Vacation rentals with outdoor seating in Pittsboro

Bungalow In the Woods - Close to UNC and Duke

Escape to a peaceful hillside retreat nestled in the woods, where the melodies of farm animals and wild birds sooth the soul. Our stylish and cozy bungalow features three charming porches that invite quiet reflection. Enjoy an easy-to-use indoor COMPOST TOILET. Treat yourself to our rejuvenating sauna (+$40) and wander through our garden & along wooded paths. While close to town, UNC, Duke and I-40, this getaway promises a restorative escape immersed in nature’s serenity and thoughtful living.

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.

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

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.

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 King bedroom + private loft with king and queen beds. (loft accessed by stair ladder).

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!

Friendship Cottage

Minutes from restaurants/shopping, this cozy cottage sits in front of a working goat farm while maintaining a private entrance/yard. Handicapped friendly, incl. paved drive, wide doorways, zero entry shower, no stairs. Modern amenities. 16x80 Dog Run. Rock on the porch, play in the yard, see the horses on a walk to the pond (not seen from cottage). Wooded trail accessible from pond is .7 mile. See house/pet rules before booking.

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!

Historic 1910 Mill House with deck & fire pit

Escape to Clayton's Place, a restored 1910 lake-view mill house perfect for 4 guests. This pet-friendly retreat features 2 bedrooms (king, bunks), a modern kitchen, a dedicated workspace with fast Wi-Fi, and a large fenced yard. Enjoy serene mornings on the porch, evenings by the fire pit, and the convenience of an on-site EV charger. A peaceful, historic getaway just minutes from Mebane, Burlington, and Elon University.