House vacation rentals in Hillsborough

1920s Historic Retreat in Downtown Graham

Step into a refined home where history & comfort meet. Built with enduring charm and restored with care, this elegant heritage retreat blends period details with modern indulgences - crafted for guests who appreciate quality in every detail. Whether you're preparing a casual breakfast or hosting a family gathering, our gourmet kitchen is fully equipped for culinary creativity. You'll find premium cookware, an induction cooktop for quicker meal prep, and ample space to cook, connect, and savor.

Location · Family · Condition

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.

Family · Value · Long stay

Modernist Masterpiece: 'Simply the Best'

Welcome to Hazel Modernist 6 - designed and built by Alicia Hylton-Daniel, with her "sister," Modernist 5, next door. Centrally located downtown, this gorgeous escape is truly livable. Fully equipped chefs kitchen opens into the large living & dining space, with Frame TV and fireplace. 3BR & private back deck offer plenty of space together or alone. Each home by Alicia is infused with creative and new design concepts. This glamorous home celebrates the essence of Tina Turner, Simply the Best.

Family · Location · Bathroom

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.

Value · Family · Access

Near Duke, Southpoint, UNC

Discover the perfect retreat in South Durham, NC! Our tranquil Airbnb offers an idyllic escape with a prime central location that guarantees a memorable stay. Start your morning on the inviting screen porch, where you can relish a cup of coffee and take in the view of the flower garden before headed out to enjoy some of the Triangle's finest attractions. Convenience is at your fingertips, as our Airbnb is just minutes away from RTP, RDU airport, Downtown Durham, DUKE, UNC, and the DPAC.

Location · Value · Hospitality

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.

Location · Value · TV

Walk to Downtown Hillsborough • Dog Friendly

More than just a vacation rental, this is a home we love and are happy to share. Tucked into a quiet, walkable neighborhood near historic downtown Hillsborough, you can walk to restaurants, coffee shops, galleries, Gold Park, the Riverwalk, and the Eno River, then come home to relax on the porch or in the fenced backyard. Thoughtfully stocked for comfortable everyday living, it’s ideal for weekend getaways, weddings, family visits, and trips to Duke or UNC. Dogs are welcome, too.

Value · Family · Nearby

Lakefront Hygge: Dock|Marine Hammock|Screen Porch

Discover a peaceful haven on the water in Prospect Hill! This stylish Scandinavian Modern house boasts a private dock on a quiet reservoir, offering a serene escape. Enjoy the natural beauty and tranquility, while still being a short drive to Hillsborough, Chapel Hill, Durham, Raleigh, Greensboro, Charlotte and Danville. With a cozy, inviting interior, and abundant places to enjoy the outdoors, this waterfront property is the perfect place to "press pause".

Location · Family · Outdoor spaces

Hot Tub + Walk to Downtown | Fire Pit | Game Table

Hot tub, fire pit vibes, and walkable downtown access—this cozy 2BR getaway is made for relaxing and reconnecting. Unwind in the 8-person spa, stroll to local restaurants & breweries, or enjoy game night with a convertible pool table. •Large 8-person hot tub/spa •Outdoor seating + custom fireplace •Walkable to downtown (restaurants, breweries & shops) •Convertible bumper pool/dining table •Smart TVs in every room •Fully stocked kitchen + cocktail glassware

Family · Location · Air conditioning

Retreat to Historic Home in a Private Arboretum

Unwind and renew your spirit in our updated 5 bedroom (sleeps 9) historic house (circa 1830's) in the heart of the largest arboretum of its kind in the USA. Explore our exotic 206 acre property sheltering 4000 different North American and international tree species. Hike through old growth forest past historic outbuildings and watch the sun sparkle on our ponds. We are family and pet friendly, 25 minutes to Duke University, 17 minutes to UNC Chapel Hill.

Family · Value · View

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.

Family · Value · Hospitality

1910 Mill House | Fenced Yard | EV Charger.

Escape to Clayton's Place, a restored 1910 lake-view mill house perfect for 4 guests. This pet-friendly retreat features 2 bedrooms (king, bunks), a modern kitchen, a dedicated workspace with fast Wi-Fi, and a large fenced yard. Enjoy serene mornings on the porch, evenings by the fire pit, and the convenience of an on-site EV charger. A peaceful, historic getaway just minutes from Mebane, Burlington, and Elon University.

Family · Value · Indoor spaces