
Holiday rentals with outdoor seating in Pittsboro
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Pittsboro
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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.

Art, Beauty, Nature: A Woodland Retreat
Relax in our bright and artistic guest suite — all hand-built with unique touches throughout. -Private entrance & terrace -Comfortable king-sized bed -Smart TV -Kitchenette with small refrigerator, microwave, toaster oven -Private patio w/ patio lights & seating for 2 -Unique art -Complimentary coffee & tea Great for getaways, rest, retreats, time in nature! 15 mins from restaurants, cafes and the charming towns of Carrboro, Pittsboro, and Saxapahaw. 10-15 mins to Chapel Hill, 20 to UNC.

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!

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

Guest Room at Tiny House Community on 30 acres
Private 1 bed/1 bath guest room conveniently located 10 minutes from Graham, Saxapahaw & Mebane & 30 minutes from Greensboro, Durham & Chapel Hill. Situated at Cranmore Meadows Tiny House Community, guests will also have access to a community kitchen & washer/dryer close by. Enjoy nature on our large deck with ample patio furniture and a jacuzzi. Our 30 acre property has trails through the meadows, a pond, and creek and is a perfect view into tiny living! All are welcome: LGBTQ+BIPOC

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.

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.

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).
Popular amenities for outdoor seating rentals in Pittsboro
House rentals with outdoor seating

Unique, bright and airy two bedroom

The Apex Abode | 3-bed house near town

★ XL Yard ★ Keyless Entry ★ Full Kitch ★ W/D

Family Getaway | Fire Pit + Treehouse on 2.5 acres

Blue house by the Park

White Oak Hill, minutes to UNC & Duke

Downtown Pied-à-Terre

Luxurious Modernist Tree House
Apartment rentals with outdoor seating

Triangle Treehouse near Downtown Durham

Fresh Mill House Apt in Walkable Downtown Carrboro

2 blocks from UNC - Gorgeous w/Tesla Charger!

Guest suite near UNC

Cozy private one bedroom suite

Dollar Avenue Treehouse near Duke

Pvt Apartment Centrally Located

Charming Studio #1 "On Farm Time"
Apartment rentals with outdoor seating

Second floor 1 BR condominium near The Village

McCauley House A | Classic, Updated & Functional

1 Bedroom Downtown near Tanger, Stadium, UNCG

A short walk with a breeze .

Special Promo! Message us 4 info! @ RainbowRetreat

Lake view condo w/office, walk to food/greenway

Fully stocked, clean, quiet, comfy, 1 mi off 85/40

Lovely 2 bedroom condo in Central Raleigh
When is the best time to visit Pittsboro?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £92 | £90 | £92 | £89 | £111 | £113 | £111 | £122 | £119 | £97 | £97 | £125 |
| 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 |
Quick stats about holiday rentals with outdoor seating in Pittsboro

Total holiday rentals
Explore 10 holiday rentals in Pittsboro

Nightly prices starting at
Pittsboro holiday rentals start at £45 per night before taxes and fees

Verified guest reviews
Over 1,700 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of Pittsboro holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Pittsboro rentals

4.9 Average rating
Pittsboro stays are highly rated by guests – averaging 4.9 out of 5!
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- 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




