
Vacation rentals in Pittsboro
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Pittsboro
Guests agree: these stays are highly rated for location, cleanliness, and more.

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 Art Cabin among organic gardens near UNC/Duke
This is a shabby-chic art-studio cabin. It has a stunning walk-in shower w/ an under-water mural mosaic. There are mosaic doors & windows throughout the space. This space shares a common wall with my mosaic art studio. There are 2- sweet Aussie shepherds and 2- domestic cats on the property. Guests are welcome to eat meals on the back deck or beautiful gardens. There is a private shower, sink & composting toilet in cabin. New kitchenette recently added. Would like a long-term day-shift renter.

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

Cozy Cabin in the Countryside
Enjoy a cozy cabin with internet, ac/heat, kitchenette with fridge and microwave. Please note there is no water in the cabin and shower and toilet are located in the bathhouse just a few steps away. This comfortable Cabin has very easy quick access to all amenities including the showerhouse, picnic areas, lawn games, outdoor kitchen. Hottub is open. Property is within minutes of downtown Chapel Hill & Hillsborough, Raleigh, Durham are 20-30 minutes away. No Smoking or Vaping in Cabins

"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.

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!

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.

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.

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!
Popular amenities for Pittsboro places to stay
Other great vacation rentals in Pittsboro

1 Bed 1 Bath Modern Loft Close to UNC/Duke

Good Ol' Country Farmhouse

Cozy Sauna Retreat - Woodland Guesthouse

Tiny home on private 35 acre farm.

The Sacred Cedar, near Chapel Hill & UNC

Cedar Serenity Guest House

Country Oasis on 24 Acres - Walk to River & Lake

Home in Pittsboro
When is the best time to visit Pittsboro?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ441 | ﺩ.ﺇ441 | ﺩ.ﺇ441 | ﺩ.ﺇ437 | ﺩ.ﺇ441 | ﺩ.ﺇ441 | ﺩ.ﺇ441 | ﺩ.ﺇ441 | ﺩ.ﺇ441 | ﺩ.ﺇ477 | ﺩ.ﺇ477 | ﺩ.ﺇ613 |
| Avg. temp | 5°C | 6°C | 10°C | 15°C | 19°C | 23°C | 25°C | 25°C | 21°C | 15°C | 10°C | 6°C |
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Pittsboro?
Yes! Work meets play with ease at over 20 vacation rentals in Pittsboro featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in house rentals in Pittsboro?
Experience the best of Pittsboro with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Pittsboro have wifi?
Absolutely! We offer over 10 house rentals with wifi in Pittsboro. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Pittsboro?
Four-legged friends are welcome in Pittsboro. Choose from more than 10 vacation rentals for guests traveling with pets.
What are the most popular amenities for House Rentals in Pittsboro?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly vacation rentals in Pittsboro?
Pittsboro has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Quick stats about vacation rentals in Pittsboro

Total vacation rentals
Explore 30 vacation rentals in Pittsboro

Nightly prices starting at
Pittsboro vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

Verified guest reviews
Over 2,060 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Pittsboro vacation rentals include wi-fi access

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace across Pittsboro rentals

4.9 Average rating
Pittsboro stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Western North Carolina Vacation rentals
- Washington Vacation rentals
- Myrtle Beach Vacation rentals
- Gatlinburg Vacation rentals
- Charleston Vacation rentals
- Charlotte Vacation rentals
- Outer Banks Vacation rentals
- Cape Fear River Vacation rentals
- Pigeon Forge Vacation rentals
- Rappahannock River Vacation rentals
- Savannah Vacation rentals
- James River Vacation rentals
- Duke University
- PNC Arena
- North Carolina Zoo
- University of North Carolina at Chapel Hill
- Wet'n Wild Emerald Pointe Water Park
- Pinehurst Resort
- Raven Rock State Park
- Durham Bulls Athletic Park
- Pine Needles Lodge and Golf Club
- World Golf Village
- Frankie's Fun Park
- Greensboro Science Center
- Carolina Theatre
- American Tobacco Campus
- North Carolina Museum of Natural Sciences
- North Carolina Museum of Art
- Eno River State Park
- Lake Johnson Park
- William B. Umstead State Park
- North Carolina Museum of History
- Sarah P. Duke Gardens
- Durham Farmers' Market
- Dorothea Dix Park
- North Carolina Central University




