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Rustic Bailey's Retreat Cabin Near Wineries!

Charlottesville apartment with kitchen

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Photo gallery for Rustic Bailey's Retreat Cabin Near Wineries!

A wooden deck with two metal tables and chairs, overlooking a grassy landscape with trees and mountains.
A cozy living room with a high ceiling, wooden walls, a stone fireplace, and a large window.
A rectangular swimming pool with a brick deck, a covered patio area, and a house in the background.
A spacious loft-style room with a wooden interior, a loft bed, a dining area, and a kitchen in the background.
A rustic log cabin with a stone foundation, a wooden porch, and a bench.

Reviews

9.8 out of 10
Exceptional

Entire apartment

1 bathroomSleeps 2488 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Air conditioning
  • Parking available
  • Fireplace

Explore the area

View in a map
Charlottesville, VA
  • Place, Birdwood Golf Course
    ‪13 min drive‬
  • Place, University of Virginia
    ‪15 min drive‬
  • Place, John Paul Jones Arena
    ‪19 min drive‬
  • Airport, Charlottesville, VA (CHO-Charlottesville-Albemarle)
    ‪27 min drive‬

Room options

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About the neighborhood

Charlottesville

In Charlottesville .Within 9 miles (15 km) of this apartment, you'll find University of Virginia and Starr Hill Brewery. Also within 9 miles (15 km) are Birdwood Golf Course and Stinson Vineyards.
View more Apartments in CharlottesvilleOpens in a new window

What's nearby

  • Birdwood Golf Course - 13 min drive - 9.0 miles
  • University of Virginia - 15 min drive - 9.6 miles
  • Starr Hill Brewery - 15 min drive - 8.1 miles
  • John Paul Jones Arena - 19 min drive - 10.7 miles
  • Scott Stadium - 21 min drive - 12.3 miles

Getting around

  • Charlottesville Station - 22 min drive
  • Charlottesville-Albemarle Airport (CHO) - 26 min drive

Restaurants

  • ‪Fiesta Azteca Tap House And Mexican Kitchen - ‬10 min drive
  • ‪The Market at Bellair - ‬13 min drive
  • ‪King Family Vineyards - ‬16 min drive
  • ‪Starr Hill Brewery - ‬12 min drive
  • ‪The Yellow Mug - ‬17 min drive

About this property

Rustic Bailey's Retreat Cabin Near Wineries!

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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Property amenities

Pool/Spa

  • Communal pool

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Bedrooms

  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Towels provided

Living spaces

  • Fireplace

Outdoor areas

  • Firepit
  • Porch/lanai

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Unit size: 488 square feet

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in available
Minimum check-in age: 18

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events 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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit in each accommodation.

Property is also known as

502563

Frequently asked questions

How close is Rustic Bailey's Retreat Cabin Near Wineries! to the airport?

This apartment is 14.3 mi (26-min drive) away from the Charlottesville-Albemarle Airport (CHO) airport, the closest popular airport to the property.

Does Rustic Bailey's Retreat Cabin Near Wineries! have an airport shuttle?

Airport shuttle services are not available at this apartment.

How close is Rustic Bailey's Retreat Cabin Near Wineries! to the beach?

This apartment is 16.5 mi (31-min drive) from Chris Greene Lake Beach.

Does Rustic Bailey's Retreat Cabin Near Wineries! offer free breakfast?

This apartment does not offer free breakfast.

Is there a casino at Rustic Bailey's Retreat Cabin Near Wineries!?

No, there is no casino at this apartment.

What time is check-in at Rustic Bailey's Retreat Cabin Near Wineries!?

Check-in begins at 3:00 PM.

Is there free parking at Rustic Bailey's Retreat Cabin Near Wineries!?

Free parking is not available at this apartment.

Does Rustic Bailey's Retreat Cabin Near Wineries! have a pool?

Yes, there's a pool.

Does Rustic Bailey's Retreat Cabin Near Wineries! have a spa?

There are no spa services available at this apartment.

How close is Rustic Bailey's Retreat Cabin Near Wineries! to downtown Charlottesville?

This apartment is 8.7 mi away from Charlottesville.

Rustic Bailey's Retreat Cabin Near Wineries! Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 10 out of 11 reviews
Rating 8 - Good. 0 out of 11 reviews
Rating 6 - Okay. 1 out of 11 reviews
Rating 4 - Poor. 0 out of 11 reviews
Rating 2 - Terrible. 0 out of 11 reviews

10/10

Cleanliness

Reviews

Verified

10/10 Excellent

Robert B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Cute property with a great view. Close to all the things you want to do!
Stayed 2 nights in Aug 2025
From a partner site

10/10 Excellent

Nicholas

Wonderful Stay

Wonderful view, had a blast!
Verified

10/10 Excellent

JOHN L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great experience! Will try to go again.
Stayed 2 nights in Aug 2025
From a partner site

10/10 Excellent

Sally

Loved it!

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

10/10 Excellent

CarL

Rustic cabin

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

10/10 Excellent

William

Incredible!

Beautiful and authentic cabin with stunning views.
From a partner site

10/10 Excellent

Brandon

2 night stay

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!
From a partner site

10/10 Excellent

Catherine

Wonderful & Unique Stay

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.
From a partner site

10/10 Excellent

Allen

Quiet, Scenic, and Disconnected Heaven

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!
From a partner site

6/10 Okay

Kiersten

Not the best for the price

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.
Verified

10/10 Excellent

Virginia W.

Stayed 2 nights in Nov 2025