Vacation rentals with outdoor seating in Hillsborough

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Top-rated outdoor seating rentals in Hillsborough

Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

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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, 174 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.

Top guest favorite

The den area features light wood paneling and a ceiling fan. A brown sofa sits opposite a flat-screen television mounted on a small table. A round dining table is positioned nearby, and framed artwork is hung on the wall. Two doors lead to separate entrances.

Guest suite in Hillsborough

4.91 out of 5 average rating, 133 reviews

Secluded 2 bedroom MIL apartment w/own yard.

On the end of a road on the end of a road, this MIL suite is connected to my house and is situated on a park like 3 acres. Has a front and back entrance, fenced backyard, picnic table, full kitchen and den area. One bedroom has a queen bed. The other bedroom a single bed. One full bath with nice new 6 foot tub/shower. This place is simple, clean, and ready to go. The space has its own central heat and AC and hot water heater. I rest easy knowing this booking is less expensive than a local motel.

Guest favorite

A charming tiny house exterior features a wooden facade complemented by a metal roof. A welcoming front porch with comfortable seating invites relaxation, surrounded by lush greenery of the wooded property.

Tiny home in Chapel Hill

4.94 out of 5 average rating, 1,149 reviews

Charming Tiny House Nestled in the Trees

This small 128 sq ft tiny house is packed with charm. Situated on a serene 5 acre wooded property, its a short drive to Hillsborough (10 min), Chapel Hill (15) and Durham (15). I wanted to create a space where guests can take time to rest and reset. The house is cozy, stylish, and surprisingly spacious. Its well appointed with all the amenities to feel like home. Take a step outside and you'll be surrounded by old hardwood trees and the soothing sounds of nature that make life here so peaceful

Guest favorite

A comfortable living area showcases a dark leather sofa adorned with white pillows, positioned in front of a rectangular coffee table. Black-and-white artwork hangs on the wall, accompanied by a mirrored accent. A dining table is visible, surrounded by dark wooden chairs and enhanced by natural light from a nearby window.

Apartment in Hillsborough

4.97 out of 5 average rating, 191 reviews

Downtown Hillsborough Luxury Retreat #5

Brand new fully equipped retreat tucked away on a quiet street. Located in the vibrant downtown historic district of Hillsborough. Enjoy the beautiful scenery, architecture, restaurants/ bars and the lively arts and culture scene. From art and river walks to live music as well as farmers markets and festivals. Top of the line appliances, quality mattresses, luxury modal sateen linens, washer/ dryer, grills with propane, front & back balconies and complimentary parking in the rear of building.

Guest favorite

Three horses of varying colors are seen standing near a wooden fence in a spacious pasture. A covered shelter is located in the background, while a clear blue sky with scattered clouds accentuates the serene landscape.

Farm stay in Hillsborough

4.91 out of 5 average rating, 107 reviews

Horse farm, serene, secluded, creekside suite

Welcome to Strouds Creek Farm. Charming 2BR 1 bathroom suite w/cozy farmhouse decor. Located on 20 picturesque acres nestled in the woods. Enjoy peaceful mornings filled with bird songs. Stroll around the farm to meet & greet our "fur family". Relax in a hammock, explore the creek or sit on the swing & enjoy the farm fresh air. Just 5 minutes from downtown Hillsborough, an artist's paradise, dotted with art galleries, boutiques, a bookstore & restaurants. 15 min. to Duke & downtown Durham.

Guest favorite

A wraparound porch is featured with large glass doors, providing a view of the surrounding forest. Two black chairs and a potted plant are arranged on a wooden deck, while natural light filters in through a slanted roof.

Treehouse in Hillsborough

4.97 out of 5 average rating, 167 reviews

Center for Creative Balance cozy treetop retreat

Featured in an issue of Southern Living Magazine, this is a cozy, book-lined, recently renovated space with elegant decor and a wraparound sitting porch, located in a beautiful, mature, piedmont forest abounding with wildlife. There are hiking trails along New Hope Creek and others nearby. Very private and quiet but only 8 minutes from UNC Hospital, Hillsborough Campus, within 20 minutes of Duke, UNC-CH, NCCU, & historic Hillsborough —RDU only 30 minutes. Guests of all walks of life welcome.

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

4.96 out of 5 average rating, 137 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.

Top guest favorite

The exterior of a carriage house is visible, featuring white siding and a sloped gray roof. A paved driveway leads to two garage doors, surrounded by well-maintained greenery and trees. A portion of a welcoming porch and an American flag can be seen in the background.

Guesthouse in Hillsborough

4.97 out of 5 average rating, 377 reviews

Hummingbird Retreat

Airy and open, private and quiet! Come get away from it all and still be a short drive to all that the Triangle has to offer! High quality cottage style carriage house loft with full bath & private entrance - luxurious king-sized bed, Bonavita coffee maker, and handy microwave and mini fridge. Located just 4 miles south of hip and historic downtown Hillsborough in a rural, wooded country setting. Close access to Duke, UNC Chapel Hill; and Elon University is 27 miles west on I40.

Guest favorite

A wood-shingled bungalow is nestled among lush greenery, featuring a welcoming front porch with outdoor seating. A cupola crowns the roof, allowing natural light to enter. Flowering plants and ferns line the entrance, enhancing the serene woodland setting.

Bungalow in Chapel Hill

4.97 out of 5 average rating, 445 reviews

Blackwood Mt Bungalow In the Woods with Sauna

A peaceful place, perched on a hillside in the woods, with sounds of farm animals and wild birds. The Bungalow is stylish and comfortable, with a large triangular window, king-sized bed, well-stocked galley kitchen, indoor COMPOST TOILET, indoor shower, and three different porches. Don't miss our SAUNA experience! In the yard, we have flower and veggie gardens, wood-fired PIZZA OVEN and nearby hiking trails. Our lifestyle embraces beauty and sustainability through permaculture.

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, 253 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

Top guest favorite

A bright and airy living space features a comfortable white sectional sofa with decorative pillows, positioned beside a round wooden coffee table. In the background, a spacious king bed with neutral bedding is visible, complemented by soft lighting and neutral wall colors.

Guest suite in Hillsborough

4.99 out of 5 average rating, 142 reviews

Private suite with kitchenette. Walk to downtown!

Enjoy this new private suite in downtown Hillsborough with separate entrance. We are a 1/2 mile to restaurants and shopping on Churton Street. King bed, Full bath, kitchenette with microwave, Keurig coffee maker, tea kettle, wifi, Roku TV, small refrigerator, sitting area, and workspace. Truly a unique and comfortable place to stay. Enjoy wine and coffee on the front porch or visit the local downtown coffee shops and restaurants. Our space is best suited for adults.

Top guest favorite

The guesthouse is framed by tall trees, featuring a mix of wood and stone elements. Large windows allow natural light to fill the interior. The surrounding grassy area is dotted with natural rocks, creating a serene connection to the landscape.

Cabin in Hillsborough

5 out of 5 average rating, 164 reviews

Spacious Poolside Guesthouse on Private Pond

Our 67-acre property, Split Rock, is located 25 min. from Duke University and UNC-Chapel Hill. We are also 15 min. from Carrboro & Hillsborough, a historic, walkable community. Our guesthouse is a large pool cabana with kitchenette & queen bed overlooking a 4.5-acre pond surrounded by uninterrupted woodland. You are welcome to canoe, fish, walk our trails, play disc golf, or just enjoy the peaceful view. Split Rock is ideal for couples and solo travelers.