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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

Stay near Pittsboro's top sights

Photo of S & T's Soda Shoppe
S & T's Soda Shoppe9 locals recommend
Photo of Virlie's Grill
Virlie's Grill9 locals recommend
Photo of Al's Diner
Al's Diner4 locals recommend
Photo of Elizabeth's Pizza & Italian Restaurant
Elizabeth's Pizza & Italian Restaurant4 locals recommend
Photo of Pittsboro Roadhouse
Pittsboro Roadhouse5 locals recommend
Photo of Carolina Brewery & Grill
Carolina Brewery & Grill6 locals recommend

Other great vacation rentals in Pittsboro

Home in Pittsboro
Cozy Pittsboro Home, Walk to Downtown
$70 per night
Cottage in Pittsboro
NEW! Warm + Peaceful Home w/ Fire Pit on Haw River
$150 per night
Shipping container in Pittsboro
Quirky Fun B&B: Tree House Unit
$87 per night
Place to stay in Pittsboro
"Forest Garden" A One Bedroom Retreat
$139 per night
Rental unit in Carrboro
Amazing studio - walk to downtown Carrboro!
$75 per night
Rental unit in Pittsboro
Cozy 2 bedroom basement apartment
$123 per night
Guest suite in Chapel Hill
Art, Beauty, Nature: A Woodland Retreat
$60 per night
Guest suite in Chapel Hill
Modern 1 Bedroom Suite - Close to UNC/Downtown
$80 per night
Home in Chapel Hill
Grandma’s House
$78 per night
Home in Carrboro
Charming cottage just steps from downtown Carrboro
$76 per night
Bungalow in Pittsboro
Modern Cottage in the Pines, 15min to Chapel Hill
$140 per night
Home in Carrboro
Funky One Bedroom in the Heart of Carrboro
$76 per night