Vacation rentals in Hillsborough

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Top-rated vacation rentals in Hillsborough

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

PLUS
  1. Entire guesthouse
  2. Hillsborough
Relocated 1915 Cottage in Historic Downtown Hillsborough

Sit out on a front porch rocker facing the Eno River. This property was saved from demolition, disassembled, moved, and restored in 2018. Most of its historic structure remains, including heart pine floors, original shiplap, and cathedral ceilings.

$140 per night
SUPERHOST
  1. Entire cabin
  2. Hillsborough
The Willow

The Willow is a charming cabin, nestled on a beautiful wooded lot in Hillsborough, NC. Surrounded by trees, the space is flooded with natural light and warm wood tones. You’ll be minutes to downtown Hillsborough, while still having the tranquil surroundings of established hardwoods and gardens.

$115 per night
SUPERHOST
  1. Entire home
  2. Hillsborough
Hillsborough tranquility near Duke, UNC, RTP et al

Sweet peaceful space in Hillsborough for work, retreat, locum tenens and other med pros, artists, sabbaticals, residencies, college visits Wonderful old house tucked in hilltop trees, 15-20 minutes from Durham and Chapel Hill, easy zip to interstate for Raleigh or Greensboro in ~45 Walk or drive to parks, Riverwalk on the Eno, restaurants, ice cream, live music, historical sites, bookstore, great coffee spots, galleries, trails Hide, rest, read, study, make music or art in cozy, bright spaces

$113 per night

Vacation rentals for every style

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Other great vacation rentals in Hillsborough

SUPERHOST
  1. Farm stay
  2. Chapel Hill
Carriage House with Pond and Trails on 32 Acres
$126 per night
SUPERHOST
  1. Entire home
  2. Hillsborough
The Mill House in Hobo, a book lover's retreat.
$165 per night
  1. Entire home
  2. Hillsborough
Charming Downtown Hillsborough Cottage
$195 per night
SUPERHOST
  1. Entire guesthouse
  2. Hillsborough
CFCB cabin retreat minutes from Duke, NCCU, & UNC
$115 per night
SUPERHOST
  1. Private room
  2. Hillsborough
Spellbinding Historic Suite...Walk Everywhere!!!
$129 per night
  1. Entire home
  2. Hillsborough
Light and airy home, walkable to downtown
$170 per night
SUPERHOST
  1. Entire cottage
  2. Hillsborough
The Cook Cottage
$103 per night
SUPERHOST
  1. Private room
  2. Hillsborough
Historic Hillsborough Haven
$60 per night
SUPERHOST
  1. Entire home
  2. Hillsborough
Cozy Bungalow in Historic West Hillsborough
$150 per night
SUPERHOST
  1. Treehouse
  2. Hillsborough
Center for Creative Balance cozy treetop retreat
$146 per night
  1. Entire guest suite
  2. Chapel Hill
Private retreat close to Chapel Hill!
$89 per night
SUPERHOST
  1. Entire chalet
  2. Hillsborough
Lake Overlook Retreat - 3.5 acres near Duke & UNC
$308 per night