Wintergreen Vacation Rentals
PRICE PER NIGHT
ACCOMMODATION TYPES
Newly Renovated Crozet Home
9.8
Excellent
·
House
·
3 br
·
Sleeps 6
·
High Ceilings · Mountains · Air Conditioning ·
From
$385/nightProperty
House · 3 Beds · 2 baths
Amenities
High Ceilings
Mountains
Air Conditioning
In Unit Laundry
Furnished
Dishwasher
Oven
Wifi
Other spaces
Kitchen
Rooftop Penthouse Overlooking VA Wine Country/Mountain Views/Dtwn Crozet
No reviews
·
Apartment
·
4 br
·
Sleeps 12
·
Balcony · Mountains · Air Conditioning ·
From
$1,459/nightProperty
Apartment · 4 Beds · 6 baths
Amenities
Mountains
Air Conditioning
In Unit Laundry
Furnished
Dishwasher
Oven
Wifi
Wheelchair Accessible
Other spaces
Balcony, Kitchen
Endless Mountain Top Views from All The Way Up!
10
Excellent
·
Condo
·
2 br
·
Sleeps 5
·
Pool · Ski In Ski Out · Balcony ·
From
$162/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Pool
Ski In Ski Out
Mountains
Air Conditioning
Fireplace
In Unit Laundry
Furnished
Dishwasher
Other spaces
Balcony, Kitchen
Devils Knob Home with Hot Tub at Wintergreen!
No reviews
·
House
·
3 br
·
Sleeps 8
·
Hot Tub · Ski In Ski Out · Mountains ·
From
$587/nightProperty
House · 3 Beds · 3 baths
Amenities
Hot Tub
Ski In Ski Out
Mountains
Air Conditioning
Fireplace
In Unit Laundry
Furnished
Dishwasher
Other spaces
Kitchen
Elegant Afton Getaway Near Trails & Vineyards
9.9
Excellent
·
House
·
5 br
·
Sleeps 10
·
High Ceilings · Ceiling Fan · Mountains ·
From
$692/nightProperty
House · 5 Beds · 3 baths
Amenities
High Ceilings
Ceiling Fan
Mountains
Air Conditioning
Fireplace
In Unit Laundry
Furnished
Dishwasher
Other spaces
Kitchen
Light Filled Awe-Inspiring Views from Every Window
8
Very good
·
Condo
·
1 br
·
Sleeps 2
·
Coffee Tea Maker · Air Conditioning · Fireplace ·
From
$209/nightProperty
Condo · 1 Bed · 1 bath
Amenities
Coffee Tea Maker
Air Conditioning
Fireplace
In Unit Laundry
Furnished
Dishwasher
Oven
Wifi
Other spaces
Kitchen
Breathtaking views!! Overlooking the slopes
9.6
Excellent
·
Condo
·
2 br
·
Sleeps 4
·
Coffee Tea Maker · Air Conditioning · Fireplace ·
From
$487/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Coffee Tea Maker
Air Conditioning
Fireplace
In Unit Laundry
Furnished
Dishwasher
Oven
Wifi
Other spaces
Kitchen
Getaway w/ Lake Views near Wintergreen Resort!
8.5
Very good
·
House
·
4 br
·
Sleeps 8
·
Waterfront · Lake · Assigned Parking ·
From
$275/nightProperty
House · 4 Beds · 2 baths
Amenities
Waterfront
Lake
Assigned Parking
Ceiling Fan
Tv
Microwave
Pool
Central Heat
Other spaces
Garden, Balcony, Kitchen
The best of Zumper, delivered
Be the first to hear about new listings matching your search.
Yogi’s Paradise w/ Deck ~ 1 Mi to Yogaville!
No reviews
·
House
·
4 br
·
Sleeps 6
·
Assigned Parking · Garden · Cable ·
From
$100/nightProperty
House · 4 Beds · 2 baths
Amenities
Assigned Parking
Cable
Toiletries
Walk In Closets
Ceiling Fan
Tv
Microwave
Central Heat
Other spaces
Garden, Kitchen
NEW! Luxe Wintergreen Resort Escape w/ Hot Tub!
10
Excellent
·
House
·
4 br
·
Sleeps 8
·
Lake · Assigned Parking · Walk In Closets ·
From
$495/nightProperty
House · 4 Beds · 3 baths
Amenities
Lake
Assigned Parking
Walk In Closets
Ceiling Fan
Tv
Microwave
Central Heat
Mountains
Other spaces
Kitchen
Mountain Views! Secluded! Spring SALE!
10
Excellent
·
Apartment
·
4 br
·
Sleeps 10
·
Hardwood Floor · Mountains · Air Conditioning ·
From
$386/nightProperty
Apartment · 4 Beds · 3 baths
Amenities
Hardwood Floor
Mountains
Air Conditioning
Fireplace
In Unit Laundry
Furnished
Dishwasher
Oven
Other spaces
Kitchen
Family Home w/ Yard & Patio - 1 Mi to Vineyards!
10
Excellent
·
House
·
5 br
·
Sleeps 12
·
Garden · Cable · Toiletries ·
From
$400/nightProperty
House · 5 Beds · 4 baths
Amenities
Cable
Toiletries
Walk In Closets
Tv
Microwave
Central Heat
Mountains
Fireplace
Other spaces
Garden, Balcony, Kitchen
Wintergreen Resort Home w/ Deck - 0.4 Mi to Slopes
10
Excellent
·
House
·
5 br
·
Sleeps 10
·
Fitness Center · Lake · Cable ·
From
$395/nightProperty
House · 5 Beds · 4 baths
Amenities
Fitness Center
Lake
Cable
Toiletries
Walk In Closets
Ceiling Fan
Tv
Microwave
Other spaces
Kitchen
Lyndhurst Cabin on Farm w/ Pond & Stocked Stream!
9.8
Excellent
·
House
·
1 br
·
Sleeps 6
·
Waterfront · Toiletries · Ceiling Fan ·
From
$135/nightProperty
House · 1 Bed · 1 bath
Amenities
Waterfront
Toiletries
Ceiling Fan
Tv
Microwave
Air Conditioning
Fireplace
Free Parking
Other spaces
Kitchen
Charming Cottage
10
Excellent
·
House
·
2 br
·
Sleeps 4
·
Garden · Toiletries · Walk In Closets ·
From
$85/nightProperty
House · 2 Beds · 1 bath
Amenities
Toiletries
Walk In Closets
Ceiling Fan
Tv
Microwave
Central Heat
Free Parking
Oven
Other spaces
Garden, Balcony, Kitchen
NEW! Slopeside Condo w/ Balcony & Ski Hill Views!
10
Excellent
·
Apartment
·
2 br
·
Sleeps 6
·
Fitness Center · Cable · Toiletries ·
From
$90/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
Fitness Center
Cable
Toiletries
Walk In Closets
On Site Laundry
Ceiling Fan
Tv
Microwave
Other spaces
Balcony, Kitchen
Spacious Faber Home w/ Yard, Steps to Winery!
9.8
Excellent
·
House
·
4 br
·
Sleeps 9
·
Garden · Ceiling Fan · Tv ·
From
$425/nightProperty
House · 4 Beds · 5 baths
Amenities
Ceiling Fan
Tv
Microwave
Central Heat
Mountains
Free Parking
Dishwasher
Oven
Other spaces
Garden, Kitchen
Elegant Afton Getaway Near Trails & Vineyards
9.9
Excellent
·
House
·
5 br
·
Sleeps 10
·
Toiletries · Walk In Closets · Ceiling Fan ·
From
$400/nightProperty
House · 5 Beds · 3 baths
Amenities
Toiletries
Walk In Closets
Ceiling Fan
Tv
Microwave
Central Heat
Mountains
Free Parking
Other spaces
Kitchen
Bright Wintergreen Resort Home; Deck & Grill!
9.2
Excellent
·
House
·
6 br
·
Sleeps 12
·
Cable · Ceiling Fan · Tv ·
From
$275/nightProperty
House · 6 Beds · 4 baths
Amenities
Cable
Ceiling Fan
Tv
Microwave
Central Heat
Fireplace
Free Parking
Dishwasher
Other spaces
Balcony, Kitchen
Homestead under the Milky Way
9.8
Excellent
·
Apartment
·
Studio
·
Sleeps 4
·
Air Conditioning · Fireplace · In Unit Laundry ·
From
$149/nightProperty
Apartment · Studio · 1 bath
Amenities
Air Conditioning
Fireplace
In Unit Laundry
Furnished
Oven
Wifi
Other spaces
Kitchen
Mountain Escape
9
Excellent
·
House
·
5 br
·
Sleeps 16
·
High Ceilings · On Site Laundry · Ski In Ski Out ·
From
$361/nightProperty
House · 5 Beds · 3 baths
Amenities
High Ceilings
On Site Laundry
Ski In Ski Out
Mountains
Fireplace
In Unit Laundry
Furnished
Dishwasher
Other spaces
Kitchen
Newly Renovated/walk to slopes!
10
Excellent
·
Condo
·
1 br
·
Sleeps 2
·
Air Conditioning · Fireplace · In Unit Laundry ·
From
$115/nightProperty
Condo · 1 Bed · 1 bath
Amenities
Air Conditioning
Fireplace
In Unit Laundry
Furnished
Dishwasher
Oven
Wifi
Other spaces
Kitchen
CritzerShop - route 151- walk to the Brewey!
9.8
Excellent
·
House
·
4 br
·
Sleeps 8
·
Ski In Ski Out · Outdoor Space · Air Conditioning ·
From
$267/nightProperty
House · 4 Beds · 2 baths
Amenities
Ski In Ski Out
Air Conditioning
In Unit Laundry
Furnished
Dishwasher
Oven
Wifi
Other spaces
Kitchen
Hot Tub * Arcade Game * Pool Table * Gazebo * WIFI * Hiking * View * Coffee Bar
9.6
Excellent
·
Apartment
·
5 br
·
Sleeps 12
·
Workspace · On Site Laundry · Pool ·
From
$693/nightProperty
Apartment · 5 Beds · 4 baths
Amenities
On Site Laundry
Pool
Central Heat
Ski In Ski Out
Mountains
Air Conditioning
Fireplace
In Unit Laundry
Other spaces
Workspace, Kitchen
Cute and Cozy Slope Side Timbers Condo at Wintergreen!-Sleeps 4!
9.3
Excellent
·
Condo
·
1 br
·
Sleeps 4
·
Pool · Ski In Ski Out · Mountains ·
From
$161/nightProperty
Condo · 1 Bed · 2 baths
Amenities
Pool
Ski In Ski Out
Mountains
Air Conditioning
Furnished
Oven
Wifi
Swimming Pool
Other spaces
Kitchen
HeartRock Home Stay
9.9
Excellent
·
House
·
3 br
·
Sleeps 9
·
Workspace · Ski In Ski Out · Balcony ·
From
$249/nightProperty
House · 3 Beds · 3 baths
Amenities
Ski In Ski Out
Mountains
Air Conditioning
In Unit Laundry
Furnished
Dishwasher
Oven
Wifi
Other spaces
Workspace, Balcony, Kitchen
Sweet Afton| Country House in Heart of VA Wine Country
9.6
Excellent
·
House
·
2 br
·
Sleeps 6
·
Workspace · Central Heat · Mountains ·
From
$301/nightProperty
House · 2 Beds · 1 bath
Amenities
Central Heat
Mountains
Air Conditioning
Fireplace
In Unit Laundry
Furnished
Dishwasher
Oven
Other spaces
Workspace, Kitchen
Beautiful Cottage at Historic Ramsay Estate with "WOW" Blue Ridge views
9.9
Excellent
·
Apartment
·
3 br
·
Sleeps 6
·
Air Conditioning · Fireplace · In Unit Laundry ·
From
$579/nightProperty
Apartment · 3 Beds · 3 baths
Amenities
Air Conditioning
Fireplace
In Unit Laundry
Furnished
Dishwasher
Oven
Wifi
Concierge Service
Other spaces
Kitchen
Elegant Afton Getaway Near Trails and Vineyards
No reviews
·
Apartment
·
5 br
·
Sleeps 10
·
Outdoor Space · Free Parking · In Unit Laundry ·
From
$1,132/nightProperty
Apartment · 5 Beds · 3 baths
Amenities
Free Parking
In Unit Laundry
Furnished
Dishwasher
Oven
Wifi
Other spaces
Kitchen
Dreamy Afton Cottage By Shenandoah Natl Park
No reviews
·
Apartment
·
3 br
·
Sleeps 8
·
Free Parking · In Unit Laundry · Furnished ·
From
$564/nightProperty
Apartment · 3 Beds · 2 baths
Amenities
Free Parking
In Unit Laundry
Furnished
Dishwasher
Oven
Wifi
Other spaces
Kitchen
Afton Bliss
10
Excellent
·
Apartment
·
3 br
·
Sleeps 9
·
Workspace · Hardwood Floor · On Site Laundry ·
From
$499/nightProperty
Apartment · 3 Beds · 2 baths
Amenities
Hardwood Floor
On Site Laundry
Air Conditioning
Fireplace
Free Parking
In Unit Laundry
Furnished
Dishwasher
Other spaces
Workspace, Kitchen
Afton Clubhouse
No reviews
·
Apartment
·
3 br
·
Sleeps 6
·
Hot Tub · Hardwood Floor · On Site Laundry ·
From
$488/nightProperty
Apartment · 3 Beds · 2 baths
Amenities
Hot Tub
Hardwood Floor
On Site Laundry
Air Conditioning
Free Parking
In Unit Laundry
Furnished
Dishwasher
Other spaces
Kitchen
Afton Farmhouse
No reviews
·
Apartment
·
4 br
·
Sleeps 10
·
Hardwood Floor · On Site Laundry · Outdoor Space ·
From
$574/nightProperty
Apartment · 4 Beds · 2 baths
Amenities
Hardwood Floor
On Site Laundry
Air Conditioning
Fireplace
Free Parking
In Unit Laundry
Furnished
Dishwasher
Other spaces
Kitchen
RT. 151 Winery & Brewery Trail, Fire Pit, & Hiking
No reviews
·
Apartment
·
5 br
·
Sleeps 10
·
Carpet · Assigned Parking · Workspace ·
From
$520/nightProperty
Apartment · 5 Beds · 2 baths
Amenities
Carpet
Assigned Parking
Hardwood Floor
On Site Laundry
Ski In Ski Out
Air Conditioning
Free Parking
In Unit Laundry
Other spaces
Workspace, Kitchen
Mountain Retreat Nesteled in the Virginia Foothills
8.6
Very good
·
Apartment
·
1 br
·
Sleeps 2
·
Assigned Parking · Hardwood Floor · On Site Laundry ·
From
$463/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Assigned Parking
Hardwood Floor
On Site Laundry
Ski In Ski Out
Mountains
Air Conditioning
Fireplace
Free Parking
Other spaces
Kitchen
Renovated Studio on 5 Acres - Near Vineyards!
8.7
Very good
·
Apartment
·
Studio
·
Sleeps 4
·
Free Parking · In Unit Laundry · Furnished ·
From
$196/nightProperty
Apartment · Studio · 1 bath
Amenities
Free Parking
In Unit Laundry
Furnished
Dishwasher
Oven
Wifi
Other spaces
Kitchen
Wintergreen Resort Home about 2 Miles to Ski Slopes!
10
Excellent
·
Apartment
·
4 br
·
Sleeps 10
·
Pool · Air Conditioning · Fireplace ·
From
$631/nightProperty
Apartment · 4 Beds · 4 baths
Amenities
Pool
Air Conditioning
Fireplace
Free Parking
In Unit Laundry
Furnished
Dishwasher
Oven
Other spaces
Kitchen
Bear Haven - Renovated Third-Floor Escape!
9.5
Excellent
·
Apartment
·
2 br
·
Sleeps 6
·
Balcony · Fireplace · Free Parking ·
From
$244/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Fireplace
Free Parking
In Unit Laundry
Furnished
Dishwasher
Oven
Wifi
Other spaces
Balcony, Kitchen
Wintergreen Resort Studio with Deck and Ski-Out Access
10
Excellent
·
Apartment
·
Studio
·
Sleeps 3
·
Ski In Ski Out · Free Parking · Furnished ·
From
$193/nightProperty
Apartment · Studio · 1 bath
Amenities
Ski In Ski Out
Free Parking
Furnished
Oven
Wifi
Other spaces
Kitchen
Idyllic Wintergreen Condo with Resort Amenities
9.3
Excellent
·
Apartment
·
2 br
·
Sleeps 4
·
Balcony · Fireplace · Free Parking ·
From
$331/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Fireplace
Free Parking
In Unit Laundry
Furnished
Dishwasher
Oven
Wifi
Other spaces
Balcony, Kitchen
Wintergreen Resort Retreat with Skiing Access!
No reviews
·
Apartment
·
3 br
·
Sleeps 6
·
Pool · Balcony · Outdoor Space ·
From
$451/nightProperty
Apartment · 3 Beds · 3 baths
Amenities
Pool
Fireplace
Free Parking
In Unit Laundry
Furnished
Dishwasher
Oven
Wifi
Other spaces
Balcony, Kitchen
Wintergreen Resort Condo Walk to Ski Lift!
10
Excellent
·
Apartment
·
2 br
·
Sleeps 6
·
Pool · Fireplace · Free Parking ·
From
$303/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Pool
Fireplace
Free Parking
In Unit Laundry
Furnished
Dishwasher
Oven
Wifi
Other spaces
Kitchen
Stunning Wintergreen Resort Home Ski and Golf!
No reviews
·
Apartment
·
4 br
·
Sleeps 8
·
Hot Tub · Pool · Balcony ·
From
$655/nightProperty
Apartment · 4 Beds · 3 baths
Amenities
Hot Tub
Pool
Fireplace
Free Parking
In Unit Laundry
Furnished
Dishwasher
Oven
Other spaces
Balcony, Kitchen
Wintergreen Condo with Balcony and Mountain Views!
No reviews
·
Apartment
·
2 br
·
Sleeps 5
·
Pool · Balcony · Outdoor Space ·
From
$307/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Pool
Fireplace
Free Parking
In Unit Laundry
Furnished
Dishwasher
Oven
Wifi
Other spaces
Balcony, Kitchen
Wintergreen Resort Home with 2 Decks and Ski Access!
No reviews
·
Apartment
·
3 br
·
Sleeps 9
·
Pool · Fireplace · Free Parking ·
From
$477/nightProperty
Apartment · 3 Beds · 2 baths
Amenities
Pool
Fireplace
Free Parking
In Unit Laundry
Furnished
Dishwasher
Oven
Wifi
Other spaces
Kitchen
Cozy Wintergreen Resort Escape Near Leaf Peeping!
No reviews
·
Apartment
·
4 br
·
Sleeps 10
·
Ski In Ski Out · Balcony · Fireplace ·
From
$621/nightProperty
Apartment · 4 Beds · 4 baths
Amenities
Ski In Ski Out
Fireplace
Free Parking
In Unit Laundry
Furnished
Dishwasher
Oven
Wifi
Other spaces
Balcony, Kitchen
1st-Floor Wintergreen Resort Condo with Balcony
7
Very good
·
Apartment
·
1 br
·
Sleeps 4
·
Free Parking · Furnished · Dishwasher ·
From
$287/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Free Parking
Furnished
Dishwasher
Wifi
Other spaces
Kitchen
Wintergreen Resort Escape about Walk to Ski Lift!
10
Excellent
·
Apartment
·
1 br
·
Sleeps 4
·
Outdoor Space · Fireplace · Free Parking ·
From
$183/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Fireplace
Free Parking
In Unit Laundry
Furnished
Dishwasher
Oven
Wifi
Other spaces
Kitchen
The Big Acorn with Access to Pools and Skiing!
4
Good
·
Apartment
·
4 br
·
Sleeps 9
·
Outdoor Space · Air Conditioning · Free Parking ·
From
$467/nightProperty
Apartment · 4 Beds · 2 baths
Amenities
Air Conditioning
Free Parking
In Unit Laundry
Furnished
Dishwasher
Oven
Wifi
Other spaces
Kitchen
Peaceful Eagles Swoop Apt with 2 Balconies!
No reviews
·
Apartment
·
3 br
·
Sleeps 7
·
Pool · Balcony · Outdoor Space ·
From
$303/nightProperty
Apartment · 3 Beds · 2 baths
Amenities
Pool
Air Conditioning
Free Parking
In Unit Laundry
Furnished
Dishwasher
Oven
Wifi
Other spaces
Balcony, Kitchen
Showing 1 - 50 of 774 results
Updated: March 29, 2023
Learn about vacation rentals in
Wintergreen
Discover 778 vacation rentals near Wintergreen, 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 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 is $85 per night and goes up to as much as $1,459 per night.
260 of the vacation rentals near Wintergreen are
apartments or condos. The average bathroom count for this property type is 2. The median price for these vacation
units is $265 per night. There are
currently 217 vacation units under this
price. 402 of the vacation rentals near Wintergreen are houses.
The average bathroom count for a vacation house near Wintergreen is
3. The average price for vacation houses near Wintergreen is $445 per night. There are 263 vacation homes under this price. The most common
amenities for vacation rentals near Wintergreen are: furnished, wifi, and kitchen. 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
165 available
3 bed rentals
195 available
4+ bed rentals
262 available
Which price range for vacation rentals is considered a good deal in Wintergreen, VA area?
Vacation Rental Price Information in Wintergreen, VA
The graph shows the percentages of vacation homes in each price bucket. Wintergreen, VA has the largest percentage (16.32%) of homes in $100 - $150 price range.
$0 - $50
37
units
$50 - $100
112
units
$100 - $150
127
units
$150 - $200
115
units
$200 - $250
83
units
$250 - $300
61
units
$300 - $350
48
units
$350 - $400
36
units
$400 - $450
42
units
$500+
117
units
Wintergreen Vacation Rentals FAQ
How many Wintergreen vacation rentals are available?
As of March 29, 2023, there are 778 Wintergreen vacation rentals available. Use the filters on Vacations by Zumper to find your next Wintergreen vacation spot.
Are there vacation rentals near Wintergreen that have more than 2 bedrooms?
Currently, there are 622 vacation rentals near Wintergreen that have more than 2 bedrooms. Check each listing to view photos, pricing, and amenities, and contact the listing manager to begin your next vacation today.
How many Wintergreen vacation rentals have internet access?
There are currently 735 Wintergreen vacation rentals that have internet access. See a full list of property features, photos, pricing, and check availability today.
How many vacation rentals near Wintergreen have more than 1 bathroom?
Right now, there are 769 vacation rentals near Wintergreen that have more than 1 bathroom. View vacation spots and check availability for different properties today.
Are there any pet friendly Wintergreen vacation rentals?
As of March 29, 2023, there are 258 pet friendly vacation rentals near Wintergreen. Pet friendly rental policies are managed by the owner. We recommend contacting the listing agent for dog, cat, and other pet policies.
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