Wintergreen Resort Vacation Rentals

89 rentals

PRICE PER NIGHT

ACCOMMODATION TYPES

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.
Snug Wintergreen Resort Studio: Ski In & Out!
10

Excellent

·
Condo
·
1 br
·
Sleeps 5
·
Cable · Oven · Assigned Parking ·
From
$35/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Cable
Oven
Assigned Parking
Air Conditioning
Tv
Microwave
Wifi
Free Parking
Other spaces
Kitchen
Charming Cottage
10

Excellent

·
House
·
2 br
·
Sleeps 4
·
Garden · Walk In Closets · Outdoor Space ·
From
$85/night
Check availability
Property
House · 2 Beds · 1 bath
Amenities
Ceiling Fan
Free Parking
Microwave
Toiletries
Tv
Oven
Air Conditioning
Central Heat
Other spaces
Garden, Walk In Closets, Balcony, Kitchen
Spacious Home: 10 Miles to Wintergreen Resort!
10

Excellent

·
House
·
3 br
·
Sleeps 6
·
Garden · Ceiling Fan · Workspace ·
From
$150/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Ceiling Fan
Assigned Parking
Tv
Central Heat
Oven
Air Conditioning
Microwave
Free Parking
Other spaces
Garden, Workspace, Kitchen, Walk In Closets
Afton Apartment on Nelson 151: Close to Wineries!
10

Excellent

·
Apartment
·
1 br
·
Sleeps 2
·
Balcony · Outdoor Space · Mountains ·
From
$132/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Mountains
Tv
Ceiling Fan
Air Conditioning
Wifi
Oven
Microwave
Free Parking
Other spaces
Balcony, Kitchen
Nellysford Home ~ 10 Mi to Wintergreen Resort
10

Excellent

·
House
·
2 br
·
Sleeps 6
·
Central Heat · Microwave · Assigned Parking ·
From
$135/night
Check availability
Property
House · 2 Beds · 1 bath
Amenities
Central Heat
Microwave
Assigned Parking
Oven
Mountains
Ceiling Fan
Free Parking
On Site Laundry
Other spaces
Kitchen, Outdoor Space
Renovated Studio on 5 Acres - Near Vineyards!
10

Excellent

·
Apartment
·
1 br
·
Sleeps 4
·
Tv · Wifi · Air Conditioning ·
From
$117/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Tv
Wifi
Air Conditioning
Oven
Central Heat
Dishwasher
Toiletries
Assigned Parking
Other spaces
Workspace, Kitchen, Outdoor Space

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.
Wintergreen Resort Condo: 1 Mi to Skiing!
9

Excellent

·
Apartment
·
1 br
·
Sleeps 4
·
Free Parking · Toiletries · Oven ·
From
$55/night
Check availability
Property
Apartment · 1 Bed · 2 baths
Amenities
Free Parking
Toiletries
Oven
Air Conditioning
Ceiling Fan
Microwave
Fireplace
Dishwasher
Other spaces
Outdoor Space, Kitchen
Wintergreen Resort Vacation Rental w/ Balcony!

No rating

·
Condo
·
2 br
·
Sleeps 4
·
Tv · Swimming Pool · Free Parking ·
From
$70/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Tv
Swimming Pool
Free Parking
Air Conditioning
Mountains
Fireplace
Dishwasher
Wifi
Other spaces
Kitchen, Balcony
Cozy 'Nonny Cottage' Near Appalachian Trail!
9.4

Excellent

·
House
·
2 br
·
Sleeps 6
·
Microwave · Free Parking · Tv ·
From
$60/night
Check availability
Property
House · 2 Beds · 1 bath
Amenities
Microwave
Free Parking
Tv
Fireplace
Air Conditioning
Oven
Toiletries
Dishwasher
Other spaces
Kitchen, Outdoor Space

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 $35. Use the price filter at the top of the page to search for more specific prices.
Cozy Condo w/ Patio: 1 Mi to Wintergreen Resort!
8

Very good

·
Condo
·
3 br
·
Sleeps 6
·
Fireplace · Kitchen · Oven ·
From
$65/night
Check availability
Property
Condo · 3 Beds · 3 baths
Amenities
Fireplace
Oven
Free Parking
Dishwasher
Cable
Tv
Central Heat
Air Conditioning
Other spaces
Kitchen, Outdoor Space
Roseland Apt w/ Deck, 2 Blocks to Ski Slopes!

No rating

·
Apartment
·
1 br
·
Sleeps 4
·
Assigned Parking · On Site Laundry · Outdoor Space ·
From
$65/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Assigned Parking
On Site Laundry
Air Conditioning
Dishwasher
Wifi
Mountains
Central Heat
Oven
Other spaces
Outdoor Space, Kitchen
The Sanctuary

No rating

·
House
·
3 br
·
Sleeps 5
·
Workspace · Outdoor Space · Dishwasher ·
From
$66/night
Check availability
Property
House · 3 Beds · 1 bath
Amenities
Dishwasher
Mountains
Air Conditioning
Lake
In Unit Laundry
Furnished
Oven
Waterfront
Other spaces
Workspace, Outdoor Space, Kitchen

Pet-Friendly Vacation Rentals in Wintergreen Resort, VA

Pets are part of the family, so instead of leaving them at home, book one of these pet-friendly vacation rentals in Wintergreen Resort. Read the details of each rental more closely for specific pet policies.
Cozy 'Hillside Hideaway' in Wintergreen Resort!
9.3

Excellent

·
House
·
3 br
·
Sleeps 8
·
Oven · Cable · Walk In Closets ·
From
$144/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Oven
Cable
Central Heat
Ceiling Fan
Tv
Fireplace
Toiletries
Free Parking
Other spaces
Walk In Closets, Workspace, Balcony, Garden, Kitchen
Ski-In/Ski-Out Wintergreen Resort Condo w/ Patio!
10

Excellent

·
Condo
·
4 br
·
Sleeps 15
·
Workspace · Outdoor Space · Swimming Pool ·
From
$250/night
Check availability
Property
Condo · 4 Beds · 3 baths
Amenities
Swimming Pool
Fireplace
Air Conditioning
Ceiling Fan
Dishwasher
Toiletries
Central Heat
Wifi
Other spaces
Workspace, Outdoor Space, Kitchen
Mountain Retreat Nesteled in the Virginia Foothills
9.1

Excellent

·
Apartment
·
1 br
·
Sleeps 2
·
Fireplace · Hardwood Floor · Dishwasher ·
From
$247/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Fireplace
Hardwood Floor
Dishwasher
Ski In Ski Out
Wifi
Furnished
On Site Laundry
Mountains
Other spaces
Kitchen, Outdoor Space
Expand your search criteria to see more vacation rentals.
Home > Destinations Vacation Rentals > Wintergreen Resort Vacation Rentals
Updated: March 28, 2024
One sec, gathering the Main view footer