Wintergreen Resort Vacation Rentals With Ski In Ski Out
Cozy 1-bedroom Condo with Indoor Fireplace - Close to Ski Slopes and Golf Course
10
Excellent
·
·
1 br
·
Sleeps 4
·
Fireplace · Dishwasher · Mountains ·
From
$138/nightProperty
Condo · 1 Bed · 1 bath
Amenities
Fireplace
Dishwasher
Mountains
Air Conditioning
In Unit Laundry
Oven
Furnished
Wifi
Other spaces
Kitchen
Roudy’s Retreat: Secluded Mountain Cabin with Private Pond
10
Excellent
·
·
1 br
·
Sleeps 8
·
Deck · Waterfront · Balcony ·
From
$299/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Waterfront
Mountains
Air Conditioning
In Unit Laundry
Oven
Furnished
Wifi
Ski In Ski Out
Other spaces
Deck, Balcony, Kitchen
Ski-in/Ski-out condo with mountain views
9.9
Excellent
·
·
2 br
·
Sleeps 9
·
On Site Laundry · Balcony · Outdoor Space ·
From
$191/nightProperty
Condo · 2 Beds · 2 baths
Amenities
On Site Laundry
Pool
Fireplace
Dishwasher
Mountains
Air Conditioning
In Unit Laundry
Oven
Other spaces
Balcony, Kitchen
Cozy Mountain Retreat! Short walk to slopes/hiking trails/restaurants.
10
Excellent
·
·
3 br
·
Sleeps 8
·
Private Pool · Workspace · Outdoor Space ·
From
$201/nightProperty
House · 3 Beds · 2 baths
Amenities
Private Pool
Pool
Fireplace
Dishwasher
Mountains
Air Conditioning
In Unit Laundry
Oven
Other spaces
Workspace, Kitchen
Cozy 3-bedroom cabin located in Wintergreen Resort
8
Very good
·
·
3 br
·
Sleeps 8
·
Workspace · Balcony · Pool ·
From
$157/nightProperty
House · 3 Beds · 2 baths
Amenities
Pool
Fireplace
Mountains
Air Conditioning
In Unit Laundry
Oven
Furnished
Wifi
Other spaces
Workspace, Balcony, Kitchen
Ski-In/Out, Beautiful Mountain & Valley Views
9.8
Excellent
·
·
3 br
·
Sleeps 8
·
Walk In Closets · Fitness Center · On Site Laundry ·
From
$250/nightProperty
Condo · 3 Beds · 3 baths
Amenities
Walk In Closets
Fitness Center
On Site Laundry
Pool
Fireplace
Dishwasher
Mountains
Air Conditioning
Other spaces
Balcony, Kitchen
Mountain Season Lodge
10
Excellent
·
·
6 br
·
Sleeps 16
·
Hot Tub · On Site Laundry · Workspace ·
From
$550/nightProperty
House · 6 Beds · 4 baths
Amenities
Hot Tub
On Site Laundry
Pool
Fireplace
Dishwasher
Mountains
Air Conditioning
In Unit Laundry
Other spaces
Workspace, Kitchen
RT. 151 Winery & Brewery Trail, Fire Pit, & Hiking
No reviews
·
·
5 br
·
Sleeps 10
·
Carpet · Hardwood Floor · Assigned Parking ·
From
$281/nightProperty
Apartment · 5 Beds · 2 baths
Amenities
Carpet
Hardwood Floor
Assigned Parking
Free Parking
On Site Laundry
Dishwasher
Air Conditioning
In Unit Laundry
Other spaces
Workspace, Kitchen
The best of Zumper, delivered
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Wintergreen Resort Studio with Deck and Ski-Out Access
10
Excellent
·
·
Studio
·
Sleeps 3
·
Free Parking · Oven · Furnished ·
From
$102/nightProperty
Apartment · Studio · 1 bath
Amenities
Free Parking
Oven
Furnished
Wifi
Ski In Ski Out
Other spaces
Kitchen
Cozy Wintergreen Resort Escape Near Leaf Peeping!
No reviews
·
·
4 br
·
Sleeps 10
·
Free Parking · Balcony · Fireplace ·
From
$335/nightProperty
Apartment · 4 Beds · 4 baths
Amenities
Free Parking
Fireplace
Dishwasher
In Unit Laundry
Oven
Furnished
Wifi
Ski In Ski Out
Other spaces
Balcony, Kitchen
7th Hole Chalet at Wintergreen Resort Hot Tub, Sauna & 3 Fireplaces
No reviews
·
·
4 br
·
Sleeps 10
·
Assigned Parking · Hot Tub · Free Parking ·
From
$430/nightProperty
Apartment · 4 Beds · 3 baths
Amenities
Assigned Parking
Hot Tub
Free Parking
On Site Laundry
Pool
Fireplace
Dishwasher
Mountains
Other spaces
Workspace, Kitchen
Diamond Adventure Slope Side with Foosball and Arcade at Wintergreen Resort
10
Excellent
·
·
2 br
·
Sleeps 6
·
Carpet · Free Parking · Workspace ·
From
$405/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Carpet
Free Parking
Pool
Fireplace
Dishwasher
Mountains
Air Conditioning
In Unit Laundry
Other spaces
Workspace, Balcony, Kitchen
Gorgeous Wintergreen Condo – 2-min to Slopes
9.7
Excellent
·
·
2 br
·
Sleeps 5
·
On Site Laundry · Pool · Fireplace ·
From
$171/nightProperty
Condo · 2 Beds · 2 baths
Amenities
On Site Laundry
Pool
Fireplace
Dishwasher
Mountains
Air Conditioning
In Unit Laundry
Oven
Other spaces
Kitchen
Cabin with Mountain views ON Rt.151 Near Wineries/Hiking/Skiing
10
Excellent
·
·
4 br
·
Sleeps 12
·
Smoking Allowed · Lake · Waterfront ·
From
$395/nightProperty
Apartment · 4 Beds · 3 baths
Amenities
Smoking Allowed
Lake
Waterfront
Walk In Closets
Fireplace
Dishwasher
Mountains
Air Conditioning
Other spaces
Workspace, Balcony, Kitchen
Location, location, location mountain side in Wintergreen Mountain Village
9.7
Excellent
·
·
2 br
·
Sleeps 4
·
Balcony · Fireplace · Dishwasher ·
From
$204/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Fireplace
Dishwasher
Air Conditioning
In Unit Laundry
Oven
Furnished
Wifi
Ski In Ski Out
Other spaces
Balcony, Kitchen
Cozy Home in Waynesboro! Wine/Beer Tours available
No reviews
·
·
4 br
·
Sleeps 8
·
Fitness Center · Balcony · Fireplace ·
From
$203/nightProperty
House · 4 Beds · 2 baths
Amenities
Fitness Center
Fireplace
Dishwasher
Mountains
Air Conditioning
In Unit Laundry
Oven
Furnished
Other spaces
Balcony, Kitchen
(Sun-Thur $155, Fri&Sat $250) 3BR 2Ba House pets ok
9.8
Excellent
·
·
3 br
·
Sleeps 7
·
Deck · High Ceilings · Pool ·
From
$175/nightProperty
House · 3 Beds · 2 baths
Amenities
High Ceilings
Pool
Fireplace
Mountains
Air Conditioning
In Unit Laundry
Oven
Furnished
Other spaces
Deck, Kitchen
One of the best condos at Timbers! Book for spring/summer
10
Excellent
·
·
1 br
·
Sleeps 4
·
Balcony · Pool · Fireplace ·
From
$142/nightProperty
Condo · 1 Bed · 1 bath
Amenities
Pool
Fireplace
Dishwasher
Mountains
Air Conditioning
In Unit Laundry
Oven
Furnished
Other spaces
Balcony, Kitchen
*Having cabin fever at home?* Come stay at our cabin!
9.7
Excellent
·
·
3 br
·
Sleeps 8
·
High Ceilings · On Site Laundry · Workspace ·
From
$175/nightProperty
House · 3 Beds · 2 baths
Amenities
High Ceilings
On Site Laundry
Pool
Fireplace
Dishwasher
Mountains
In Unit Laundry
Oven
Other spaces
Workspace, Kitchen
NEW! Slopeside Condo w/ Balcony & Ski Hill Views!
10
Excellent
·
·
2 br
·
Sleeps 6
·
Toiletries · Tv · Cable ·
From
$90/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
Toiletries
Tv
Cable
Microwave
Ceiling Fan
Central Heat
Walk In Closets
Fitness Center
Other spaces
Balcony, Kitchen
5 Star Luxury Home /Must Read Reviews
9.6
Excellent
·
·
4 br
·
Sleeps 12
·
Ceiling Fan · Walk In Closets · Assigned Parking ·
From
$410/nightProperty
House · 4 Beds · 4 baths
Amenities
Ceiling Fan
Walk In Closets
Assigned Parking
Fitness Center
Hot Tub
On Site Laundry
Pool
Fireplace
Other spaces
Workspace, Kitchen
NEW! Cozy Wintergreen Resort Condo w/ Pool Access!
9.6
Excellent
·
·
2 br
·
Sleeps 6
·
Central Heat · Free Parking · On Site Laundry ·
From
$138/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Central Heat
Free Parking
On Site Laundry
Pool
Fireplace
Dishwasher
Air Conditioning
In Unit Laundry
Other spaces
Kitchen
5 BR Wintergreen House w/ Game Room, 75” 4k TV, Wet Bar & Deck
10
Excellent
·
·
5 br
·
Sleeps 13
·
Workspace · Outdoor Space · Pool ·
From
$610/nightProperty
House · 5 Beds · 3 baths
Amenities
Pool
Fireplace
Dishwasher
Mountains
Air Conditioning
In Unit Laundry
Oven
Furnished
Other spaces
Workspace, Kitchen
Cozy Cabin on the top of the Mountain
10
Excellent
·
·
4 br
·
Sleeps 9
·
Smoking Allowed · Lake · Waterfront ·
From
$281/nightProperty
Apartment · 4 Beds · 2 baths
Amenities
Smoking Allowed
Lake
Waterfront
Hot Tub
Pool
Fireplace
Dishwasher
Mountains
Other spaces
Kitchen
Beautiful Mountain View’s near Wintergreen breweries wineries Dog friendly
10
Excellent
·
·
1 br
·
Lake · Waterfront · Outdoor Space ·
From
$133/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Lake
Waterfront
Mountains
Air Conditioning
In Unit Laundry
Oven
Furnished
Wifi
Other spaces
Kitchen
Walk to activities/trails/slopes
9.6
Excellent
·
·
3 br
·
Sleeps 8
·
Fitness Center · Balcony · Fireplace ·
From
$340/nightProperty
Condo · 3 Beds · 2 baths
Amenities
Fitness Center
Fireplace
Dishwasher
Mountains
Air Conditioning
In Unit Laundry
Oven
Furnished
Other spaces
Balcony, Kitchen
Epic Mountain Views, Hot Tub and Privacy at Harvest Moon Lodge and Retreat!
10
Excellent
·
·
4 br
·
Sleeps 14
·
Workspace · Fireplace · Dishwasher ·
From
$449/nightProperty
Apartment · 4 Beds · 4 baths
Amenities
Fireplace
Dishwasher
Mountains
Air Conditioning
In Unit Laundry
Oven
Furnished
Wifi
Other spaces
Workspace, Kitchen
Historic Bungalow 30 minutes from Wintergreen
10
Excellent
·
·
2 br
·
Sleeps 4
·
Dishwasher · Mountains · Air Conditioning ·
From
$208/nightProperty
House · 2 Beds · 1 bath
Amenities
Dishwasher
Mountains
Air Conditioning
In Unit Laundry
Oven
Furnished
Wifi
Ski In Ski Out
Other spaces
Kitchen
Mountain Resort Escape: walk to nature center, pet friendly, high speed wifi
9.6
Excellent
·
·
4 br
·
Sleeps 8
·
Workspace · Balcony · Pool ·
From
$404/nightProperty
House · 4 Beds · 4 baths
Amenities
Pool
Fireplace
Dishwasher
Mountains
Air Conditioning
In Unit Laundry
Oven
Furnished
Other spaces
Workspace, Balcony, Kitchen
2BR/ 2BA condo at Wintergreen Resort-Right on the slopes! Perfect for hiking!!
9.9
Excellent
·
·
2 br
·
Sleeps 5
·
Pool · Fireplace · Dishwasher ·
From
$179/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Pool
Fireplace
Dishwasher
Mountains
Air Conditioning
In Unit Laundry
Oven
Furnished
Other spaces
Kitchen
Walk to Slopes: HotTub+PoolTable+Shuffleboard+PetsOK
8.7
Very good
·
·
4 br
·
Sleeps 14
·
High Ceilings · Hot Tub · Workspace ·
From
$488/nightProperty
House · 4 Beds · 4 baths
Amenities
High Ceilings
Hot Tub
Pool
Fireplace
Dishwasher
Mountains
Air Conditioning
In Unit Laundry
Other spaces
Workspace, Balcony, Kitchen
Blue Ridge Mountain Retreat in Wintergreen
8.9
Very good
·
·
7 br
·
Sleeps 21
·
Fitness Center · Balcony · Fireplace ·
From
$700/nightProperty
House · 7 Beds · 5 baths
Amenities
Fitness Center
Fireplace
Dishwasher
Mountains
Air Conditioning
In Unit Laundry
Oven
Furnished
Other spaces
Balcony, Kitchen
2 BDR Mountain top condo with amazing views.
9.6
Excellent
·
·
2 br
·
Sleeps 6
·
Balcony · Outdoor Space · Pool ·
From
$142/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Pool
Fireplace
Dishwasher
Air Conditioning
In Unit Laundry
Oven
Furnished
Wifi
Other spaces
Balcony, Kitchen
Blue Ridge Mountains, Hiking, Skiing, Fishing, Mountain Air, Breweries, Wineries
9.9
Excellent
·
·
3 br
·
Sleeps 6
·
Workspace · Outdoor Space · Fireplace ·
From
$150/nightProperty
Apartment · 3 Beds · 2 baths
Amenities
Fireplace
Dishwasher
Mountains
Air Conditioning
In Unit Laundry
Oven
Furnished
Wifi
Other spaces
Workspace, Kitchen
Ski-In Ski-Out Wintergreen Condo w/Balcony
9.4
Excellent
·
·
1 br
·
Sleeps 4
·
Private Pool · Hardwood Floor · Balcony ·
From
$118/nightProperty
Condo · 1 Bed · 1 bath
Amenities
Private Pool
Hardwood Floor
Pool
Mountains
Air Conditioning
In Unit Laundry
Oven
Furnished
Other spaces
Balcony, Kitchen
Perfect getaway house in the heart of Wintergreen. 0.6 mile to the ski slopes.
9.6
Excellent
·
·
5 br
·
Sleeps 14
·
Fireplace · Dishwasher · Mountains ·
From
$366/nightProperty
House · 5 Beds · 3 baths
Amenities
Fireplace
Dishwasher
Mountains
Air Conditioning
In Unit Laundry
Oven
Furnished
Wifi
Other spaces
Kitchen
Mountain Retreat Nesteled in the Virginia Foothills
8.8
Very good
·
·
1 br
·
Sleeps 2
·
Hardwood Floor · Assigned Parking · Free Parking ·
From
$280/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Hardwood Floor
Assigned Parking
Free Parking
On Site Laundry
Fireplace
Dishwasher
Mountains
Air Conditioning
Other spaces
Kitchen
Love Ridge Mountain Lodging
9.4
Excellent
·
·
1 br
·
Sleeps 10
·
Assigned Parking · Free Parking · On Site Laundry ·
From
$132/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Assigned Parking
Free Parking
On Site Laundry
Fireplace
Mountains
Air Conditioning
Furnished
Wifi
Other spaces
Balcony, Kitchen
3bed/3bath at Dobie-Slope views and family friendly! Spring/summer rates!
9.9
Excellent
·
·
3 br
·
Sleeps 6
·
Fitness Center · Outdoor Space · Pool ·
From
$228/nightProperty
Condo · 3 Beds · 3 baths
Amenities
Fitness Center
Pool
Fireplace
Dishwasher
Mountains
In Unit Laundry
Oven
Furnished
Other spaces
Kitchen
Peaceful and spacious mountain stay
10
Excellent
·
·
5 br
·
Sleeps 10
·
Outdoor Space · Pool · Fireplace ·
From
$609/nightProperty
House · 5 Beds · 4 baths
Amenities
Pool
Fireplace
Dishwasher
Mountains
Air Conditioning
In Unit Laundry
Oven
Furnished
Other spaces
Kitchen
Spectacular Ski Chalet, 3 BR, 2.5 Bath, Great Location.
10
Excellent
·
·
3 br
·
Sleeps 8
·
High Ceilings · Hot Tub · On Site Laundry ·
From
$333/nightProperty
Apartment · 3 Beds · 3 baths
Amenities
High Ceilings
Hot Tub
On Site Laundry
Pool
Fireplace
Dishwasher
Mountains
Air Conditioning
Other spaces
Balcony, Kitchen
Fabulous Views at a lovely Ridge Top Condo!
9.5
Excellent
·
·
2 br
·
Sleeps 4
·
Ev Charging · Central Heat · Outdoor Space ·
From
$202/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Ev Charging
Central Heat
Pool
Fireplace
Dishwasher
Mountains
Air Conditioning
In Unit Laundry
Other spaces
Kitchen
Ski In & Ski Out Condo - Heart of Wintergreen
9.7
Excellent
·
·
2 br
·
Sleeps 4
·
Outdoor Space · Fireplace · Dishwasher ·
From
$338/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Fireplace
Dishwasher
Mountains
Air Conditioning
In Unit Laundry
Oven
Furnished
Wifi
Other spaces
Kitchen
Next Door to Veritas Vineyard Charlottesville-Afton Mountain Virginia
9.6
Excellent
·
·
2 br
·
Sleeps 6
·
Dishwasher · Mountains · Air Conditioning ·
From
$185/nightProperty
House · 2 Beds · 2 baths
Amenities
Dishwasher
Mountains
Air Conditioning
Oven
Furnished
Ski In Ski Out
Other spaces
Kitchen
Luxurious ski chalet w/ fireplaces, decks, views, gourmet kitchen + and hot tub!
9.7
Excellent
·
·
5 br
·
Sleeps 10
·
Hot Tub · Balcony · Outdoor Space ·
From
$694/nightProperty
Apartment · 5 Beds · 5 baths
Amenities
Hot Tub
Fireplace
Dishwasher
Mountains
Air Conditioning
In Unit Laundry
Oven
Furnished
Other spaces
Balcony, Kitchen
Renovated 5-BR Home with Unbeatable Views at the Top of Wintergreen
10
Excellent
·
·
5 br
·
Sleeps 12
·
Fitness Center · On Site Laundry · Pool ·
From
$545/nightProperty
House · 5 Beds · 4 baths
Amenities
Fitness Center
On Site Laundry
Pool
Fireplace
Dishwasher
Mountains
Air Conditioning
In Unit Laundry
Other spaces
Kitchen
Modern Retreat at Wintergreen
10
Excellent
·
·
3 br
·
Sleeps 8
·
Workspace · Outdoor Space · Pool ·
From
$229/nightProperty
Apartment · 3 Beds · 3 baths
Amenities
Pool
Fireplace
Dishwasher
Mountains
Air Conditioning
In Unit Laundry
Oven
Furnished
Other spaces
Workspace, Kitchen
UNOBSTRUCTED VIEWS OF BLUE RIDGE MOUNTAINS AND SKI SLOPES. BRAND NEW HOT TUB.
9.7
Excellent
·
·
4 br
·
Sleeps 14
·
Hot Tub · Workspace · Outdoor Space ·
From
$279/nightProperty
House · 4 Beds · 3 baths
Amenities
Hot Tub
Pool
Fireplace
Dishwasher
Mountains
Air Conditioning
In Unit Laundry
Oven
Other spaces
Workspace, Kitchen
Spacious Family-Friendly Mountain Home…Shenandoah Valley & golf course views.
9.9
Excellent
·
·
5 br
·
Sleeps 12
·
Deck · Hardwood Floor · High Ceilings ·
From
$415/nightProperty
House · 5 Beds · 5 baths
Amenities
Hardwood Floor
High Ceilings
Fireplace
Dishwasher
Mountains
Air Conditioning
In Unit Laundry
Oven
Other spaces
Deck, Kitchen
3min to Ski: DogsOK+FAST WiFi+Roku+Hiking+Foosball
9.7
Excellent
·
·
3 br
·
Workspace · Balcony · Outdoor Space ·
From
$154/nightProperty
Condo · 3 Beds · 2 baths
Amenities
Pool
Fireplace
Dishwasher
Mountains
Air Conditioning
In Unit Laundry
Oven
Furnished
Other spaces
Workspace, Balcony, Kitchen
Showing 1 - 50 of 216 results
Home > Destinations Vacation Rentals > Wintergreen Resort Vacation Rentals > Wintergreen Resort ski in ski out Vacation Rentals
Updated: March 19, 2023
Learn about vacation rentals in
Wintergreen Resort
Discover 770 vacation rentals near Wintergreen Resort, Virginia. This lake community is a good place to getaway, relax, and enjoy the outdoors. Explore nature in this lakeside area. Use our interactive map to find Wintergreen Resort properties near the lake. Whether you’re looking for a nightly rental, weekend getaway, or a long vacation, we’ve got you covered. Use the date filters at the top to select your travel dates and view availability. The lowest vacation rental price near Wintergreen Resort is $90 per night and goes up to as much as $700 per night.
256 of the vacation rentals near Wintergreen Resort are
apartments or condos. The average bathroom count for this property type is 2. The median price for these vacation
units is $171 per night. There are
currently 141 vacation units under this
price. 398 of the vacation rentals near Wintergreen Resort are houses.
The average bathroom count for a vacation house near Wintergreen Resort is
3. The average price for vacation houses near Wintergreen Resort is $350 per night. There are 209 vacation homes under this price. The most common
amenities for vacation rentals near Wintergreen Resort are: furnished, kitchen, and ski-in ski-out. To find vacation properties that might be a good option for large groups or families, use our filters for bedroom count, bathroom count and more.
1 bed rentals
141 available
2 bed rentals
162 available
3 bed rentals
194 available
4+ bed rentals
257 available
Getting around Wintergreen Resort
Walking
0/10
You’ll need another mode of transportation for getting around. Scooter, anyone?
Car
10/10
Commuting is easy with multiple accessible routes and plenty of parking.
Points of interest in Wintergreen Resort
Groceries
0/10
No grocery stores within walking distance
Shopping
0/10
Few or no shops within walking distance
Cafes
0/10
Few or no cafés within walking distance
Restaurants
0/10
Few or no restaurants within walking distance
Nightlife
0/10
Few or no bars within walking distance
Wintergreen Resort Vacation Rentals With Ski In Ski Out FAQ
How many Wintergreen Resort rentals with a ski in/ski out are available?
There are 216 Wintergreen Resort rentals with a ski in/ski out available to rent. To view more property amenities use the filters on Vacations by Zumper.
Do any vacation rentals in Wintergreen Resort with ski in/ski out have internet access?
As of March 19, 2023, there are 212 vacation rentals in Wintergreen Resort with ski in/ski out available to rent. Use the filters on Vacations by Zumper to find specific date availabiities and other features.
Are there any pet friendly rentals in Wintergreen Resort with ski in/ski out available?
Currently, there are 75 pet friendly vacation rentals in Wintergreen Resort with a ski in/ski out available.
Are there any rentals in Wintergreen Resort with ski in/ski out that have more than 1 bedroom?
There are 213 vacation rentas in Wintergreen Resort with a ski in/ski out that have more than 1 bedroom. Use the filters on Vacations by Zumper to find more specific property features and amenities.
