Holiday houses in Hillsborough

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Top-rated holiday rentals in Hillsborough

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A red barn-style exterior is framed by lush green grass dotted with bright yellow wildflowers. Tall trees create a natural backdrop, while the inviting entrance features double doors and large windows. The tranquil setting suggests a peaceful retreat in nature.
Cabin in Durham
5 out of 5 average rating, 319 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.

Guest favourite
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
4.96 out of 5 average rating, 485 reviews

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.

Top Guest favourite
A spacious guest suite features a queen bed with soft white linens, surrounded by elegant wooden furniture. A cozy seating area with two upholstered chairs sits near a decorative fireplace. Light wood floors and built-in shelves create a warm atmosphere, complemented by natural light from large windows.
Guest suite in Hillsborough
4.96 out of 5 average rating, 178 reviews

Luxe Guest Suite w Pool (Historic, Downtown)

Southern charm is in abundance in this c. 1799 home! This sun-filled, artfully restored space is a private, "in-law" suite adjacent to a sprawling southern Estate. You'll enjoy a private entrance, huge living area / queen bed, large dressing room with "his and hers" vanities, modern bathroom with walk-in shower and oversized tub, access to gorgeous pool, and sprawling verandas. The space is mere blocks from all that quintessential historic Hillsborough has to offer, and is a rare treasure!

Top Guest favourite
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
4.9 out of 5 average rating, 126 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.

Top Guest favourite
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, 177 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 favourite
An outdoor fire pit area features four black Adirondack chairs arranged around a stone circular base. The carriage house, painted in rich red, serves as a rustic backdrop, with greenery and flower beds enhancing the inviting environment.
Farm stay in Chapel Hill
4.99 out of 5 average rating, 578 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 & 2 fire pits

Guest favourite
A charming cabin features a front porch with two chairs and a small table. The exterior is painted in calming green tones, surrounded by lush trees. A door with a window provides access, while a lantern and potted plants add subtle details to the cozy environment.
Farm stay in Hillsborough
4.9 out of 5 average rating, 203 reviews

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

Top Guest favourite
A petite building constructed from weathered wood stands amidst lush greenery. Unique arched windows and a rustic roof contribute to its character. Soft lighting from within casts a warm glow, creating an inviting scene as the vibrant foliage frames the structure.
Cabin in Hillsborough
4.99 out of 5 average rating, 315 reviews

Artist's Studio

Originally the studio of a visual artist (long ago garden illustrator for The New York Times), this petite building is completely private. Firm queen bed. Mix of antiques and artisanal built-ins. Radiant heat. AC. Mini fridge and microwave, electric kettle, Chemex coffee maker and French Press, excellent wifi. Unique space in one of the best country neighborhoods around. 6.5 miles to Hillsborough healthy grocery store, 8 to Carrboro/Chapel Hill, 18 to Durham. Serene pond and grounds.

Top Guest favourite
A tranquil salt-water pool is surrounded by lounge chairs and vibrant red umbrellas. A pergola with seating is visible in the background, along with well-maintained landscaping and an inviting patio area. The clear blue sky enhances the serene environment.
Farm stay in Hurdle Mills
4.98 out of 5 average rating, 216 reviews

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.

Top Guest favourite
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, 176 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 favourite
A multi-story treehouse, elevated on wooden supports, is surrounded by vibrant autumn foliage. Large windows and a welcoming deck are visible, inviting the outdoor surroundings into the living space beneath a sloping roof.
Treehouse in Hillsborough
4.99 out of 5 average rating, 139 reviews

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!

Guest favourite
The exterior of the tiny house showcases a modern design, featuring a mix of dark wood and light-colored siding. A welcoming front porch with seating invites relaxation, while nearby trees provide a natural setting. Steps lead up to the entrance, enhancing accessibility.
Tiny home in Chapel Hill
4.93 out of 5 average rating, 855 reviews

Chic Modern Tiny House Nestled in the Trees

This 240 sq ft tiny house is 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. Stylish decor, art-filled walls, and a full list of amenities make for a unique and cozy experience of home away from 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

Popular amenities for Hillsborough holiday rentals

When is the best time to visit Hillsborough?

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Avg. price$182 AUD$182 AUD$178 AUD$185 AUD$195 AUD$183 AUD$182 AUD$192 AUD$192 AUD$199 AUD$189 AUD$181 AUD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Hillsborough?

    Hillsborough has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Hillsborough?

    Experience the best of Hillsborough with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Hillsborough?

    Four-legged friends are welcome in Hillsborough. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Hillsborough?

    Yes! Work meets play with ease at over 20 vacation rentals in Hillsborough featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Hillsborough have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Hillsborough. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Hillsborough have a kitchen?

    Absolutely! We offer over 20 house rentals with a kitchen in Hillsborough. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Hillsborough have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Hillsborough. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Hillsborough have free parking?

    Absolutely! We offer over 20 house rentals with free parking in Hillsborough. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Hillsborough

  • Total holiday rentals

    Explore 40 holiday rentals in Hillsborough

  • Nightly prices starting at

    Hillsborough holiday rentals start at $57 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,500 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 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!