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Check prices for these dates

Next weekend
23 Jan - 25 Jan
In two weeks
30 Jan - 1 Feb
In one month
13 Feb - 15 Feb
In two months
13 Mar - 15 Mar

Our top choices for Wintergreen cottages

Exterior

Pine Cottage: Hot Tub, 2 mins to Bold Rock!

Pine Cottage: Hot Tub, 2 mins to Bold Rock!
Nellysford
10.0 out of 10, Exceptional, (24 reviews)
"The house was so nice and clean and the host was great also and we had a great stay and would highly recommend it. "
United States
Jody W.
The price is €412
includes taxes & fees
21 Jan - 22 Jan
Pine Cottage: Hot Tub, 2 mins to Bold Rock!
Exterior

Brand new serene luxury cottage just off the Brew Ridge Trail

Brand new serene luxury cottage just off the Brew Ridge Trail
Afton
10.0 out of 10, Exceptional, (5 reviews)
"Very good stay. Quiet and as advertised!"
United States
Robert B.
The price is €139
includes taxes & fees
19 Jan - 20 Jan
Brand new serene luxury cottage just off the Brew Ridge Trail
Terrace/patio

Bluebird Cottage: Near 151 + Appalachian Trail

Bluebird Cottage: Near 151 + Appalachian Trail
2.0 star property
Roseland
8.4 out of 10, Very good, (9 reviews)
"I contacted the owners to see if my family and I could check in earlier and they were about to accommodate for us. The home was clean, spacious, and had everything we needed for our stay."
United States
Sa'Mone M.
The price is €255
includes taxes & fees
20 Jan - 21 Jan
Bluebird Cottage: Near 151 + Appalachian Trail
Exterior

Unique Cypress cottage, close to Charlottesville with mountain views.

Unique Cypress cottage, close to Charlottesville with mountain views.
Charlottesville
10.0 out of 10, Exceptional, (45 reviews)
"Lovely stay. Clean, comfortable, quaint, and roomy. Perfect location for our family!"
United States
kim E.
The price is €250
includes taxes & fees
19 Jan - 20 Jan
Unique Cypress cottage, close to Charlottesville with mountain views.
Outdoor dining

Afton Cottage w/ Hot Tub, Firepit, Mountain Views

Afton Cottage w/ Hot Tub, Firepit, Mountain Views
Afton
10.0 out of 10, Exceptional, (11 reviews)
"Very tranquil place. "
United States
Thomas K.
The price is €280
includes taxes & fees
19 Jan - 20 Jan
Afton Cottage w/ Hot Tub, Firepit, Mountain Views
Exterior

High Street | Walk to Everything Crozet | Pet-Friendly

High Street | Walk to Everything Crozet | Pet-Friendly
Crozet
9.8 out of 10, Exceptional, (104 reviews)
"Such a lovely cottage in a great spot!We enjoyed Crozet and time at Praha bakery, Star Hill Brewery, King Family Vineyard, and Mint Springs Park!"
United States
Polly H.
The price is €293
includes taxes & fees
19 Jan - 20 Jan
High Street | Walk to Everything Crozet | Pet-Friendly
Exterior

The Cottage @ Afton Mountain- Close to Wineries!

The Cottage @ Afton Mountain- Close to Wineries!
Afton
9.8 out of 10, Exceptional, (20 reviews)
"Great place"
United States
Beverly
The price is €266
includes taxes & fees
20 Jan - 21 Jan
The Cottage @ Afton Mountain- Close to Wineries!
Exterior

The Cottage at Batten Green, Beautiful Farm Views, 5 mins to DT Staunton, Pet-Friendly!

The Cottage at Batten Green, Beautiful Farm Views, 5 mins to DT Staunton, Pet-Friendly!
Staunton
10.0 out of 10, Exceptional, (1 review)
"Beautiful grounds and views. Pet friendly in some suites the cottage"
United States
Carina
The price is €220
includes taxes & fees
19 Jan - 20 Jan
The Cottage at Batten Green, Beautiful Farm Views, 5 mins to DT Staunton, Pet-Friendly!
Outdoor dining

Little Haven Cottage: Walk to Meade Tasting

Little Haven Cottage: Walk to Meade Tasting
Afton
The price is €389
includes taxes & fees
20 Jan - 21 Jan
Little Haven Cottage: Walk to Meade Tasting
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Wintergreen Hotel Reviews

The Modern Mountain Condo

The Modern Mountain Condo

10/10 Excellent
"Great place to stay to hit the ski slopes. Just a short walk to the slopes and right next to the gas station/ small grocery shop to easily pick up some food on the way back from skiing. "
Joyce B. 3-night trip
Posted 6 days ago
The Modern Mountain Condo

Find out more about Wintergreen

Wintergreen Cottages information

Number of reviews
214
Accommodation
34 Cottages
Lowest Price
€139
Highest Price
€412

Frequently asked questions

Why book your cottage in Wintergreen with Expedia?
We think that vacays should be easy, so if you're seeking cottages in Wintergreen at a nice price, Expedia has you covered. Keep the budget under control and choose a wallet-friendly option surrounded by wilderness, or splurge on a luxury cottage to treat your loved ones.
How can I find cheap cottages in Wintergreen?
With Expedia's useful filter tool, comparing cheap cottages in Wintergreen is a snap. To discover stays that are friendly on the wallet, tailor your search results by amenities, star rating and budget.
What is there to do in Wintergreen near my cottage?
Once you've checked in to your hotel, venture out and discover the fantastic things Wintergreen has to offer. Wintergreen Resort is a top attraction to add to your travel itinerary.