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Vacation rentals in Wintergreen Resort

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Top-rated vacation rentals in Wintergreen Resort

Guests agree: these stays are highly rated for location, cleanliness, and more.

Majestic Mountain View’s from The Cliffs
Entire condominium (condo) · 4 guests · 2 beds · 2 baths
Majestic Mountain View’s from The CliffsLocated at the top of the mountain with views of Rockfish Valley and Wintergreen ski slopes. Our Majestic Mountain View condo has breathtaking sunrises. Ground floor 1BR/2BA luxury condo sleeps up to four (4) guests. Guests can enjoy all seasons of fun, from skiing, hiking, enjoying breweries, cideries and distilleries' or relax and partake at the Wintergreen spa.
Peaceful 3-Bedroom Mountain home w/Fireplace+Deck
Entire residential home · 6 guests · 4 beds · 2.5 baths
Peaceful 3-Bedroom Mountain home w/Fireplace+DeckCharming 3-bedroom mountain retreat at the top of Wintergreen Resort. Peaceful and private location. Relax in front of the gas fireplace or sit on the deck and enjoy the views. Spend your day hiking one of the nearby trails and enjoy visiting local restaurants, breweries, and wineries. Kitchen is fully stocked and there is a gas grill on deck. Kids will love the upstairs twin bedroom, complete with a play area with books & toys. Separate den with TV and workspace on lower level
Blue Ridge Bliss - For family & friends to enjoy!
SUPERHOST
Entire rental unit · 4 guests · 3 beds · 2 baths
Blue Ridge Bliss - For family & friends to enjoy!Welcome to Blue Ridge Bliss! Come enjoy the mesmerizing mountain top views of this well-appointed condo in The Ledges of Wintergreen Resort. It’s the perfect place to unwind, unplug and recharge. Whether here to ski, hike, or visit Virginia wineries, cideries, or craft breweries you’re sure to enjoy the beautiful views from the living room and deck. A short walk to The Highlands lift and across the street from the dog park, and picnic area it’s an ideal location.

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Popular amenities for Wintergreen Resort vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Wintergreen Resort

  1. Entire condominium (condo)
  2. Wintergreen Resort
Entire condo w fireplace, parking/stair-free entry
SUPERHOST
  1. Entire residential home
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Shamokin Falls Cabin
  1. Entire residential home
  2. Wintergreen Resort
*NEW* 4Br Family Getaway - King Suite - EV Charger
SUPERHOST
  1. Entire condominium (condo)
  2. Wintergreen Resort
Blue Ridge Retreat
SUPERHOST
  1. Private room
  2. Wintergreen Resort
Mountain Top Getaway - Fall Colors Have Arrived!
SUPERHOST
  1. Entire condominium (condo)
  2. Wintergreen Resort
Ski-in/Ski-out Wintergreen Highlands Condo -Views!
SUPERHOST
  1. Entire condominium (condo)
  2. Wintergreen Resort
Brand New Construction! 1 Bed/2 Bath, pet friendly
SUPERHOST
  1. Entire condominium (condo)
  2. Wintergreen Resort
A True Mountain Getaway! Ski in/Ski out!
SUPERHOST
  1. Entire condominium (condo)
  2. Roseland
Happy Trails at Wintergreen Resort
  1. Entire residential home
  2. Wintergreen Resort
Glimpses of Grace: Hot Tub-Fire Place-Near Hiking
SUPERHOST
  1. Entire condominium (condo)
  2. Wintergreen Resort
Studio condo overlooking golf course
SUPERHOST
  1. Entire condominium (condo)
  2. Rockfish
Blue Mountain View