Stay If You Dare - Vacation Rentals in Gunston Hall

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From US $160

         

10.0 (39 Reviews)

Condo

Cozy Wintergreen Retreat- Clean, Updated & Convenient, King Bed, Non-Smoking

• Air Conditioner
• Parking
• Pet Friendly

• Charlottesville
• Nellysford

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From US $258

         

10.0 (10 Reviews)

House

Bluebird Mountain Home

• Air Conditioner
• Parking
• Pet Friendly

• Charlottesville
• Chestnut Springs

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From US $200

         

|

10.0 (2 Reviews)

Apartment

Wintergreen Resort Condo: Walk to Ski Lift!

• Air Conditioner
• Parking
• Pool

• Charlottesville
• Nellysford

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From US $277

         

10.0 (133 Reviews)

House

Shenandoah Valley Farm House near BR pkway & Skyline , UVA, Staunton, wineries

• Air Conditioner
• Parking
• TV

• Staunton
• Waynesboro

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From US $398

         

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10.0 (2 Reviews)

House

Bright Wintergreen Resort Home Deck and Grill!

• Parking
• Pet Friendly
• Accessibility

• Charlottesville
• Chestnut Springs

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From US $787

         

|

10.0 (1 Review)

Cottage

Grand Chalet w/Hot Tub - Near Wintergreen Resort

• Air Conditioner
• Parking
• Pool

• Charlottesville
• Nellysford

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From US $394

         

9.8 (118 Reviews)

House

Luxury Mountain - Fall weekends almost sold out. Book now for Winter Skiing

• Air Conditioner
• Parking
• Pool

• Charlottesville
• Chestnut Springs

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From US $618

         

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10.0 (1 Review)

House

Grand Chalet with Hot Tub - Near Wintergreen Resort

• Parking
• Accessibility
• Security/Safety

• Charlottesville
• Nellysford

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From US $229

         

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10.0 (1 Review)

Apartment

Wintergreen Resort Retreat w/Skiing Access!

• Air Conditioner
• Parking
• Pet Friendly

• Charlottesville
• Nellysford

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From US $163

         

10.0 (30 Reviews)

Condo

Cozy Mountain Retreat with Heated Floors

• Air Conditioner
• Parking
• Pool

• Charlottesville
• Nellysford

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From US $277

         

10.0 (181 Reviews)

Condo

Dobie condo, renovated top to bottom! LOTS OF DETAILED INFO LISTED ☺️

• Air Conditioner
• Parking
• Pool

• Charlottesville
• Nellysford

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From US $368

         

10.0 (120 Reviews)

Ski Chalet

Spectacular Ski Chalet, 3 BR, 2.5 Bath, Great Location.

• Air Conditioner
• Parking
• Pet Friendly

• Charlottesville
• Chestnut Springs

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From US $348

         

10.0 (94 Reviews)

Condo

Wintergreen. Sunset Vista Villa - Close to the ski slopes

• Air Conditioner
• Parking
• Pool

• Charlottesville
• Nellysford

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From US $491

         

10.0 (73 Reviews)

Condo

Mountaintop | Aspen Suite | Two Fireplaces

• Air Conditioner
• Parking
• Pet Friendly

• Charlottesville
• Nellysford

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From US $219

         

10.0 (70 Reviews)

House

Relaxing 3 bdrm Mountain Cabin on Wintergreen Resort

• Air Conditioner
• Parking
• Pool

• Charlottesville
• Deer Springs

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From US $298

         

10.0 (65 Reviews)

House

Oak Tree Cottage: Beautiful farm with mountain views.

• Air Conditioner
• Parking
• Pool

• Staunton
• Lyndhurst

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From US $252

         

10.0 (54 Reviews)

Condo

Wow! What A View!

• Air Conditioner
• Parking
• Pool

• Charlottesville
• Nellysford

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From US $619

         

10.0 (53 Reviews)

House

Newly Rebuilt Home - Hot Tub - Sauna - Sleeps 14

• Air Conditioner
• Parking
• Pet Friendly

• Charlottesville
• Nellysford

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From US $758

         

10.0 (52 Reviews)

House

Grand Chalet w/Hot Tub - Near Wintergreen Resort

• Air Conditioner
• Parking
• Pool

• Charlottesville
• Nellysford

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From US $307

         

10.0 (48 Reviews)

House

Spacious + Serene Mtn Top Escape, 4 En Suites

• Air Conditioner
• Parking
• Pet Friendly

• Charlottesville
• Nellysford

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From US $282

         

10.0 (33 Reviews)

Cabin

Wintergreen Resort Cabin: Near the Slopes!

• Air Conditioner
• Parking
• Pool

• Charlottesville
• Chestnut Springs

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From US $513

         

10.0 (28 Reviews)

Cabin

Modern Wintergreen Cabin with Hot Tub, Sauna

• Air Conditioner
• Pet Friendly
• Pool

• Charlottesville
• Chestnut Springs

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From US $736

         

10.0 (26 Reviews)

House

Updated spacious home with top of the mountain view!

• Air Conditioner
• Parking
• TV

• Charlottesville
• Nellysford

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From US $243

         

10.0 (26 Reviews)

Condo

Luxury Condo in the Sky! Finest in Wintergreen!

• Air Conditioner
• Parking
• Pool

• Charlottesville
• Nellysford

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