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Houses Wintergreen

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39 houses

Designer Home w/ Fire Pit, 70 Steps to Slopes!

Wintergreen house

5 bedrooms / 5 bathrooms / sleeps 12

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Price per night from

$385

Wintergreen Home w/ Hot Tub, Deck & Mountain Views

Wintergreen house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$237

Tyro Slope-Side House Ski In/Out Yr Rnd Views w/AC

Wintergreen house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 58 minutes

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$241

July Available: Luxury Mountain House on Golf Course w/ Resort Membership

Wintergreen house

3 bedrooms / 4 bathrooms / sleeps 8

“Mountain Resort in Va” Cozy ski getaway or family retreat. Soaring wood ceilings and stone fireplace; huge windows. Lovely views of lush green lawn and several tall trees. Peaceful and quiet. Huge kitchen and dining area, full amenites, and very clean. You will love it! It is also perfect for 2-3 couples with 3 1/2 baths and 3 private bedrooms. The master suite is gorgeous!

Responds fast! avg. 2 hours 26 minutes

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Price per night from

$339

The Retreat at Wintergreen

Wintergreen house

4 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 3 hours 58 minutes

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$456

Mountaintop Wintergreen Resort Home w/ Deck+Views!

Wintergreen house

4 bedrooms / 3 bathrooms / sleeps 10

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$160

Cozy Mountain Retreat with Radiant Floor Heat - Dog Friendly

Wintergreen house

1 bedroom / 1 bathroom / sleeps 3

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Price per night from

$144

Wintergreen Resort Home w/ Deck - 0.4 Mi to Slopes

Wintergreen house

5 bedrooms / 4 bathrooms / sleeps 10

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Price per night from

$414

Upscale Wintergreen Resort Home w/Golf Course View

Wintergreen house

5 bedrooms / 3 bathrooms / sleeps 11

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Price per night from

$194

Pet-Friendly Wintergreen Home w/ Deck!

Wintergreen house

3 bedrooms / 2 bathrooms / sleeps 10

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Price per night from

$266

Lavish Wintergreen Home w/Hot Tub by Skiing!

Wintergreen house

4 bedrooms / 3 bathrooms / sleeps 12

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Price per night from

$336

Blue Ridge Home with Mtn Views & On-Site Skiing!

Wintergreen house

4 bedrooms / 3 bathrooms / sleeps 16

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Price per night from

$238

NEW! Wintergreen Resort Home: 2 Decks + Ski Access

Wintergreen house

4 bedrooms / 2 bathrooms / sleeps 9

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Price per night from

$225

NEW! Cozy Wintergreen Resort Home w/ Fire Pit!

Wintergreen house

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$208

Mountain Escape: < 1 Mi Walk to Wintergreen Resort

Wintergreen house

6 bedrooms / 3 bathrooms / sleeps 16

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Price per night from

$309

Wintergreen Home w/ Deck - Near Skiing & Hiking!

Wintergreen house

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$120

NEW! Wintergreen Resort Escape Near Leaf Peeping!

Wintergreen house

4 bedrooms / 4 bathrooms / sleeps 10

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$296

Peaceful Getaway w/ Fire Pit & Views: Ski & Hike!

Wintergreen house

3 bedrooms / 2 bathrooms / sleeps 10

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Price per night from

$356

NEW! Blue Ridge Mtn Getaway in Wintergreen Resort!

Wintergreen house

4 bedrooms / 3 bathrooms / sleeps 9

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Price per night from

$225

Bright Wintergreen Resort Home; Deck & Grill!

Wintergreen house

6 bedrooms / 4 bathrooms / sleeps 12

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Price per night from

$326

Spacious Wintergreen Home - Half Mile to Slopes!

Wintergreen house

5 bedrooms / 4 bathrooms / sleeps 10

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Price per night from

$283

Mountaintop Home in Wintergreen, Walk to Ski Lift

Wintergreen house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$155

Wintergreen Resort Home w/ 2 Decks & New Hot Tub

Wintergreen house

3 bedrooms / 3 bathrooms / sleeps 4

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Price per night from

$167

3-Story House w/ Large Deck in Wintergreen Resort!

Wintergreen house

4 bedrooms / 5 bathrooms / sleeps 10

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Price per night from

$284

Spacious Wintergreen Resort Home w/ Hot Tub!

Wintergreen house

5 bedrooms / 5 bathrooms / sleeps 10

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Price per night from

$302

Great rentals within 20 miles that match your search

Rose Cottage at Steeles Tavern

Lexington house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$231

Maren Estate (Mountain Estate 20 min to UVA)

Afton house

6 bedrooms / 7 bathrooms / sleeps 14

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Price per night from

$1,950

Second Creek Farm near Blue Ridge Parkway in Virg

Montebello house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$224

NEW! Beautiful Afton Farmhouse By Hikes & Wineries

Afton house

4 bedrooms / 3 bathrooms / sleeps 10

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Price per night from

$444

Spacious Faber Home w/ Yard, Steps to Winery!

Covesville house

4 bedrooms / 5 bathrooms / sleeps 9

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Price per night from

$503

NEW! Chic Afton Escape w/ Fire Pit: 2 Mi to Winery

Afton house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$385

NEW! Elegant Afton Getaway Near Trails & Vineyards

Afton house

5 bedrooms / 3 bathrooms / sleeps 10

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$474

NEW! Charming Home on 4 Acres Near Blue Ridge Pkwy

Afton house

5 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$356

Farm Cottage in the Heart of Virginia's Wine Country!

Afton house

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$287

The Lodge in Sugar Hollow

Crozet house

4 bedrooms / 5 bathrooms / sleeps 10

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Price per night from

$459

Spacious house located in Shenandoah Valley

Waynesboro house

4 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$103

Large Hillside Home w/ Spacious Deck & Game Room!

Tyro house

4 bedrooms / 3 bathrooms / sleeps 10

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Price per night from

$256

Cozy cabin, perfect for couples or the single traveler!

Schuyler house

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$149

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