House holiday rentals in Hillsborough

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Top-rated house rentals in Hillsborough

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Top guest favourite
Home in Chapel Hill
4.95 out of 5 average rating, 192 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, 259 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, 178 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, 134 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.

Top 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
4.96 out of 5 average rating, 182 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, 125 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.

Superhost
A serene lakeside view captures the early morning mist hovering over the calm water. Soft hues of orange and yellow reflect on the surface, while the silhouette of trees outlines the horizon. A wooden dock extends into the scene, inviting peaceful moments by the water.
Home in Prospect Hill
4.83 out of 5 average rating, 170 reviews

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".

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, 104 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.

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, 138 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, 145 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.

Top guest favourite
A newly remodeled home is nestled among trees, featuring a light blue exterior with white trim. A small porch leads to the front door, flanked by large windows that allow natural light to enter. Gravel landscaping surrounds the home, enhancing its rural setting.
Home in Pittsboro
4.99 out of 5 average rating, 362 reviews

Second Home in Pittsboro, NC

This newly remodeled home is on 4 wooded acres in Pittsboro. It is one mile from Chatham Park, and close to the downtown shops and restaurants. It is convenient to drive to Jordan Lake, Fearrington Village, Chaple Hill, Apex, and Cary. Chatham County is one of the fastest growing in the state, but Pittsboro retains it's historic and eclectic roots. We are pet-friendly, with a fenced in backyard.

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 £53 per night before taxes and fees

  • Verified guest reviews

    Over 490 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!