
House holiday rentals in Hillsborough
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Top-rated house rentals in Hillsborough
Guests agree: these houses are highly rated for location, cleanliness and more.

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.

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.

Elon Southern Charmer~Fenced Yard~Pets Welcome
Located only 1.3 miles from the Center of Elon University's Campus off University Drive~Interstate 40/85 is 5 minutes away~Close to Shopping & Local Restaurants~Corner Lot in Small Neighborhood has 6' Private Fenced Backyard~Pet Friendly~Back Deck~All New LVP~No Carpet~Freshly Painted~Tasteful Decor~Soft Memory Foam Mattresses, King & 2 Queen Beds~New Samsung TV's in all Bedrooms & Living Room~Washer & Dryer~Blackout Curtains in Bedrooms~Attentive local host~Ready for you to have a great stay!

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!

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.

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.

Jo Mac Cottage- Quiet Home near UNC Chapel Hill
Welcome to the beautiful 100 year old Jo Mac Cottage in Chapel Hill We are minutes away from Chapel Hill and Carrboro. The house provides plenty of privacy in a quiet neighborhood and provides plenty with trees all around. We are 10 minutes away from UNC Campus! You can also enjoy the great outdoors by visiting local attractions such as Lavendar Oaks Farm or Rock Quarry Farm! Looking for more excitement, head down to Franklin Street for plenty of great food options.

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.

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
House rentals with a pool

Stylish Downtown Durham Home

3bd Lake pool access near Duke UNC Southpoint

Cottage & Pool, Steps to Historic Downtown

Designer home close to RDU and downtown, sleeps 12

Family Retreat & Giant Pool • Private Oasis Durham

Cozy & relaxing Parkside Retreat. Fenced in yard.

Guest house With Private Gate Near downtown

The Aqua Haven l4B2.5Bl Pool&Spacious yard near DT
Weekly house rentals

Spacious Retreat Near Duke | Fast WiFi + Parking

Quietude

Villa Pinea, secluded MCM gem close to UNC & Duke!

Peaceful Location for Visitors to Duke and Durham

Newly Updated Home w/Easy Access to I-85/I-40

One-Level Duplex in American Village

Walkable Downtown Home | Dog-Friendly

Comfy place, ideal location
Private house rentals

Boho Bungalow Retreat Minutes from Downtown

Tranquil Retreat in Chapel Hill

Kirk

8 Minutes to UNC | Outdoor Deck | Washer + Dryer

Screen Porch & Close to Duke

Spacious Lakefront Retreat with Canoe & Views

The Farrell - 3bed/1bath Cozy home!

Curated Duke Retreat • Mins to downtown • Espresso
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 £52 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!
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- Rentals with pools Hillsborough
- Family-friendly rentals Hillsborough
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- Pet-friendly rentals Hillsborough
- Rentals with a patio Hillsborough
- House rentals Orange County
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- House rentals United States
- Duke University
- North Carolina Zoo
- PNC Arena
- Wet'n Wild Emerald Pointe Water Park
- North Carolina State University
- Raven Rock State Park
- Raleigh Convention Center
- Durham Bulls Athletic Park
- Greensboro Science Center
- North Carolina Museum of Natural Sciences
- Lake Johnson Park
- American Tobacco Campus
- Sarah P. Duke Gardens
- Eno River State Park
- North Carolina Museum of Art
- William B. Umstead State Park
- Greensboro Coliseum Complex
- University of North Carolina at Chapel Hill
- Crabtree Valley Mall
- International Civil Rights Center & Museum
- North Carolina Museum of History
- Frankie's Fun Park
- Virginia International Raceway
- Carolina Theatre





