Dining area
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Ages 2 - 12
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Under 2
4 guests maximum. Infants don’t count toward the number of guests.
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Situated in woodsy area with mountain views this two bedroom cottage is a perfect escape. Enjoy peaceful countryside while being close to wineries, breweries, Shenandoah National Park, and downtown area. At Bailey's Retreat we offer four separate cottages, a Farmhouse, and a Cabin all expanding over 50 rustic acres. You'll have access to pavilion with outdoor Chimney, and lawn terrace for sunset viewing. Wedding groups, yoga retreat, reunions, please ask about package deals and group rates.

The space

Perched on 50 rustic acres in Ivy, Virginia, seven miles west of Charlottesville and seven miles east of Crozet, Bailey's Retreat offers scenic serenity for nature lovers, artists, writers, sportsmen or city slickers who simply want to unwind. Or not. Mere minutes from the University of Virginia, Monticello, Skyline Drive, Wintergreen, wineries and breweries, the cabin conveniently sits in the center of regional tourist attractions that fan out in four directions.

This 850 sq foot cottage features a wood burning fireplace, bright sunny living room with sliding glass doors leading to a deck where you can sit and take in natures beauty. There are two bedrooms, one queen and one full. The beds are made with high quality designer linens and pillows. Fully stocked galley kitchen with Rachel Ray cookware and dinnerware.

Relax and enjoy!

Whatever your reason is for visiting the area, we'd love to host you at Bailey's Retreat Cottage!

Bailey's Retreat offers a viewing terrace filled with adirondack chairs. The perfect spot for sitting back and taking it all in!

Outdoor pavilion with chimney and deck offers a more private gathering space! Contact us for more information.We provide all firewood.

Guest access

We are happy to share much of our retreat with guests. We welcome you to
bring a picnic or a bottle of wine to the Adirondack chairs on our lawn terrace and marvel at one of our stunning sunsets or starry nights.
Grab guitars or simply gather with family and friends for a fireside chat at out outdoor pavilion.
Bailey's Retreat is situated on a country lane off of a country road, you are welcome to stretch your legs on a six mile walk. Bailey’s Retreat offers plenty to do and plenty of places to do nothing. We hope you enjoy our family’s homestead as much as we do.

Interaction with guests

We provide our guests with privacy yet ample support if need be.

Business travel
   This listing has essential business travel amenities. 

The space
Accommodates: 4
Bathrooms: 1
Bedrooms: 2
Beds: 2
Check In: Anytime after 3PM
Check Out: 11AM
Room type: Entire home/apt
Self check-in: Lockbox


Extra people: 28 / night after 2 guests
Cleaning Fee: 56
Weekly Discount: 10%
Weekend Price: 183 / night
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Sleeping arrangements
Bedroom 1
1 queen bed
Bedroom 2
1 double bed

House Rules
No smoking
Not suitable for pets
No parties or events
Check in is anytime after 3PM

Thanks for your attention to the rules.
Please be courteous and understand your surroundings. The Retreat is a peaceful place to which you are our guests.
No pets, no exceptions!!
Kids are people too, all individuals are to be counted as guests.
If you would like to check in early or stay late please contact me to make arrangements. There is a $40 charge.
Check out is promptly at 11:00.
NO smoking inside the properties
You are our guests, please do not invite anyone to the Retreat. The only people allowed on the property are the guests on the reservation. If you'd like to meet friends or family please do so off site.
No grills
There are check out procedures in the brown folder on the table and a digital copy emailed two days prior to your arrival, and here (below) ; if they are not followed you'll be charge an additional fee. Thanks in advance for your cleanliness.
Any violation to these rules and you will be asked to leave.

Turn thermostat to the OFF position
Put dishes in dishwasher and press start
Remove all food from refrigerator. Feel free to leave usable condiments for next guests.
Strip beds and place soiled linens and towels in laundry basket.
Return keys to lockbox, leave door unlocked.
Take garbage to large green cans on your way out.



Cancel up to 7 days before your trip and get a 50% refund. Cancel within 7 days of your trip and the reservation is non-refundable.

Safety features
Smoke detector
Carbon monoxide detector

1 night minimum stay

112 Reviews

Check In
Mark User Profile
July 2017
We wanted a cottage large enough for 4 people in Charlottesville. Bill and Rosanne's is spacious enough for 4 at about half the price of a large hotel suite. The location is secluded- in the countryside about 7 miles west of Charlottesville- about 15-25 minutes to downtown depending on traffic. BTW there is no ATT phone service here- but Verizon works; internet generally worked well.
Roseanne & Bill User ProfileRoseanne & Bill is a superhost.
Response from Roseanne & Bill:
Yes, verizon is the best service in our area but att does work here as well.
July 2017

We had a great stay at cottage #3. The location is beautiful. The cottage is off the main road but still feels safe even when driving back late at night. We really appreciated the bottles of water and potato chips that welcomed us upon our arrival. The bed was super comfortable and the cottage was simple but well decorated. We highly recommend staying here!

Jacqui User Profile
July 2017
We enjoyed our few days at Bailey's Retreat very much. The four cottages are placed enough distance apart so there is privacy and peacefulness. Beautiful spot with lovely views from higher up. Any problems and Bill and Roseanne will do their best to sort it.

Jessica User Profile
July 2017
This cabin was beautiful! Roseanne and Bill anticipated all our needs, having water and snacks available when we came in and all the amenities we could want. Great location, too. Definitely want to come back again!

熠阳 User Profile
July 2017
Amazing stay!! Spacious house with everything you'll need. The Baileys were super accommodating. Highly recommend if you are traveling through Shenandoah.

Christina User Profile
July 2017
Private but convenient to everything. Especially enjoyed their recommendations on dining, wineries and sight seeing. Cabin thoughtfully stocked with everything you would need. Clean and beautifully decorated. Very tranquil. Look forward to returning in the fall.

Marni User Profile
July 2017
The cabin was clean and cute and cozy! Couldn't have chosen a better place to stay while exploring Charlottesville and the surrounding sights.

This host has 909 reviews for other properties.

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Charlottesville, Virginia, United StatesJoined in April 2013
Roseanne & Bill User ProfileRoseanne & Bill is a superhost.

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. We are thrilled to share our scenic and peaceful playground. Please let us know if you have any questions at all, we're happy to correspond. .

Response rate: 98%
Response time: within an hour
Exact location information is provided after a booking is confirmed.
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