Holiday houses in Orange County

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Top-rated holiday rentals in Orange County

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

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Top Guest favourite
A modern tiny home features a dark exterior and large windows, set on a gravel area. A spacious wooden deck is adorned with seating and a fire pit, while smoke gently rises from a nearby outdoor grill. Lush greenery surrounds the retreat.
Tiny home in Efland
5 out of 5 average rating, 305 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.

Top Guest favourite
Bungalow in Chapel Hill
4.96 out of 5 average rating, 498 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 favourite
Campervan/RV in Hillsborough
4.84 out of 5 average rating, 122 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 favourite
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, 188 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
The exterior of a two-story cabin is presented, featuring a wraparound porch with a distinct yellow railing. Large windows allow natural light to enter, and the roof is adorned with a green metal surface. Surrounding trees enhance the secluded setting within a forest.
Treehouse in Hillsborough
4.97 out of 5 average rating, 182 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
Tiny home in Chapel Hill
4.98 out of 5 average rating, 162 reviews

The Chapel Hill Forest House

Book this incredible tiny house for the perfect romantic getaway in the heart of Chapel Hill! It sits in a private forest full of wildlife but is only a 5-minute walk to Franklin Street and the UNC campus. Enjoy amazing views from the floor-to-ceiling windows of foxes and deer playing on the lawn. Lounge on the wall-to-wall hammock as you gaze at the trees through the skylights. Unwind with a movie in bed played on our massive projector. There's nothing like this anywhere in the Triangle!

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, 321 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
Farm stay in Chapel Hill
4.99 out of 5 average rating, 593 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 favourite
A clear view of the luxurious hot tub is presented, framed by wooden structure and surrounded by tall, mature trees. The serene landscape beyond showcases a distant barn and open pastures under a bright blue sky with wispy clouds.
Tiny home in Hillsborough
4.96 out of 5 average rating, 192 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.

Guest favourite
The dome structure is illuminated from within, showcasing a cozy interior with wooden accents and soft linens. The exterior design features a geometric pattern of clear panels, allowing glimpses of the interior and the surrounding trees in the evening light.
Dome in Durham
4.97 out of 5 average rating, 315 reviews

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.

Guest favourite
Treehouse in Hillsborough
4.98 out of 5 average rating, 146 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, 879 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 Orange County holiday rentals