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Check prices for these dates

In two weeks
5 Sep - 7 Sep
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov
In four months
12 Dec - 14 Dec

Cottages in Wintergreen

Our top choices for Wintergreen cottages

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

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

10.0 out of 10, Exceptional, (19)
"The house was super cute and accommodated our whole group. It was close to a good amount of breweries and wineries. "
The price is SAR 582
SAR 1,589 total
includes taxes & fees
2 Sep - 3 Sep
Pine Cottage: Hot Tub, 2 mins to Bold Rock!
Bluebird Cottage: Near 151 + Appalachian Trail
Fridge, microwave, oven, dishwasher

Bluebird Cottage: Near 151 + Appalachian Trail

2.0 star property
7.8 out of 10, Good, (7)
"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."
The price is SAR 432
SAR 1,096 total
includes taxes & fees
2 Sep - 3 Sep
Bluebird Cottage: Near 151 + Appalachian Trail
Cozy Cottage at Frogmorton
Fridge, microwave, oven, stovetop

Cozy Cottage at Frogmorton

2.0 star property
10.0 out of 10, Exceptional, (3)
"Great place to stay out in the countryside. All the details taken care of. "
The price is SAR 507
SAR 785 total
includes taxes & fees
24 Aug - 25 Aug
Cozy Cottage at Frogmorton
Mechum Hill Cottage: Central to Crozet & Cville
Outdoor dining

Mechum Hill Cottage: Central to Crozet & Cville

9.4 out of 10, Exceptional, (12)
"The location and very clean cottage"
The price is SAR 484
SAR 1,047 total
includes taxes & fees
21 Aug - 22 Aug
Mechum Hill Cottage: Central to Crozet & Cville
Brand new serene luxury cottage just off the Brew Ridge Trail
Interior

Brand new serene luxury cottage just off the Brew Ridge Trail

The price is SAR 360
SAR 678 total
includes taxes & fees
2 Sep - 3 Sep
Brand new serene luxury cottage just off the Brew Ridge Trail
Afton Cottage w/ Hot Tub, Firepit, Mountain Views
Terrace/patio

Afton Cottage w/ Hot Tub, Firepit, Mountain Views

9.8 out of 10, Exceptional, (8)
"Very quiet and peaceful. Perfect for a couples getaway :) "
The price is SAR 514
SAR 1,197 total
includes taxes & fees
21 Aug - 22 Aug
Afton Cottage w/ Hot Tub, Firepit, Mountain Views
The Cottage @ Afton Mountain- Close to Wineries!
Outdoor dining

The Cottage @ Afton Mountain- Close to Wineries!

10.0 out of 10, Exceptional, (14)
"Great place"
The price is SAR 605
SAR 1,252 total
includes taxes & fees
2 Sep - 3 Sep
The Cottage @ Afton Mountain- Close to Wineries!
High Street | Walk to Everything Crozet | Pet-Friendly
Terrace/patio

High Street | Walk to Everything Crozet | Pet-Friendly

9.8 out of 10, Exceptional, (101)
"Very cute and very clean. Enjoyed our stay. I understand the abandoned area will be upgraded, looking forward to seeing the outcome"
The price is SAR 751
SAR 1,263 total
includes taxes & fees
21 Aug - 22 Aug
High Street | Walk to Everything Crozet | Pet-Friendly
❤️️Stoney Creek Cottage❤️️Minutes to Wintergreen!
Pool

❤️️Stoney Creek Cottage❤️️Minutes to Wintergreen!

9.8 out of 10, Exceptional, (25)
"This house was absolutely perfect for a quiet weekend getaway. "
The price is SAR 559
SAR 2,323 total
includes taxes & fees
26 Aug - 27 Aug
❤️️Stoney Creek Cottage❤️️Minutes to Wintergreen!
Unique Cypress cottage, close to Charlottesville with mountain views.
Exterior

Unique Cypress cottage, close to Charlottesville with mountain views.

10.0 out of 10, Exceptional, (35)
"The Ivy Rose Cottage was very comfortable and creatively decorated. The kitchen is nicely supplied for cooking simple meals. The trains did not disturb us and were fun to watch, especially the Amtrak. Great pizza and local brewery in nearby Crozet plus an excellent Harris Teeter grocery. Highly recommend this location for anyone looking for an out-of-town stay. "
The price is SAR 582
SAR 1,102 total
includes taxes & fees
25 Aug - 26 Aug
Unique Cypress cottage, close to Charlottesville with mountain views.
Isolated cottage with good view close to many winery and Brewers.
Exterior

Isolated cottage with good view close to many winery and Brewers.

9.0 out of 10, Wonderful, (22)
"It was great thank you"
The price is SAR 675
SAR 982 total
includes taxes & fees
21 Aug - 22 Aug
Isolated cottage with good view close to many winery and Brewers.
Mountain Mindset: Pup Friendly + Trail
Terrace/patio

Mountain Mindset: Pup Friendly + Trail

9.8 out of 10, Exceptional, (7)
"This home had everything we could have asked for!"
The price is SAR 1,009
SAR 2,954 total
includes taxes & fees
25 Aug - 26 Aug
Mountain Mindset: Pup Friendly + Trail
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

Sleep Inn Staunton

Sleep Inn Staunton

10/10 Excellent
"The check in staff was amazing and super friendly and helpful. "
Christopher 1-night trip
Posted 19 hours ago
Sleep Inn Staunton

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