House holiday rentals in Hillsborough

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Top-rated house rentals in Hillsborough

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Top guest favourite
A two-story house is presented in a neutral color with white trim and black shutters. The front porch features a welcoming entrance and steps leading to the door. Surrounding trees provide a natural backdrop, and a driveway offers access to the property.
Home in Woodcroft
4.87 out of 5 average rating, 165 reviews

Charming home betw. Duke & UNC with wooded trails

Relax with the whole family at this peaceful home between Duke and UNC, in one of the triangle's best neighborhoods. Woods everywhere, yet close to dining and shopping, coffee shops and farm stands. Just a six mile drive to Duke, UNC, and RTP, so literally in the center of everything, yet so peaceful! Enjoy modern kitchen, fireplace, fiber Internet & great outdoor spaces! We are glad to host you and we live right down the street, so come and relax and let us know if you need anything at all.

Top guest favourite
Home in Chapel Hill
4.95 out of 5 average rating, 196 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, 261 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, 180 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
The exterior entrance features a vibrant coral door set against a light grey shiplap facade. Above the door, a decorative archway frames the house number. Two wall sconces flank the door, providing illumination, while the door is surrounded by well-maintained vegetation.
Home in Durham
4.98 out of 5 average rating, 136 reviews

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.

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, 185 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
4.94 out of 5 average rating, 126 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.

Top guest favourite
A charming cottage is depicted, featuring a welcoming front porch with multiple seating options. Surrounding greenery and trees create a natural setting. The house has light-colored siding and windows that invite natural light, complementing the peaceful atmosphere of the neighborhood.
Home in Hillsborough
4.99 out of 5 average rating, 111 reviews

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.

Guest favourite
Home in Graham
4.95 out of 5 average rating, 147 reviews

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

Top guest favourite
Home in Chapel Hill
4.79 out of 5 average rating, 106 reviews

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.

Top 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, 139 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.

Top guest favourite
Home in Graham
5 out of 5 average rating, 149 reviews

Historic 1910 Mill House with deck & fire pit

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.

Popular amenities for house rentals in Hillsborough

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 $89 SGD per night before taxes and fees

  • Verified guest reviews

    Over 540 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Hillsborough holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Hillsborough rentals

  • 4.8 Average rating

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