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Vacation rentals in Hillsborough

Vacation rentals in Hillsborough

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Hillsborough

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

Modern cottage with a vintage twist near downtown
SUPERHOSTEntire guest house · 2 guests · 1 bed · 1 bathroom
Modern cottage with a vintage twist near downtown

Come stay at our modern vintage guesthouse in Historic Trinity Park. Our cottage has all modern appliances with vintage fixtures. This 380 square foot cottage is located in a very lively and safe neighborhood just minutes from downtown Durham. Walk one mile on the Ellerbe creek trail to downtown and enjoy all the great entertainment Durham has to offer. Walk 1.5 mile to 9th street restaurants and shops 1 mile to Central Park and farmers market <1 mile to bars and restaurants on geer street

What guests are saying:

“This is the cutest little cottage! The decor and design just makes you feel at home and is just plain fun! The space is spotless! Which is wonderful, especially since we came during a pandemic! We came for a friends gender reveal party and were only a few minutes from pretty much anything you needed! Loved it and would absolutely stay again!”

Relocated 1915 Cottage in Historic Downtown Hillsborough
PLUSEntire guest house · 2 guests · 1 bed · 1 bathroom
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.

What guests are saying:

“We loved our stay at Nancy’s place. It was such artful, modern touches in the beauty of a historic home. The beautiful wood smell, natural lighting and sprawling front porch was a nice break from sippy cups and legos for us. We enjoyed coffee on the porch and two young deer came in to the yard. So relaxing! Will definitely visit again.”

Carriage House with Pond and Trails on 32 Acres
SUPERHOSTFarm stay · 5 guests · 4 beds · 1 bathroom
Carriage House with Pond and Trails on 32 Acres

-private 2015 carriage house in Chapel Hill; two miles from I-40 -less than 8 miles from UNC; less than 20 minutes from Duke -2 bedrooms with queen, two twins & a trundle bed -32 acre private wooded lot with 2 mi. of trails with pond -open floor plan of 1000 sq.ft. -high speed wireless internet with YouTube TV; ESPN, options like Netflix -on-site washer and dryer -4-5 vehicles parking -outdoor grill

What guests are saying:

“You will not be disappointed with the decision to stay here! Check-in was quick and easy, the trails were great for exploring, and the fish were definitely biting at the pond! Mike allowed us to use his cane poles and even brought us some meat to use as bait. We all loved the ability to just walk out of the carriage house and be able to fish. The house itself is stylish, clean and had everything we needed for our two night stay. We were able to have a great day exploring and snuggle on the comfy couches for family movie night at the end of the day. The location was perfect! It was about 15 min from everything we wanted/needed to do. Maple View Ice cream is a must do! We will definitely be back when we are in the area again!”

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
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  • Unique stays

Popular amenities for Hillsborough holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Hillsborough

Cozy modern studio near downtown Hillsborough!
Entire house
Cozy modern studio near downtown Hillsborough!
Price:£61 / night
Spacious Wooded Retreat in Chapel Hill
SUPERHOSTEntire flat
Spacious Wooded Retreat in Chapel Hill
Price:£46 / night
The Willow
SUPERHOSTEntire cabin
The Willow
Price:£76 / night
Charming Tiny House at Wildwoods Community Farm
SUPERHOSTTiny house
Charming Tiny House at Wildwoods Community Farm
Price:£68 / night
Duke Hospital/West Campus - Pet friendly!
SUPERHOSTPrivate room
Duke Hospital/West Campus - Pet friendly!
Price:£32 / night
Private Upstairs Just Outside of Downtown Durham
SUPERHOSTPrivate room
Private Upstairs Just Outside of Downtown Durham
Price:£31 / night
Creekside 'Glamping' Tent
SUPERHOSTPrivate room
Creekside 'Glamping' Tent
Price:£42 / night
Roomy, private suite with separate entrance.
Entire guest suite
Roomy, private suite with separate entrance.
Price:£31 / night
Cuddled in the Woods
Entire flat
Cuddled in the Woods
Price:£38 / night
Ensuite in Mid-Century Modern. PRIVATE ENTRANCE
SUPERHOSTPrivate room
Ensuite in Mid-Century Modern. PRIVATE ENTRANCE
Price:£29 / night
Cluttered in Carrboro
SUPERHOSTPrivate room
Cluttered in Carrboro
Price:£22 / night
There's No Place Like "Home-tel"! (In-Law Suite)
SUPERHOSTEntire guest suite
There's No Place Like "Home-tel"! (In-Law Suite)
Price:£53 / night
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