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Living Room: Spacious and inviting with cozy seating area with a fireplace, coffee table two couches and a smart TV. Di ...

    From $667 per night (USD)

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    Details
  • Welcome to the newly appointed Everett Estate: Where Modern Luxury Meets Historic Charm
    From $332 per night (USD)

    VRBO

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

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to the newly appointed Everett Estate: Where Modern Luxury Meets Historic Charm. Boasting picturesque mountain v ...

    From $332 per night (USD)

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    Details
  • Welcome to the newly appointed Everett Estate: Where Modern Luxury Meets Historic Charm
    From $332 per night (USD)

    VRBO

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

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to the newly appointed Everett Estate: Where Modern Luxury Meets Historic Charm. Boasting picturesque mountain v ...

    From $332 per night (USD)

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    Details
  • Welcome to the newly appointed Everett Estate: Where Modern Luxury Meets Historic Charm
    From $332 per night (USD)

    VRBO

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

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to the newly appointed Everett Estate: Where Modern Luxury Meets Historic Charm. Boasting picturesque mountain v ...

    From $332 per night (USD)

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    Details
  • Welcome to the newly appointed Everett Estate: Where Modern Luxury Meets Historic Charm
    From $465 per night (USD)

    VRBO

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

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to the newly appointed Everett Estate: Where Modern Luxury Meets Historic Charm. Boasting picturesque mountain v ...

    From $465 per night (USD)

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    Details
  • Everett Estate | Suite 1
    From $332 per night (USD)

    VRBO

    Everett Estate | Suite 1

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to the newly appointed Everett Estate: Where Modern Luxury Meets Historic Charm. Boasting picturesque mountain v ...

    From $332 per night (USD)

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    Details
  • Modern 5 bedroom retreat w/ mountain views.  Sauna + Wood fired pizza oven!
    From $864 per night (USD)

    VRBO

    Modern 5 bedroom retreat w/ mountain views. Sauna + Wood fired pizza oven!

    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 $864 per night (USD)

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  • Spacious and Updated Home in Wintergreen
    From $566 per night (USD)

    Expedia

    Spacious and Updated Home in Wintergreen

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    12

    Welcome to Bear Ridge Retreat, a pristine and spacious 5BR home in Wintergreen. Outside, enjoy the hot tub and firepit, ...

    From $566 per night (USD)

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  • Modern Townhome at Wintergreen Resort
    From $549 per night (USD)

    VRBO

    Modern Townhome at Wintergreen Resort

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Sunken Living Room for Socializing | Cozy Nights Fireside | On-Site Bus to Ski Area (Weekends) Located in an all-season ...

    From $549 per night (USD)

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  • Pilotview Hollow - *NEW* Luxury Nelson Co Retreat
    From $913 per night (USD)

    Expedia

    Pilotview Hollow - *NEW* Luxury Nelson Co Retreat

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    12

    Pilotview Hollow is a stunning NEW home right off the iconic Nelson 151 Brew Trail. The three story house is located in ...

    From $913 per night (USD)

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    Details
  • Wintergreen Resort Condo: Deck & Golf Course Views
    From $204 per night (USD)

    VRBO

    Wintergreen Resort Condo: Deck & Golf Course Views

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    7

    On-Site Golf & Ski Storage | Covered Deck | Near Hiking Embark on a nature escape worth remembering at this 2-bedroom, ...

    From $204 per night (USD)

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  • Cozy Lux Condo at Wintergreen Resort
    From $290 per night (USD)

    Expedia

    Cozy Lux Condo at Wintergreen Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: This perfect little getaway is nestled into the hillside and centrally located within Wintergreen. Our place ...

    From $290 per night (USD)

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  • Uncork and unwind Mountain Retreat -Wintergreen Resort
    From $273 per night (USD)

    VRBO

    Uncork and unwind Mountain Retreat -Wintergreen Resort

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Uncork and unwind Mountain Retreat Whether you are looking for a romantic getaway, a fun family trip or even just a pl ...

    From $273 per night (USD)

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    Details
  • Aftonshire Cottage - Heart of Afton's Wine Region
    From $395 per night (USD)

    Expedia

    Aftonshire Cottage - Heart of Afton's Wine Region

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Aftonshire Cottage - Heart of Afton's Wine Region The Space: Tucked away in the heart of Nelson County’s 1 ...

    From $395 per night (USD)

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    Details
  • \Glass & Pine\ Home close to Bold Rock & Vineyards
    From $436 per night (USD)

    VRBO

    \"Glass & Pine\" Home close to Bold Rock & Vineyards

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Nestled in the breathtaking Blue Ridge Mountains of Nellysford, VA, this newly built contemporary home is perfect for na ...

    From $436 per night (USD)

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  • Hot Tub | Fire Pit | River | State Park | King Bed
    From $315 per night (USD)

    Expedia

    Hot Tub | Fire Pit | River | State Park | King Bed

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Welcome! 'Hygge' is a Danish-inspired concept that embraces the idea of all things warm and cozy. This home is delightfu ...

    From $315 per night (USD)

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  • The Distinguished Squirrel Chalet walking distance
    From $420 per night (USD)

    VRBO

    The Distinguished Squirrel Chalet walking distance

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Nestled at Wintergreen Resort, this unique Treeloft home is just steps from the slopes! Walking access just 4 houses dow ...

    From $420 per night (USD)

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  • 5 King Beds | Sleeps 18 | Pickleball | Brew Trail
    From $583 per night (USD)

    Expedia

    5 King Beds | Sleeps 18 | Pickleball | Brew Trail

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    18

    Welcome! This home is luxuriously spacious. With five king beds, a 3-bunk bunk room, a full size pickleball court, and ...

    From $583 per night (USD)

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    Details
  • The Stay at The Wildland
    From $1924 per night (USD)

    VRBO

    The Stay at The Wildland

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    16

    The Stay at The Wildland is a non-toxic, peaceful retreat for the whole family, bordered by the historic James River and ...

    From $1924 per night (USD)

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  • Pickleball | 2 Homes | Sleeps 19 | 151 Brew Trail
    From $975 per night (USD)

    Expedia

    Pickleball | 2 Homes | Sleeps 19 | 151 Brew Trail

    Bedrooms:
    6
    Bathrooms:
    7
    Sleeps:
    20

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

    From $975 per night (USD)

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    Details
  • Pickleball | 2 Master Suites | Fire Pit | Game Rm
    From $556 per night (USD)

    VRBO

    Pickleball | 2 Master Suites | Fire Pit | Game Rm

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

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

    From $556 per night (USD)

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    Details
  • Pickleball | Sleeps 14 | 151 Brew Trail | Firepit
    From $517 per night (USD)

    Expedia

    Pickleball | Sleeps 14 | 151 Brew Trail | Firepit

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    14

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

    From $517 per night (USD)

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    Details
  • Couple's Getaway in Stoney Creek at Wintergreen!
    From $367 per night (USD)

    VRBO

    Couple's Getaway in Stoney Creek at Wintergreen!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Private Location | Ideal Area for Hikers | Wraparound Deck | 15 Mi to Wintergreen Resort A romantic retreat awaits at t ...

    From $367 per night (USD)

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    Details
  • The Cottage at Spindle Hill: an Artist’s Farm
    From $411 per night (USD)

    Expedia

    The Cottage at Spindle Hill: an Artist’s Farm

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    <p>Relax and unwind in this fabulous handcrafted cottage— every detail has been considered! Beautiful mountain setting o ...

    From $411 per night (USD)

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  • Spindle Hill Farm’s School House ~ EV/ pond on 50 acres with Mountain Views
    From $424 per night (USD)

    VRBO

    Spindle Hill Farm’s School House ~ EV/ pond on 50 acres with Mountain Views

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    A solar-powered 1932 schoolhouse on 50 acres of farm & forest— huge original windows, hardwood floors, two ponds with a ...

    From $424 per night (USD)

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  • Charming 2-bedroom tiny home with hot-tub, near wineries and hiking.
    From $369 per night (USD)

    Expedia

    Charming 2-bedroom tiny home with hot-tub, near wineries and hiking.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    The Rockfish Tiny Home is Nestled in Central Virginia's picturesque countryside, this modern 500 sqft tiny home offers t ...

    From $369 per night (USD)

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    Details
  • Entire house in Afton, VA. The Road House at Stumble Creek - 2 bedroom
    From $360 per night (USD)

    VRBO

    Entire house in Afton, VA. The Road House at Stumble Creek - 2 bedroom

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Your cozy Afton retreat awaits at this 2-bedroom house in the heart of Hwy 151 wine country. Views of the Appalachian Mo ...

    From $360 per night (USD)

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  • Walk to Ski Slopes: Wintergreen Resort ‘Treehouse’
    From $307 per night (USD)

    Expedia

    Walk to Ski Slopes: Wintergreen Resort ‘Treehouse’

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Short Walk to Eagle’s Swoop | Furnished Deck w/ Mountain View | Fireside Relaxation ‘Treehouse’ is an updated mountain ...

    From $307 per night (USD)

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  • Spacious 5-bedroom house in a mountain hollow in Wintergreen Resort.
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    Spacious 5-bedroom house in a mountain hollow in Wintergreen Resort.

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    12

    Your Wintergreen Resort adventure begins at this 5-bedroom house. With 1 king bed, 3 queen beds, and 4 twin beds, this p ...

    Click For Pricing

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  • Unwind at Bear Pause, located right at Wintergreen Resort.
    From $459 per night (USD)

    Expedia

    Unwind at Bear Pause, located right at Wintergreen Resort.

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    11

    Bear Pause at Wintergreen Resort – Spacious Getaway for Family & Friends! Escape to the mountains and unwind at Bear Pa ...

    From $459 per night (USD)

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