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Search results; Over 1,000 homes in Pittsboro

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Top guest favourite
Home in Pittsboro
Juniper Cottage in the Grove
3 bedrooms, 3 beds, 2 private bathrooms
1–6 Sept
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5.0 out of 5 average rating, 55 reviews
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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, 383 reviews
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Home in Pittsboro
Home in Pittsboro
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.99 out of 5 average rating, 106 reviews
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Bungalow in Pittsboro
Whimsy Cottage Close to Everything in Pittsboro
2 bedrooms, 2 beds, 1 bathroom
6–11 Sept
4.95 out of 5 average rating, 286 reviews
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Farm stay in Pittsboro
Guest House @ Mission Farm, quiet, farm setting
4 bedrooms, 5 beds, 3 bathrooms
8–13 Sept
4.98 out of 5 average rating, 216 reviews
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Home in Pittsboro
Gem of a House by River near Chapel Hill
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Sept
4.95 out of 5 average rating, 181 reviews
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Bungalow in Pittsboro
Downtown Pittsboro Glamtastic
2 bedrooms, 2 queen beds, 1.5 bathrooms
1–6 Sept
4.87 out of 5 average rating, 223 reviews
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Cabin in Pittsboro
Loblolly House. Retreat.Pond&Pine. Cabin15minUNC.
2 bedrooms, 3 beds, 1 bathroom
7–12 Sept
4.99 out of 5 average rating, 111 reviews
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Home in Pittsboro
Sugar Lake Cottage: Sleeps 8, Hot Tub!
3 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
4.93 out of 5 average rating, 15 reviews
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Room in Pittsboro
Cozy Cabin nestled in woods, 12 min from UNC
1 queen bed, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 322 reviews
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Cabin in Pittsboro
Antique Farmhouse Near Pittsboro and Chapel Hill
3 bedrooms, 4 beds, 1.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 96 reviews
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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, 45 reviews
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Cottage in Pittsboro
Restored Cabin on Heritage Farm.
2 bedrooms, 2 beds, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 140 reviews
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Guest favourite
Home in Pittsboro
Historic & Charming Pittsboro Home w/ Fireplaces
3 bedrooms, 3 queen beds, 2 bathrooms
5–10 Sept
4.91 out of 5 average rating, 34 reviews
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Home in Chapel Hill
Peaceful Modern Home Near UNC/Jordan Lake/Duke.
3 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
New place to stay
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Superhost
Place to stay in Pittsboro
Historic Charm + Modern Comfort in alluring locale
6 bedrooms, 9 beds, 6.5 bathrooms
2–7 Sept
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Guest favourite
Rooms in Pittsboro
Farmhouse Suite with Private Entrance and Bath
2 bedrooms, 2 beds, 1 bathroom
6–11 Sept
4.86 out of 5 average rating, 213 reviews
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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
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Home in Apex
Comfortable Family Home with Peloton in Apex
4 bedrooms, 4 beds, 3.5 bathrooms
15–20 Sept
5.0 out of 5 average rating, 66 reviews