
Holiday houses in Chatham County
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Top-rated holiday rentals in Chatham County
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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.

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.

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.

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

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).

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.

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.

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.

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!

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).

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.

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
Other great holiday rentals in Chatham County

Get away Retreat at the Rockin’ Horse Farm !

Quaint country

Quiet, rural comfy home, DeerField.

Home in Pittsboro

AcornHaven *sweet spot* 1 min hwy, 5 min downtown

Pilates Haus - 2 Bed 1 Bath

Southern Front Porch, Newly Renovated, Comfortable

Sunny, private, clean, accessible!
Destinations to explore
- Pet-friendly rentals Chatham County
- Rentals with a washing machine and dryer Chatham County
- Rentals with a fire pit Chatham County
- Family-friendly rentals Chatham County
- Apartment rentals Chatham County
- Farmstay rentals Chatham County
- Rentals with a fireplace Chatham County
- Rentals with outdoor seating Chatham County
- Rentals with a patio Chatham County
- Rentals with breakfast Chatham County
- Duke University
- University of North Carolina at Chapel Hill
- PNC Arena
- North Carolina Zoo
- Wet'n Wild Emerald Pointe Water Park
- Pinehurst Resort
- Raven Rock State Park
- Pine Needles Lodge and Golf Club
- Durham Bulls Athletic Park
- World Golf Village
- Greensboro Science Center
- American Tobacco Campus
- Lake Johnson Park
- Eno River State Park
- North Carolina Museum of Natural Sciences
- North Carolina State University
- North Carolina Museum of Art
- Sarah P. Duke Gardens
- Frankie's Fun Park
- Raleigh Convention Center
- North Carolina Museum of History
- William B. Umstead State Park
- Carolina Theatre
- Crabtree Valley Mall




