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Search results; Over 1,000 homes in Pittsboro

Top guest favourite
Flat in Pittsboro
The Artist's Garret at Fearrington
2 bedrooms, 1 bed, 1 bathroom
12–17 Jul
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4.98 out of 5 average rating, 294 reviews
Top guest favourite
Home in Pittsboro
Home in Pittsboro
4.99 out of 5 average rating, 98 reviews, 3 bedrooms, 4 beds, 2 bathrooms
14–19 Jul
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Room in Pittsboro
Cozy Cabin nestled in woods, 12 min from UNC
5.0 out of 5 average rating, 319 reviews, 1 queen bed, 1 bathroom
13–18 Jul
Top guest favourite
Cabin in Pittsboro
Loblolly House. Retreat.Pond&Pine. Cabin15minUNC.
4.99 out of 5 average rating, 91 reviews, 2 bedrooms, 3 beds, 1 bathroom
7–12 Sept
Top guest favourite
Home in Pittsboro
Second Home in Pittsboro, NC
4.99 out of 5 average rating, 375 reviews, 2 bedrooms, 4 beds, 2 bathrooms
17–22 Aug
Top guest favourite
Farm stay in Pittsboro
Secluded Treehouse - 27 acres on Terrells Creek
4.96 out of 5 average rating, 114 reviews, 2 bedrooms, 3 beds, 1 bathroom
12–17 Jul
Top guest favourite
Bungalow in Pittsboro
Whimsy Cottage Close to Everything in Pittsboro
4.95 out of 5 average rating, 279 reviews, 2 bedrooms, 2 beds, 1 bathroom
20–25 Jul
Top guest favourite
Cottage in Pittsboro
Restored Cabin on Heritage Farm.
5.0 out of 5 average rating, 136 reviews, 2 bedrooms, 2 beds, 1 bathroom
28 Jul – 2 Aug
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Guest house in Pittsboro
Modern Treetop Loft Minutes From Jordan Lake
5.0 out of 5 average rating, 8 reviews, 1 bedroom, 1 bed, 1 bathroom
13–18 Jul
Top guest favourite
Farm stay in Pittsboro
Guest House @ Mission Farm, quiet, farm setting
4.98 out of 5 average rating, 214 reviews, 4 bedrooms, 5 beds, 3 bathrooms
13–18 Aug
Guest favourite
Home in Pittsboro
Sugar Lake Cottage: Sleeps 8, Hot Tub!
4.93 out of 5 average rating, 15 reviews, 3 bedrooms, 4 beds, 2 bathrooms
18–24 Jul
Top guest favourite
Home in Pittsboro
Gem of a House by River near Chapel Hill
4.95 out of 5 average rating, 179 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
20–25 Jul
Guest favourite
Rooms in Pittsboro
Farmhouse Suite with Private Entrance and Bath
4.86 out of 5 average rating, 212 reviews, 2 bedrooms, 2 beds, 1 bathroom
26–31 Jul
Top guest favourite
Home in Pittsboro
Southern Front Porch, Newly Renovated, Comfortable
5.0 out of 5 average rating, 40 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
4–9 Aug
Guest favourite
Home in Pittsboro
Historic & Charming Pittsboro Home w/ Fireplaces
4.91 out of 5 average rating, 33 reviews, 3 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
Top guest favourite
Cabin in Pittsboro
Amazing A-Frame Cabin, Luxury Oasis on a Pond
5.0 out of 5 average rating, 50 reviews, 2 bedrooms, 3 beds, 1 bathroom
7–12 Aug
Top guest favourite
Cabin in Pittsboro
Antique Farmhouse Near Pittsboro and Chapel Hill
5.0 out of 5 average rating, 92 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
7–12 Aug
Top guest favourite
Home in Pittsboro
Juniper Cottage in the Grove
5.0 out of 5 average rating, 53 reviews, 3 bedrooms, 3 beds, 2 bathrooms
20–25 Jul
Cabin in Graham
Serene Log Cabin Retreat
New place to stay, 3 bedrooms, 3 beds, 2 bathrooms
24–29 Aug