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Search results; Over 1,000 homes in Pittsboro

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Top guest favourite
Farm stay in Pittsboro
Secluded Treehouse - 27 acres on Terrells Creek
2 bedrooms, 3 beds, 1 private bathroom
17–22 Oct
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4.97 out of 5 average rating, 120 reviews
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Home in Pittsboro
Historic Pittsboro Home-Walking Distance Downtown
2 bedrooms, 2 beds, 1 bathroom
27 Sept – 2 Oct
New place to stay
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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
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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
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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, 224 reviews
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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, 109 reviews
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Top guest favourite
Home in Pittsboro
Juniper Cottage in the Grove
3 bedrooms, 3 beds, 2 bathrooms
12–17 Oct
5.0 out of 5 average rating, 55 reviews
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Top guest favourite
Cottage in Pittsboro
Restored Cabin on Heritage Farm.
2 bedrooms, 2 beds, 1 bathroom
6–11 Oct
5.0 out of 5 average rating, 142 reviews
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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
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Top guest favourite
Home in Pittsboro
Gem of a House by River near Chapel Hill
3 bedrooms, 4 beds, 2.5 bathrooms
25–30 Sept
4.95 out of 5 average rating, 181 reviews
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Top guest favourite
Home in Pittsboro
Sunny, private, clean, accessible!
2 bedrooms, 1 queen bed, 1 bathroom
8–13 Oct
5.0 out of 5 average rating, 40 reviews
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Top guest favourite
Home in Pittsboro
Southern Front Porch, Newly Renovated, Comfortable
3 bedrooms, 5 beds, 2.5 bathrooms
11–16 Oct
5.0 out of 5 average rating, 47 reviews
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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, 325 reviews
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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, 97 reviews
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Superhost
Place to stay in Pittsboro
Historic Charm + Modern Comfort in alluring locale
6 bedrooms, 9 beds, 6.5 bathrooms
27 Sept – 2 Oct
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Top guest favourite
Cabin in Pittsboro
Loblolly House. Retreat.Pond&Pine. Cabin15minUNC.
2 bedrooms, 3 beds, 1 bathroom
4–9 Oct
4.99 out of 5 average rating, 118 reviews
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Top guest favourite
Farm stay in Pittsboro
Guest House @ Mission Farm, quiet, farm setting
4 bedrooms, 5 beds, 3 bathrooms
16–21 Nov
4.98 out of 5 average rating, 217 reviews
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Guest favourite
Home in Chapel Hill
Peaceful Escape 10 Min to UNC
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.92 out of 5 average rating, 77 reviews
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Cabin in Pittsboro
A Frame Master Cabin @ Rabbit Run Retreat
2 bedrooms, 4 beds, 2 bathrooms
17–22 Oct