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Search results; Over 1,000 homes in Pittsboro

Top guest favourite
Home in Pittsboro
Second Home in Pittsboro, NC
2 bedrooms, 4 beds, 2 private bathrooms
8–13 Sept
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4.99 out of 5 average rating, 376 reviews
Top guest favourite
Home in Pittsboro
Home in Pittsboro
3 bedrooms, 4 beds
14–19 Jul
4.99 out of 5 average rating, 99 reviews
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Cabin in Pittsboro
Loblolly House. Retreat.Pond&Pine. Cabin15minUNC.
2 bedrooms, 3 beds
7–12 Sept
4.99 out of 5 average rating, 93 reviews
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Room in Pittsboro
Cozy Cabin nestled in woods, 12 min from UNC
1 queen bed
21–26 Jul
5.0 out of 5 average rating, 320 reviews
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Bungalow in Pittsboro
Whimsy Cottage Close to Everything in Pittsboro
2 bedrooms, 2 beds
20–25 Jul
4.95 out of 5 average rating, 279 reviews
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Farm stay in Pittsboro
Secluded Treehouse - 27 acres on Terrells Creek
2 bedrooms, 3 beds
31 Jul – 5 Aug
4.96 out of 5 average rating, 114 reviews
Top guest favourite
Cottage in Pittsboro
Restored Cabin on Heritage Farm.
2 bedrooms, 2 beds
28 Jul – 2 Aug
5.0 out of 5 average rating, 136 reviews
Top guest favourite
Home in Pittsboro
Gem of a House by River near Chapel Hill
3 bedrooms, 4 beds
20–25 Jul
4.95 out of 5 average rating, 179 reviews
Guest favourite
Rooms in Pittsboro
Farmhouse Suite with Private Entrance and Bath
2 bedrooms, 2 beds
26–31 Jul
4.86 out of 5 average rating, 212 reviews
Top guest favourite
Farm stay in Pittsboro
Guest House @ Mission Farm, quiet, farm setting
4 bedrooms, 5 beds
13–18 Aug
4.98 out of 5 average rating, 214 reviews
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Guest house in Pittsboro
Modern Treetop Loft Minutes From Jordan Lake
1 bedroom, 1 queen bed
15–20 Jul
5.0 out of 5 average rating, 8 reviews
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Home in Pittsboro
Southern Front Porch, Newly Renovated, Comfortable
3 bedrooms, 5 beds
4–9 Aug
5.0 out of 5 average rating, 40 reviews
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Flat in Pittsboro
The Artist's Garret at Fearrington
2 bedrooms, 1 bed
14–19 Jul
4.98 out of 5 average rating, 294 reviews
Guest favourite
Home in Pittsboro
Sugar Lake Cottage: Sleeps 8, Hot Tub!
3 bedrooms, 4 beds
18–24 Jul
4.93 out of 5 average rating, 15 reviews
Guest favourite
Home in Pittsboro
Historic & Charming Pittsboro Home w/ Fireplaces
3 bedrooms, 3 queen beds
15–20 Jul
4.91 out of 5 average rating, 33 reviews
Top guest favourite
Home in Pittsboro
Juniper Cottage in the Grove
3 bedrooms, 3 beds
20–25 Jul
5.0 out of 5 average rating, 53 reviews
Top guest favourite
Cabin in Pittsboro
Amazing A-Frame Cabin, Luxury Oasis on a Pond
2 bedrooms, 3 beds
7–12 Aug
5.0 out of 5 average rating, 50 reviews
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Tiny home in Chapel Hill
Cozy Tiny house near UNC
1 bedroom, 1 bed
18–23 Jul
4.95 out of 5 average rating, 230 reviews
Top guest favourite
Cabin in Pittsboro
Antique Farmhouse Near Pittsboro and Chapel Hill
3 bedrooms, 4 beds
7–12 Aug
5.0 out of 5 average rating, 92 reviews