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Rustic Bailey's Retreat Cabin Near Wineries!

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Charlottesville Vacation Rental | Studio | 1BA | Stairs Required | 488 Sq Ft
Shared Pool | Mountain Views
Living Room | Fireplace | Central Heat
Living area
Living area

Reviews

9.8 out of 10
Exceptional
1 bathroomSleeps 245.3 sq m

Popular amenities

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

Explore the area

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

Rooms & beds

0 bedrooms (sleeps 2)

Studio (Loft)

1 Double Bed

1 bathroom

Full Bathroom

Spaces

Porch or lanai
Kitchen

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

Add dates for prices

Amenities

Pool
Kitchen
Air conditioning
Parking available
Fireplace

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House Rules

Check in after 3:00 PM
Minimum age to rent: 18
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Charlottesville

Charlottesville is home to this apartment. Starr Hill Brewery and Birdwood Golf Course are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Luther P. Jackson Cultural Center and Charlottesville Ice Park. Virginia Discovery Museum and AMF Kegler's Lanes are also worth visiting.
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Map
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

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

Restaurants

  • ‪Fiesta Azteca Tap House And Mexican Kitchen - ‬10 min drive
  • ‪The Market at Bellair - ‬13 min drive
  • ‪The Mill Room - ‬13 min drive
  • ‪Oakencroft - ‬17 min drive
  • ‪King Family Vineyards - ‬16 min drive

Frequently asked questions

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

Yes, this property has a pool.

How much does it cost to stay at Rustic Bailey's Retreat Cabin Near Wineries!?

As of 28 March 2026, prices found for a 1-night stay for 2 adults at Rustic Bailey's Retreat Cabin Near Wineries! on 19 April 2026 start from NZ$277, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Rustic Bailey's Retreat Cabin Near Wineries! pet-friendly?

No, pets are not allowed at this property.

How much is parking at Rustic Bailey's Retreat Cabin Near Wineries!?

On-site parking is available at the property.

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

Check-in begins at 3:00 PM.

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

Checkout is at 11:00 AM.

Where is Rustic Bailey's Retreat Cabin Near Wineries! located?

Situated in Charlottesville, this apartment building is within 9 miles (15 km) of Starr Hill Brewery, University of Virginia and Birdwood Golf Course. Stinson Vineyards and Grace Estate Winery are also within 9 miles (15 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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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

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

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
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

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

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

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

Nicholas

Wonderful Stay

Wonderful view, had a blast!
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.
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

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

William

Incredible!

Beautiful and authentic cabin with stunning views.
Verified

10/10 Excellent

Virginia W.

Stayed 2 nights in Nov 2025

About the host

Hosted by Evolve

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