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Holiday rentals 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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Guest favourite
A warm dining area features a wooden table surrounded by four chairs, with a decorative rug beneath. A modern kitchen is visible in the background, showcasing stainless steel appliances and a cozy fireplace nestled in a green accent wall.
Home in Pittsboro
4.95 out of 5 average rating, 172 reviews

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.

Guest favourite
Guest suite in Chapel Hill
4.94 out of 5 average rating, 111 reviews

Shabby Chic Studio near UNC!

Charming 1-bedroom snuggled away 3 miles from UNC. Lots of character + natural light. Free bus stop across the street. It's on the highway, behind a privacy fence and trees so the traffic noise is muted. Great for UNC games, the hospital, and visiting students. Also perfect for larger groups when booked with our sister space on the property, "The Cozy Bungalow - Noted 'Historic Home' near UNC." Check out the space description to read about all the features and how the house is laid out!

Guest favourite
The exterior of the container building is shown, featuring a metallic façade and a striped awning over the entrance. A numbered sign is mounted beside the door, while two wooden chairs are placed nearby, surrounded by greenery.
Shipping container in Pittsboro
4.91 out of 5 average rating, 191 reviews

Quirky Fun B&B: Tree House Unit

Refurbished container building by an architect professor at UNC-C for a traveling art exhibit A space efficient room (8’x8’) w/ a tall, airy ceiling, full size bed, private bath, Mini fridge (holds 10x 12oz cans), coffee station w Keurig etc, smart TV for streaming & deck overlooking gardens w/ outsider folk art scattered about property. Pass for FREE tasting @ Fair Game Distillery Included! Rates SINGLE OCCUPANCY add’l $20/person/night applies. Hammock, picnic tables, playground & firepit

Top guest favourite
A covered outdoor seating area is provided, featuring a combination of rocking chairs and cushioned seating. Decorative hanging planters add a touch of color, while the stone flooring extends beneath the structure, surrounded by natural landscaping.
Guest house in Siler City
4.96 out of 5 average rating, 164 reviews

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).

Top guest favourite
The exterior of the bunkhouse features a welcoming porch with a stylish railing. A manicured lawn surrounds the building, with a stone path leading towards chairs set up in a fire pit area. Trees and a clear blue sky are visible in the background.
Farm stay in Apex
4.99 out of 5 average rating, 147 reviews

Christmas Tree Farm Bunkhouse near Jordan Lake

Ever thought it would be fun to experience a day at a real working Christmas Tree Farm? Be our guest at the bunkhouse, a beautiful 320 sq ft tiny house full of character. Remodeled from salvaged materials on the farm, this bunkhouse features a full kitchen, bathroom with roomy bedroom and living room. Relax on the porch or roast marshmallows by the firepit. You can take a stroll through the Christmas trees, by the pond and in the spring and summer, through our U-pick flower patch.

Top guest favourite
A modern two-story duplex with dark blue siding is surrounded by natural landscaping and pine trees. A gravel driveway leads to a concrete walkway that guides to the front entrance, featuring two sets of glass doors and a small porch.
Townhouse in Chapel Hill
5 out of 5 average rating, 134 reviews

Anna Belle's Retreat - Belle (Side B)

This renovated duplex offers tranquility, style and comfort. Situated in the North Chatham area, we are just a short drive to Chapel Hill and Pittsboro. Jordan Lake and Haw River are also close by. Nestled in the pines yet within walking distance to nearby shopping, you'll experience the peacefulness of being in the country with the conveniences of being in the city. Enjoy the private screened porch with adjoining patio and grilling area. Need more space? Unit A is also available.

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
4.97 out of 5 average rating, 189 reviews

"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. When making a reservation there is a $30 per trip pet fee for each pet. WiFi: See "Other details to note" below.

Top guest favourite
An outdoor deck area is featured, surrounded by green trees. Comfortable seating with plush cushions is arranged around a circular table, creating a cozy spot for relaxation. A rustic stone wall is visible, blending with the natural setting.
Farm stay in Siler City
4.98 out of 5 average rating, 167 reviews

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.

Top guest favourite
The charming bungalow features a red metal roof and a welcoming front porch with two rocking chairs and yellow accents. Flower pots and decorative elements adorn the porch, while large windows provide natural light to the interior. A brick walkway leads to the entrance.
Bungalow in Pittsboro
4.95 out of 5 average rating, 252 reviews

Whimsy Cottage Close to Everything in Pittsboro

Charming 2-bedroom, 1-bathroom, Boho Elegant 1927 Bungalow in the heart of Pittsboro West. Step off the large front porch and head across the street to a local craft brewery, shopping, a delicious bakery serving breakfast and lunch and Chatham County Community College with a public library and paved walking trail. Walking distance to great bars, shops and restaurants in downtown Pittsboro. Whimsy on West is the perfect home away from home for any reason!

Guest favourite
Home in Chapel Hill
4.92 out of 5 average rating, 133 reviews

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.

Top guest favourite
A cozy tiny house is nestled in a lush, green yard, surrounded by trees and foliage. The exterior features light blue siding with multiple windows and a door that opens to the inviting outdoor space. Stone walkways lead through the landscape.
Tiny home in Chapel Hill
4.95 out of 5 average rating, 207 reviews

Cozy Tiny house near UNC

Explore this cozy 400 square feet retreat around a 15 minute drive from UNC. The tiny house behind the main house in the gated yard. Enjoy the open floor plan with a full bathroom with a walk-in shower, kitchenette, and a charming patio. It is the perfect for sports fans and travelers seeking a Chapel Hill getaway with all the comforts of home! Hosts are close by to help with request during your stay. Pets are welcomed!

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
5 out of 5 average rating, 117 reviews

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.

Popular amenities for Chatham County holiday rentals

  1. Airbnb
  2. United States
  3. North Carolina
  4. Chatham County