Entire home
Quiet Charlottesville Hideaway in Baileys Retreat!
Photo gallery for Quiet Charlottesville Hideaway in Baileys Retreat!





Reviews
9.4 out of 10
Exceptional
2 bedrooms1 bathroomSleeps 472.7 sq m
Popular amenities
Rooms & beds
2 bedrooms (sleeps 4)
Bedroom 1
1 Queen Bed
Bedroom 2
1 Double Bed
1 bathroom
Full Bathroom
Spaces
Kitchen
Separate dining area
About this property
Quiet Charlottesville Hideaway in Baileys Retreat!
Treat yourself to the best views in Virginia at this 2-bed, 1-bath Charlottesville vacation rental. This family-friendly cottage is located on Bailey’s Retreat, a 50-acre historic estate in the foothills of the Blue Ridge Mountains — and still offers access to Charlottesville. Go on a brewery and wine tour on-site, hike through Shenandoah National Park, visit the University of Virginia, or simply enjoy the stunning sunsets and starry nights from the comfort of the 200-year-old pavilion.
-- THE PROPERTY --
Serene Setting | Private Deck | Gas Fireplace | Wine & Brewery Tours On-Site | Seasoned Rental w/ Experienced Owners
Bedroom 1: Queen Bed | Bedroom 2: Full Bed
SHARED OUTDOOR LIVING: Outdoor fireplace w/ Adirondack chairs, dining space, mountain viewing area
INDOOR LIVING: TVs, dining table, 782 sq ft
KITCHEN: Dishwasher, fridge, oven, 4-burner stovetop, microwave, drip coffee maker (coffee, sugar, & creamer provided), toaster, cooking basics, Fiesta dinnerware, dishware & flatware, dish soap, dishwasher pods
GENERAL: Free WiFi, central heating & A/C, ceiling fans, linens/towels, complimentary toiletries, trash bags/paper towels
FAQ: 2 steps required to access
PARKING: Driveway (2 vehicles)
ADDT’L ACCOMMODATIONS: Additional properties are available on-site with separate nightly rates. If you would like to reserve multiple rentals, please inquire for more information prior to booking
-- THE LOCATION --
THE GREAT OUTDOORS: Beaver Creek Reservoir Park (5 miles), Triangle Trails (11 miles), Ragged Mountain Nature Area (11 miles), Rivanna Trail Sunset Drive Trailhead (14 miles), Shenandoah National Park (29 miles)
LOCAL TO-DO'S: University of Virginia (9 miles), Downtown Mall (12 miles), Monticello (16 miles)
HISTORY BUFFS: Albemarle Charlottesville Historical Society (12 miles), Monticello (16 miles), Plumb House Museum (21 miles), Green Springs National Historic Landmark District (33 miles)
LOCAL ARTS: The Barn Swallow Artisan Gallery (4 miles), Neighborhood Art Gallery (11 miles), Second Street Gallery (12 miles), Welcome Gallery (12 miles), C'Ville Arts (12 miles)
WINE-TASTING: Pro Re Nata (8 miles), Stinson Vineyards (8 miles), Knight's Gambit Vineyard (9 miles), King Family Vineyards (10 miles), White Hall Vineyards (11 miles)
RAISE A PINT: Starr Hill Brewery (7 miles), Three Notch'd Craft Kitchen & Brewery - Charlottesville (14 miles)
AIRPORT: Charlottesville–Albemarle Airport (13 miles)
-- REST EASY WITH US --
Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.
-- POLICIES --
- No smoking
- No unregistered guests
- No pets allowed
- No events, parties, or gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: There are other bookable vacation rentals on-site; other travelers may be present during your stay
- NOTE: This property requires 2 steps to access
- NOTE: The shared outdoor fireplace & seating area is open from 8:00 AM to 8:00 PM
- NOTE: Brewery and wine tours are offered on-site for an additional fee. Please reach out to the Guest Contact prior to arrival if you are interested
- NOTE: This property is a seasoned rental property and is only new to the Evolve network of vacation rentals
-- THE PROPERTY --
Serene Setting | Private Deck | Gas Fireplace | Wine & Brewery Tours On-Site | Seasoned Rental w/ Experienced Owners
Bedroom 1: Queen Bed | Bedroom 2: Full Bed
SHARED OUTDOOR LIVING: Outdoor fireplace w/ Adirondack chairs, dining space, mountain viewing area
INDOOR LIVING: TVs, dining table, 782 sq ft
KITCHEN: Dishwasher, fridge, oven, 4-burner stovetop, microwave, drip coffee maker (coffee, sugar, & creamer provided), toaster, cooking basics, Fiesta dinnerware, dishware & flatware, dish soap, dishwasher pods
GENERAL: Free WiFi, central heating & A/C, ceiling fans, linens/towels, complimentary toiletries, trash bags/paper towels
FAQ: 2 steps required to access
PARKING: Driveway (2 vehicles)
ADDT’L ACCOMMODATIONS: Additional properties are available on-site with separate nightly rates. If you would like to reserve multiple rentals, please inquire for more information prior to booking
-- THE LOCATION --
THE GREAT OUTDOORS: Beaver Creek Reservoir Park (5 miles), Triangle Trails (11 miles), Ragged Mountain Nature Area (11 miles), Rivanna Trail Sunset Drive Trailhead (14 miles), Shenandoah National Park (29 miles)
LOCAL TO-DO'S: University of Virginia (9 miles), Downtown Mall (12 miles), Monticello (16 miles)
HISTORY BUFFS: Albemarle Charlottesville Historical Society (12 miles), Monticello (16 miles), Plumb House Museum (21 miles), Green Springs National Historic Landmark District (33 miles)
LOCAL ARTS: The Barn Swallow Artisan Gallery (4 miles), Neighborhood Art Gallery (11 miles), Second Street Gallery (12 miles), Welcome Gallery (12 miles), C'Ville Arts (12 miles)
WINE-TASTING: Pro Re Nata (8 miles), Stinson Vineyards (8 miles), Knight's Gambit Vineyard (9 miles), King Family Vineyards (10 miles), White Hall Vineyards (11 miles)
RAISE A PINT: Starr Hill Brewery (7 miles), Three Notch'd Craft Kitchen & Brewery - Charlottesville (14 miles)
AIRPORT: Charlottesville–Albemarle Airport (13 miles)
-- REST EASY WITH US --
Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.
-- POLICIES --
- No smoking
- No unregistered guests
- No pets allowed
- No events, parties, or gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: There are other bookable vacation rentals on-site; other travelers may be present during your stay
- NOTE: This property requires 2 steps to access
- NOTE: The shared outdoor fireplace & seating area is open from 8:00 AM to 8:00 PM
- NOTE: Brewery and wine tours are offered on-site for an additional fee. Please reach out to the Guest Contact prior to arrival if you are interested
- NOTE: This property is a seasoned rental property and is only new to the Evolve network of vacation rentals
Add dates for prices
Amenities
Kitchen
Air conditioning
Parking available
Fireplace
Have a question?
Get instant answers with AI powered search of property information and reviews.
Similar properties

Charming cottage retreat by Shenandoah National Park and Madison Run Trailhead
Charming cottage retreat by Shenandoah National Park and Madison Run Trailhead
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
10.0 out of 10, Exceptional, (73 reviews)
House Rules
Check in after 3:00 PM
Minimum age to rent: 18
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
About the area
Charlottesville
Charlottesville is home to this cottage. Rotunda and The Jefferson Theater are local landmarks, and travellers looking to shop may want to visit Downtown Mall and Corner District. Luther P. Jackson Cultural Center and Charlottesville Ice Park are also worth visiting.

Charlottesville, VA
What's nearby
- Starr Hill Brewery - 12 min drive - 10.3 km
- Birdwood Golf Course - 12 min drive - 12.7 km
- University of Virginia - 13 min drive - 15.1 km
- John Paul Jones Arena - 15 min drive - 15.2 km
- Scott Stadium - 17 min drive - 17.5 km
Getting around
Restaurants
- Fiesta Azteca Tap House And Mexican Kitchen - 10 min drive
- The Market at Bellair - 13 min drive
- The Mill Room - 12 min drive
- Oakencroft - 16 min drive
- Starr Hill Brewery - 12 min drive
Frequently asked questions
Reviews
9.4
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window9.0/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
From a partner site
27 Dec 2023
Verified
10/10 Excellent
Gregory M.
10 Nov 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Unique Country Setting Close to Charlottesville
Gregory M.
Stayed 2 nights in Oct 2023
Verified
8/10 Good
Sara A.
24 Mar 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Ladybugs/Stinkbugs
Sara A.
Stayed 2 nights in Mar 2024
About the host
Hosted by Evolve
Languages:
English, French, German, Spanish
Tell us how we can improve our siteShare feedback




























