House holiday rentals in Hillsborough

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Top-rated house rentals in Hillsborough

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Top Guest favourite
Home in Chapel Hill
4.95 out of 5 average rating, 185 reviews

Mid-Century Gem • Creekside • King Beds • Near UNC

This curated 3BR/2BA mid-century modern Chapel Hill home blends comfort, style, and nature in perfect harmony. Designed by renowned local architect JP Goforth, the home sits on a wooded acre with a private creek and features king beds in every room, Sonos audio, and fiber WiFi. Relax on the deck, fire up the grill, or unwind inside surrounded by stunning hand-selected art and furnishings. Minutes from UNC, Whole Foods, and Eastwood Lake, it’s a true retreat for anyone craving serenity and style.

Top Guest favourite
A spacious living area is highlighted by a vibrant orange couch adorned with decorative pillows. Large windows fill the space with natural light, complemented by green plants that bring a touch of nature indoors. The open layout leads to a modern kitchen in the background.
Home in Hope Valley
4.98 out of 5 average rating, 253 reviews

Artist-Designed Cabin Near Duke & Downtown

Relax and recharge in a modern, artist-designed passive solar home tucked into the woods just minutes from downtown Durham and Duke University. This cabin-style retreat blends nature, comfort, and convenience — ideal for weekend getaways, visiting Duke, or extended stays. Inside you’ll find original artwork, abundant natural light, and a professionally equipped kitchen. Outside, enjoy birdsong and mature trees while staying close to Durham’s restaurants, coffee shops, breweries, and shopping.

Top Guest favourite
A single-story home with a spacious patio is surrounded by greenery. The exterior features a stone pathway leading to the entrance. Large windows with yellow shutters allow natural light to brighten the interior. A gravel driveway accommodates multiple vehicles.
Home in Chapel Hill
5 out of 5 average rating, 169 reviews

White Oak Hill, minutes to UNC & Duke

Have everything you need for a hassle-free Chapel Hill/Carrboro retreat at this perfectly appointed home just 6 miles west of the city. Newly remodeled to please with luxury finishes inside and out, this vacation rental is highlighted by serene and beautiful country views from every window. This spacious layout sleeps 10 with 4 bedrooms, 2 full bathrooms, 1 half bath, 2 living rooms, bar seating and separate dining room. Foodies will love cooking in the fully equipped gourmet kitchen!

Top Guest favourite
A spacious living area features large glass walls allowing natural light and views of surrounding trees. A unique wood coffee table is centered on a light rug. Two comfortable sofas provide seating, paired with a modern lamp and elegant decor.
Home in Raleigh
4.95 out of 5 average rating, 174 reviews

Luxurious Modernist Tree House

Stunning, private, and truly one-of-a-kind—this unique home is perfect for a vacation, staycation, special occasion, or simply celebrating everyday life. Designed by renowned modernist architect Frank Harmon. The 2,128-square-foot residence sits on 1.3 acres and was crafted with meticulous attention to detail. Inside, you’ll feel nestled among the treetops while remaining conveniently close to restaurants, shopping, downtown Raleigh, WakeMed, UNC, Duke, and Research Triangle Park.

Guest favourite
The exterior of a renovated single-story home is presented, featuring a neutral color palette and a well-maintained yard. A front porch with black railings is visible, alongside inviting landscaping. A gravel driveway leads to the entrance, surrounded by trees providing a natural backdrop.
Home in Durham
4.93 out of 5 average rating, 122 reviews

Newly Renovated 3 BR home in convenient location!

Newly renovated space to relax and explore the best of Durham. Sleeps 6 with plenty of space to spread out. Well located - only 10 minutes to Duke, Duke Hospital, downtown and Ninth/Broad Street areas. Enjoy use of the fully stocked kitchen, comfortable living area, dining space and spacious back deck and screened in porch. Grill out and enjoy the back yard. Great for families and groups of friends or business travelers. Several restaurants close by and easy access to highways.

Guest favourite
The historic Inn at Bingham School is showcased, surrounded by lush green trees and vibrant blooming azaleas in the foreground. The white clapboard exterior is complemented by a dark metal roof and a welcoming porch with columns. An American flag adds a touch of charm.
Home in Mebane
4.91 out of 5 average rating, 196 reviews

Historic Inn close to Chapel Hill & Saxapahaw

Former bed and breakfast, the Inn at Bingham School has been welcoming guests for over 24 years. Ten miles from Carrboro/Chapel Hill and four miles from Saxapahaw the Bingham School is in the rolling Piedmont farmland and 15 minutes to downtown Chapel Hill.Our experience in the hospitality business means you have a comfortable stay with in a historic home while feeling pampered. Walk our 10 acres or find a cozy spot to read or sip your morning coffee while listening to the birds.

Top Guest favourite
A cozy living area features a gray sofa paired with a wooden coffee table and a woven area rug. A comfortable chair is situated nearby, while a sleek floor lamp illuminates the space. A decorative fireplace with a chalkboard backdrop adds character to the room.
Home in Old North Durham
4.95 out of 5 average rating, 344 reviews

Reclaimed Beauty in Downtown's Cleveland-Holloway

Stay in a renovated, simplified Queen Anne-style home from 1915, located on the edge of Durham's Cleveland Holloway neighborhood with easy access to downtown's farmers market, restaurants, and bars. A portion of your stay goes to Airbnb.org to support hosting refugees. Relax in a spacious kitchen with Little Waves coffee, high ceilings, a beautiful live edge slab table, and a luxurious clawfoot tub shower. Please note, there is only one bathroom located in the master bedroom.

Guest favourite
A modern kitchen features white cabinetry with stainless steel appliances and granite countertops. A round glass dining table surrounded by four black chairs is positioned on a light rug, enhancing the space's contemporary feel. Natural light filters in through the nearby window.
Home in Chapel Hill
4.87 out of 5 average rating, 108 reviews

Jo Mac Cottage- Quiet Home near UNC Chapel Hill

Welcome to the beautiful 100 year old Jo Mac Cottage in Chapel Hill We are minutes away from Chapel Hill and Carrboro. The house provides plenty of privacy in a quiet neighborhood and provides plenty with trees all around. We are 10 minutes away from UNC Campus! You can also enjoy the great outdoors by visiting local attractions such as Lavendar Oaks Farm or Rock Quarry Farm! Looking for more excitement, head down to Franklin Street for plenty of great food options.

Guest favourite
A comfortable living area features a dark blue sofa and a light-colored armchair, complemented by decorative pillows. A coffee table rests on a patterned area rug, while a television is positioned on a wooden stand. Natural light enters through a window dressed with light curtains.
Home in Durham
4.87 out of 5 average rating, 212 reviews

CHARM & Convenience!! 3Br Cottage-Style Ranch

This home is located in the more DESIRABLE and 'not as congested' low crime area of Durham near Chapel Hill, on a half acre lot in the rural buffer zone! You're really convenient to Duke Hospital/Duke campus, and also just a very short drive to Chapel Hill! The backyard is BIG and completely fenced in for family games or just enjoying the birds, or your dog's exercise! Duke Forest trails and New Hope Creek are VERY nearby for a wonderful hike during your stay.

Guest favourite
A wooden cabin is nestled among lush green trees, surrounded by a natural landscape. A winding path leads to the entrance, lined with simple outdoor lighting. The tranquil setting is embraced by the vibrant foliage, creating a peaceful retreat atmosphere.
Home in Chapel Hill
4.92 out of 5 average rating, 133 reviews

Calming Woodland Octagon

Take a much needed break from the stresses of the city at this unique property nestled in old growth woodland. Indulge in the sound of the wind and a sea of stars. Make friends with your neighbors: deer, squirrels, hawks and fireflies. A haven for writers, artists, dancers, remote workers and nature lovers only 15 minutes from Chapel Hill and 8 minutes from Jordan lake. You'll find Zen, fiber internet, and more than a little magic here.

Superhost
The living room is illuminated by natural light through large windows, showcasing a comfortable seating area with a sofa and stylish armchairs. A piano is positioned nearby, complemented by wall art and a decorative rug on the wooden floor.
Home in Durham
4.9 out of 5 average rating, 188 reviews

Cheerful 2-bedroom home in quiet cul de sac

Bright and lovely duplex nestled away in a quiet cul de sac. Duke and downtown are reachable in minutes, and there's a Harris Teether within walking distance. Enjoy the outdoor space, or relax in the living room sorrounded by art and music. Accessibility: The sidewalk and entryway are not wheelchair accessible, guests using wheelchairs may need assistance.

Guest favourite
Home in Downtown Durham
4.95 out of 5 average rating, 128 reviews

Designer Garden Home Downtown

Discover a stylish getaway in downtown Durham! This luxury house boasts designer finishes, vaulted ceilings, stone courtyard, outdoor dining, ideal for relaxation. You'll find exquisite, memorable design with reclaimed pine floors, a gas fireplace, and a modern kitchen. With free parking and a prime location, it's perfect for exploring the city.

Popular amenities for Hillsborough house rentals

Quick stats about house rentals in Hillsborough

  • Total holiday rentals

    Explore 20 holiday rentals in Hillsborough

  • Nightly prices starting at

    Hillsborough holiday rentals start at $101 AUD per night before taxes and fees

  • Verified guest reviews

    Over 490 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Hillsborough holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Hillsborough rentals

  • 4.8 Average rating

    Hillsborough stays are highly rated by guests—averaging 4.8 out of 5!