
Places to stay near Wintergreen Resort
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Top-rated holiday rentals near Wintergreen Resort
Guests agree: these stays are highly rated for location, cleanliness and more.
Popular amenities for holiday rentals near Wintergreen Resort
Condo rentals with Wi-Fi

All-Season 2bd/2ba next to Spa view of Golf Course

Eight Minute Walk to Everything

Mountain Views

Panoramic Peak: Wintergreen Condo with Views

Mountaintop Overlook: Warm Fires • Golden Views

Ski-in/Ski-out Wintergreen Highlands Condo -Views!

2-min drive from hiking/skiing, stair-free

Slope side+Panoramic Mountain Views!
Family-friendly house rentals

Cliffs Edge- It's Pumpkin Spice Time!

Premiere 2 BR Getaway Ski In/Out Wintergreen Condo

All-Year Heated Covered Private Pool / Hot Tub

Perfect house

Peaceful 3-BR Mountain home w/Fireplace + Hot tub

Glass House | Mountain & Water Views @ Wintergreen

Cabin in Woods | Family & Dog Friendly | Fire Pit

Cozy, relaxing mountain getaway on the golf course
Apartment rentals with air conditioning

Queen City Hideaway

Best Spot on the Wine/Brew Trail!

The Storefront: Downtown Staunton + Unique Stay

Wildflowers Artist House

Lewis Creek Loft

The Bohemian Suite: Walk Downtown!

The Barn at Haden near Wineries and C'ville

Willow Ridge
Other great holiday rentals near Wintergreen Resort

Cozy 1-bedroom Condo with Fireplace Near Ski Slope

Mountain View Nest

Wintergreen! Dog friendly, cozy and comfortable

Spacious Ski In Ski Out Condo with Mountain View

Great location! Steps from dining/ event spaces!

Ski- In/Ski-Out Comfy Condo

Family Friendly Home with All Necessities Included

3 Ridges 3 min walk to slopes,besides inn,King bed
Destinations to explore
- Massanutten Resort
- Omni Homestead Resort
- Early Mountain Winery
- Boonsboro Country Club
- Ash Lawn-Highland
- Amazement Square
- Homestead Ski Slopes
- Chisholm Vineyards at Adventure Farm
- Frontier Culture Museum
- Massanutten Ski Resort
- Liberty Mountain Snowflex Centre
- The Plunge Snow Tubing Park
- Spring Creek Golf Club
- Blenheim Vineyards
- Farmington Country Club
- Glass House Winery
- Birdwood Golf Course
- Cardinal Point Winery
- Meriwether Springs Vineyard and Brewery
- Burnley Vineyards