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Vacation rentals in Pittsboro

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Top-rated vacation rentals in Pittsboro

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

Cozy 2 bedroom basement apartment
Entire rental unit · 4 guests · 2 beds · 1 bath
Cozy 2 bedroom basement apartmentPeaceful and Centrally located on the west side of town. Nestled in the trees over looking a greenway & creek where you will find squirrels playing to deer grazing even an occasional visit from a heron that likes to fish in the creek. The apartment is very quite and private while yet it is only a 10 min walk to the center of town. You will have your own driveway and separate entrance.
Downtown Pittsboro with Porch Swing & Selfie Wall
Entire bungalow · 6 guests · 3 beds · 1.5 baths
Downtown Pittsboro with Porch Swing & Selfie WallPittsboro's only selfie wall! Enjoy this unique bungalow furnished in Hollywood Regency glam style with easily walkable access to all downtown amenities. Relax on the spacious front porch or enjoy the back yard fire pit. Walk to downtown merchants and spend the day antique shopping or enjoy food and beverages from a variety of local eateries. New kids park with splash pad is just around the corner at Chatham Park!
Quirky Fun B&B: Tree House Unit
SUPERHOST
Entire place · 2 guests · 1 bed · 1 bath
Quirky Fun B&B: Tree House UnitThis unit is a refurbished container building built by an architect professor at UNC-C to house a traveling art exhibit. This space efficient room (8ftx8ft) has a tall, airy, ceiling, full size bed, private bath, micromini fridge (holds the equivalent of six 12oz cans), coffee maker with pods, and smart TV for streaming your favorite shows. Only pets under 20 lbs. allowed due to size. The deck has seating for 2 overlooking the art-filled gardens. This place is anything but ordinary.

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Other great vacation rentals in Pittsboro

  1. Entire residential home
  2. Pittsboro
Cozy Pittsboro Home, Walk to Downtown
$65 per night
SUPERHOST
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Second Home in Pittsboro, NC
$122 per night
  1. Private room
  2. Pittsboro
Sweet spot in charming mill village
$29 per night
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  1. Entire residential home
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Paradise in Pittsboro
$325 per night
  1. Private room
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Explore Pittsboro on foot from a Historic Retreat
$150 per night
  1. Private room
  2. Pittsboro
Hometown feels in historic Main Street charmer
$160 per night
  1. Tiny house
  2. Pittsboro
Tiny House in Artsy Bynum, NC
$75 per night
SUPERHOST
  1. Private room
  2. Pittsboro
Restorative Retreat Stay
$375 per night
SUPERHOST
  1. Entire place
  2. Pittsboro
Curiously Cute B&B: Woodshed Unit
$97 per night
SUPERHOST
  1. Entire cottage
  2. Pittsboro
Eclectic & Spacious Guest Cottage
$160 per night
  1. Private room
  2. Pittsboro
Historic downtown charmer in the heart of Main St!
$175 per night
  1. Private room
  2. Pittsboro
Escape to Historic Charm on alluring Main Street!
$175 per night