Quiet Charlottesville Hideaway in Baileys Retreat!

Property ID: 502564CharlottesvilleVAUS
Sleeps 42 BR1 BA
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Most trips qualify for free 48 hour cancellation. Add dates for more information.


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.


  • Central Heating
  • Kitchen
  • Free Parking
  • Wireless Internet (WIFI)
  • Essentials
  • Central Air Conditioning
  • Self Check-In


Location Details

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)


2 reviews
  • Relaxing Stay


    Relaxing weekend getaway. Clean cottage, beautiful views, loved the outside fireplace. Owner was super nice. We will be back!

    Published December 26, 2023
  • Unique Country Setting Close to Charlottesville


    Sipped coffee on deck listening to birds while enjoying fall foliage. Cottage 1 was comfortable and convenient to restaurants, shopping and entertainment. Perfect spot for a few days of relaxation and downtime. We were fortunate to have met the owner of Bailey’s Retreat who was friendly and accommodating and shared the history of his property.

    *This review was originally posted on Vrbo

    Published November 28, 2023
  • 1

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2 reviews

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Select Guests
  • This property has a maximum occupancy of 4 guests, not including infants.
  • Pets are not allowed at this property.
Ages 2-12