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.

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!

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.

Guest Room at Tiny House Community on 30 acres

Private 1 bed/1 bath guest room conveniently located 10 minutes from Graham, Saxapahaw & Mebane & 30 minutes from Greensboro, Durham & Chapel Hill. Situated at Cranmore Meadows Tiny House Community, guests will also have access to a community kitchen & washer/dryer close by. Enjoy nature on our large deck with ample patio furniture and a jacuzzi. Our 30 acre property has trails through the meadows, a pond, and creek and is a perfect view into tiny living! All are welcome: LGBTQ+BIPOC

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

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.

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.

The cozy home

Quiet studio minutes from Chapel Hill, in a relaxing and quiet neighborhood tucked away. Comfortable King size bed, and chair that converts to a small bed. Enjoy nature on the patio and relax in peace in this cozy getaway. Pack n play available upon request. Sorry no pets allowed. Hosts live next door and are available to answer any questions or concerns. Backs up to the woods, and shares a driveway with hosts. 2 parking spots in driveway and road parking.