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Living Room  / Dining area We supply the wood
Farm stay

Bailey's Retreat Cottage #1- Wine/Beer Tour option

Roseanne & Bill User Profile
Roseanne & Bill

Bailey's Retreat Cottage #1- Wine/Beer Tour option

4 guests
2 bedrooms
2 beds
1 bath
4 guests
2 bedrooms
2 beds
1 bath
Sparkling clean10 recent guests have said that this home was sparkling clean.
Great check-in experience100% of recent guests gave this home’s check-in process a 5-star rating.
Quick responses9 recent guests said this host responded quickly.

Situated in woodsy area with mountain views this two bedroom cottage is a perfect escape. Enjoy peaceful countryside while being close to wineries, breweries, SNP, and downtown area. You'll have access to pavilion with outdoor Chimney, and lawn terrace for sunset viewing. At Bailey's Retreat we offer four separate cottages, a Farmhouse, and a Cabin expanding over 50 rustic acres. Wedding groups, reunions, please ask about package deals and group rates. Wine/Beer Tours now available.


Wireless Internet
Free parking on premises
Indoor fireplace

Sleeping arrangements

Bedroom 1
1 queen bed
Bedroom 2
1 double bed

House Rules

No smoking
No pets
No parties or events
Check-in is anytime after 3PM
Check out by 11AM
Self check-in with lockbox


216 Reviews

Karen User Profile
August 2017
Super cosy little cottage with great views. If you love he peace and quiet this is the spot for you. Checkin was super easy and the place was so cosy and we felt immediately at home. We would highly recommend this place to anyone wanting a peaceful getaway.
Megan User Profile
August 2016
Our stay at one of Roseanne and Bill's cottages outside of Charlottesville was tranquil and enjoyable. The cottage was just as described, well provisioned, comfortable and very spacious for just the two of us. I especially liked being amongst the woodland and looking out the wind…
Tracey User Profile
August 2016
We had a lovely night stay at Bailey's retreat. The cottage was clean, tidy and well equipped. The beds were especially comfortable! Everything was in order on our arrival, instructions were clear and Roseanne and Bill left several recommendations of places to eat, which we tried…
Bernard User Profile
May 2016
What a fabulous place to spend a few days. Close to the Skyline yet equally accessible to all Charlottesville has to offer. Very clean and comfortable. We felt totally at home. thanks Roseanne and Bill
Tim User Profile
December 2014
Well laid out cottage with all the necessities and useful information provided on the locality. We loved staying amongst the trees and fields just a few miles out from Charlottesville.
Sarah User Profile
October 2014
Gorgeous cottage in a stunning location. We loved our stay and would highly recommend to anyone looking for accommodation at the base of the Skyline Drive or Charlottesville area. The wood fireplace was a real treat! We had no issues finding the place as our navigator took us …
Beau & Leslie User Profile
Beau & Leslie
July 2018
Great stay in Charlottesville! Loved the atmosphere around the cabin. About 15 minutes from restaurants and 20 from historic downtown.

Hosted by Roseanne & Bill

Charlottesville, Virginia, United StatesJoined in April 2013
Roseanne & Bill User Profile
1348 Reviews
Roseanne & Bill is a SuperhostSuperhosts are experienced, highly rated hosts who are committed to providing great stays for guests.
We are Roseanne and Bill Bailey, proprietors of this side of the mountain that's been in our family for more than a century. We live, with our two children, on the Retreat. Considerate hosts, we strive to provide privacy, yet sufficient support to make your stay comfortable. W…
Response rate: 96%
Response time: within an hour
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