Vacation Rentals in Wintergreen

Start comparing over 353 rentals in Wintergreen and book at the best price!

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Vacation housesBarnsPoolPets allowed

8.0

Vacation Rentals in Wintergreen

Vacation rental for 4 people, with hot tub

1 bedroom

9.5

(45 reviews)

from $106 / nightFREE cancellation

Vacation rental for 2 people, with pool and terrace

1 bedroom

9.9

(14 reviews)

from $153 / nightFREE cancellation

Vacation rental for 2 people, with terrace

1 bedroom

9.8

(12 reviews)

from $111 / nightFREE cancellation

Vacation rental for 2 people, with pool and terrace

1 bedroom

9.3

(3 reviews)

from $153 / nightFREE cancellation

Vacation rentals with free cancellation

Vacation rental for 4 people, with pool

2 bedrooms

9.1

(29 reviews)

from $102 / nightFREE cancellation

Vacation rental for 3 people, with balcony, with pets

1 bedroom

9.5

(62 reviews)

from $110 / nightFREE cancellation

Vacation rental for 3 people, with pool and terrace

1 bedroom

10.0

(23 reviews)

from $125 / nightFREE cancellation

Vacation rental for 3 people, with pool and terrace

1 bedroom

10.0

(3 reviews)

from $195 / nightFREE cancellation

Vacation rentals with pets allowed

Pets allowed

Vacation rental for 4 people, with terrace and hot tub, with pets

2 bedrooms

9.7

(31 reviews)

from $169 / nightFREE cancellation

Pets allowed

Vacation rental for 7 people, with terrace and pool

2 bedrooms

9.2

(23 reviews)

from $213 / nightFREE cancellation

Pets allowed

Vacation rental for 4 people, with pool and balcony as well as hot tub, with pets

2 bedrooms

9.7

(38 reviews)

from $248 / nightFREE cancellation

Pets allowed

Vacation rental for 4 people, with pool

1 bedroom

9.9

(25 reviews)

from $132 / nightFREE cancellation

Vacation Rentals with Pool

Pool

Vacation rental for 2 people, with terrace and pool as well as yard

1 bedroom

10.0

(7 reviews)

from $162 / night

Pool

Vacation rental for 4 people, with pool

2 bedrooms

9.8

(35 reviews)

from $203 / nightFREE cancellation

Pool

Vacation rental for 4 people, with balcony and hot tub as well as pool, with pets

2 bedrooms

9.3

(111 reviews)

from $102 / nightFREE cancellation

Pool

Vacation rental for 4 people, with pool and terrace

1 bedroom

9.8

(24 reviews)

from $110 / nightFREE cancellation

Vacation Rentals with Yard

Yard

Vacation rental for 6 people, with terrace and yard, with pets

3 bedrooms

9.9

(16 reviews)

from $279 / nightFREE cancellation

Yard

Vacation rental for 6 people, with terrace and yard as well as pool

3 bedrooms

9.6

(31 reviews)

from $240 / night

Yard

Vacation rental for 6 people, with yard and terrace

3 bedrooms

9.9

(27 reviews)

from $253 / night

Yard

Vacation rental for 7 people, with terrace and yard

3 bedrooms

10.0

from $329 / nightFREE cancellation

Find Vacation Rentals in Wintergreen

Best Vacation Rentals in Wintergreen

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

Vacation Rental for 4 Guests in Wintergreen, Nelson County

Vacation Rental for 4 Guests in Wintergreen, Nelson County, Picture 1

Vacation Rental for 4 Guests in Wintergreen, Nelson County, Picture 2

Vacation Rental for 4 Guests in Wintergreen, Nelson County, Picture 3

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Wintergreen, Nelson County

Vacation Rental • 969 ft² • 2 Bedrooms

Wintergreen, Nelson County

9.8

(37 reviews)

Best location at Wintergreen Resort! 2 bedroom, 1.5 bath slope side condo on Eagles Swoop Ski Slope!Eagles Court is a gated condominium community opposite a Gourmet Market which sells all the essentials from toiletries to beer and wine and hot and cold foods such as pizza and subs. Within eyesight and a brief stroll to the Mountain Village including The Edge bar/restaurant with live entertainment on weekends, the Coppermine Restaurant, the ski rental /lift tickets facility and the shops at the Mountain Inn, Eagles Court is perfectly situated. Sit back on the deck and watch the sun come up o...

from $177 / night

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Vacation Rental for 4 Guests in Blue Ridge Parkway, Wintergreen

Vacation Rental for 4 Guests in Blue Ridge Parkway, Wintergreen, Picture 1

Vacation Rental for 4 Guests in Blue Ridge Parkway, Wintergreen, Picture 2

Vacation Rental for 4 Guests in Blue Ridge Parkway, Wintergreen, Picture 3

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Blue Ridge Parkway, Wintergreen

Vacation Rental • 1141 ft² • 2 Bedrooms

Blue Ridge Parkway, Wintergreen

9.3

(111 reviews)

FALL SPECIAL!!! $99 WEEKNIGHTS (Sunday-Thursday) The most comfortable, elegant condo on the Ridge. Five Star Gold. Recently renovated. Master bedroom with a queen size bed and flat screen TV. Includes en-suite bath with romantic jacuzzi tub and separate shower. Second bedroom has twin beds. Second bathroom in the hall. Cozy living room with wood burning fireplace and TV/DVD player. Dining area seats 6-8 with access to the deck. The kitchen is well-equipped with granite and stainless steel appliances.

from $102 / night

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Blue Ridge Parkway, Wintergreen

Vacation Rental • 4 Guests • 2 Bedrooms

Blue Ridge Parkway, Wintergreen

9.6

(28 reviews)

2BR/2BA condo on the mountain golf course in the Wintergreen Resort. The condo has a queen size bed in the master bedroom, and bunk beds in the second bedroom, a patio overlooking the golf course, and a fireplace (with firewood provided). Direct TV and high speed fiber optic WIFI are included.This gorgeous condo is located in the Tanner's Ridge Condominiums at the top of a mountain and is part of The Wintergreen Resort. This four-season destination resort is on 11,000 acres and is adjacent to the Blue Ridge Pkwy and 45 miles from Charlottesville. (1.5 hours from Richmond and 3 hours from DC...

from $98 / night

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Prices and availability

Current Vacation rental prices Wintergreen

$379for 27 Apr - 4 May

$473 annual average

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Dec

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Average price per week

Current vacation rental availability Wintergreen

63%for 27 Apr - 4 May

65% annual average

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Jan

Feb

Percentage of available rentals

FAQs: Vacation Rentals in Wintergreen

How much do the vacation rentals in Wintergreen cost on average?

Last year, rentals in Wintergreen had an annual average price of around $448 per night.

Which months allow you to save the most on vacation rentals?

If you would like to save as much as possible during your vacation to Wintergreen, pack your bags and travel there in April ($372 per night on average), May ($381), or June ($424), to find the lowest prices for the whole year.

In which months is it more expensive to rent a vacation rental in Wintergreen?

When it comes to looking for a vacation rental in Wintergreen, the months when it is most expensive are, in order of highest to lowest, January, December and February, with average prices per night of $539, $488, and $487, respectively.

Is Wintergreen a good location for a last-minute getaway?

It's worthwhile if you can book your stay with plenty of time when visiting Wintergreen, as only 12% of our properties are usually available throughout the year.

What time of the year can I find more available vacation rentals?

The months when it's the easiest to find free accommodation in Wintergreen are September (the average amount of properties that are available reached 31% of the total last year), December (25%), and April (25%).

Are there many rentals in Wintergreen?

Holidu offers around 400 accommodations in Wintergreen from 2 different providers, so find the perfect type of accommodation you are looking for. We've got you covered!