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
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 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 AED 422
AED 990 total
includes taxes & fees
28 Jun - 29 Jun
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, (58 reviews)
"Great stay, very friendly, responsive owners."
United States
David F.
The price is AED 624
AED 1,146 total
includes taxes & fees
29 Jun - 30 Jun
Unique Cypress cottage, close to Charlottesville with mountain views.
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 AED 272
AED 655 total
includes taxes & fees
12 Jul - 13 Jul
Luxury Tiny Home: Cozy, Modern Luxury Tiny Retreat
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 AED 532
AED 1,150 total
includes taxes & fees
6 Jul - 7 Jul
The Cottage @ Afton Mountain- Close to Wineries!
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 traveler
The price is AED 735
AED 1,223 total
includes taxes & fees
28 Jun - 29 Jun
High Street | Walk to Everything Crozet | Pet-Friendly
Property grounds

The Cottage at Frogmorton

The Cottage at Frogmorton
Waynesboro
10.0 out of 10, Exceptional, (7 reviews)
"Everything was just as stated in the write up. Beautiful, quaint little cottage, very clean and easy check-in, check out process. We thoroughly enjoyed our stay."
United States
Tim W.
The price is AED 430
AED 687 total
includes taxes & fees
29 Jun - 30 Jun
The Cottage at Frogmorton
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)
The price is AED 503
AED 1,167 total
includes taxes & fees
28 Jun - 29 Jun
Afton Cottage w/ Hot Tub, Firepit, Mountain Views
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, (26 reviews)
"It was an excellent place to stay while in Crozet. Roomy and nice house."
United States
Carolyn R.
The price is AED 528
AED 1,284 total
includes taxes & fees
30 Jun - 1 Jul
Rosé All Day: Wine Country Getaway! Walk to Dining
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 AED 583
AED 921 total
includes taxes & fees
29 Jun - 30 Jun
The Cottage at Batten Green, Beautiful Farm Views, 5 mins to DT Staunton, Pet-Friendly!
Exterior

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

Wandering Bear’s Cottage Near Crozet & Charlottesville, 2 bedroom
Charlottesville
8.6 out of 10, Excellent, (4 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.
The price is AED 672
AED 865 total
includes taxes & fees
6 Jul - 7 Jul
Wandering Bear’s Cottage Near Crozet & Charlottesville, 2 bedroom
Cottage, Private Bathroom (Artisan's Cottage) | Exterior

Artisan's Cottage

Artisan's Cottage
2.0 star property
Afton
The price is AED 437
AED 1,006 total
includes taxes & fees
13 Jul - 14 Jul
Artisan's Cottage
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 AED 739
AED 1,263 total
includes taxes & fees
29 Jun - 30 Jun
Creekfront Cabin • Fire Pit • Fenced Yard • Near Crabtree Falls
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 AED 753
AED 1,562 total
includes taxes & fees
15 Jul - 16 Jul
Family-Friendly Cottage 2BR + Loft - Fire Pit, Near UVA, Hiking & Wineries
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 AED 1,003
AED 2,236 total
includes taxes & fees
30 Jun - 1 Jul
Modern Nellysford Getaway on 40 Private Acres!
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 AED 422
AED 1,130 total
includes taxes & fees
28 Jun - 29 Jun
Bluebird Cottage: Near 151 + Appalachian Trail
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
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 traveler
The price is AED 621
AED 1,642 total
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 AED 621
AED 1,432 total
includes taxes & fees
8 Jul - 9 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

Where the Trail Ends

Where the Trail Ends

10/10 Excellent
"Our stay "Where the Trails End" was great and aptly named for us, as I was hiking a portion of the Appalachian Trail and the trailheads were so convenient to this place. Everything was great, from the location, easy entrance, comfortable furnishings to Keith's great communication! We would definitely love to come back and spend more time here!"
Mary Jo C. 2-night trip
Posted 1 day ago
Where the Trail Ends

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