Vacation rentals with a patio in Pittsboro

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Top-rated patio rentals in Pittsboro

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Top guest favorite

A serene farmhouse is shown beside a calm pond, with reflections visible in the water. Surrounding trees provide a backdrop of lush greenery, while a covered dock adds to the tranquil outdoor setting. Soft evening light casts a warm glow over the scene.

Home in Hurdle Mills

4.98 out of 5 average rating, 169 reviews

Farmhouse & pond on 4ac, 2BR/2BA, 4 beds

Spectacular farmhouse with a pond on 4 acres. Very private, peaceful, and comfortable. Located 8 mi from Hillsborough, (15-19 mi) to Duke University, Duke Hospital, University of NC, Chapel Hill, and Durham. Enjoy sitting on the dock and take in the nightly symphony of nature, cook outside on the flat grill, or just relax on the couch & watch the 75” flat screen. Accommodations for up to 6 people. Parties, events, receptions, and weddings available. Cost will vary depending on the details.

Guest favorite

The exterior of the container building is shown, featuring a metallic façade and a striped awning over the entrance. A numbered sign is mounted beside the door, while two wooden chairs are placed nearby, surrounded by greenery.

Shipping container in Pittsboro

4.92 out of 5 average rating, 170 reviews

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

Guest favorite

A charming single-story cottage is framed by lush greenery. The exterior features a light-colored facade with vertical wood slats, complemented by a wooden railing and steps leading to the entrance. The surroundings are serene, highlighted by the natural wooded area.

Home in Chapel Hill

4.89 out of 5 average rating, 376 reviews

Grandma’s House

Looking for something fancy? Then keep moving! Grandma’s House is comfy, clean, and without a lick of fance. Enjoy a quiet getaway at a peaceful cottage-- just 10-15 min from UNC-Chapel Hill and UNC Hospital! The location combined with the full kitchen, wifi, parking, memory foam mattresses, and hosts just a holler away make Grandma's House the best way to enjoy your visit to town. As a bonus, Grandma loves to leave snacks for her guests. Bring your furry friends, too! Gramma don't mind.

Top guest favorite

A wooden sign displaying 'Shepard Farm' stands next to a wooden fence, leading into a grassy field. The landscape features a cloudy sky, with a glimpse of agricultural buildings in the distance. This serene setting is surrounded by trees and a gravel pathway.

Guesthouse in Siler City

4.96 out of 5 average rating, 106 reviews

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 guest house has a king bed & queen sofa bed, and comes with your own gate & door codes, parking space, and private, fenced-in back yard for your furry friends (pet fee applies).

Top guest favorite

A single-story home with a spacious patio is surrounded by greenery. The exterior features a stone pathway leading to the entrance. Large windows with yellow shutters allow natural light to brighten the interior. A gravel driveway accommodates multiple vehicles.

Home in Chapel Hill

5 out of 5 average rating, 144 reviews

White Oak Hill, minutes to UNC & Duke

Have everything you need for a hassle-free Chapel Hill/Carrboro retreat at this perfectly appointed home just 6 miles west of the city. Newly remodeled to please with luxury finishes inside and out, this vacation rental is highlighted by serene and beautiful country views from every window. This spacious layout sleeps 10 with 4 bedrooms, 2 full bathrooms, 1 half bath, 2 living rooms, bar seating and separate dining room. Foodies will love cooking in the fully equipped gourmet kitchen!

Top guest favorite

A modern cottage is surrounded by greenery, featuring a spacious wooden deck with outdoor seating. Large windows provide a view into the interior, while potted plants accentuate the entrance. The roof extends slightly over the deck, creating a welcoming outdoor space adjacent to the grassy meadow.

Place to stay in Haw River

4.93 out of 5 average rating, 101 reviews

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

Top guest favorite

A light-filled living room is presented, featuring a comfortable gray sofa and a blue accent chair. A wooden cabinet sits beneath a wall-mounted television. Natural light enters through a nearby window, with an area rug adding texture to the wooden flooring.

Townhouse in Chapel Hill

5 out of 5 average rating, 115 reviews

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.

Top guest favorite

The tiny house features a modern design with vertical wood siding and large windows that invite natural light. A spacious deck is visible on one side with seating, and a fire pit area is provided for outdoor gatherings. Surrounding the home are mature trees.

Tiny home in Hillsborough

4.97 out of 5 average rating, 133 reviews

Peaceful tiny house retreat on 30 acre farm

This new tiny house is nestled amongst mature hardwood trees on a 30 acre working family farm in Hillsborough. Quiet your mind and restore your body in the luxurious hot tub or warm up by the cozy fire-pit. Under 10 miles to Hillsborough or Durham, and their many restaurants, breweries and shops. Enjoy the privacy of two secluded wooded acres, surrounded by the sights and sounds of our farm, where we are growing fruits, veggies and mushrooms & caring for our animals and pastures.

Guest favorite

A fully equipped kitchen features modern stainless steel appliances, including a refrigerator and microwave. A round wooden table with four chairs occupies the center, complemented by a breakfast bar with additional seating. Natural light fills the space from a window adorned with a simple curtain.

Farm stay in Siler City

4.97 out of 5 average rating, 134 reviews

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.

Top guest favorite

The tiny home is positioned amid a grassy area, surrounded by tall evergreen trees. A vibrant flower bed blooms in the foreground, showcasing a mix of colors against the lush greenery.

Tiny home in Efland

5 out of 5 average rating, 252 reviews

Timberwood Tiny Home

Timberwood Tiny Home is a place to rest your head & heart in Efland, North Carolina. The peaceful retreat, designed for adults only, is down a country road approximately 10-minutes from downtown Hillsborough. The 200 square foot tiny home is on a private corner of 8-acres shared with our main house. It features Scandinavian-style details, two beds, a spacious porch, abundant natural light, a wood-fired hot tub, barrel sauna, cold plunge, and much more. @timberwoodtinyhome

Guest favorite

Home in Raleigh

4.96 out of 5 average rating, 139 reviews

Luxurious Modernist Tree House

Stunning, private, one-of-a-kind unique home that is perfect for a vacation, staycation, special occasion, or everyday celebration of life. Built by renown modernist architect Frank Harmon, the 2128 square foot home on 1.3 acres was crafted with meticulous attention to detail. Inside the home, you are nestled amongst the tree tops while being surprisingly close to restaurants, shopping, downtown Raleigh, Wake Med, UNC, Duke, and the Research Triangle Park.

Top guest favorite

A charming bungalow is illuminated softly in the evening, showcasing a welcoming red door and large front porch. Surrounding greenery enhances the home's rustic appeal, while a small detached structure is visible in the yard, creating a cozy, inviting atmosphere.

Bungalow in Pittsboro

4.95 out of 5 average rating, 214 reviews

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!