Holiday rentals with a patio in Pittsboro

Raleigh Casita

This casita might be tiny, but it has big personality. This little treasure lives in the heart of Raleigh, waiting to support your next city adventure. Please note this rental lives in owner's back yard, accessible by driveway. We've built this place so that you can optimize your stay. Cook a meal in the fully equipped kitchen. Lounge on the patio and enjoy a meal at the indoor / outdoor bar. Customize the main space for living or sleeping with our easy to use murphy bed. See you soon!

One bedroom studio suite

Welcome to our home! Come stay in our quiet and serene suite, complete with its own private entrance. Cook delicious meals in a real kitchen with full size fridge, stove, & microwave (coffeemaker & toaster too). Sleep well on the adjustable memory foam queen bed. Relax on the sofa and enjoy various streaming services. Get some work done at the desk with the included wifi. Have a friend stay on the queen sleeper sofa. This is our home. You may see or hear our family & dogs around the property.

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.

The Chapel Hill Forest House

Book this incredible tiny house for the perfect romantic getaway in the heart of Chapel Hill! It sits in a private forest full of wildlife but is only a 5-minute walk to Franklin Street and the UNC campus. Enjoy amazing views from the floor-to-ceiling windows of foxes and deer playing on the lawn. Lounge on the wall-to-wall hammock as you gaze at the trees through the skylights. Unwind with a movie in bed played on our massive projector. There's nothing like this anywhere in the Triangle!

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

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).

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

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.

"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.

Rustic Cabin on a Working Farm in Durham

Come get away from it all—while conveniently close to everything—at Laurel Branch Gardens, a 12-acre farm that uses organic growing practices. About 100 yards from the farm house, the cabin is a renovated tobacco barn with a sleeping loft, full kitchen, bathroom (with a shower and composting toilet), and living area. Meet the pigs and chickens. Lay in the hammock. Listen to bird calls. During June and July u-pick blueberries will be available for harvest for $3.50/lbs.

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!