House holiday rentals in Hillsborough

Entire Cottage with Yard and Fire Pit

Sitting on a sunny, corner lot, our home is the perfect spot to be your home away from home! Enjoy the sunrise w/your favorite beverage on the sweet front porch, and out back, you'll love the firepit + deck with a gas grill. Inside, you'll find natural light throughout, a well-stocked kitchen w/updated, modern appliances, reliable wifi + a smart tv ready for your own streaming logins. Close to everything too! We can't wait to host you! Early check in + late check out avail. for an additional fee

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.

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.

The Bird's Nest

This newly renovated lower level apartment is nestled in the peaceful Forest Hills neighborhood. Our space is in an ideal location to enjoy all that Durham has to offer and comes complete with everything you'll need to feel at home. Minutes from excellent restaurants, outdoor fun, and cultural entertainment. Enjoy an evening at DPAC, a Durham Bulls baseball game, an energizing game of tennis at Forest Hills park, or a relaxing stroll through Duke Gardens. All just minutes from our doorstep.

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.

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.

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.

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.

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.

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.

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.

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.