Holiday rentals in Chatham County

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Top-rated holiday rentals in Chatham County

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Top guest favourite
A spiral staircase is seen in the corner of a sunlit room with high, sloped ceilings. The staircase features a wooden handrail and black steps, leading to a loft area. Artwork is displayed on the walls, enhancing the space's character.
Guest house in Apex
4.93 out of 5 average rating, 412 reviews

Country place close to all Triangle locations

Beautiful setting on 8 acres near Jordan Lake and the American Tobacco Trail - 30 minutes or less to RDU, RTP, Raleigh, Durham and Chapel Hill. Full use of a 930 sf guesthouse with a spiral staircase leading to a loft bedroom. Downstairs, soaring 20 foot ceilings and huge windows look out on our horse pastures. Ideal for fishing stays - less than 10 minutes from a Jordan Lake boat launch, and we have plenty of parking for trucks with trailers. Non-tesla EV charging available (details below)

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.
Flat in Pittsboro
4.98 out of 5 average rating, 284 reviews

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.

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
4.95 out of 5 average rating, 174 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.

Top guest favourite
The cottage is softly illuminated at night, showcasing the large screened-in deck. Furnishings are visible, arranged for comfort. The warm light creates a welcoming ambiance inside, while the surrounding greenery adds to the serene outdoor setting.
Tiny home in Chapel Hill
4.94 out of 5 average rating, 199 reviews

Cozy Cabin w/ large screened-in deck near UNC/Duke

Private cottage with large screened in deck & comfy sleeping loft among the trees. A vertical ladder leads to a beautiful half-story sleeping loft. There is art throughout the space. Mini fridge & microwave on deck. Guests use a beautiful outdoor shower w/ hot & cold water until temps reach freezing. 11/9 UPDATE- Our new heated bathroom building which includes a flush toilet hot & cold sink and indoor shower is now complete & ready for your use! There are 2-friendly Aussi-dog on the property.

Top guest favourite
A wooden sign displaying 'Shepard Farm' stands next to a wooden fence, leading into a grassy field. The landscape features a cloudy sky, with a glimpse of agricultural buildings in the distance. This serene setting is surrounded by trees and a gravel pathway.
Guest house in Siler City
4.96 out of 5 average rating, 166 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).

Superhost
An exterior view of a container building is presented, featuring a deck with a wooden pathway. A teal chair is positioned near the entrance, while lush greenery surrounds the structure, enhancing the natural setting. A striped awning provides shade over the entrance.
Shipping container in Pittsboro
4.82 out of 5 average rating, 156 reviews

Curiously Cute B&B: Woodshed Unit

This refurbished container building built by an architect professor @ UNC Charlotte for a traveling art exhibit. This fabulous space has a queen bed, single futon, private bath & deck overlooking gardens w/ outsider folk art scattered about property. Mini fridge (holds 15x 12oz cans), coffee station w Starbucks Kcups & smart TV for streaming. Pass for FREE tasting @ Fair Game Distillery Included! Rates SINGLE OCCUPANCY add’l $20/person/night. Hammock, picnic tables, playground & firepit

Guest favourite
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
4.87 out of 5 average rating, 131 reviews

Remodled 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.

Top guest favourite
A fully equipped kitchen features modern stainless steel appliances, including a refrigerator and microwave. A round wooden table with four chairs occupies the center, complemented by a breakfast bar with additional seating. Natural light fills the space from a window adorned with a simple curtain.
Farm stay in Siler City
4.98 out of 5 average rating, 169 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
A charming bungalow is illuminated softly in the evening, showcasing a welcoming red door and large front porch. Surrounding greenery enhances the home's rustic appeal, while a small detached structure is visible in the yard, creating a cozy, inviting atmosphere.
Bungalow in Pittsboro
4.95 out of 5 average rating, 254 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!

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
4.96 out of 5 average rating, 110 reviews

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 bedroom + private loft with 2 beds. (loft accessed by stair ladder).

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, 210 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, 118 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