House holiday 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.

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.

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.

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.

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!

Comfy Cozy 2BR - Near UNC/Duke, Walk to Wegmans!

Ideally located near UNC and Duke, this fully renovated 2BR home sits on the Chapel Hill–Durham border and is just a short walk to Wegmans. Perfect for hospital visitors, academics, and longer stays, the home offers fast Wi-Fi, a dedicated workspace, plenty of free parking, and a comfortable setting in a lively neighborhood. We’ve named this adorable stay Maison de Mariposa, in honor of the butterfly - a symbol of hope and love. Come relax and enjoy our lovely, comfortable retreat.

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.

Charming Downtown Hillsborough Cottage

Enjoy all Hillsborough has to offer in this recently renovated and pet-friendly charming cottage in historic downtown! Whether you’re coming alone or with a friend, this cozy and bright home has everything you need. Easily walkable to the restaurants, galleries, and shops of downtown historic Hillsborough and Nash St. For nature lovers, Gold Park, the Eno Riverwalk, and Occoneechee Mountain are all just around the corner. Centrally located for access to Duke, UNC, and NCCU.

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".

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

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.

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.