Holiday rentals with a patio in Hillsborough

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.

Timberwood Tiny Home

Timberwood Tiny Home is a place to rest your head & heart in Efland, North Carolina. The peaceful retreat 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 more. There are features of the home that may make it unsuitable for children.

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!

Beautiful Farm stay 2 beds, 2 baths with office

Relax with your partner or bring the whole family to our peaceful 45 acre horse farm. We neighbor the Eno River and are centrally located in Northern Durham only 12 miles from Downtown. Come sit and enjoy our beautiful screened in porch that overlooks 2 scenic ponds and offers some of the best sunsets you’ve ever seen. This newly renovated farmhouse is beautifully decorated with 2 bedrooms, large master (king) and second bedroom (queen), office space has a sleeper sofa for additional guest.

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.

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.

"Forest Garden" A One Bedroom Retreat

A 600 s.f. cottage retreat designed by Robert Phillips. One bedroom, full bath and kitchen, and spacious living room. Ten ft. ceilings and fine architectural details; terraced; fountains nestled in a tree grove on 10 acres with foot paths. 15-20 minutes to Chapel Hill/Carrboro, University of North Carolina; Pittsboro and the Saxapahaw arts community on the Haw River. When making a reservation there is a $30 per trip pet fee for each pet. WiFi: See "Other details to note" below.

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.

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.

Secluded Treehouse - 27 acres on Terrells Creek

Private “Treehouse” Home on 27 acres in the woods. Enjoy Walking trails, creek, fire pit, outdoor games, hammocks, swings . 20 mins to downtown Pittsboro, Carrboro, Chapel Hill, Jordan Lake -40 mins to Raleigh, Cary and Durham but worlds away from it all. Come relax and remember what it’s like to be away from noise and light pollution and hear only crickets at night. 1 King bedroom + private loft with king and queen beds. (loft accessed by stair ladder).

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

The Cabin At Hurdle Mills - Hot tub & Fire pit

Welcome to our cozy cabin on 5 acres nestled in the beautiful town of Hurdle Mills, North Carolina. Surrounded by nature, our cabin is the perfect getaway for those looking to unplug and enjoy the quiet of nature. Relax in the hot tub, build a cozy fire at the fire pit and gaze at the stars, or enjoy your coffee in the cozy indoors. We can't wait to host you at our Hurdle Mills cabin and help make your trip to North Carolina unforgettable.