Vacation rentals in Hillsborough

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Quick stats about vacation rentals in Hillsborough

  • Total vacation rentals

    Explore 50 vacation rentals in Hillsborough

  • Nightly prices starting at

    Hillsborough vacation rentals start at G$8,367 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,730 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Hillsborough vacation 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 vacation rentals in Hillsborough

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

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Top guest favorite
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, 331 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.

Top guest favorite
The tiny home is positioned amid a grassy area, surrounded by tall evergreen trees. A vibrant flower bed blooms in the foreground, showcasing a mix of colors against the lush greenery.
Tiny home in Efland
5 out of 5 average rating, 317 reviews

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.

Guest favorite
A charming tiny house exterior features a wooden facade complemented by a metal roof. A welcoming front porch with comfortable seating invites relaxation, surrounded by lush greenery of the wooded property.
Tiny home in Chapel Hill
4.94 out of 5 average rating, 1,275 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

Top guest favorite
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, 506 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.

Guest favorite
Camper/RV in Hillsborough
4.85 out of 5 average rating, 143 reviews

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.

Top guest favorite
A serene outdoor area showcases a rectangular swimming pool surrounded by smooth stone decking. Comfortable lounge chairs are positioned for relaxation, while lush greenery and trees provide a natural backdrop. The exterior of the multi-level house features large balconies and a welcoming red door.
Guest suite in Hillsborough
4.96 out of 5 average rating, 192 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 favorite
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
4.91 out of 5 average rating, 141 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 favorite
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, 185 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 favorite
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, 330 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 favorite
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, 607 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 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

Top guest favorite
Home in Hillsborough
4.98 out of 5 average rating, 120 reviews

Walk to Downtown Hillsborough • Dog Friendly

More than just a vacation rental, this is a home we love and are happy to share. Tucked into a quiet, walkable neighborhood near historic downtown Hillsborough, you can walk to restaurants, coffee shops, galleries, Gold Park, the Riverwalk, and the Eno River, then come home to relax on the porch or in the fenced backyard. Thoughtfully stocked for comfortable everyday living, it’s ideal for weekend getaways, weddings, family visits, and trips to Duke or UNC. Dogs are welcome, too.

Top guest favorite
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, 199 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.

Popular amenities for Hillsborough vacation rentals

When is the best time to visit Hillsborough?

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Avg. priceG$26,148 GYDG$24,893 GYDG$26,148 GYDG$27,194 GYDG$28,658 GYDG$26,985 GYDG$26,776 GYDG$28,240 GYDG$28,240 GYDG$29,286 GYDG$27,822 GYDG$26,567 GYD
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Frequently Asked Questions

  • What are the best places to stay in Hillsborough?

    Historic neighborhoods near downtown have charming homes, while wooded areas and riverfront cottages offer quiet retreats. Many vacation rentals are close to parks, trails, and local dining spots.

  • What are the best things to do in Hillsborough with kids?

    Families explore the Riverwalk for riverside walks, visit local playgrounds, or learn about the area’s past at the Museum of History. Picnic spots and small festivals often create a relaxed atmosphere for children.

  • What are some of the best things to do in Hillsborough?

    Walk the Riverwalk along the Eno River, browse galleries in the historic downtown, or visit Occoneechee Mountain State Natural Area. Farmers markets and local cafes reflect the area’s creative community.

  • How is the weather in Hillsborough?

    Hillsborough has cool winters between 30–50°F (-1–10°C), with occasional rain, and warm, humid summers around 63–88°F (17–31°C). Spring and fall tend to be milder with pleasant weather for outdoor activities.

  • When is the best time to visit Hillsborough?

    Spring and early fall are often recommended for outdoor exploring in Hillsborough, featuring mild temperatures around 60–80°F (16–27°C) and colorful scenery. These seasons also bring community events and local gatherings.

  • What are the best places to visit in Hillsborough?

    The Riverwalk, Occoneechee Mountain State Natural Area, and the historic downtown are frequently suggested for visitors. The area also has galleries, museums, and ancient archaeological sites linked to local Indigenous cultures.

  • What are some hiking trails in Hillsborough?

    Hillsborough has scenic routes like the Riverwalk, a paved path along the Eno River, and nearby forested trails in Occoneechee Mountain State Natural Area. These areas invite gentle walks, birdwatching, and quiet nature escapes.

  • What are some family activities we can do in Hillsborough?

    Picnic by the Eno River, enjoy local playgrounds, or participate in children’s story hours at neighborhood libraries. Occasional festivals and craft workshops add to the family experience.

  • What are some of the best day trip ideas from Hillsborough?

    Explore nearby natural spaces with more hiking trails or spend a day discovering the art, music, and historic districts in surrounding towns. Vineyards, museums, and nature preserves around the region expand your options.

  • Are there any pet friendly accommodations available in Hillsborough?

    Many vacation rentals in Hillsborough welcome pets, especially homes and cottages in residential neighborhoods. Pet-friendly parks and walking paths, like the Riverwalk, make it easy to explore with your companion.

  • What are some local tips for visiting Hillsborough?

    Explore Hillsborough’s historic downtown to find public art, locally run shops, and small museums. Locals suggest catching the farmers market for seasonal produce and enjoying walking paths along the water.

  • What is Hillsborough known for?

    Hillsborough is known for its well-preserved historic district, a vibrant local arts scene, and access to riverside parks. The town supports a strong tradition of community events and creative gatherings.

  • What are the best hidden gems to explore in Hillsborough?

    Around Hillsborough, you might discover art studios tucked into side streets, indie bookstores, or less-traveled trails winding through local parks. Heritage sites and small, locally run shops encourage a slower pace of exploration.

  • What are the best foods to try in Hillsborough?

    Hillsborough’s markets and cafes feature Southern-inspired fare, fresh-baked pastries, and locally roasted coffee. Farm-to-table dishes, homemade pies, and classic barbecue reflect the region’s food traditions.

  • What should I bring for a trip to Hillsborough?

    Comfortable walking shoes, layers for weather that shifts between 30–88°F (-1–31°C) seasonally, and rain gear for wetter months are suggested. A reusable water bottle and sun protection help while exploring parks and trails.

  • What is the nightlife in Hillsborough like?

    Hillsborough’s nightlife is cozy, centering on neighborhood pubs, cafes, and occasional live music in local venues. Evenings often feature outdoor dining, craft beverages, and community gatherings.

  • What are the most popular events or festivals in Hillsborough?

    Hillsborough hosts an art walk in the spring, outdoor concerts during summer, and seasonal markets around late fall. The local parade and historical reenactments are also frequently suggested.

  • Are there family friendly vacation rentals in Hillsborough?

    Hillsborough has family-friendly stays, including vacation homes and apartments with kitchens and extra space. Many are located near parks or in quiet residential neighborhoods.