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Search results; Over 1,000 homes in Pittsboro

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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 private bathrooms
17–22 Sept
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4.95 out of 5 average rating, 181 reviews
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Home in Pittsboro
Historic Pittsboro Home-Walking Distance Downtown
2 bedrooms, 2 beds, 1 bathroom
20–25 Sept
New place to stay
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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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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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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
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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, 108 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
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
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Home in Chapel Hill
Tranquil Retreat in Chapel Hill
4 bedrooms, 5 beds, 2.5 bathrooms
20–25 Sept
4.97 out of 5 average rating, 37 reviews
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Cottage in Pittsboro
Restored Cabin on Heritage Farm.
2 bedrooms, 2 beds, 1 bathroom
6–11 Oct
5.0 out of 5 average rating, 141 reviews
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Home in Hillsborough
Family Getaway | Fire Pit + Treehouse on 2.5 acres
3 bedrooms, 4 beds, 2.5 bathrooms
16–21 Sept
4.98 out of 5 average rating, 132 reviews
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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
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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, 117 reviews
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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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Cottage in Pittsboro
Peacock Guest House at Red Pepper Farm
1 bedroom, 1 sofa bed, 1 bathroom
5–10 Oct
5.0 out of 5 average rating, 38 reviews
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Guest favourite
Home in Moncure
Country Home with Hot Tub and 2 Kings
4 bedrooms, 5 beds, 2.5 bathrooms
18–23 Sept
5.0 out of 5 average rating, 27 reviews
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Barn in Sanford
NEW! Fire Sky Farm~Hot Tub~Pond~Events Welcome
2 bedrooms, 2 beds, 2 bathrooms
21–26 Sept
5.0 out of 5 average rating, 57 reviews
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Home in Fuquay-Varina
Cokesbury Cove: 10-Acre Retreat + Lounge
4 bedrooms, 10 beds, 3 bathrooms
26 Sept – 1 Oct
4.98 out of 5 average rating, 86 reviews
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Home in Chapel Hill
The Dragonfly
2 bedrooms, 3 beds, 2.5 bathrooms
18–23 Sept
4.98 out of 5 average rating, 114 reviews