Holiday rentals in Bear Creek

Shepard Farm

Secluded and peaceful, the name of the street says it all: Sunset. This gated residence offers breathtaking sunset views across a sprawling 50 acre farm. Take in the landscape, complete with horses & cows, or retire to your exclusive guest house, complete with full kitchen, refrigerator, and washer & dryer. This one big room guest house has a king bed & queen sofa bed, and comes with your own door code, parking space, and private, fenced-in back yard for your pets. (pet fee applies).

Star Buck Cabin + HOT TUB: Couples' Cozy Getaway

Nestled in the Uwharrie National Forest, “Star Buck Cabin” is a serene getaway that pairs outdoor adventure with cozy rustic comfort. Take in beautiful seasonal views of the farm while staying just 15 minutes from the North Carolina Zoo and Seagrove, famed for its pottery. After exploring, unwind in the hot tub, relax on the patio swing, or gather by the fire pit. Inside, enjoy your favorite TV show, relax by the fireplace, or even cook! Perfect for both adventure and relaxation.

Piece of Heaven Airbnb, Wedding, and Event Center

Our Home is Set on 100 acres of Pines , a Mile From Stress, and The Rocky River as a back drop, This Piece of Heaven is waiting for you. ( please note we allow for wedding and other events but those charges are not included with an Airbnb rental) Our 150+ yr old home is modernized uniquely to bring nature closer with 1700 sq ft of deck space, and a River View deck that is so peaceful. If you are thinking Event/ Wedding, we would love the opportunity to earn your business.

Modern Tiny House Near Duke & Downtown

You’ll feel like you’re getting away from it all in this modern, private tiny house in the trees, even though you’re just minutes from Duke, downtown Durham, shopping, and restaurants. It’s the perfect balance of peaceful retreat and city convenience. The home includes all the essentials — full kitchen, laundry, A/C, and high-speed internet — but many guests find themselves spending most of their time relaxing on the screened-in porch, listening to birds, and recharging.

Downtown Pittsboro Boho Loft

Industrial loft in downtown Pittsboro - walk to everything or just relax on the spacious deck and enjoy music from the City Tap or Havoc! You will be in the heart of everything with easy access to the shops, bakeries, wine store, restaurants, breweries and other Pittsboro attractions. Loft is furnished comfortably with a king Murphy bed, pull out sofa bed, and wet shower with heated floors, heated towel rack and a stocked kitchen. Come enjoy industrial chic in comfort!

Amelia Farms; Relaxing Retreat on 30+ Acres

This 2-bedroom, 1-bathroom cottage is nestled amidst a canopy of oak trees, offering peace and tranquility. **Please note:** The pasture is currently empty. We are pet-friendly (with a fee; some restrictions apply. Please see below for details). The property features a ¾-mile wooded trail winding past century-old barns and through a mature hardwood forest. Enjoy easy access to Greensboro, Burlington, Liberty, Asheboro, High Point, and the new Toyota plant.

Cedar Serenity – Private Romantic Retreat

This peaceful haven gives couples and business travelers a retreat of comfort and calm for both leisure and remote work. Sink into a plush king bed, refresh in the oversized shower with three invigorating heads, and share coffee on the screened porch before an evening soak in the hot tub on your private patio. With high‑speed internet and a secluded 10.5‑acre setting, it’s an easy escape that feels a world away in Chatham County. And only 15 min from Pittsboro

Paradise on Earth

The stunning lake views that you have been waiting for! Perfectly serene setting on just over 5 acres has so much to offer. One level living is a breeze in the meticulously maintained home. Nice - cozy look with every room offers great character. Outside is where you will want to be — large brick patio, amazing deck, above-ground pool and Pristine landscaping all around. Enjoying this unique piece of property that none will look alike,NO PARTIES are allowed!

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).

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.

Restored Cabin on Heritage Farm.

Built in the 1930's from a Rehoboth Beach cabin design; the "Clubhouse" was built for out-of-town city guests to get a little peace and quiet in rural NC. Newly refurbished, family friendly, with plenty of forested land for exploring, camper/trailer parking and fenced pasture with water. Free wi-fi. Pets welcome - two pet limit. Pasture may be suitable to horses who won't jump the fence and can get along with 3-4 heifers.

Second Home in Pittsboro, NC

This newly remodeled home is on 4 wooded acres in Pittsboro. It is one mile from Chatham Park, and close to the downtown shops and restaurants. It is convenient to drive to Jordan Lake, Fearrington Village, Chaple Hill, Apex, and Cary. Chatham County is one of the fastest growing in the state, but Pittsboro retains it's historic and eclectic roots. We are pet-friendly, with a fenced in backyard.