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Results: 553 Rentals

  • Hansel 'n Gretel: Wood Stove Grill Firepit Dogs OK
    From $255 per night (USD)

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    Hansel 'n Gretel: Wood Stove Grill Firepit Dogs OK

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

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

    From $255 per night (USD)

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    Details
  • Farm Cottage Hot Tub, Sauna, Views & Vineyards
    From $323 per night (USD)

    Expedia

    Farm Cottage Hot Tub, Sauna, Views & Vineyards

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    About this space Welcome to the Cottage at Dices Spring Farm. This gem is nestled in the beautiful Shenandoah Valley. T ...

    From $323 per night (USD)

    Expedia

    Details
  • Serenity Ridge, Hot Tub, Views, Vineyards-Gameroom PRIVATE
    From $284 per night (USD)

    VRBO

    Serenity Ridge, Hot Tub, Views, Vineyards-Gameroom PRIVATE

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    About this space Serenity Ridge offers the perfect escape on your own little secluded ridge in the country. This home fe ...

    From $284 per night (USD)

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    Details
  • Hot Tub EV Charger Pool Dog OK Grill Tennis Hiking
    From $322 per night (USD)

    Expedia

    Hot Tub EV Charger Pool Dog OK Grill Tennis Hiking

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    12

    Modern-meets-mountain vibe in this 4-season chalet nestled in the treetops. Hot tub, chef's kitchen and two spacious li ...

    From $322 per night (USD)

    Expedia

    Details
  • Gypsy Haven: Walk Downtown + Sunroom
    From $209 per night (USD)

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    Gypsy Haven: Walk Downtown + Sunroom

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Come play at the irresistible Gypsy Haven! There are almost too many special touches to list – from the extravagant weig ...

    From $209 per night (USD)

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  • The Urban Cowboy Suite: Walk Downtown!
    From $194 per night (USD)

    Expedia

    The Urban Cowboy Suite: Walk Downtown!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Indulge yourself in our plush Urban Cowboy Suite on your next trip to Staunton! You’ll love the thoughtful details, the ...

    From $194 per night (USD)

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    Details
  • The Pop Inn: Family Destination, Walk Dwntwn
    From $165 per night (USD)

    VRBO

    The Pop Inn: Family Destination, Walk Dwntwn

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    The design of the Pop Inn will pull you in, but the luxurious comfort and remarkable amenities will make you want to ext ...

    From $165 per night (USD)

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  • The Overlook: Walk Downtown + City Views
    From $205 per night (USD)

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    The Overlook: Walk Downtown + City Views

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Live like a local on your next visit to Staunton Virginia! This newly remodeled apartment featuring mid-century modern d ...

    From $205 per night (USD)

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  • Grey Pine Lodge | Queen Comfort | BEST Location & Amenities!
    From $236 per night (USD)

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    Grey Pine Lodge | Queen Comfort | 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 $236 per night (USD)

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  • Grey Pine Lodge | King Deluxe | BEST Location & Amenities!
    From $159 per night (USD)

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    Grey Pine Lodge | King Deluxe | 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 $159 per night (USD)

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

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    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 $261 per night (USD)

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  • Grey Pine Lodge | King Classic | BEST Location & Amenities!
    From $150 per night (USD)

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    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 $150 per night (USD)

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    Details
  • Grey Pine Lodge | Queen/Queen | Pet-Friendly! | BEST Location & Amenities!
    From $265 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 $265 per night (USD)

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    Details
  • Grey Pine Lodge | King Classic | Pet-Friendly! | BEST Location & Amenities!
    From $150 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 $150 per night (USD)

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    Details
  • Grey Pine Lodge | Queen/Queen | BEST Location & Amenities!
    From $267 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 $267 per night (USD)

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    Details
  • Grey Pine Lodge | King Classic ADA Accessible | Pet-Friendly! | BEST Location & Amenities!
    From $243 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 $243 per night (USD)

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    Details
  • The Nest: Cozy Staunton Apartment + Walk Downtown
    From $204 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 $204 per night (USD)

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  • Luxury 5Bd 4Ba Sleeps 16+ Hot-tub/Dog   Friendly
    From $813 per night (USD)

    Expedia

    Luxury 5Bd 4Ba Sleeps 16+ Hot-tub/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 $813 per night (USD)

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    Details
  • The Bohemian Suite: Walk Downtown!
    From $176 per night (USD)

    VRBO

    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 $176 per night (USD)

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    Details
  • The Serendipity Suite: Walk Downtown!
    From $178 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 $178 per night (USD)

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    Details
  • The Bons Amis Suite: Walk Downtown!
    From $177 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 $177 per night (USD)

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    Details
  • The Pool House: Hot Tub + Pool + 15 mins downtown
    From $412 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 $412 per night (USD)

    Expedia

    Details
  • The Shenandoah Suite: Walk Downtown!
    From $177 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 $177 per night (USD)

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    Details
  • The Cottage @ Afton Mountain- Close to Wineries!
    From $294 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 $294 per night (USD)

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  • Family-favorite rental nestled in the woods at the top of the Wintergreen Resort
    From $375 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 $375 per night (USD)

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  • Cozy Cabin in the Wintergreen Retreat Collection of Fine Homes
    From $277 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 $277 per night (USD)

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    Details
  • 5 Bedroom Home, 13 mins away from Skyline Drive
    From $296 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 $296 per night (USD)

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  • 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)

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  • Mountain Top Getaway
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    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 $541 per night (USD)

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    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 $541 per night (USD)

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  • 5-Star, 4BR/4BA Rustic Lodge w/ HotTub! Great for couples weekend.
    From $551 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 $551 per night (USD)

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  • Spacious suite near DOWNTOWN
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    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 $197 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 $197 per night (USD)

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    Details
  • Big Bronze house Waynesboro
    From $287 per night (USD)

    Expedia

    Big Bronze house Waynesboro

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Your family will be close to everything when you stay at this centrally-located place. 25-30 minutes from (UVA) universi ...

    From $287 per night (USD)

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  • Wintergreen Resort Getaway w/ Deck, Mountain View!
    From $280 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 $280 per night (USD)

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  • Newtown Retreat: Award-Winning Renovation + Ideal Location
    From $311 per night (USD)

    Expedia

    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 $311 per night (USD)

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    Details
  • The Cardinal House: Historic Home on Tree Streets
    From $435 per night (USD)

    VRBO

    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 $435 per night (USD)

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  • Heaven On Earth ~ Wintergreen Mountain
    From $1356 per night (USD)

    Expedia

    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 $1356 per night (USD)

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    Details
  • Hot Tub & Views  | Mid Century Modern Wonder
    From $791 per night (USD)

    VRBO

    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 $791 per night (USD)

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    Details
  • HOT TUB!  Soak into the Heart of Nelson County / Hosted by Heather
    From $335 per night (USD)

    Expedia

    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 $335 per night (USD)

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    Details
  • Cozy Getaway | Near Veritas & Blue Ridge Tunnel | Modern Comforts
    From $269 per night (USD)

    VRBO

    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 $269 per night (USD)

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    Details
  • Luxury Designer Home, Dome and Top amenities
    From $809 per night (USD)

    Expedia

    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 $809 per night (USD)

    Expedia

    Details
  • Hot Tub Pool Pac Man Foosball Dogs OK Tennis Golf
    From $294 per night (USD)

    VRBO

    Hot Tub Pool Pac Man Foosball Dogs OK Tennis Golf

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    9

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

    From $294 per night (USD)

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    Details
  • Hot Tub EV Charger Golden Tee Gig WiFi Pool Tennis
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    Expedia

    Hot Tub EV Charger Golden Tee Gig WiFi Pool Tennis

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    14

    Relax & enjoy the Blue Ridge Mountains in the heart of Wintergreen Resort! Perfect for couples, groups & families! 3-st ...

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    Details
  • Golden Tee 60\TV Fireplace Deck Grill Pool Tennis
    From $447 per night (USD)

    VRBO

    Golden Tee 60\"TV Fireplace Deck Grill Pool Tennis

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    14

    5min to ski slopes! Spacious estate w/ room for 2-3 families. Private and peaceful, after day of adventures, gather for ...

    From $447 per night (USD)

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    Details
  • Cozy House at Wintergreen with hot tub/firepit/fireplace & all amenities included and pool access!
    From $470 per night (USD)

    Expedia

    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 $470 per night (USD)

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    Details
  • Downtown Luxe: Luxury Vintage + Downtown
    From $213 per night (USD)

    VRBO

    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 $213 per night (USD)

    VRBO

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

    Expedia

    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)

    Expedia

    Details
  • Cozy Lodge with view- Wintergreen Ski Chalet - Walk to slopes & family friendly!
    From $237 per night (USD)

    VRBO

    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 $237 per night (USD)

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    Details
  • Whimsical Creekside Cabin
    From $147 per night (USD)

    Expedia

    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 $147 per night (USD)

    Expedia

    Details
  • Hot Tub EV Charger Mntn View Fireplace Grill Pool
    From $362 per night (USD)

    VRBO

    Hot Tub EV Charger Mntn View Fireplace Grill Pool

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    9

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

    From $362 per night (USD)

    VRBO

    Details
  • Wintergreen Retreat: Cabin with Hot Tub, Nestled in Woods, Hiking, Game Room
    From $306 per night (USD)

    Expedia

    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 $306 per night (USD)

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

    VRBO

    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)

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    Details
  • Wintergreen Condo -Steps to Ski and restaurants
    From $257 per night (USD)

    Expedia

    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 $257 per night (USD)

    Expedia

    Details
  • The Cottage at Batten Green, Beautiful Farm Views, 5 mins to DT Staunton, Pet-Friendly!
    From $308 per night (USD)

    VRBO

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

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

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

    From $308 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 $733 per night (USD)

    Expedia

    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 $733 per night (USD)

    Expedia

    Details
  • Three Ridges 84 with Wintergreen Advantage
    From $278 per night (USD)

    VRBO

    Three Ridges 84 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

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

    From $278 per night (USD)

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    Details
  • Shenandoah Ridge 07 with Wintergreen Advantage
    From $600 per night (USD)

    Expedia

    Shenandoah Ridge 07 with Wintergreen Advantage

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

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

    From $600 per night (USD)

    Expedia

    Details
  • Stoneridge 82 with Wintergreen Advantage
    From $474 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 $474 per night (USD)

    VRBO

    Details
  • Shenandoah Ridge 01 with Wintergreen Advantage
    From $710 per night (USD)

    Expedia

    Shenandoah Ridge 01 with Wintergreen Advantage

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

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

    From $710 per night (USD)

    Expedia

    Details
  • Northridge 09 with Wintergreen Advantage
    From $480 per night (USD)

    VRBO

    Northridge 09 with Wintergreen Advantage

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

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

    From $480 per night (USD)

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    Details
  • Overlook 04 with Wintergreen Advantage
    From $398 per night (USD)

    Expedia

    Overlook 04 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

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

    From $398 per night (USD)

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    Details
  • Shenandoah Ridge 09 with Wintergreen Advantage
    From $600 per night (USD)

    VRBO

    Shenandoah Ridge 09 with Wintergreen Advantage

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

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

    From $600 per night (USD)

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    Details
  • Overlook 48 with Wintergreen Advantage
    From $673 per night (USD)

    Expedia

    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 $673 per night (USD)

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    Details
  • Cliffs 26 with Wintergreen Advantage
    From $398 per night (USD)

    VRBO

    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 $398 per night (USD)

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    Details
  • Overlook 05 with Wintergreen Advantage
    From $398 per night (USD)

    Expedia

    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 $398 per night (USD)

    Expedia

    Details
  • Highlands 05 with Wintergreen Advantage
    From $404 per night (USD)

    VRBO

    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 $404 per night (USD)

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    Details
  • Trillium Place 01 with Wintergreen Advantage
    From $600 per night (USD)

    Expedia

    Trillium Place 01 with Wintergreen Advantage

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

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

    From $600 per night (USD)

    Expedia

    Details
  • Stoneridge 69 with Wintergreen Advantage
    From $480 per night (USD)

    VRBO

    Stoneridge 69 with Wintergreen Advantage

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

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

    From $480 per night (USD)

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    Details
  • Shenandoah Ridge 16 with Wintergreen Advantage
    From $599 per night (USD)

    Expedia

    Shenandoah Ridge 16 with Wintergreen Advantage

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

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

    From $599 per night (USD)

    Expedia

    Details
  • Fairway Woods 36 with Wintergreen Advantage
    From $481 per night (USD)

    VRBO

    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 $481 per night (USD)

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    Details
  • Shenandoah Ridge 13 with Wintergreen Advantage
    From $698 per night (USD)

    Expedia

    Shenandoah Ridge 13 with Wintergreen Advantage

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

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

    From $698 per night (USD)

    Expedia

    Details
  • Stonewall Court 21 with Wintergreen Advantage
    From $705 per night (USD)

    VRBO

    Stonewall Court 21 with Wintergreen Advantage

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

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

    From $705 per night (USD)

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    Details
  • Highlands 37 with Wintergreen Advantage
    From $277 per night (USD)

    Expedia

    Highlands 37 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    2

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

    From $277 per night (USD)

    Expedia

    Details
  • Highridge Court 24 with Wintergreen Advantage
    From $280 per night (USD)

    VRBO

    Highridge Court 24 with Wintergreen Advantage

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    2

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

    From $280 per night (USD)

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    Details
  • Cliffs 21 with Wintergreen Advantage
    From $278 per night (USD)

    Expedia

    Cliffs 21 with Wintergreen Advantage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

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

    From $278 per night (USD)

    Expedia

    Details
  • Three Ridges 91 with Wintergreen Advantage
    From $404 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 $404 per night (USD)

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    Details
  • La Mandala with Wintergreen Advantage
    Click For Pricing

    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 ...

    Click For Pricing

    Expedia

    Details
  • Timber Camp Hideaway with Wintergreen Advantage
    From $520 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 $520 per night (USD)

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    Details
  • Nancy's Edelweiss with Wintergreen Advantage
    From $833 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 $833 per night (USD)

    Expedia

    Details
  • Chestnut Springs with Wintergreen Advantage
    From $759 per night (USD)

    VRBO

    Chestnut Springs with Wintergreen Advantage

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

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

    From $759 per night (USD)

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    Details
  • Bull City Bungalow with Wintergreen Advantage
    From $661 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 $661 per night (USD)

    Expedia

    Details
  • Whispering Elm with Wintergreen Advantage
    From $655 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 $655 per night (USD)

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    Details
  • Serendipity with Wintergreen Advantage
    From $756 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 $756 per night (USD)

    Expedia

    Details
  • Whispering Pines with Wintergreen Advantage
    From $516 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 $516 per night (USD)

    VRBO

    Details
  • Orchard House with Wintergreen Advantage
    From $742 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 $742 per night (USD)

    Expedia

    Details
  • Black Dog Treehouse with Wintergreen Advantage
    From $520 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 $520 per night (USD)

    VRBO

    Details
  • The Osprey with Wintergreen Advantage
    From $513 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 $513 per night (USD)

    Expedia

    Details
  • Cabin Blue Ridge with Wintergreen Advantage
    From $507 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 $507 per night (USD)

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    Details
  • Timbers Studio 46 with Wintergreen Advantage
    From $215 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 $215 per night (USD)

    Expedia

    Details
  • Blue Ridge Retreat with Wintergreen Advantage
    From $2329 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 $2329 per night (USD)

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    Details
  • Wooded Mtn. Retreat with Wintergreen Advantage
    From $835 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 $835 per night (USD)

    Expedia

    Details
  • Above The Clouds with Wintergreen Advantage
    From $511 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 $511 per night (USD)

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    Details
  • Mountaintop Lodge with Wintergreen Advantage
    From $2164 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 $2164 per night (USD)

    Expedia

    Details
  • Fairway Woods 44 with Wintergreen Advantage
    From $370 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 $370 per night (USD)

    VRBO

    Details
  • Highlands 42 with Wintergreen Advantage
    From $542 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 $542 per night (USD)

    Expedia

    Details
  • Fairway Woods 34 with Wintergreen Advantage
    From $370 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 $370 per night (USD)

    VRBO

    Details
  • Fairway Woods 21 with Wintergreen Advantage
    From $486 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 $486 per night (USD)

    Expedia

    Details
  • Cliffs 07 with Wintergreen Advantage
    From $402 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 $402 per night (USD)

    VRBO

    Details
  • Highlands 23 with Wintergreen Advantage
    From $404 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 $404 per night (USD)

    Expedia

    Details