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Search results; Over 1,000 homes in Hillsborough

Top guest favorite
Rock on the porch facing the Eno River at this restored 1915 Hillsborough cottage
1 bedroom, 1 bed, 1 private bath
Aug 30 – Sep 4
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4.99 out of 5 average rating, 341 reviews
Top guest favorite
This renovated 1800s carriage house in Hillsborough gives you a fireplace and garden
5.0 out of 5 average rating, 60 reviews, 2 bedrooms, 2 beds, 2 baths
Aug 16 – 21
Top guest favorite
This 1799 Hillsborough estate suite gives you a saltwater pool and sprawling verandas
4.96 out of 5 average rating, 194 reviews, 1 bedroom, 1 bed, 1 bath
Aug 29 – Sep 3
Top guest favorite
This Hillsborough suite gives you a private entrance and porch near Churton Street
4.99 out of 5 average rating, 178 reviews, 1 bedroom, 1 bed, 1 bath
Aug 30 – Sep 4
Top guest favorite
This book-lined Greensboro treehouse gives you a wraparound porch in the forest
4.97 out of 5 average rating, 185 reviews, 2 bedrooms, 2 beds, 1 bath
Aug 13 – 18
Top guest favorite
This Hillsborough tiny house gives you a private entrance, patio, and workspace
5.0 out of 5 average rating, 74 reviews, 1 bedroom, 1 bath
Aug 18 – 23
Guest favorite
This restored brick cottage in Hillsborough gives you a pool and 10-foot fireplace
4.89 out of 5 average rating, 18 reviews, 1 bedroom, 2 beds, 1 bath
Aug 29 – Sep 3
Top guest favorite
Pine floors and a brick hearth welcome you to this historic Hillsborough mill home
4.98 out of 5 average rating, 130 reviews, 1 bedroom, 1 bed, 1 bath
Aug 15 – 20
Top guest favorite
This Hillsborough guesthouse puts you in a renovated 1943 general store with a writing studio
4.94 out of 5 average rating, 325 reviews, 1 bedroom, 2 beds, 1 bath
Aug 23 – 28
Guest favorite
This fully renovated 1922 West Hillsborough bungalow puts you a walk from town
4.92 out of 5 average rating, 25 reviews, 2 bedrooms, 3 beds, 2 baths
Aug 17 – 22
Top guest favorite
Cathedral ceilings and natural light fill this restored Hillsborough cottage you’ll love
4.98 out of 5 average rating, 121 reviews, 2 bedrooms, 2 beds, 2 baths
Sep 4 – 9
Top guest favorite
This Hillsborough suite gives you a private entrance and wooded backyard to unwind in
5.0 out of 5 average rating, 16 reviews, 1 bedroom, 1 bed, 1 bath
Sep 3 – 8
Top guest favorite
Wake to birdsong on this 20-acre Greensboro farmstay nestled creekside in the woods
4.91 out of 5 average rating, 144 reviews, 2 bedrooms, 3 beds, 1 bath
Aug 16 – 21
Top guest favorite
This Greensboro house gives you 2.5 acres, a fire pit, and a treehouse
4.98 out of 5 average rating, 128 reviews, 3 bedrooms, 4 beds, 2.5 baths
Aug 30 – Sep 4
Top guest favorite
Natural light and warm wood tones greet you at this wooded Hillsborough cabin
4.97 out of 5 average rating, 306 reviews, 1 bedroom, 2 beds, 1 bath
Aug 29 – Sep 3
Top guest favorite
This renovated Chapel Hill cottage gives you a hot tub and 3 wooded acres
4.96 out of 5 average rating, 25 reviews, 2 bedrooms, 4 beds, 2 baths
Nov 2 – 7
Guest favorite
Two skylights peer into the trees at this schoolbus conversion near Hillsborough
4.86 out of 5 average rating, 149 reviews, 1 bedroom, 1 bed, 1 bath
Aug 21 – 26
Top guest favorite
This secluded Greensboro suite gives you a fenced yard on 3 park-like acres
4.92 out of 5 average rating, 195 reviews, 2 bedrooms, 1 bath
Aug 24 – 29
Guest favorite
This Greensboro tiny house nestles you among hardwoods on 5 wooded acres
4.94 out of 5 average rating, 1276 reviews, 1 bedroom, 1 bed, 1 bath
Aug 26 – 31