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Search results; Over 1,000 homes in Pittsboro

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Top guest favourite
Home in Pittsboro
Garden Cottage
1 bedroom, 1 bed, 1 bathroom
9–14 Nov
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4.98 out of 5 average rating, 270 reviews
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Home in Pittsboro
Historic Pittsboro Home-Walking Distance Downtown
2 bedrooms, 2 beds
11–16 Oct
New place to stay
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Top guest favourite
Home in Pittsboro
Second Home in Pittsboro, NC
2 bedrooms, 4 beds
1–6 Oct
4.99 out of 5 average rating, 386 reviews
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Guest favourite
Bungalow in Pittsboro
Whimsy Cottage Close to Everything in Pittsboro
2 bedrooms, 2 beds
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
16–21 Oct
4.87 out of 5 average rating, 224 reviews
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Guest favourite
Shipping container in Pittsboro
Quirky Fun B&B: Tree House Unit
1 bedroom, 1 double bed
11–16 Oct
4.92 out of 5 average rating, 200 reviews
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Top guest favourite
Home in Pittsboro
Home in Pittsboro
3 bedrooms, 4 beds
18–23 Oct
4.99 out of 5 average rating, 109 reviews
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Top guest favourite
Home in Pittsboro
Gem of a House by River near Chapel Hill
3 bedrooms, 4 beds
4–9 Oct
4.95 out of 5 average rating, 181 reviews
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Top guest favourite
Home in Pittsboro
Juniper Cottage in the Grove
3 bedrooms, 3 beds
12–17 Oct
5.0 out of 5 average rating, 56 reviews
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Top guest favourite
Cottage in Pittsboro
Restored Cabin on Heritage Farm.
2 bedrooms, 2 beds
6–11 Oct
5.0 out of 5 average rating, 142 reviews
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Guest favourite
Rooms in Pittsboro
Farmhouse Suite with Private Entrance and Bath
2 bedrooms, 2 beds
4–9 Oct
4.86 out of 5 average rating, 214 reviews
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Top guest favourite
Home in Pittsboro
Sunny, private, clean, accessible!
2 bedrooms, 1 queen bed
8–13 Oct
5.0 out of 5 average rating, 40 reviews
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Cabin in Pittsboro
A Frame Master Cabin @ Rabbit Run Retreat
2 bedrooms, 4 beds
17–22 Oct
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Guest favourite
Home in Pittsboro
Historic & Charming Pittsboro Home w/ Fireplaces
3 bedrooms, 3 queen beds
17–22 Oct
4.91 out of 5 average rating, 34 reviews
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Top guest favourite
Cabin in Pittsboro
Antique Farmhouse Near Pittsboro and Chapel Hill
3 bedrooms, 4 beds
4–9 Nov
5.0 out of 5 average rating, 98 reviews
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Top guest favourite
Cabin in Pittsboro
Loblolly House. Retreat.Pond&Pine. Cabin15minUNC.
2 bedrooms, 3 beds
4–9 Oct
4.99 out of 5 average rating, 119 reviews
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Top guest favourite
Farm stay in Pittsboro
Secluded Treehouse - 27 acres on Terrells Creek
2 bedrooms, 3 beds
11–16 Oct
4.97 out of 5 average rating, 120 reviews
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Top guest favourite
Flat in Pittsboro
The Artist's Garret at Fearrington
2 bedrooms, 1 bed
13–18 Oct
4.96 out of 5 average rating, 298 reviews
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Cabin in Pittsboro
Writers Cabin @ Rabbit Run Retreat
1 bedroom, 1 queen bed
10–15 Oct