Rustic Bailey's Retreat Cabin Near Wineries!

Charlottesville, Virginia
$232 avg/night
Bed 2

Bed

Bath 1

Bath

Home Apartment

Property Type

Sleep 2

Max Sleeps

Nestled in the foothills of the Blue Ridge Mountains on a historical estate, this charming vacation rental is the perfect spot to unplug and reconnect with nature. This 1-bathroom studio provides easy access to outdoor activities and the best attractions in the Charlottesville area. From stunning sunsets and mountain views, this cabin has it all! When you’re ready to explore, go visit the University of Virginia, enjoy a wine and brewery tour on-site, or enjoy restaurants along the Downtown Mall.

-- THE PROPERTY --

Mountain Views | 17 Mi to Shenandoah National Park | Fire Pit (Wood Provided) | Wine & Brewery Tours On-Site | Seasoned Rental w/ Experienced Owners

Loft: Full Bed

SHARED AMENITIES: Outdoor pool, deck w/ wood-burning fireplace & seating
CABIN HIGHLIGHTS: Covered front porch w/ outdoor seating, wood-burning fire pit & Adirondack chairs, stone fireplace, cozy cabin interior
KITCHEN: Cooking basics, coffee maker, stove/oven, mini-fridge, toaster, spices, dishware & flatware, pour-over coffee maker, coffee, sugar & creamers provided
GENERAL: Complimentary toiletries, linens & towels, central heating & air conditioning, trash bags & paper towels
FAQ: No WiFi, 3 steps required for entry, lofted sleeping area
PARKING: Driveway (2 vehicles)
ADDT’L ACCOMMODATIONS: There are 4 additional properties available on-site, each with separate nightly rates. If you would like to reserve multiple rentals, please inquire for more information prior to booking

-- THE LOCATION --

BEAUTY OF 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 (17 miles)
PAST MEETS PRESENT: Albemarle Charlottesville Historical Society (12 miles), Monticello (16 miles), Plumb House Museum (21 miles), Green Springs National Historic Landmark District (33 miles)
ARTISTIC VIBES: 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)
FINE WINES: 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)
CHARLOTTESVILLE SPOTS: University of Virginia (9 miles), Downtown Mall (12 miles), Monticello (16 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 does not offer internet access
- NOTE: This property requires 3 steps to enter and additional stairs to access the loft sleeping area
- 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

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    Bed Sheets Provided
  • GENERAL

    Unit Size: 488 Sq Ft (45 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Paper Towels Refrigerator Spices Stovetop Toaster
  • PARKING

    Onsite Parking
  • OUTDOORS

    Firepit Porch Or Lanai
  • POOL/SPA

    Shared/communal Pool
  • BATHROOMS

    1 Bathroom Towels Provided
  • LANGS SPOKEN

    English French German Spanish
  • LIVING SPACES

    Fireplace
  • CLIMATE CONTROL

    Air Conditioning Heating
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 03:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 2

Map Map

School District Rates & Availability

Review Review

  • JOHN L.

    Submitted Aug 25, 2025

    Stayed Aug 15, 2025

    Great experience! Will try to go again.

  • Robert B.

    Submitted Aug 18, 2025

    Stayed Aug 8, 2025

    Cute property with a great view. Close to all the things you want to do!

  • Allen

    Submitted Feb 18, 2025

    Stayed Feb 14, 2025

    The cabin was perfect for my wife and me to have disconnected time to catch up on rest, laughs, and books. William came and chatted with us shortly after we arrived to introduce himself and provide some more fire starters. He gave us the history of the cabin, the property, and the area which was fascinating.We stayed three nights with varying weather each day. The cabin was warm and just cozy enough without feeling trapped. We visited Knights Gambit, ate Bodo's Bagels, had a nice dinner at C&O, and chilled out next to the fireplace. Harris Teeter is 15 minutes away for all your grocery needs. It feels like you're really out there but in reality, you are 10-15 minutes from restaurants, grocery, winery, ABC, etc. Keep in mind the bed is a full bed, so if you're used to a California king, get ready for snuggle time.If you are looking for a quiet getaway that is still close enough to anything you'd want or need, this is your spot for sure. William is responsive and attentive to your stay, and is a genuine guy that just wants the best experience possible for you. I am sure the spring/summer is even better with the pool and fires at the pavilion. We will be back for sure!

  • Sally

    Submitted Jan 16, 2025

    Stayed Jan 11, 2025

    Loved the claw foot tub! It was very clean and cozy with a beautiful view.

  • Catherine

    Submitted Oct 31, 2024

    Stayed Dec 31, 1969

    This cabin is perfect for those looking for a unique getaway - we enjoyed everything about our stay there. The cabin is cozy and comfortable, the outdoor fire pit area is just lovely, and the views can't be beat. Very convenient to Charlottesville and surrounding areas, vineyards, etc. We would return in a heartbeat.A couple of notes: we are both short and the cabin felt made for us; if you're over 6ft tall you will probably not be as comfortable as ceilings and doors are low. I was absolutely comfortable using the soaking tub but if you are a shower person, you might miss having that amenity.

  • Nicholas

    Submitted Sep 12, 2024

    Stayed Dec 31, 1969

    Wonderful view, had a blast!

  • Kiersten

    Submitted Jun 18, 2024

    Stayed Dec 31, 1969

    There were definitely positives as well as drawbacks. I wouldn't choose to stay here again unless it was a good deal to save money, which isn't the case. Hotels can be found at a better price. Cleanliness is a huge issue. There was dust and dozens of dead bugs on windowsills, near the bed, and other surfaces. I felt the need to be careful where I touch during my stay lest I accidentally touch something leaving my hand covered in dirt and bugs. The walls had significant damage and were caving. There were worn undergarments left behind by previous guests under the bed. Toilet needed to be cleaned inside the bowl, view of it from the tub was not great. They really just need a good housekeeper. The tub is also a LOT smaller than it looks in pics. My husband is 6'2 and he didn't fit. We ended up showering at a local gym. Some positives were the view and the pool. Loved that, it was amazing. Wildlife was beautiful to see. The stay was alright, a bit stressful at times. It felt more like summer camping than I thought it was going to be.

  • CarL

    Submitted Apr 4, 2024

    Stayed Dec 31, 1969

    This place is peaceful and Rustic. My wife ans I truly loved it. The host was great!

  • Brandon

    Submitted Mar 1, 2024

    Stayed Dec 31, 1969

    Cute rustic cabin that allows for a simplistic and quiet getaway. Nice place to connect with as few distractions as possible from the outside world. The firepit overlooking the mountains at sunset was a bonus!

  • William

    Submitted Dec 26, 2023

    Stayed Dec 31, 1969

    Beautiful and authentic cabin with stunning views.

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Total

Includes taxes and fees
$232+
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