Vacation rentals in Chatham County

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Top-rated vacation rentals in Chatham County

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Loft in Pittsboro

Pittsboro Studio ~ 20 Mi to Chapel Hill!

Pack your bags and head to this quaint 1-bath studio nestled in Pittsboro. Featuring a well-appointed living space, Smart TV, and a location within proximity to outdoor recreation, wineries, and the charming college town of Chapel Hill, this welcoming studio will serve as the ideal home base. Spend days practicing your swing at The Golf Club at Chapel Ridge, wine tasting at Chatham Hill Winery, or making the short trip to explore the area around The University of North Carolina at Chapel Hill.

$96 per night

Cottage in Pittsboro

NEW! Warm + Peaceful Home w/ Fire Pit on Haw River

Let the soothing sounds of the water wash your worries downstream as you step into this countryside Pittsboro vacation rental! The 2-bedroom, 1.5-bathroom home, known as ‘Old Mill Cottage,’ blends rustic charm and modern amenities for an escape that truly puts your soul at ease. With an enclosed porch, 2 Smart TVs, and a serene riverfront location, this gem lets you enjoy quality time with loved ones on your terms. For arts, culture, and regional libations, take a short drive to Chapel Hill!

$150 per night

Home in Pittsboro

Second Home in Pittsboro, NC

This newly remodeled home is on 4 wooded acres in Pittsboro. It is one mile from Chatham Park, and close to the downtown shops and restaurants. It is convenient to drive to Jordan Lake, Fearrington Village, Chaple Hill, Apex, and Cary. Chatham County is one of the fastest growing in the state, but Pittsboro retains it's historic and eclectic roots. We are pet-friendly, with a fenced in backyard.

$130 per night

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