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.

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Guest favourite

Cabin in Durham

5.0 out of 5 average rating, 266 reviews

The Stable: a peace-filled, creative retreat

Welcome to The Stable - a serene solo respite, artist’s retreat or unique getaway for 1 to 6 registered guests. Close to I-85 & I-40, Duke, NCCU and the downtown Durham scene. Quaint & artsy Hillsborough, funky & fun Chapel Hill/UNC and Carrboro are a short drive. Eno River State Park, hiking & biking trails, and the Mountains to Sea Trail are 2.5 miles away. Full of unexpected details, including an outside labyrinth, The Stable is a comfortable sanctuary for all who want to settle in and smile.

25 Jun – 2 Jul

$184 SGD per night

Guest favourite

Tiny home in Chapel Hill

4.94 out of 5 average rating, 979 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

$115 SGD per night

Guest favourite

Flat in Rougemont

4.96 out of 5 average rating, 163 reviews

Cozy Rougemont Studio w/Walking Trails - Farm Time

Welcome! Our newly renovated Farm Time studio, with full kitchen, is perfect for a quiet get away. Nestled among a lush treeline and picturesque pond, this 1-bathroom apartment with queen bed and full sleeper sofa, is the perfect place to relax. Spend crisp mornings strolling through the green fields or enjoy a fire overlooking the pond at night. There’s also plenty to do in nearby Hillsborough (10 miles) and Durham (18 miles) - museums, parks, markets, and restaurants. RDU Airport (34 miles).

7–14 Aug

$131 SGD per night

Guest favourite

Guest house in Hillsborough

4.97 out of 5 average rating, 193 reviews

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.

23–30 Dec

$168 SGD per night

Guest favourite

Flat in Hillsborough

4.98 out of 5 average rating, 137 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.

20–27 Jul

$245 SGD per night

Guest favourite

Guest house in Saxapahaw

4.92 out of 5 average rating, 699 reviews

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). Bath-house is 2-min. walk (toilet, sink, shower). Two minutes to Saxapahaw. Read description for more info. SERIOUSLY NO PARTIES. And no dogs.

9–16 Apr

$171 SGD per night

Guest favourite

Guest house in Hillsborough

4.96 out of 5 average rating, 332 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.

5–12 Oct

$182 SGD per night

Guest favourite

Bungalow in Chapel Hill

4.96 out of 5 average rating, 344 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 chickens, a veggie garden, wood-fired PIZZA OVEN and nearby hiking trails. Our lifestyle embraces beauty and sustainability through permaculture.

19–26 Jun

$172 SGD per night

Guest favourite

Farm stay in Chapel Hill

4.98 out of 5 average rating, 480 reviews

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

16–23 Jun

$184 SGD per night

Guest favourite

Cabin in Hillsborough

5.0 out of 5 average rating, 136 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.

29 Jun – 6 Jul

$180 SGD per night

Guest favourite

Guest house in Rougemont

4.91 out of 5 average rating, 192 reviews

Cozy Cottage on a Hilltop

Private cottage for people & pets (please indicate what kind of pets you are bringing). The cottage offers beautiful views of the countryside overlooking the pastures. There is a private seating area by the side of the cottage where you can enjoy amazing sunrises with a cup of coffee or cocktails in the evening. My 2 acres of property offer privacy and quiet atmosphere to enjoy a peaceful retreat. Please let me know the ETA the day of the arrival.

26 Jun – 3 Jul

$112 SGD per night

Guest favourite

Guest suite in Chapel Hill

4.93 out of 5 average rating, 211 reviews

Private retreat close to Chapel Hill!

Welcome to our renovated full apartment with a private entrance and patio. Easy access to UNC, Duke and historic Hillsborough. Set in the country, there is plenty of yard to run and play. This peaceful setting is a place to take a deep breath, sip some sweet tea and relax. This area boasts great outdoor activities with equal distances between Chapel Hill and Hillsborough's vibrant downtowns.

2–9 Aug

$128 SGD per night