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Search results; Over 1,000 homes in Pittsboro

Top guest favourite
Flat in Pittsboro
The Artist's Garret at Fearrington
2 bedrooms, 1 bed, 1 bathroom
7–12 Sept
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4.98 out of 5 average rating, 297 reviews
Top guest favourite
Home in Pittsboro
Second Home in Pittsboro, NC
2 bedrooms, 4 beds, 2 bathrooms
9–14 Sept
4.99 out of 5 average rating, 384 reviews
Guest favourite
Bungalow in Pittsboro
Whimsy Cottage Close to Everything in Pittsboro
2 bedrooms, 2 beds, 1 bathroom
7–12 Sept
4.95 out of 5 average rating, 287 reviews
Superhost
Bungalow in Pittsboro
Downtown Pittsboro Glamtastic
2 bedrooms, 2 queen beds, 1.5 bathrooms
27 Sept – 2 Oct
4.87 out of 5 average rating, 223 reviews
Guest favourite
Shipping container in Pittsboro
Quirky Fun B&B: Tree House Unit
1 bedroom, 1 double bed, 1 bathroom
8–13 Sept
4.91 out of 5 average rating, 199 reviews
Top guest favourite
Home in Pittsboro
Home in Pittsboro
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.99 out of 5 average rating, 108 reviews
Top guest favourite
Cabin in Pittsboro
Loblolly House. Retreat.Pond&Pine. Cabin15minUNC.
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.99 out of 5 average rating, 114 reviews
Top guest favourite
Cabin in Pittsboro
Amazing A-Frame Cabin, Luxury Oasis on a Pond
2 bedrooms, 3 beds, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 54 reviews
Top guest favourite
Room in Pittsboro
Cozy Cabin nestled in woods, 12 min from UNC
1 queen bed, 1 bathroom
15–20 Oct
5.0 out of 5 average rating, 323 reviews
Guest favourite
Home in Siler City
Woodland Cabin
1 bedroom, 1 bathroom
16–21 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Cabin in Pittsboro
Antique Farmhouse Near Pittsboro and Chapel Hill
3 bedrooms, 4 beds, 1.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 96 reviews
Top guest favourite
Home in Pittsboro
Gem of a House by River near Chapel Hill
3 bedrooms, 4 beds, 2.5 bathrooms
8–13 Sept
4.95 out of 5 average rating, 181 reviews
Cabin in Pittsboro
Writers Cabin @ Rabbit Run Retreat
1 bedroom, 1 queen bed, 1.5 bathrooms
28 Sept – 3 Oct
New place to stay
Guest favourite
Home in Moncure
Country Home with Hot Tub and 2 Kings
4 bedrooms, 5 beds, 2.5 bathrooms
9–14 Sept
5.0 out of 5 average rating, 27 reviews
Superhost
Place to stay in Pittsboro
Historic Charm + Modern Comfort in alluring locale
6 bedrooms, 9 beds, 6.5 bathrooms
7–12 Sept
Guest favourite
Room in Pittsboro
Craft brew for u, homemade food too- free,from me!
2 beds, 1.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Townhouse in Chapel Hill
Anna Belle's Retreat - Belle (Side B)
2 bedrooms, 3 beds, 2 bathrooms
12–17 Oct
5.0 out of 5 average rating, 145 reviews
Top guest favourite
Barn in Sanford
NEW! Fire Sky Farm~Hot Tub~Pond~Events Welcome
2 bedrooms, 2 beds, 2 bathrooms
9–14 Sept
5.0 out of 5 average rating, 55 reviews
Top guest favourite
Cottage in Pittsboro
Restored Cabin on Heritage Farm.
2 bedrooms, 2 beds, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 141 reviews