Holiday houses in Orange County

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Top-rated holiday rentals in Orange County

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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, 321 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 favourite
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, 295 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
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, 490 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, 181 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
A bright interior showcases a spacious dining area with a wooden table and white chairs, complemented by floor-to-ceiling windows. The green accent wall offers a natural touch, while a wooden ladder leads to a loft space above. Light-colored wood flooring enhances the open feel.
Tiny home in Chapel Hill
4.98 out of 5 average rating, 136 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
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, 581 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, 209 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, 317 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.

Guest favourite
The dome structure is nestled among leafy trees, with a geodesic design highlighted by translucent panels that allow for natural light. Surrounding greenery enhances the tranquil outdoor setting, creating a harmonious blend with nature.
Dome in Durham
4.96 out of 5 average rating, 307 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.

Top Guest favourite
Guesthouse in Carrboro
5 out of 5 average rating, 184 reviews

Bright, Quiet, and Private Carrboro Studio In-Town

This detached guest studio in Carrboro is nestled in the trees. A great place to stay while visiting family and friends, or to explore the area. Vaulted ceilings, stained concrete floors, and south-facing windows make this a bright and cheery space. Enjoy the very comfortable bed with clean and sanitized linens and towels. Work at the expandable dining table or in the comfortable chair. Walk, drive, Uber, or take the free bus to many great restaurants, coffee shops nearby.

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, 140 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, 860 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