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Vacations by Zumper

Wintergreen Resort Vacation Rentals With Ski In Ski Out

Top-Rated Vacation Rentals in Wintergreen Resort, VA

Book a vacation rental in Wintergreen Resort that has the highest visitor rating. Here are 6 of the best vacation rentals in Wintergreen Resort.
Price drop
Cozy Hillside Hideaway in Wintergreen Resort!
10

Excellent

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·
3 br
·
Sleeps 8
·
Furnished · Air Conditioning · Oven ·
From
$412/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
Furnished
Air Conditioning
Oven
Ski In Ski Out
Fireplace
Wifi
Dishwasher
Fitness Center
Other spaces
Balcony, Kitchen, Workspace
Price drop
Diamond Adventure Slope Side with Foosball and Arcade at Wintergreen Resort
10

Excellent

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2 br
·
Sleeps 6
·
Oven · Swimming Pool · Dishwasher ·
From
$409/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Oven
Swimming Pool
Dishwasher
Fireplace
Pool
Assigned Parking
Wifi
Ski In Ski Out
Other spaces
Kitchen, Workspace, Balcony
Price drop
Wintergreen Resort Escape about Walk to Ski Lift!
10

Excellent

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1 br
·
Sleeps 4
·
Dishwasher · Assigned Parking · Furnished ·
From
$111/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Dishwasher
Assigned Parking
Furnished
Ski In Ski Out
On Site Laundry
Fireplace
Oven
Air Conditioning
Other spaces
Kitchen
Price drop
Devils Knob HotTub Wintergreen
10

Excellent

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·
1 br
·
Sleeps 8
·
Assigned Parking · Wifi · Swimming Pool ·
From
$442/night
Check availability
Property
Apartment · 1 Bed · 4 baths
Amenities
Assigned Parking
Wifi
Swimming Pool
On Site Laundry
Air Conditioning
Pool
Residents Lounge
Furnished
Other spaces
Kitchen
Price drop
Wintergreen Resort Studio with Deck and Ski-Out Access
9.5

Excellent

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Studio
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Sleeps 3
·
Assigned Parking · Ski In Ski Out · Oven ·
From
$106/night
Check availability
Property
Apartment · Studio · 1 bath
Amenities
Assigned Parking
Ski In Ski Out
Oven
Wifi
Furnished
Air Conditioning
Other spaces
Kitchen
Price drop
Love Ridge Mountain Lodging
9.3

Excellent

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·
1 br
·
Sleeps 10
·
Outdoor Space · Balcony · Kitchen ·
From
$230/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
On Site Laundry
Wifi
Air Conditioning
Furnished
Fireplace
Mountains
Ski In Ski Out
Hardwood Floor
Other spaces
Balcony, Kitchen

Our Recommended Vacation Rentals in Wintergreen Resort, VA

We analyzed vacation rentals in Wintergreen Resort from many property providers including but not limited to VRBO, Booking.com, Evolve, Blueground and more. We're providing our top recommended offers on the best vacation rentals in Wintergreen Resort to help you find a deal for your next trip.
Ski-In Ski-Out Wintergreen Condo w/Balcony
8.8

Very good

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1 br
·
Sleeps 4
·
Ski In Ski Out · Oven · Air Conditioning ·
From
$105/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Ski In Ski Out
Oven
Air Conditioning
Microwave
Pool
Assigned Parking
Mountains
Swimming Pool
Other spaces
Kitchen, Balcony
Price drop
Pet-Friendly Wintergreen Resort Condo with Patio!

No rating

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3 br
·
Sleeps 9
·
Outdoor Space · Assigned Parking · Pool ·
From
$261/night
Check availability
Property
Apartment · 3 Beds · 3 baths
Amenities
Assigned Parking
Pool
On Site Laundry
Ski In Ski Out
Air Conditioning
Oven
Swimming Pool
Wifi
Other spaces
Kitchen, Workspace
Price drop
Cozy Wintergreen Resort Condo Walk to Ski Lifts!
7.8

Very good

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2 br
·
Sleeps 4
·
Assigned Parking · Oven · Kitchen ·
From
$148/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Assigned Parking
Oven
Dishwasher
On Site Laundry
Wifi
Ski In Ski Out
Air Conditioning
Furnished
Other spaces
Kitchen
Price drop
Wintergreen Resort Villa Less Than 2 Mi to Ski Slopes

No rating

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6 br
·
Sleeps 13
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Business Center · Fireplace · Swimming Pool ·
From
$1,126/night
Check availability
Property
Apartment · 6 Beds · 5 baths
Amenities
Business Center
Fireplace
Swimming Pool
Furnished
Pool
Fitness Center
Ski In Ski Out
Assigned Parking
Other spaces
Balcony, Kitchen, Workspace

Budget-Friendly Vacation Rentals in Wintergreen Resort, VA

Traveling on a budget? We've got you covered. Find a great deal on a vacation rental in Wintergreen Resort starting at $88. Use the price filter at the top of the page to search for more specific prices.
Price drop
Days Inn by Wyndham Waynesboro
7.2

Very good

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1 br
·
Sleeps 5
·
Pool · Ski In Ski Out · Swimming Pool ·
From
$88/night
Check availability
Property
Hotel · 1 Bed
Amenities
Pool
Ski In Ski Out
Swimming Pool
Residents Lounge
Wifi
Furnished
Air Conditioning
Smoking Allowed
Other spaces
Workspace
Price drop
Family-Friendly Apt with Mtn View Hike and Ski!

No rating

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1 br
·
Sleeps 6
·
Ski In Ski Out · Wifi · Air Conditioning ·
From
$89/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Ski In Ski Out
Wifi
Air Conditioning
Oven
On Site Laundry
Furnished
Assigned Parking
Dishwasher
Other spaces
Kitchen
Best Western Plus Waynesboro
8.2

Very good

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1 br
·
Sleeps 5
·
Air Conditioning · Business Center · Ski In Ski Out ·
From
$89/night
Check availability
Property
Hotel · 1 Bed
Amenities
Air Conditioning
Business Center
Ski In Ski Out
Fitness Center
Wifi
Furnished
Smoking Allowed
Pool
Other spaces
Workspace
Price drop
Roseland Apt with Deck, 2 Blocks to Ski Slopes!

No rating

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1 br
·
Sleeps 4
·
Wifi · Ski In Ski Out · Outdoor Space ·
From
$92/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Wifi
Ski In Ski Out
Assigned Parking
Furnished
Oven
On Site Laundry
Air Conditioning
Dishwasher
Other spaces
Kitchen
Price drop
Wintergreen Resort Studio w/ Deck & Ski-Out Access
10

Excellent

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Studio
·
Sleeps 3
·
Wifi · Ski In Ski Out · Oven ·
From
$98/night
Check availability
Property
Condo · Studio · 1 bath
Amenities
Wifi
Ski In Ski Out
Oven
On Site Laundry
Furnished
Air Conditioning
Other spaces
Kitchen
Price drop
Perfect Getaway for Vacation or Staycation!! - New Rental!
10

Excellent

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1 br
·
Sleeps 4
·
Kitchen · Pool · Oven ·
From
$99/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Pool
Oven
Wifi
Air Conditioning
Fireplace
Mountains
Furnished
Business Center
Other spaces
Kitchen

Furnished Vacation Rentals in Wintergreen Resort, VA

We've collected furnished vacation rentals in Wintergreen Resort so you can spend more time relaxing and enjoying your trip.
Acute Lodge

No rating

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2 br
·
Sleeps 4
·
Wifi · Air Conditioning · Outdoor Space ·
From
$353/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Wifi
Air Conditioning
Assigned Parking
Oven
Fireplace
Dishwasher
On Site Laundry
Furnished
Other spaces
Workspace, Kitchen
Price drop
Wintergreen Condo with Mtn Views and Shuttle to Resort

No rating

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3 br
·
Sleeps 8
·
Air Conditioning · Kitchen · On Site Laundry ·
From
$199/night
Check availability
Property
Apartment · 3 Beds · 3 baths
Amenities
Air Conditioning
On Site Laundry
Fireplace
Furnished
Dishwasher
Oven
Wifi
Assigned Parking
Other spaces
Kitchen
Price drop
Wintergreen Resort Home about 2 Miles to Ski Slopes!
10

Excellent

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4 br
·
Sleeps 10
·
Workspace · Dishwasher · Assigned Parking ·
From
$314/night
Check availability
Property
Apartment · 4 Beds · 4 baths
Amenities
Dishwasher
Assigned Parking
On Site Laundry
Swimming Pool
Pool
Wifi
Oven
Furnished
Other spaces
Workspace, Kitchen

Vacation Rentals With Wi-fi in Wintergreen Resort, VA

Internet access can be important. We've gathered rentals in Wintergreen Resort to help you stay connected while on vacation.
Roseland Apt w/ Deck, 2 Blocks to Ski Slopes!

No rating

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1 br
·
Sleeps 4
·
Microwave · Outdoor Space · Air Conditioning ·
From
$65/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Microwave
Air Conditioning
Assigned Parking
Dishwasher
Mountains
Central Heat
Wifi
On Site Laundry
Other spaces
Kitchen
Wintergreen Resort Mountain Condo w/ Pool Access!
9.6

Excellent

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2 br
·
Sleeps 6
·
Wifi · Swimming Pool · Pool ·
From
$90/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Wifi
Swimming Pool
Pool
Toiletries
Air Conditioning
Central Heat
Dishwasher
Cable
Other spaces
Kitchen
Wintergreen Resort Home w/ 2 Decks + Ski Access!
9.4

Excellent

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3 br
·
Sleeps 9
·
Fireplace · Oven · Toiletries ·
From
$120/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Fireplace
Oven
Toiletries
Assigned Parking
Residents Lounge
Dishwasher
Tv
Microwave
Other spaces
Workspace, Kitchen, Garden
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Updated: September 25, 2023