Holiday houses in Chatham County

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Chatham County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite

A cozy living area features a soft gray sofa adorned with bright throw pillows, accompanied by a tactile red blanket. A light wooden shelf displays framed art and plants above. A mustard yellow chair and traditional rug add warmth, while natural light filters through sheer curtains.

Home in Pittsboro

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.

ValueLocationWalkability

4.95 out of 5 average rating, 181 reviews

Top Guest favourite

A modern cabin with a blend of wood and brick façade sits amidst tall trees. Large windows allow natural light to fill the interior. A wooden deck leads to the entrance, surrounded by a forest floor covered in leaves.

Cabin in Pittsboro

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!

ValueFamilyLong stay

4.99 out of 5 average rating, 113 reviews

Top Guest favourite

The exterior view of a charming two-story home is presented, featuring a green wooden facade and a well-maintained landscape. A pathway leads to the entrance, with a porch area visible and surrounded by lush greenery, creating a serene outdoor space.

Apartment in Pittsboro

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.

LocationValueHospitality

4.98 out of 5 average rating, 297 reviews

Top Guest favourite

A cottage retreat is nestled among tall trees, surrounded by lush greenery. Soft lighting glows from large windows, reflecting off a small pond with gentle water movement. Stone pathways and a rustic bench invite exploration of the serene outdoor space.

Tiny home in Pittsboro

"Enchanted 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. For a reservation, there is a $30 per trip pet fee for each dog (Sorry, no cats). WiFi: See "Other details to note" below.

LocationFamilySleep quality

4.98 out of 5 average rating, 207 reviews

Top Guest favourite

The log cabin features a spacious wooden deck with various seating options and a dining area. Steps lead up to the cabin, showcasing a blend of modern and rustic architecture under clear blue skies, complemented by the surrounding greenery.

Home in Siler City

Lovely log cabin @ the farm

Unforgettable log cabin experience at the heart of the farm with stunning views. Enjoy alpacas, goats, sheep, horses, cattle, ponies, emus and more…right outside the front door! The pond, fire pit and outdoor spaces provide a relaxing home away from home. With two bedrooms (king bed and two twin beds), a full bath and an office space, this charming retreat has everything you need. Lower cabin also available as a separate rental (sleeps 2) listed as Lovely Farm Cabin Experience on Airbnb.

FamilyValueCheckout

5.0 out of 5 average rating, 97 reviews

Guest favourite

The exterior of the Guest Cottage is shown, featuring a light green façade with blue trim and a decorative star. A small porch area is visible, surrounded by trees and a garden, with several outdoor chairs arranged for seating.

Cottage in Pittsboro

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.

LocationFamilyKitchen

4.95 out of 5 average rating, 102 reviews

Superhost

A charming single-story house is set on a green lawn, surrounded by trees. The front porch features a rustic star decoration, and a stone pathway leads to the entrance. A small shed is visible in the yard, adding to the property’s functionality.

Home in Staley

Remodeled home in the country "Staley's Secret"

I am always tweaking decor and amenities, the home is very functional. built in 1958, so keep that in mind before booking. please inquire any special needs prior to to booking. you can take it easy at this unique and tranquil getaway. Convenient to Cary, High Point, Greensboro, Asheboro. Lots of attractions, restaurants, entertainment. Quiet, light traffic. Hardwood floors throughout home. There is much more to come, so i hope you will be my guest many times along this journey.

LocationValueWalkability

4.86 out of 5 average rating, 152 reviews

Guest favourite

Cabin in Siler City

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.

FamilyLocationDecor

4.97 out of 5 average rating, 145 reviews

Guest favourite

A cozy living area showcases a light-colored sofa adorned with patterned pillows, positioned beside a wooden table. Exposed brick walls and a rustic wooden ceiling enhance the industrial aesthetic. The kitchen area is visible in the background, featuring dark cabinetry and modern appliances.

Apartment in Pittsboro

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!

ValueFamilyTV

4.93 out of 5 average rating, 134 reviews

Top Guest favourite

A serene creek meanders through a lush forest, with smooth stones lining its banks. Sunlight filters through the canopy of green leaves, creating dappled shadows on the water's surface. The tranquil scene invites exploration and connection with nature.

Farm stay in Pittsboro

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).

FamilyValueWalkability

4.97 out of 5 average rating, 119 reviews

Top Guest favourite

A charming red cabin is framed by lush green trees, with soft golden sunlight illuminating the grassy lawn. A gravel driveway leads toward the welcoming porch, set amidst a serene rural landscape that features a fenced pasture in the background.

Cottage in Pittsboro

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.

FamilyValuePets

5.0 out of 5 average rating, 140 reviews

Top Guest favourite

A newly remodeled home is nestled among trees, featuring a light blue exterior with white trim. A small porch leads to the front door, flanked by large windows that allow natural light to enter. Gravel landscaping surrounds the home, enhancing its rural setting.

Home in Pittsboro

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.

LocationValueBackyard

4.99 out of 5 average rating, 384 reviews