Pittsboroholiday rentals

From simple studios to luxe lofts, find holiday rentals that are right for you on Airbnb.

Holiday rentals in Pittsboro

$107 SGD Tiny House in Artsy Bynum, NC
22 reviews

Experience a custom Tiny Home in Bynum (15 min to Carrboro, 7 min to Pittsboro). Sleeps 3 comfortably. 2 min walk to Haw River nature trail. Cork floors, custom cabinets. Kitche... read more
$142 SGD Cozy Log Cabin w/ Music Stage
32 reviews

Secluded / Private / Primitive & Rustic Cozy Log Cabin in the woods, with Stage and Studio for Live Music & Tiki Bar too 8 miles south of Chapel Hill, NC Sleeps 6 or 7, with lo... read more
$114 SGD Garden Cottage
75 reviews

This cosy cottage is located in a bucolic setting surrounded by gardens. Within an easy commute to several urban areas offering cultural attractions and quaint small towns offer... read more
$178 SGD The Artist's Garret at Fearrington
34 reviews

The Artist's Garret is a 600 sq ft short-term furnished rental apartment in Fearrington Village, just 8 miles south of Chapel Hill. Nature-inspired artist, Forrest C. Greenslade... read more
$182 SGD Peaceful Pittsboro Retreat
31 reviews

Updated mid-century ranch home in a great established neighborhood in unique Pittsboro. The house has all creature comforts in addition to a great yard to enjoy. A truly relaxin... read more
$122 SGD Unusual B&B: Treehouse Unit
19 reviews

This unit is a very unusual B&B space in a building previously designed to house a traveling art exhibit. This space efficient room has a full size bed, private bath and tall c... read more

Favourite Pittsboro holiday rentals

$135 SGD Unusual B&B: Woodshed Unit
30 reviews

This unit is in a refurbished building previously built to house a traveling art exhibit. It's now a unique space with a queen size bed and private bath on the property of a bus... read more
$349 SGD Two story cottage on 62 acre Het Landhuis estate
10 reviews

The Pool Cobeana is beautifully situated overlooking a large pond with islands connected by a wrought iron bridge. The house has very unique features, from re-purposed chicken h... read more
$93 SGD Victorian Rose
6 reviews

Room Ashley with private bath tastefully decorated in black and pink read more
$93 SGD Victorian Rose
7 reviews

Beautiful Victorian Home with wrap around porch. Rocking chairs and swing sitting on 6.75 acres 10minutes to downtown Chapel Hill NC.Each room has a queen size bed , private bat... read more
$349 SGD Century old log cabin on estate
6 reviews

The Log Cabin is a century old cabin located on the 62 acre Het Landhuis estate. The cabin was completely renovated, no expense was spared. Please download the Het Landhuis ap... read more
$178 SGD Scenic and Serene Farm House close UNC Chapel Hill
3 reviews

15 minutes to down town Chapel Hill/Franklin Street or historic & quaint downtown Pittsboro. Relax in a beautiful farm house on 30 acres near the Haw River with rolling pastur... read more

More holiday rentals in Pittsboro

$121 SGD 1910 Bynum Cotton Mill House
3 reviews

All the neighbors say "this is the cutest house in the entire neighborhood." Come enjoy a quiet country atmosphere with the conveniences of Pittsboro, Chapel Hill, and Raleigh o... read more
$93 SGD Victorian Rose
1 review

Victorian Home 10 minutes to downtown Chapel Hill. Enjoy the wrap around porch with swing, rocking chairs and wicker sitting area. Each room has a Queen size bed and private (UR... read more
$93 SGD Cozy Secluded Accessible West Wing
102 reviews

The West Wing is guest quarters to a residence on 15 acres 5 miles south of Chapel Hill. It's an easy 10 minutes (5 miles) to downtown Chapel Hill, UNC, UNC Hospitals and Carrb... read more

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