Holiday rentals in Chatham County

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Top-rated holiday rentals in Chatham County

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Top guest favourite
A calm lakeside view is presented from the porch, showcasing the serene water reflecting the vibrant sky. Lush trees line the opposite bank, complementing the peaceful atmosphere of the environment, with glimpses of nearby cottages adding to the charming scenery.
Home in Sanford
4.97 out of 5 average rating, 108 reviews

Cottage at Water's Edge - a cozy stay on the lake.

Immerse yourself in the serene beauty of the Carolina pines as you unwind in this cozy cottage on the water's edge. This hidden gem is ideally situated between major urban centers, yet offers a peaceful retreat from the hustle and bustle. The cottage on the lake has been fully renovated and enhanced with modern amenities and stylish touches. During your stay, you can explore the lake on a kayak or a canoe, enjoy some fishing, or simply savor the tranquil views from the porch swing or hammock.

Guest favourite
A well-appointed sleeping area features a spacious bed covered with a soft blanket, complemented by two nightstands. A cozy brown loveseat and a desk are positioned nearby, with a round mirror reflecting the warm light from a lamp. Natural light enters through a window, adorned with blue curtains.
Guest suite in Chapel Hill
4.94 out of 5 average rating, 109 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
4.92 out of 5 average rating, 182 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 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, 139 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 guest house has a king bed & queen sofa bed, and comes with your own gate & door codes, parking space, and private, fenced-in back yard for your furry friends (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
5 out of 5 average rating, 140 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.

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, 175 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
A living area features a beige sofa paired with two wicker chairs, providing a cozy seating arrangement. A small table sits between the chairs, while a TV is positioned nearby. Natural light filters through large windows, illuminating the space.
Place to stay in Fearrington
4.95 out of 5 average rating, 137 reviews

Awesome Fearrington Village Suite, historical

Tradition continues, this is a multi-generational home dedicated to family and travelers alike since 1984. Janet's parents, Audrey and Elmo Jones created this 1,100 square foot fully appointed, fragrance and pet free upper suite which utilizes a stairway. Many guests have discovered Fearrington Village which is less than a half mile stroll away. Wooded hiking trails intertwine all of Fearrington Village. We look forward to providing you with safe housing during your stay with us.

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
4.97 out of 5 average rating, 148 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, 235 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
A wooden cabin is nestled among lush green trees, surrounded by a natural landscape. A winding path leads to the entrance, lined with simple outdoor lighting. The tranquil setting is embraced by the vibrant foliage, creating a peaceful retreat atmosphere.
Home in Chapel Hill
4.91 out of 5 average rating, 124 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
4.94 out of 5 average rating, 185 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, 111 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