House holiday rentals in Hillsborough

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Top-rated house rentals in Hillsborough

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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
4.85 out of 5 average rating, 160 reviews

Sweet Summertime on the Lake: Modern Home near Hyc

Experience Scandinavian Modern styling on a wooded, natural lot, while nestled waterfront with a private dock. This home is located on a secluded water reservoir near Hyco Lake; compared to the bustle and noise at Hyco, our reservoir is only accessible to homeowners and is vastly more quiet, natural and untouched. If a peaceful vacation near the triangle is what you're looking for, this is the place to find it. Just a short drive from Hillsborough, Chapel Hill, Durham, Raleigh, Greensboro, Charl

Top guest favourite
A cozy seating area features a leather couch adorned with a decorative pillow and a soft throw. A large window offers views of the lush greenery outside, while a small table and lounging chair complete the inviting arrangement.
Home in Chapel Hill
4.95 out of 5 average rating, 176 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
Home in Durham
4.98 out of 5 average rating, 117 reviews

Luxury Modern Suite W/ Private Deck

Welcome to our Private Luxury Master Suite! Enjoy a hotel-like experience with a spacious luxury bath featuring double sinks and a rain shower and a beautiful private deck with a peaceful view. We also include a coffee bar, work area, Wi-Fi, and TV. Conveniently located from RDU Airport and Downtown Durham, with a variety of restaurants and coffee shops nearby. Experience the perfect blend of comfort, luxury, and convenience in this upgraded suite! Parking is available and limited to 1.

Top guest favourite
A modern kitchen is highlighted by a central island with bar seating. Stainless steel appliances and a gas range are visible, alongside a brick feature wall with a warm fireplace. Natural light pours in, accentuating the wooden beams overhead and the elegant white cabinetry.
Home in Carrboro
4.97 out of 5 average rating, 107 reviews

Private retreat, walk/bike to town.

Unwind at this tranquil getaway. Beautiful 1+ acre lot for privacy, yet so close to downtown Carrboro, Chapel Hill & UNC campus. Enjoy the new gourmet kitchen, 2 gas fireplaces and fully renovated bathroom. The immaculate house has great gathering spaces both inside and out. Attention foodies: enjoy cooking in the well stocked kitchen or walk to the many restaurants. Note: there is an outdoor-only cat who roams the woods. Owner will feed him; you will probably see more deer than this cat.

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, 162 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, 124 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
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
4.93 out of 5 average rating, 117 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
The open layout of the living area features a neutral color scheme with a large sectional sofa and a wooden coffee table. A modern TV is mounted on the wall, while a potted plant adds a touch of greenery. Light enters through large windows equipped with shades.
Home in Trinity Park
4.97 out of 5 average rating, 147 reviews

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

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, 242 reviews

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.

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
4.95 out of 5 average rating, 161 reviews

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.

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
4.91 out of 5 average rating, 126 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.

Guest favourite
A cozy living area features two leather sofas facing a wooden coffee table. Bright light enters through multiple windows, highlighting a rustic wood stove. Artwork adorns the walls, and a dining area with a table and chairs is visible in the background.
Home in Chapel Hill
4.94 out of 5 average rating, 199 reviews

Unique, bright and airy two bedroom

Remodeled space high up in the trees on a large wooded lot on a secluded street. Please note that access to this unit requires going up 3 flights of stairs. There are 2 queen beds, one in each of the 2 bedrooms. Private, but only about 7 miles directly outside Chapel Hill/Carrboro. Easy access to all Chapel Hill/Carrboro/UNC activities and Park and Ride for UNC sporting events.

Popular amenities for house rentals in Hillsborough

Quick stats about house rentals in Hillsborough

  • Total holiday rentals

    Explore 10 holiday rentals in Hillsborough

  • Nightly prices starting at

    Hillsborough holiday rentals start at $91 SGD per night before taxes and fees

  • Verified guest reviews

    Over 510 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

    10 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!