Wintergreen Resort Vacation Rentals

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Wildbriar
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WILDBRIAR LODGE • 6BR/6BA • MASTER SUITES • HOT TUB • GAME ROOM • MOUNTAIN VIEWS

6 Bedrooms
5 Bathrooms
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11 reviews
$420 - $2835 / night
(excl. fees & taxes)
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The 353
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Slope Side Condo with Amazing Mountain Views

2 Bedrooms
2 Bathrooms
$150 - $1244 / night
(excl. fees & taxes)
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Mountain Memories Condo
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Gorgeous Wintergreen Condo – 2-min to Slopes

2 Bedrooms
2 Bathrooms
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34 reviews
$100 - $935 / night
(excl. fees & taxes)
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Cozy, clean Wintergreen condo
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Cozy, clean mountain condo- comfy King bed, convenient location, dog friendly, close to hiking, wineries, breweries, outdoor pool access in the summer

1 Bedroom
1 Bathroom
4.98IconIconIconIconIcon
183 reviews
$115 - $160 / night
(excl. fees & taxes)
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Eagle's Lookout at Wintergreen Resort
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Beautiful Mountain Views, Steps to slopes, Escape the Heat!

3 Bedrooms
2 Bathrooms
4.98IconIconIconIconIcon
83 reviews
$265 / night
(excl. fees & taxes)
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The Blue Ridge Cabin
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Pet Friendly Cabin ON Rt.151 Wineries/Hike/Ski

4 Bedrooms
3 Bathrooms
4.97IconIconIconIconIcon
75 reviews
$311 / night
(excl. fees & taxes)
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Luxury Tiny Home by Breweries Wine Wintergreen
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Luxury Tiny Home by Breweries Wine Wintergreen

1 Bedroom
1 Bathroom
4.95IconIconIconIconIcon
96 reviews
$150 / night
(excl. fees & taxes)
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Cheerful 3 bedroom vacation home near 151 corridor
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Nestled at the base of the beautiful Blue Ridge Mountains, this 3 bedroom home sleeps up to 10 guests with comfort.

3 Bedrooms
3½ Bathrooms
$270 / night
(excl. fees & taxes)
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Afton
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Afton Station Cottage -Beautifully Renovated Blue Ridge Scenic Historic Setting

2 Bedrooms
2 Bathrooms
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35 reviews
$175 / night
(excl. fees & taxes)
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TINY HOUSE+boutique+mod+luxe+WIFI+W/D+kitchen
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Top-shelf. Clever. Boutique. Fun. Upmarket. Modish vibe. City convenience. Kitchen. Loft. Washer/Dryer. Cottage garden. Fast Wifi. EV charger.

1 Bedroom
1 Bathroom
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10 reviews
$165 / night
(excl. fees & taxes)
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Sentosa Cabin
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Remote, cozy cabin with mountain and woods views near Va. wine/brew trail, hiking. Ideal for couples or solitary travelers! 1 bed/1 bath

1 Bedroom
1 Bathroom
4.99IconIconIconIconIcon
299 reviews
$150 - $165 / night
(excl. fees & taxes)
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Luxury Suite Close to Hiking, Wineries & Breweries
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Luxury Suite Close to Hiking, Wineries & Breweries

1 Bedroom
1½ Bathrooms
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109 reviews
$108 / night
(excl. fees & taxes)
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H'Owl At The Moon Farm
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H’Owl at the Moon Farm

2 Bedrooms
2 Bathrooms
4.98IconIconIconIconIcon
86 reviews
$200 - $899 / night
(excl. fees & taxes)
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Historic Countryside Escape - Relax, Hike, & Fish!
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Historic Countryside Escape - Relax, Hike, & Fish!

4 Bedrooms
3 Bathrooms
1 Guide
4.9IconIconIconIconIcon
20 reviews
$125 - $1085 / night
(excl. fees & taxes)
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Entire apartment close to UVA
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Entire apartment close to UVA

1 Bedroom
1 Bathroom
$110 / night
(excl. fees & taxes)
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Large Family Mountain Home, Hot Tub+Wi-Fi+Firepit
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Large Family Mountain Home, Hot Tub+Wi-Fi+Firepit

4 Bedrooms
3 Bathrooms
4.85IconIconIconIconIcon
163 reviews
$375 - $864 / night
(excl. fees & taxes)
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Luxury 1-level Mountain Stay-Hot Tub+Wi-Fi+Firepit
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Luxury 1-level Mountain Stay-Hot Tub+Wi-Fi+Firepit

1 Bedroom
1½ Bathrooms
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7 reviews
$199 - $599 / night
(excl. fees & taxes)
    1 – 17 Rentals