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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).

Eclectic & Spacious Guest Cottage

Eccentric décor & art adorn the Guest Cottage walls and outsider art is scattered about the gardens. This handicap accessible unit has a king sized bed and a queen size Murphy bed, living room, kitchenette with coffeemaker, 2 burner cooktop, microwave, toaster oven & minifridge w/ freezer compartment. By the front door, is a small patio with vintage lawn furniture (seats 4) and a coffee table. Rates are TRIPLE OCCUPANCY An additional $20/ person/night applies. Pet friendly w/ pet fee.

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.

Lovely farm cabin experience

Connect with nature in this unforgettable farm setting. Take in serene views from the deck or walk around to enjoy a variety of sweet animals including sheep, horses, goats, alpacas, emus, cows, ponies and more. The space is a fully furnished apartment in an adorable stone cabin with one queen bedroom, kitchen, full bath, laundry, high speed Wi-Fi, and outdoor hot tub. Upper cabin is also available as a separate rental (sleeps 5) listed as Log Cabin at the Farm on Airbnb.

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.

Sweet Pickins Farm Guest House

Escape to the peaceful charm of Sweet Pickins Farm Guest House, a quiet retreat tucked away on a country road. Whether you're looking to relax or dive into farm life, our cozy home offers something for everyone. Stay in a clean, cozy, handicap-accessible 2-bedroom home, fully furnished with all the modern comforts. Sweet Pickins Guest House combines rural tranquility with modern convenience. Book your stay and experience farm life with all the comforts of home!

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!

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.

Farm Retreat near Pinehurst & Southern Pines

Wake up in the heart of North Carolina horse country, surrounded by grazing horses and peaceful pasture views on a working equestrian farm just minutes from Pinehurst and Southern Pines. 10 min to downtown Southern Pines 12 min to Pinehurst golf courses 12 min to Woodlake Country Club Ideal for Pinehurst golf trips, equestrian events, or Fort Bragg visits. Enjoy true Sandhills living with fast Wi-Fi, self check-in, and full comfort.

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.