Holiday rentals in Pittsboro

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Top-rated holiday rentals in Pittsboro

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Shipping container in Pittsboro
Quirky Fun B&B: Tree House Unit
This unit is a refurbished container building built by an architect professor at UNC-C for a traveling art exhibit A space efficient room (8ftx8ft) with a tall, airy, ceiling, full size bed, private bath, micromini fridge (holds the equivalent of six 12oz cans), pod coffee maker, and smart TV for streaming Pets under 20 lbs. allowed due to size The deck seats 2 overlooking the art-filled gardens Rates are SINGLE OCCUPANCY ONLY An additional $25 per person per night per additional guest applies
18–25 Jun
₹7,470 per night
4.93 out of 5 average rating, 129 reviews
Guest favourite
Flat in Pittsboro
The Artist's Garret at Fearrington
Work remotely surrounded by art and nature. Enjoy art galleries, sculpture garden and nature trails. The Artist's Garret is a 1BR furnished apartment just 8 miles south of Chapel Hill. Artist Forrest Greenslade’s studio is just below. The Greenslade home is behind the studio and Garret. They are always around to see to guests needs and comfort. The apartment is meticulously cleaned and sanitized according to the AirBNB protocol. The air conditioning system is equipped with sanitizing UV light.
1–8 Sep
₹8,913 per night
4.97 out of 5 average rating, 225 reviews
Guest favourite
Farm stay in Chapel Hill
The Homestead, a 1927 Renovated Farmhouse
This newly renovated farmhouse sits nestled between a working dairy farm and 5 acres of woods. The front porch view includes pastures, fields and Collins Mountain. This well kept rental is perfect for those looking for a quiet getaway or a unique stay near the towns of Saxapahaw (9 miles away) and Chapel Hill/Carrboro (12 miles away). Also convenient to Pittsboro and Mebane. The beautiful Haw River is nearby with fishing, kayaking and hiking trails. We welcome guests with diverse backgrounds.
12–19 Jun
₹10,873 per night
4.97 out of 5 average rating, 133 reviews

Popular amenities for Pittsboro holiday rentals

Stay near Pittsboro's top sights

S & T's Soda Shoppe9 locals recommend
Virlie's Grill9 locals recommend
Al's Diner4 locals recommend
Elizabeth's Pizza & Italian Restaurant4 locals recommend
Carolina Brewery & Grill6 locals recommend
Pittsboro Roadhouse5 locals recommend

Other great holiday rentals in Pittsboro

Guest favourite
Cottage in Pittsboro
Newly renovated cabin on rural heritage farm.
6–13 Sep
₹8,739 per night
5.0 out of 5 average rating, 66 reviews
Guest favourite
Guest house in Pittsboro
The Sacred Cedar
14–21 Jul
₹10,628 per night
4.93 out of 5 average rating, 15 reviews
Guest favourite
Bungalow in Pittsboro
Modern Cottage in the Pines, 15min to Chapel Hill
23–30 Aug
₹11,160 per night
4.91 out of 5 average rating, 46 reviews
Guest favourite
Cabin in Pittsboro
Peaceful retreat in Fearrington Village
30 Aug – 6 Sep
₹8,805 per night
4.96 out of 5 average rating, 23 reviews
Guest favourite
Flat in Pittsboro
Forest Refuge Retreat Apartment
25 Jan – 1 Feb
₹7,876 per night
5.0 out of 5 average rating, 24 reviews
Guest favourite
Home in Pittsboro
Home in Pittsboro
5–12 Aug
₹14,924 per night
4.94 out of 5 average rating, 18 reviews
Guest favourite
Home in Pittsboro
Restful River Retreat-Walk to River/Kayak Put In
10–17 Jun
₹7,548 per night
4.95 out of 5 average rating, 57 reviews
Guest favourite
Home in Pittsboro
Relaxing Getaway Apartment
23–30 Jul
₹9,073 per night
5.0 out of 5 average rating, 21 reviews
Guest favourite
Flat in Fearrington
Awesome Fearrington Place - a family tradition.
10–17 Sep
₹9,327 per night
4.94 out of 5 average rating, 96 reviews
Guest favourite
Farm stay in Siler City
Lovely farm cabin experience
15–22 Jan
₹8,208 per night
5.0 out of 5 average rating, 67 reviews
Superhost
Home in Moncure
Guest House at Jordan Lake | Hot Tub + Fenced Yard
8–15 Apr
₹7,266 per night
4.83 out of 5 average rating, 47 reviews
Superhost
Home in New Hill
Jordan Lake Bungalow
4–11 Jun
₹8,623 per night
4.86 out of 5 average rating, 35 reviews

Quick stats about holiday rentals in Pittsboro

Total rentals

20 properties

Rentals with dedicated workspaces

10 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

10 properties are a good fit for families

Total number of reviews

1.2T reviews

Nightly prices starting at

₹4,975 before taxes and fees

Destinations to explore