A dense forest with a variety of coniferous trees and a small clearing with grass and a few scattered trees.

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Wintergreen cottages

Cottage, Private Bathroom (Bluebird Cottage) | Exterior

Bluebird Cottage

Bluebird Cottage
2.0 star property
Roseland
The price is £203
includes taxes & fees
1 Jul - 2 Jul
Bluebird Cottage
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, (59 reviews)
"Great stay, very friendly, responsive owners."
United States
David F.
The price is £240
includes taxes & fees
14 Jul - 15 Jul
Unique Cypress cottage, close to Charlottesville with 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, (110 reviews)
"Great little spot, very close to “downtown” Crozet. Great host, great communication…."
United States
Anonymous traveller
The price is £252
includes taxes & fees
1 Jul - 2 Jul
High Street | Walk to Everything Crozet | Pet-Friendly
Exterior

Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat

Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat
Afton
9.4 out of 10, Exceptional, (14 reviews)
"The property was very clean and awesome! It met the needs of our 2 day stay with our pets. We would stay again!"
United States
Joni K.
The price is £138
includes taxes & fees
12 Jul - 13 Jul
Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat
Exterior

Afton Cottage w/ Hot Tub, Firepit, Mountain Views

Afton Cottage w/ Hot Tub, Firepit, Mountain Views
Afton
9.6 out of 10, Exceptional, (15 reviews)
"One night stay, just passing through the area."
United States
Max H.
The price is £243
includes taxes & fees
13 Jul - 14 Jul
Afton Cottage w/ Hot Tub, Firepit, Mountain Views
Exterior

The Cottage @ Afton Mountain- Close to Wineries!

The Cottage @ Afton Mountain- Close to Wineries!
Afton
10.0 out of 10, Exceptional, (30 reviews)
"Well supplied with essentials , charming"
United States
Beth
The price is £240
includes taxes & fees
2 Jul - 3 Jul
The Cottage @ Afton Mountain- Close to Wineries!
Exterior

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

Wandering Bear’s Cottage Near Crozet & Charlottesville, 2 bedroom
Charlottesville
8.8 out of 10, Excellent, (5 reviews)
"Such a cozy, secluded cottage! Great place to hang with my besties. We really enjoyed our time at Wandering Bear. "
United States
Carol F.
Wandering Bear’s Cottage Near Crozet & Charlottesville, 2 bedroom
Property grounds

Creekfront Cabin • Fire Pit • Fenced Yard • Near Crabtree Falls

Creekfront Cabin • Fire Pit • Fenced Yard • Near Crabtree Falls
Tyro
10.0 out of 10, Exceptional, (30 reviews)
"Everything was great! The house is well appointed and the fenced in yard was perfect for our dogs. Highly recommend."
United States
Michael W.
The price is £263
includes taxes & fees
13 Jul - 14 Jul
Creekfront Cabin • Fire Pit • Fenced Yard • Near Crabtree Falls
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, (2 reviews)
"We had a wonderful visit. Beautifully landscaped and, clean property. Peaceful- hope to visit again."
United States
Pam W.
The price is £208
includes taxes & fees
7 Jul - 8 Jul
The Cottage at Batten Green, Beautiful Farm Views, 5 mins to DT Staunton, Pet-Friendly!
Cottage, Private Bathroom (Artisan's Cottage) | Exterior

Artisan's Cottage

Artisan's Cottage
2.0 star property
Afton
The price is £207
includes taxes & fees
13 Jul - 14 Jul
Artisan's Cottage
Exterior

Family-Friendly Cottage 2BR + Loft - Fire Pit, Near UVA, Hiking & Wineries

Family-Friendly Cottage 2BR + Loft - Fire Pit, Near UVA, Hiking & Wineries
Charlottesville
The price is £278
includes taxes & fees
27 Jul - 28 Jul
Family-Friendly Cottage 2BR + Loft - Fire Pit, Near UVA, Hiking & Wineries
Terrace/patio

Bluebird Cottage: Near 151 + Appalachian Trail

Bluebird Cottage: Near 151 + Appalachian Trail
Roseland
8.8 out of 10, Excellent, (12 reviews)
"This house is perfect for a girls weekend. We did a couple places further out but enjoyed Bold Rock and Devils Backbone. It had everything we needed to enjoy some much needed time to relax at the house also. "
United States
Katherine N.
The price is £232
includes taxes & fees
1 Jul - 2 Jul
Bluebird Cottage: Near 151 + Appalachian Trail
House (3 Bedrooms) | Interior

Modern Nellysford Getaway on 40 Private Acres!

Modern Nellysford Getaway on 40 Private Acres!
3.0 star property
Nellysford
The price is £459
includes taxes & fees
1 Jul - 2 Jul
Modern Nellysford Getaway on 40 Private Acres!
Exterior

Charming Cottage Near Vineyards

Charming Cottage Near Vineyards
Charlottesville
10.0 out of 10, Exceptional, (6 reviews)
"Loved this place for a short getaway. Great location!"
United States
Nicole M.
Charming Cottage Near Vineyards
Exterior

Artisan's Cottage: Woodsy+Private, Central to 151

Artisan's Cottage: Woodsy+Private, Central to 151
Afton
The price is £231
includes taxes & fees
14 Jul - 15 Jul
Artisan's Cottage: Woodsy+Private, Central to 151
Exterior

Little Haven Cottage: Walk to Meade Tasting

Little Haven Cottage: Walk to Meade Tasting
Afton
6.0 out of 10, (1 review)
"House was clean except for the two dirty hand towels lying on the bed when we arrived. Washer and dryer were behind a locked door so I had to message the host to get a code to open it. She first insisted it wouldn’t be inside a locked door, so I had to wait for her to find out about it and she replied quickly enough with the access code. I’m guessing nobody ever needed to use the washer before us? Strange. Rooms could have used dressers or something to put clothes in. Vanities in master...
United States
Anonymous traveller
The price is £322
includes taxes & fees
8 Jul - 9 Jul
Little Haven Cottage: Walk to Meade Tasting
Cottage, Private Bathroom (Basecamp Cottage) | Exterior

Little Haven Cottage

Little Haven Cottage
2.0 star property
Afton
The price is £294
includes taxes & fees
1 Jul - 2 Jul
Little Haven Cottage
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

Best views on Mountain! Breathtaking 5 Star condo! Book Summer and Fall now!

Best views on Mountain! Breathtaking 5 Star condo! Book Summer and Fall now!

10/10 Excellent
"We were so thankful to fund 'Emma's Vistas'.. we have been coming to Wintergreen for over 40 years, and this is by far one of the Greatest hosts, settings and view we have ever had. So thankful we found it and will be back every opportunity we get.!!"
David H. 4-night trip
Posted 1 day ago
Best views on Mountain! Breathtaking 5 Star condo! Book Summer and Fall now!

Find out more about Wintergreen

Wintergreen Cottages information

Number of reviews
284
Accommodation
34 Cottages
Lowest Price
£138
Highest Price
£459

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.