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

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 our garden & along wooded paths. While close to town & I-40, this getaway promises a restorative escape immersed in nature’s serenity and thoughtful living.

Timberwood Tiny Home
Timberwood Tiny Home is a place to rest your head & heart in Efland, North Carolina. The peaceful retreat 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 more. There are features of the home that may make it unsuitable for children.

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.

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 with stocked pond -open floor plan of 1000 sq.ft. -fully stocked kitchen -high speed wireless internet with YouTube TV; ESPN -on-site washer and dryer (free) -stairs from ground to apartment -4 vehicles parking; small moving truck too -outdoor grill & 2 fire pits

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

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

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.

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.

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

East Durham Oasis - Pet friendly!

Cheerful 2-bedroom home in quiet cul de sac

2 bed House in Downtown Raleigh

Blue house by the Park

Charming home betw. Duke & UNC with wooded trails

Charming Bungalow with Fenced Yard

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

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

Walk to UNC and Franklin Street

Fresh Mill House Apt in Walkable Downtown Carrboro

Boho Hideaway in Cary - near RDU & downtown

The Cozy Bungalow - Noted Historic Home near UNC!

2 blocks from UNC - Gorgeous w/Tesla Charger!

Cozy private one bedroom suite

Modern Raleigh Apartment Steps From Downtown

2-BR apt/garden near downtown Durham arts & eats
Apartment rentals with outdoor seating

6 Min to North Hills | Private deck | Washer/Dryer

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

5 min Walk to Food + StandupDesk! @ RainbowRetreat

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

McCauley House B | Unique, Uplifting & Serene
When is the best time to visit Hillsborough?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $175 SGD | $173 SGD | $164 SGD | $173 SGD | $188 SGD | $173 SGD | $164 SGD | $188 SGD | $188 SGD | $177 SGD | $181 SGD | $173 SGD |
| 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 |
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 $51 SGD per night before taxes and fees

Verified guest reviews
Over 1,290 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Hillsborough holiday rentals include wifi 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!
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- Rentals with outdoor seating Orange County
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- Rentals with outdoor seating United States
- Duke University
- PNC Arena
- North Carolina Zoo
- Wet'n Wild Emerald Pointe Water Park
- Durham Bulls Athletic Park
- Raven Rock State Park
- Tobacco Road Golf Club
- Sedgefield Country Club
- Greensboro Science Center
- Frankie's Fun Park
- American Tobacco Campus
- Eno River State Park
- North Carolina Museum of Natural Sciences
- North Carolina Museum of Art
- Carolina Theatre
- North Carolina Museum of History
- Lake Johnson Park
- Starmount Forest Country Club
- Sarah P. Duke Gardens
- William B. Umstead State Park
- Durham Farmers' Market
- Gregg Museum of Art & Design
- International Civil Rights Center & Museum
- Gillespie Golf Course




