Holiday rentals in Chatham County

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Top-rated holiday rentals in Chatham County

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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
4.97 out of 5 average rating, 276 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.

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, 109 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!

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
4.97 out of 5 average rating, 145 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
4.81 out of 5 average rating, 151 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

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, 178 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 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, 152 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, 238 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
The exterior of the studio apartment is shown, featuring a wooden deck with a railing. A stack of firewood is arranged nearby. The entrance is marked by glass doors, while greenery surrounds the space, creating a natural setting.
Guest house in Chapel Hill
4.96 out of 5 average rating, 394 reviews

Cozy Secluded Accessible West Wing

The West Wing is guest quarters to a residence on 15 acres 5 miles south of Chapel Hill. It's an easy 10 minutes (5 miles) to downtown Chapel Hill, UNC, UNC Hospitals and Carrboro. Comfortable, clean, attractive, and very secluded. It is a studio apartment with one double bed, perfect for one person, cozy for two.. Your friendly, well behaved dog is welcome, but don't ever let your dog on the furniture or leave your dog alone uncrated. Sorry, no cats.

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, 126 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, 191 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, 112 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