Vacation rentals in Pittsboro

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Top-rated vacation rentals in Pittsboro

Guests agree: these stays are highly rated for location, cleanliness, and more.

Private room in Pittsboro

Cozy Cabin nestled in woods, 12 minutes from UNC

Cozy cabin in the woods just 12 minutes from Chapel Hill/Carrboro & 15 minutes from Pittsboro. Lovely private bedroom/bath suite, off hallway with door that can be closed for extra privacy. Perfect for couples or single travelers. Rocking chair front porch, screened back porch. Lovely gardens & yard. Share living room & kitchen w/host. Peaceful location surrounded by woods, in convenient neighborhood location. Close to UNC campus & hospital, nightlife, shopping, cultural, sporting events.

$52 per night

Loft in Pittsboro

Cozy Pittsboro Studio ~ 17 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

Bungalow in Pittsboro

Downtown Pittsboro with Porch Swing & Selfie Wall

Pittsboro's only selfie wall! Enjoy this unique bungalow furnished in Hollywood Regency glam style with easily walkable access to all downtown amenities. Relax on the spacious front porch or enjoy the back yard fire pit. Walk to downtown merchants and spend the day antique shopping or enjoy food and beverages from a variety of local eateries. New kids park with splash pad is just around the corner at Chatham Park!

$96 per night