Vacation rentals in Pittsboro

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Pittsboro

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

Guest favourite

Shipping container in Pittsboro

4.92 out of 5 average rating, 131 reviews

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

Sep. 23 – 30

$157 CAD per night
Guest favourite

Apartment in Pittsboro

4.97 out of 5 average rating, 226 reviews

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.

Jun. 10 – 17

$183 CAD per night
Superhost

Guest suite in Chapel Hill

4.85 out of 5 average rating, 342 reviews

Art, Beauty, Nature: A Woodland Retreat

Relax in our bright and artistic guest suite — all hand-built with unique touches throughout. -Private entrance & terrace -Comfortable king-sized bed -Smart TV -Kitchenette with small refrigerator, microwave, toaster oven -Private patio w/ patio lights & seating for 2 -Unique art -Complimentary coffee & tea Great for getaways, rest, retreats, time in nature! 15 mins from restaurants, cafes and the charming towns of Carrboro, Pittsboro, and Saxapahaw. 10-15 mins to Chapel Hill, 20 to UNC.

Dec. 18 – 25

$244 CAD per night

Popular amenities for Pittsboro vacation 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 vacation rentals in Pittsboro

Guest favourite

Guesthouse in Pittsboro

4.94 out of 5 average rating, 18 reviews

The Sacred Cedar

Jun. 1 – 8

$226 CAD per night
Guest favourite

Apartment in Pittsboro

5.0 out of 5 average rating, 24 reviews

Forest Refuge Retreat Apartment

May 27 – Jun. 3

$132 CAD per night
Guest favourite

Home in Pittsboro

5.0 out of 5 average rating, 13 reviews

Spacious, sunny and clean - green certified

Apr. 14 – 21

$190 CAD per night
Guest favourite

Home in Pittsboro

5.0 out of 5 average rating, 21 reviews

Relaxing Getaway Apartment

Jul. 7 – 14

$183 CAD per night
Guest favourite

Bungalow in Pittsboro

4.91 out of 5 average rating, 46 reviews

Modern Cottage in the Pines, 15min to Chapel Hill

Nov. 18 – 25

$250 CAD per night
Guest favourite

Home in Pittsboro

4.94 out of 5 average rating, 16 reviews

"Hawks Nest"

Apr. 18 – 25

$174 CAD per night
Guest favourite

Cabin in Pittsboro

4.96 out of 5 average rating, 23 reviews

Peaceful retreat in Fearrington Village

Aug. 24 – 31

$199 CAD per night
Guest favourite

Cottage in Pittsboro

5.0 out of 5 average rating, 65 reviews

Newly renovated cabin on rural heritage farm.

Oct. 5 – 12

$192 CAD per night
Guest favourite

Treehouse in Pittsboro

4.88 out of 5 average rating, 17 reviews

New H2O Oasis Tree House

Dec. 12 – 19

$265 CAD per night
Guest favourite

Loft in Chatham County

5.0 out of 5 average rating, 20 reviews

1 Bed 1 Bath Modern Loft Close to UNC/Duke

Jun. 29 – Jul. 6

$196 CAD per night
Guest favourite

Apartment in Fearrington

4.94 out of 5 average rating, 96 reviews

Awesome Fearrington Place - a family tradition.

Dec. 31 – Jan. 7

$205 CAD per night
Guest favourite

Farm stay in Siler City

5.0 out of 5 average rating, 69 reviews

Lovely farm cabin experience

Jun. 25 – Jul. 2

$205 CAD per night

Quick stats about vacation 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

1.2K reviews

Nightly prices starting at

$81 CAD before taxes and fees

Destinations to explore