House holiday rentals in Hillsborough

Farmhouse & pond on 4ac, 2BR/2BA, 4 beds.

Spectacular farmhouse with a pond on 4 acres. Very private, peaceful, and comfortable. Located 8 mi from Hillsborough, (15-19 mi) to Duke University, Duke Hospital, University of NC, Chapel Hill, and Durham. Enjoy sitting on the dock and take in the nightly symphony of nature, cook outside on the flat grill, or just relax on the couch & watch the 75” flat screen. Accommodations for up to 6 people. Parties, events, receptions, and weddings available. Cost will vary depending on the details.

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.

The Mill House in Hobo, a book lover's retreat.

Welcome to the Mill House in Hobo, an inviting, cozy getaway retreat in historic Hillsborough's west end. Whether you’re coming alone for the solitude or with someone special, this cozy and bright historic mill home in the Bellevue Mill Circle in Hillsborough's eclectic West End offers a peaceful retreat. Looking to house more than 2? Consider the additional rental space accommodating up to 3 more guests and dog friendly found at this Airbnb listing "The Store in Hobo" behind the Mill House.

Warm and Welcoming 3-Bedroom Cottage

Welcome to Carolina Cottage, nestled in one of Durham's premier post WWII neighborhoods, and extensively renovated by Designer + Builder Alicia Hylton-Daniel. Your experience will be enhanced by the thoughtfully curated spaces for relaxing, renewing and re-connecting. The home is spacious, with common areas to be shared, inside and out, as well as quiet spaces to read, nap, scroll and stream. You'll enjoy a full chef's kitchen and dining room, along with a sunny porch and shaded patio.

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.

Like New Home - Central Durham/Duke

Welcome to our newly constructed, centrally located Durham home - Ranked top 5% of all AirBNB listings - 2 BR, each with private bath (+ 1/2 bath adjacent to kitchen) - 1220 square feet, 2 stories - 5-10 min to downtown Durham, Duke Hospitals, and Duke University - Free, designated 2 car parking adjacent to house - Work space in each bedroom - Onsite washer/dryer - Kid-friendly - Fast, 500+ Mbps internet - Blackout curtains + walk in closet in each bedroom - Fully-stocked kitchen

Artist's modern cabin close to downtown and Duke

Relax and recharge in a beautifully updated passive solar home in the woods. Enjoy original art and a professionally-equipped kitchen inside, along with songbirds and extensive landscaping outside. Don't feel like cooking? You're only a few minutes from downtown Durham, major shopping centers, and great restaurants. The two bedrooms are outfitted with a super-comfortable, high density foam mattress and luxury bedding, and sports views overlooking the tree canopy.

Luxurious Modernist Tree House

Stunning, private, one-of-a-kind unique home that is perfect for a vacation, staycation, special occasion, or everyday celebration of life. Built by renown modernist architect Frank Harmon, the 2128 square foot home on 1.3 acres was crafted with meticulous attention to detail. Inside the home, you are nestled amongst the tree tops while being surprisingly close to restaurants, shopping, downtown Raleigh, Wake Med, UNC, Duke, and the Research Triangle Park.

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.