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Houses Wintergreen

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41 houses

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

Wintergreen house

5 bedrooms / 5 bathrooms / sleeps 12

Responds fast! avg. 3 hours 53 minutes

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Price per night from

$413

Updated Wintergreen Resort Home w/ Mountain Views!

Wintergreen house

3 bedrooms / 3 bathrooms / sleeps 7

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Price per night from

$260

Wintergreen Home w/ Hot Tub, Deck & Mountain Views

Wintergreen house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$225

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

Wintergreen house

3 bedrooms / 2 bathrooms / sleeps 8

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$240

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

$342

Wintergreen Cabin w/Private Hot Tub, Deck & Views!

Wintergreen house

3 bedrooms / 3 bathrooms / sleeps 6

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$213

'5 Peaks' Luxury Wintergreen Resort Home w/Hot Tub

Wintergreen house

3 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$292

The Retreat at Wintergreen

Wintergreen house

4 bedrooms / 4 bathrooms / sleeps 12

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Price per night from

$483

Mountaintop Lodge, Wintergreen Resort

Wintergreen house

9 bedrooms / 10 bathrooms / sleeps 24

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Price per night from

$1,476

Wintergreen Resort Cabin ~ 1/2 Mi to Ski Mountain!

Wintergreen house

2 bedrooms / 2 bathrooms / sleeps 6

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$172

Upscale Wintergreen Resort Home w/Golf Course View

Wintergreen house

5 bedrooms / 3 bathrooms / sleeps 11

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Price per night from

$205

Wintergreen Resort Home w/ Deck - 5 Min to Slopes!

Wintergreen house

5 bedrooms / 4 bathrooms / sleeps 10

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Price per night from

$414

Mountaintop Wintergreen Resort Home w/ Deck+Views!

Wintergreen house

4 bedrooms / 3 bathrooms / sleeps 10

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Price per night from

$251

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

$143

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

$237

Lavish Wintergreen Home w/Hot Tub by Skiing!

Wintergreen house

4 bedrooms / 3 bathrooms / sleeps 12

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Price per night from

$390

Pet-Friendly Wintergreen Home w/ Deck!

Wintergreen house

3 bedrooms / 2 bathrooms / sleeps 10

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Price per night from

$266

NEW! Cozy Home: Resort Access & 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

$339

Wintergreen Home w/Deck - Near Skiing & Hiking!

Wintergreen house

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$119

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

Wintergreen house

3 bedrooms / 2 bathrooms / sleeps 10

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$337

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

NEW! 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

Responds fast! avg. 3 hours 53 minutes

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Price per night from

$282

New! Mountaintop Home in Wintergreen, Walk to Lift

Wintergreen house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$161

NEW! Wintergreen Resort Home w/ 2 Decks & Grill!

Wintergreen house

3 bedrooms / 3 bathrooms / sleeps 4

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Price per night from

$176

NEW! 3-Story Home w/Hot Tub in Wintergreen Resort!

Wintergreen house

4 bedrooms / 5 bathrooms / sleeps 10

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$284

NEW! Spacious Wintergreen Resort Home w/ Hot Tub!

Wintergreen house

5 bedrooms / 5 bathrooms / sleeps 10

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Price per night from

$305

Great rentals within 20 miles that match your search

Maren Estate (Mountain Estate 20 min to UVA)

Afton house

6 bedrooms / 7 bathrooms / sleeps 14

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Price per night from

$1,940

NEW! Elegant Afton Getaway Near Trails & Vineyards

Afton house

5 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 2 hours 15 minutes

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Price per night from

$577

Rose Cottage at Steeles Tavern

Lexington house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$194

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

Afton house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 53 minutes

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Price per night from

$412

NEW! Spacious Faber Home w/ Yard, Steps to Winery!

Covesville house

4 bedrooms / 5 bathrooms / sleeps 9

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Price per night from

$501

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

$223

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

$286

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

The Lodge in Sugar Hollow

Crozet house

4 bedrooms / 5 bathrooms / sleeps 10

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Price per night from

$457

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