
Holiday rentals with outdoor seating in Hillsborough
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Top-rated rentals with outdoor seating in Hillsborough
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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

The Yurt at Frog Pond Farm
Our yurt (30' dia.) is rustic, beautiful, quiet, in deep woods with deck overlooking pond. Great for couples, small families (not childproof). Includes hot tub & Poetry Walk. Beds are futons. It's warm June-Aug. (no A/C, plenty fans), but way cooler than the city. It's cold Nov.-March (wood stove heat). Mini-fridge & microwave (no kitchen/plumbing). Parking and the bath-house are 2-min. walks (toilet, sink, shower). Two minutes to Saxapahaw. Read description for more info. NO PARTIES. No dogs.

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.

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.

Blackwood Mt Bungalow In the Woods with Sauna
Escape to a peaceful hillside retreat nestled in the woods, where the melodies of farm animals and wild birds create a soothing soundtrack. 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 lush flower and vegetable gardens. While close to town, this getaway promises a restorative escape immersed in nature’s serenity and thoughtful living.

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

Tiny Farmhouse in the Heart of Durham
Enjoy the tiny experience without sacrificing the relaxations and comforts of home. Unwind in this quaint 1 bedroom 1 bath tiny farmhouse that’s equipped with full-sized appliances and tasteful amenities. The Farmhouse at Scout is nestled in Downtown Durham’s burgeoning Southside neighborhood and is extremely close to the best restaurants, shops, and activities that Durham has to offer. Major attractions: • DPAC: .8 mi • Durham Bulls: .8 mi • Farmer’s Market: 1.2 mi • Duke: 2.9 mi

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.

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.

The Japandi Dome
Experience a taste of Japandi in this dome home on our small homestead, and enjoy the mind and body benefits of being closer to nature with the comforts of indoor amenities. This unique space is built with a full skylight to allow you to sleep under the night sky. Complete with heating and A/C for year-round comfort, a full zen-inspired bathroom, and luxury European bedding. Enjoy your meal around a Japanese inspired floor table with straw mats and meditation cushion for seating.

The Magnolia
The Magnolia is a multi-story treehouse, nestled on a charming wooded lot, minutes to downtown Hillsborough, NC. Built in the treetops, this bright and airy space is full of handmade touches and warm wood tones. Enjoy your tea or coffee on the second story deck for two, relax in the cozy loft bedroom with views of the forest, prepare meals in the kitchen for a night in, and wrap up your day beside the outdoor fire pit and water garden. We can't wait to have you at The Magnolia!

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.
Popular amenities for outdoor seating rentals in Hillsborough
House rentals with outdoor seating

Unique, bright and airy two bedroom

Charming Handmade Retreat — 15 mins to Chapel Hill

Historic 1910 Mill House - peaceful with lake view

1920 Brick House |HotTub|Outside Fireplace|Pets

Full reno, walk to restaurants!

Reclaimed Beauty in Downtown's Cleveland-Holloway

Mid-Century Gem • Creekside • King Beds • Near UNC

White Oak Hill, minutes to UNC & Duke
Apartment rentals with outdoor seating

Lounge at a Fresh Mill House in Walkable Downtown Carrboro

Boho Hideaway in Cary - near RDU & downtown

Guest suite near UNC

2 blocks from UNC - Gorgeous w/Tesla Charger!

The Cozy Bungalow - Noted Historic Home near UNC!

Cozy private one bedroom suite

Updated Warehouse Apt in the Heart of Downtown

Walk to Duke or Downtown- 1st floor
Apartment rentals with outdoor seating

Artist's getaway

Second floor 1 BR condominium near The Village

A short walk with a breeze .

FLAT 127 Downtown Durham

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

RTP Condo Near RDU Airport + Pool & Amenities

McCauley House B | Unique, Uplifting & Serene

Fully stocked, clean, quiet, comfy, 1 mi off 85/40
Quick stats about holiday rentals with outdoor seating in Hillsborough
Total rentals
20 properties
Nightly prices starting at
£30 before taxes and fees
Total number of reviews
1.3K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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- PNC Arena
- Duke University
- North Carolina Zoo
- Wet'n Wild Emerald Pointe Water Park
- Durham Bulls Athletic Park
- Raven Rock State Park
- Sedgefield Country Club
- Frankie's Fun Park
- Greensboro Science Center
- American Tobacco Campus
- Eno River State Park
- Lake Johnson Park
- North Carolina Museum of Natural Sciences
- Carolina Theatre
- William B. Umstead State Park
- North Carolina Museum of History
- Starmount Forest Country Club
- Sarah P. Duke Gardens
- North Carolina Museum of Art
- Tobacco Road Golf Club
- Gregg Museum of Art & Design
- International Civil Rights Center & Museum
- Gillespie Golf Course
- Durham Farmers' Market