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Check prices for these dates

In two weeks
Feb 13 - Feb 15
In two months
Mar 27 - Mar 29
In three months
Apr 24 - Apr 26
In four months
May 22 - May 24

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 ￥29,176
￥71,771 total
includes taxes & fees
Feb 2 - Feb 3
Pine Cottage: Hot Tub, 2 mins to Bold Rock!
Property grounds

Mountain Mindset: Pup Friendly + Trail

Mountain Mindset: Pup Friendly + Trail
Laurel Ridge
9.8 out of 10, Exceptional, (9 reviews)
"This home had everything we could have asked for!"
United States
Ana` C.
Mountain Mindset: Pup Friendly + Trail
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 ￥9,841
￥22,320 total
includes taxes & fees
Jan 28 - Jan 29
Brand new serene luxury cottage just off the Brew Ridge Trail
Exterior

Rosé All Day: Wine Country Getaway! Walk to Dining

Rosé All Day: Wine Country Getaway! Walk to Dining
Crozet
10.0 out of 10, Exceptional, (20 reviews)
"great area and location for quiet, peaceful vacation with lots of active things to do within 30-45 minute drives in all directions."
United States
Matthew L.
The price is ￥19,957
￥50,689 total
includes taxes & fees
Jan 28 - Jan 29
Rosé All Day: Wine Country Getaway! Walk to Dining
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, (46 reviews)
"Great cottage. Very comfortable and good location."
United States
Paul W.
The price is ￥22,692
￥43,757 total
includes taxes & fees
Jan 28 - Jan 29
Unique Cypress cottage, close to Charlottesville with mountain views.
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 ￥22,090
￥48,558 total
includes taxes & fees
Jan 29 - Jan 30
The Cottage @ Afton Mountain- Close to Wineries!
Terrace/patio

Bluebird Cottage: Near 151 + Appalachian Trail

Bluebird Cottage: Near 151 + Appalachian Trail
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 ￥17,753
￥45,074 total
includes taxes & fees
Feb 2 - Feb 3
Bluebird Cottage: Near 151 + Appalachian Trail
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 ￥21,152
￥48,025 total
includes taxes & fees
Jan 29 - Jan 30
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, (105 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 ￥30,874
￥51,407 total
includes taxes & fees
Jan 28 - Jan 29
High Street | Walk to Everything Crozet | Pet-Friendly
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 ￥23,174
￥38,233 total
includes taxes & fees
Jan 29 - Jan 30
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 ￥26,089
￥68,320 total
includes taxes & fees
Jan 28 - Jan 29
Little Haven Cottage: Walk to Meade Tasting
Exterior

Wandering Bear’s Cottage Near Crozet & Charlottesville, 2 bedroom

Wandering Bear’s Cottage Near Crozet & Charlottesville, 2 bedroom
Charlottesville
The price is ￥23,156
￥29,996 total
includes taxes & fees
Feb 2 - Feb 3
Wandering Bear’s Cottage Near Crozet & Charlottesville, 2 bedroom
Exterior

Spacious 6 Br • Hot Tub • Pool Table • On 151

Spacious 6 Br • Hot Tub • Pool Table • On 151
Faber
10.0 out of 10, Exceptional, (21 reviews)
" Great place"
United States
Jennica E.
Spacious 6 Br • Hot Tub • Pool Table • On 151
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
"Excellent location, walked right over to the top of the slopes and about 30 yards from the market. Everything was clean, in good working order and perfect for our party of three"
George P. 1-night trip
Posted 3 days ago
The Modern Mountain Condo

Find out more about Wintergreen

Wintergreen Cottages information

Number of reviews
263
Accommodation
34 Cottages
Lowest Price
￥22,320
Highest Price
￥71,771

Frequently asked questions

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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.