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Search results; Over 1,000 homes in Pittsboro

Home in Pittsboro
Historic Pittsboro Home-Walking Distance Downtown
2 bedrooms, 2 beds, 1 bathroom
20–25 Sept
New place to stay
Guest favourite
Bungalow in Pittsboro
Whimsy Cottage Close to Everything in Pittsboro
2 bedrooms, 2 beds, 1 bathroom
4–9 Oct
4.95 out of 5 average rating, 288 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
Superhost
Place to stay in Pittsboro
Historic Charm + Modern Comfort in alluring locale
6 bedrooms, 9 beds, 6.5 bathrooms
27 Sept – 2 Oct
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
Top guest favourite
Home in Pittsboro
Second Home in Pittsboro, NC
2 bedrooms, 4 beds, 2 bathrooms
16–21 Nov
4.99 out of 5 average rating, 385 reviews
Guest favourite
Shipping container in Pittsboro
Quirky Fun B&B: Tree House Unit
1 bedroom, 1 double bed, 1 bathroom
27 Sept – 2 Oct
4.92 out of 5 average rating, 200 reviews
Top guest favourite
Home in Pittsboro
Home in Pittsboro
3 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
4.99 out of 5 average rating, 108 reviews
Guest favourite
Rooms in Pittsboro
Farmhouse Suite with Private Entrance and Bath
2 bedrooms, 2 beds, 1 bathroom
20–25 Sept
4.86 out of 5 average rating, 213 reviews
Top guest favourite
Home in Siler City
Sunrise Cottage
4 bedrooms, 4 beds, 1 bathroom
16–21 Sept
5.0 out of 5 average rating, 6 reviews
Guest favourite
Room in Pittsboro
Cozy B&B, short walk to downtown! The Emperor.
1 queen bed, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 8 reviews
Guest favourite
Room in Pittsboro
Barn Loft Glamping
WC
15–20 Sept
4.84 out of 5 average rating, 31 reviews
Top guest favourite
Home in Pittsboro
Gem of a House by River near Chapel Hill
3 bedrooms, 4 beds, 2.5 bathrooms
16–21 Sept
4.95 out of 5 average rating, 181 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, 146 reviews
Superhost
Room in Pittsboro
Historic B&B, minutes from downtown. Morning sun!
1 queen bed, 1 bathroom
20–25 Sept
Cabin in Pittsboro
A Frame Master Cabin @ Rabbit Run Retreat
2 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
Top guest favourite
Farm stay in Pittsboro
Guest House @ Mission Farm, quiet, farm setting
4 bedrooms, 5 beds, 3 bathrooms
15–20 Sept
4.98 out of 5 average rating, 217 reviews
Top guest favourite
Flat in Pittsboro
The Artist's Garret at Fearrington
2 bedrooms, 1 bed, 1 bathroom
15–20 Sept
4.98 out of 5 average rating, 297 reviews