A PLACE TO GET AWAY

Relax in Serenity

Perched on 50 rustic acres in Ivy,  Baileys Retreat is only moments to Charlottesville and offers cottages, cabins and homes with scenic serenity and stunning views. The Baileys started sharing their estate 15 years ago and have served thousands of guests and tenants from all over the world and are award-winning hostsThe rustic cabin is one of the most popular short-term rentals in Virginia and is an amazing property with historical significance. The cottages are available for mid-term and long-term rentals. They are wonderfully appointed and can be rented furnished or unfurnished, making them perfect for extended stays in the area. The retreat is moments to UVA, Monticello, the Shenandoah National Park and the central Virginia business and healthcare communities. So whether it’s a weekend stay, an employment project, temporary housing ormove to the country, Baileys Retreat serves your housing needs. 

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Wine Tours

Baileys Retreat Tour Company has been providing tours and transportation services to residents and visitors to the area since 2008. We will custom design a tour or outing for you and your group! We come to your location whether it be your home, office, Airbnb or hotel. Then we will return you safe and sound and happy! 

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Visit Charlottesville

Charlottesville, home to Thomas Jefferson’s Monticello and the University of Virginia, boasts a vibrant Downtown Mall, bountiful restaurants, and a wonderful place for a stroll. Visit Monticello, relax at wineries and breweries, or walk Downtown for boutique shops, gourmet food and cafes. For dining, drinks, and events, Charlottesville has to plenty to offer.

Hike the Blue Ridge

Explore the beauty of the Appalachian Mountains with hikes north and south on the Appalachian Trail, hikes to vistas, or longer strolls through mountains and streams. If you’re looking for beauty without the exercise, drive the Blue Ridge Parkway or Skyline Drive for an easy ride with endless overlooks.

Hikes Near Charlottesville

Cabins and Cottages

Baileys retreat offer a picturesque cabin for short getaway and 4 homey cottages for extended stays. The cabin was built originally in the 1800’s and is the original family homeplace, meticulously restored and renovated for contemporary needs . 

 The cottages are nestled  into the side of Bailey Mountain and are available  furnished or unfurnished,  with a cozy design  with access to viewing areas and an outdoor seating abound. For those seeking furnished housing the cottages are appointed  with incredible furnishings  for a relaxing  extended stay. All of the cottages are available with multiple pricing packages to suit all lease durations and furnishing preferences. 

Baileys Retreat Cabin

Charlottesville, United States

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Cottage #2

Charlottesville, United States

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Cottage #3

Charlottesville, United States

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