
Holiday rentals with outdoor seating in Hillsborough
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Quick stats about holiday rentals with outdoor seating in Hillsborough

Total holiday rentals
Explore 20 holiday rentals in Hillsborough

Nightly prices starting at
Hillsborough holiday rentals start at $106 NZD per night before taxes and fees

Verified guest reviews
Over 1,190 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Hillsborough holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Hillsborough rentals

4.9 Average rating
Hillsborough stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated Holiday Houses with Outdoor Seating in Hillsborough
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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.

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

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.

The Kaleidoscope
Enjoy the sounds of nature when you stay in this unique place. Nestled close to Historic Hillsborough, your front door opens up to a forest with a trail running down to a creek. This newly renovated schoolbus conversion features two skylights looking up into the trees, making it feel open and bright, despite being a small space. The kitchen is fully equipped with pots and cutlery as well as fridges and microwave so you can prepare what you need. A shower and composting toilet installed inside.

CFCB cabin retreat minutes from Duke, NCCU, & UNC
Cozy, wheelchair-accessible, recently renovated cabin with unique decor and a sitting porch, located in a beautiful, mature, piedmont forest that abounds with wildlife and has hiking trails along New Hope Creek. Ideal for a quiet retreat but only 8 minutes from UNC Hospital, Hillsborough Campus and within 15 to 25 minutes from Duke University, University of North Carolina at Chapel Hill, North Carolina Central University and historic downtown Hillsborough. Guests of all walks of life welcome.

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.

Luxury Retreat on Farm with Pool, Hot Tub, Fishing
LUXlife Best Luxury Country B&B Retreat in NC! 120 acres of peaceful farmland with an in-ground salt-water pool, hot tub, pergola, pastures, farm animals, fresh eggs, streams, woodlands, fishing, and hiking. Private hot tub at rental. The heated, salt-water pool and hot tub are located behind the owner's home. You’ll have total privacy. Wholesale pasture-raised Wagyu beef and lamb available at the farm as well as fishing in the stocked pond. Propane grill and pizza oven on your patio.

Luxurious Modernist Tree House
Stunning, private, and truly one-of-a-kind—this unique home is perfect for a vacation, staycation, special occasion, or simply celebrating everyday life. Designed by renowned modernist architect Frank Harmon. The 2,128-square-foot residence sits on 1.3 acres and was crafted with meticulous attention to detail. Inside, you’ll feel nestled among the treetops while remaining conveniently close to restaurants, shopping, downtown Raleigh, WakeMed, UNC, Duke, and Research Triangle Park.

Carriage House-32 Acre Wooded Lot & Trails & Pond
-private 2015 carriage house in Chapel Hill; less than 2 miles from I-40 -less than 8 miles from UNC; less than 20 minutes from Duke -2 bedrooms with queen, 2 twins & a trundle bed -32 acre private wooded lot with 2 mi. of trails w/ stocked pond -open floor plan - 1000 sq.ft. -fully stocked kitchen w/ fresh eggs -high speed wireless internet -on-site washer and dryer (free) -stairs from ground to apartment -4 vehicles parking spaces -outdoor grill & 2 fire pits w/ Adirondack chairs

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.

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!
Popular amenities for Hillsborough outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Near Duke, Southpoint, UNC

Lakefront Hygge: Dock|Marine Hammock|Screen Porch

Unique, bright and airy two bedroom

Bluebird Bungalow, walk to downtown

★ XL Yard ★ Keyless Entry ★ Full Kitch ★ W/D

Historic 1910 Mill House with deck & fire pit

Hot Tub + Walk to Downtown | Fire Pit | Game Table

Mid-Century Gem • Creekside • King Beds • Near UNC
Apartment rentals with outdoor seating

Walk to UNC and Franklin Street

Fresh Mill House Apt in Walkable Downtown Carrboro

Garden Oasis in the heart of downtown Durham

2 blocks from UNC - Gorgeous w/Tesla Charger!

2-BR apt/garden near downtown Durham arts & eats

Updated Warehouse Apt in the Heart of Downtown

Walk to Duke or Downtown- 1st floor 607B

Charming Studio #1 "On Farm Time"
Condo rentals with outdoor seating

Cary Urban Oasis

Second floor 1 BR condominium near The Village

McCauley House A | Classic, Updated & Functional

1 Bedroom Downtown near Tanger, Stadium, UNCG

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

Fully stocked, clean, quiet, comfy, 1 mi off 85/40

Lovely 2 bedroom condo in Central Raleigh

No Car Needed! Close to DT & NCSU! @ VintageModPad
When is the best time to visit Hillsborough?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $227 NZD | $224 NZD | $226 NZD | $238 NZD | $257 NZD | $238 NZD | $226 NZD | $257 NZD | $257 NZD | $257 NZD | $247 NZD | $238 NZD |
| Avg. temp | 5°C | 6°C | 10°C | 15°C | 19°C | 23°C | 25°C | 25°C | 21°C | 15°C | 10°C | 6°C |
Destinations to explore
- Washington Holiday rentals
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- Pet-friendly rentals Hillsborough
- House rentals Hillsborough
- Rentals with a patio Hillsborough
- Family-friendly rentals Hillsborough
- Rentals with a washing machine and dryer Hillsborough
- Rentals with pools Hillsborough
- Rentals with outdoor seating Orange County
- Rentals with outdoor seating North Carolina
- Rentals with outdoor seating United States
- North Carolina Zoo
- Duke University
- PNC Arena
- North Carolina State University
- Raleigh Convention Center
- University of North Carolina at Chapel Hill
- Wet'n Wild Emerald Pointe Water Park
- Raven Rock State Park
- Greensboro Coliseum Complex
- Greensboro Science Center
- Virginia International Raceway
- Elon University
- William B. Umstead State Park
- Durham Bulls Athletic Park
- North Carolina Museum of Art
- North Carolina Museum of Natural Sciences
- Crabtree Valley Mall
- Sarah P. Duke Gardens
- University Of North Carolina At Greensboro
- Eno River State Park
- Lake Johnson Park
- American Tobacco Campus
- Frankie's Fun Park
- International Civil Rights Center & Museum





