Wintergreen Resort Vacation Rentals

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Special offer
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Historic Countryside Escape - Relax, Hike, & Fish!
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4 Bedrooms
3 Bathrooms
3 Guides
4.94IconIconIconIconIcon
49 reviews
$100 - $715 / night (excl. fees & taxes)
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Bluebird Mountain Home
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~Dog Friendly ~ ~No step entry~ ~Main Floor Master~ ~Screen-in Porch~

4 Bedrooms
3½ Bathrooms
3 Guides
$170 - $579 / night (excl. fees & taxes)
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The Bluebird Mountain Home
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4 Bedrooms
3 Bathrooms
3 Guides
$171 - $535 / 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
3 Guides
$150 - $1453 / night (excl. fees & taxes)
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Hot Tub Time Machine
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Hot Tub Time Machine Wintergreen Resort

5 Bedrooms
4 Bathrooms
3 Guides
$1000 / 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
3 Guides
5IconIconIconIconIcon
34 reviews
$100 - $753 / night (excl. fees & taxes)
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SiloOnTyro at Wintergreen
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Cozy Mountain Ski In/Ski Out ~Great for Families and Close to Everything!

4 Bedrooms
4 Bathrooms
3 Guides
5IconIconIconIconIcon
4 reviews
$250 - $1000 / 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
3 Guides
5IconIconIconIconIcon
100 reviews
$275 / night (excl. fees & taxes)
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The Cerulean Cottage
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The Blue Llama | Open | Modern | Pets OK | Minutes from 151 | Great for Groups!

3 Bedrooms
2 Bathrooms
3 Guides
$220 / night (excl. fees & taxes)
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★Stoney Creek Cottage★ ~Off The VA 151 Wine Trail!
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4 Bedrooms
2 Bathrooms
3 Guides
$152 - $883 / night (excl. fees & taxes)
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The Refuge at Laurel
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The Refuge at Laurel

2 Bedrooms
1 Bathroom
3 Guides
4.87IconIconIconIconIcon
126 reviews
$135 / night (excl. fees & taxes)
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Sentosa Cabin
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Cozy cabin with mountain and woods views near Va. wine/brew trail, hiking. Ideal for couples or solitary travelers! 1 bed/1 bath w/ covered porch

1 Bedroom
1 Bathroom
3 Guides
5IconIconIconIconIcon
288 reviews
$150 / 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
3 Guides
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134 reviews
$210 - $930 / night (excl. fees & taxes)
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2BR Apt, Month+ Stays, Near UVA, Laundry + Parking
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This 2BR apartment is perfect for travel nurses or anyone staying in C'ville for a month or more. Laundry & Parking included! Near UVA, i64 & Downtown

2 Bedrooms
1 Bathroom
3 Guides
5IconIconIconIconIcon
47 reviews
$77 / night (excl. fees & taxes)
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Newly-renovated 5BR home near UVA, Downtown, i64
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This 5BR home is perfect for bachelorette parties, wedding accommodations, and friends weekends! Newly renovated & near downtown, UVA & i64.

5 Bedrooms
2 Bathrooms
3 Guides
5IconIconIconIconIcon
58 reviews
$450 - $2300 / night (excl. fees & taxes)
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Timeless Private Cabin Hot Tub near Wineries & SNP
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Timeless Private Cabin Hot Tub near Wineries & SNP

3 Bedrooms
2 Bathrooms
3 Guides
5IconIconIconIconIcon
10 reviews
$289 / 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
3 Guides
4.87IconIconIconIconIcon
190 reviews
$399 - $965 / night (excl. fees & taxes)
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