
Vacation rentals in Chatham County
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Top-rated vacation rentals in Chatham County
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Gem of a House by River near Chapel Hill
Escape to tranquility at this charming half-acre oasis next to a wondrous State Park and minutes from local hotspots. Sip tea on the porches overlooking lush gardens. Relax under the oak's dappled shade. Step inside to original wood floors, a modern kitchen, cozy beds, and artistic touches throughout. Whether solo or gathering with loved ones, this unique Bynum village retreat envelops you in calm. Stroll to the riverbank or through the funky town and let the rolling currents soothe your soul.

Loblolly House. Retreat.Pond&Pine. Cabin15minUNC.
Nestled amongst the loblolly pines, our renovated 1975 cabin is a 2 bedroom, 1 bathroom cozy, clean house in the woods, overlooking a 4 acre pond, with residential ducks. Escape from day-to-day life, with a feeling of being a million miles away, yet conveniently close to Chapel Hill & Pittsboro, 15 min S. of UNC & minutes from groceries & restaurants. Lux mattress & linens, dinghy, wifi, fire circle, fairy forest, spacious deck with pond view & a fire table, BBQ with lovely cafe lights awaits!

The Artist's Garret at Fearrington
Work remotely surrounded by art and nature. Enjoy art galleries, sculpture garden and nature trails. The Artist's Garret is a 1BR furnished apartment just 8 miles south of Chapel Hill. Artist Forrest Greenslade’s studio is just below. The Greenslade home is behind the studio and Garret. They are always around to see to guests needs and comfort. The apartment is meticulously cleaned and sanitized according to the AirBNB protocol. The air conditioning system is equipped with sanitizing UV light.

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.

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.

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!

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.

Modern Cary Oasis: Game Room + Fire Pit
✨ Modern 3-story Cary retreat with 5 bedrooms, 8 beds & 5.5 baths—perfect for families and large groups! 🎮 Game room with Meta Quest 2 & air hockey 🔥 Private backyard with fire pit & swings 🛏️ Spacious, stylish bedrooms 🅿️ Free parking + self check-in 📍 Near Raleigh, RTP & RDU Airport Enjoy elegant black-white-gold décor, plenty of space to relax, and everything you need for an unforgettable Cary getaway.

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.
Popular amenities for Chatham County vacation rentals
Other great vacation rentals in Chatham County

"Enchanted Forest Garden" A One Bedroom Retreat

Guests Rave & Return:The Orchard House at the farm

Juniper Cottage in the Grove

Antique Farmhouse Near Pittsboro and Chapel Hill

Private 15-Acre River Estate • Sleeps 14

Southern Front Porch, Newly Renovated, Comfortable

Comfortable Family Home with Peloton in Apex

20 Acre Retreat Near Apex-Rentable Event Venue
Destinations to explore
- Duke University
- North Carolina Zoo
- North Carolina State University
- Raleigh Convention Center
- Pinehurst Resort
- University of North Carolina at Chapel Hill
- Raven Rock State Park
- Greensboro Science Center
- Wet'n Wild Emerald Pointe Water Park
- Pine Needles Lodge and Golf Club
- Greensboro Coliseum Complex
- Crabtree Valley Mall
- Sarah P. Duke Gardens
- North Carolina Museum of Art
- William B. Umstead State Park
- University Of North Carolina At Greensboro
- North Carolina Museum of Natural Sciences
- Lake Johnson Park
- Eno River State Park
- Durham Bulls Athletic Park
- Duke Chapel
- Koka Booth Amphitheatre
- American Tobacco Campus
- Durham Farmers' Market





