Holiday rentals with a patio in Orange County

4.98 out of 5 average rating, 178 reviews

Home in Hurdle Mills

Farmhouse & pond on 4ac, 2BR/2BA, 4 beds.

Spectacular farmhouse with a pond on 4 acres. Very private, peaceful, and comfortable. Located 8 mi from Hillsborough, (15-19 mi) to Duke University, Duke Hospital, University of NC, Chapel Hill, and Durham. Enjoy sitting on the dock and take in the nightly symphony of nature, cook outside on the flat grill, or just relax on the couch & watch the 75” flat screen. Accommodations for up to 6 people. Parties, events, receptions, and weddings available. Cost will vary depending on the details.

Guest suite in Hillsborough

4.91 out of 5 average rating, 148 reviews

Secluded 2 bedroom MIL apartment w/own yard.

On the end of a road on the end of a road, this MIL suite is connected to my house and is situated on a park like 3 acres. Has a front and back entrance, fenced backyard, picnic table, full kitchen and den area. One bedroom has a queen bed. The other bedroom a single bed. One full bath with nice new 6 foot tub/shower. This place is simple, clean, and ready to go. The space has its own central heat and AC and hot water heater. I rest easy knowing this booking is less expensive than a local motel.

4.89 out of 5 average rating, 387 reviews

Grandma’s House

Looking for something fancy? Then keep moving! Grandma’s House is comfy, clean, and without a lick of fance. Enjoy a quiet getaway at a peaceful cottage-- just 10-15 min from UNC-Chapel Hill and UNC Hospital! The location combined with the full kitchen, fast wifi, parking, memory foam mattresses, and hosts just a holler away make Grandma's House the best way to enjoy your visit to town. As a bonus, Grandma loves to leave snacks for her guests. Bring your furry friends, too! Gramma don't mind.

Guest suite in Hillsborough

4.96 out of 5 average rating, 161 reviews

Luxe Guest Suite w Pool (Historic, Downtown)

Southern charm is in abundance in this c. 1799 home! This sun-filled, artfully restored space is a private, "in-law" suite adjacent to a sprawling southern Estate. You'll enjoy a private entrance, huge living area / queen bed, large dressing room with "his and hers" vanities, modern bathroom with walk-in shower and oversized tub, access to gorgeous pool, and sprawling verandas. The space is mere blocks from all that quintessential historic Hillsborough has to offer, and is a rare treasure!

5 out of 5 average rating, 154 reviews

Bright 3 br Home near UNC Campus + Medical Center!

This is a clean space specially designed for families, friends and even your pup. The set-back of the neighbors' houses provides a comfortable amount of privacy in this quiet neighborhood. The house is 3.5 miles from downtown Carrboro and 10 minutes from the UNC campus! The house is close to: - Rigmor House - The Barn at Valhalla - Lavender Oaks Farm - Rock Quarry Farm - The Honeysuckle Tea House Franklin Street is 4 miles away with venues and restaurants like Cat's Cradle and Neil's Deli!

Farm stay in Hillsborough

4.9 out of 5 average rating, 112 reviews

Horse farm, serene, secluded, creekside suite

Welcome to Strouds Creek Farm. Charming 2BR 1 bathroom suite w/cozy farmhouse decor. Located on 20 picturesque acres nestled in the woods. Enjoy peaceful mornings filled with bird songs. Stroll around the farm to meet & greet our "fur family". Relax in a hammock, explore the creek or sit on the swing & enjoy the farm fresh air. Just 5 minutes from downtown Hillsborough, an artist's paradise, dotted with art galleries, boutiques, a bookstore & restaurants. 15 min. to Duke & downtown Durham.

5 out of 5 average rating, 154 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!

4.97 out of 5 average rating, 140 reviews

Newly-Renovated 3 Bdrm Home on Spacious 1 Acre Lot

Nestled in a beautiful and quiet Chapel Hill neighborhood, yet convenient to I-40 and a short 9 minute drive to UNC Chapel Hill's campus, come stay at this newly-renovated house with all the necessities of home. Enjoy the brand new kitchen, downstairs bathroom, and spacious back patio. Listen to the birds in the peaceful yard. Complete work at one of the two desks provided, or stream your favorite shows/movies on one of the 2 smart TVs. Beautiful walking and biking trails nearby

Tiny home in Hillsborough

4.96 out of 5 average rating, 145 reviews

Peaceful tiny house retreat on 30 acre farm

This new tiny house is nestled amongst mature hardwood trees on a 30 acre working family farm in Hillsborough. Quiet your mind and restore your body in the luxurious hot tub or warm up by the cozy fire-pit. Under 10 miles to Hillsborough or Durham, and their many restaurants, breweries and shops. Enjoy the privacy of two secluded wooded acres, surrounded by the sights and sounds of our farm, where we are growing fruits, veggies and mushrooms & caring for our animals and pastures.

5 out of 5 average rating, 264 reviews

Tiny home in Efland

Timberwood Tiny Home

Timberwood Tiny Home is a place to rest your head & heart in Efland, North Carolina. The peaceful retreat, designed for adults only, is down a country road approximately 10-minutes from downtown Hillsborough. The 200 square foot tiny home is on a private corner of 8-acres shared with our main house. It features Scandinavian-style details, two beds, a spacious porch, abundant natural light, a wood-fired hot tub, barrel sauna, cold plunge, and much more. @timberwoodtinyhome

Guest suite in Hillsborough

4.99 out of 5 average rating, 148 reviews

Private suite with kitchenette. Walk to downtown!

Enjoy this new private suite in downtown Hillsborough with separate entrance. We are a 1/2 mile to restaurants and shopping on Churton Street. King bed, Full bath, kitchenette with microwave, Keurig coffee maker, tea kettle, wifi, Roku TV, small refrigerator, sitting area, and workspace. Truly a unique and comfortable place to stay. Enjoy wine and coffee on the front porch or visit the local downtown coffee shops and restaurants. Our space is best suited for adults.