Holiday rentals 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 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, 479 reviews

Blackwood Mt Bungalow In the Woods with Sauna

Escape to a peaceful hillside retreat nestled in the woods, where the melodies of farm animals and wild birds create a soothing soundtrack. 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 & I-40, this getaway promises a restorative escape immersed in nature’s serenity and thoughtful living.

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, 289 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 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, 1,219 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 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, 176 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 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, 575 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

Top guest favourite
A covered outdoor sitting area is presented, featuring two blue chairs and a small table, surrounded by potted plants. The entrance to the studio cottage is marked by an orange door and is accessed by a short wooden staircase.
Guest house in Carrboro
4.99 out of 5 average rating, 448 reviews

Cute Downtown Carrboro Studio Cottage

Private studio cottage in downtown Carrboro neighborhood with sidewalks, bike lanes, a block from the free bus. Coffee shop across the street, walking distance to Carrboro and UNC campus. Separate from the main house with its own entrance, outdoor sitting area, small but well-equipped+stocked, clean, efficient, perfectly located. WiFi, 40" TV-Roku, full bathroom, free parking, small kitchenette, queen bed, futon for additional sleeping accommodations, small work station, walk-in closet.

Guest favourite
The exterior of a two-story orange-clad cabin is shown, featuring a green door and multiple windows. A wooden deck with railing is visible, framed by trees and low shrubbery. The natural surroundings contribute to a tranquil setting.
Guest house in Durham
4.88 out of 5 average rating, 238 reviews

Lovely Studio with King Sized Tempur-Pedic

Experience the beauty of Duke Forest in your back yard! Cozy and quiet in the trees, yet 2 miles from Duke University. King sized tempur-pedic for an amazing nights sleep. Our wonderful studio apartment boasts a well-equipped kitchenette, a Roku device to access your streaming apps’ accounts. A beautiful, private deck with panoramic views of Duke Forest. Walk right onto Sheperd's Trail, curated by Duke University, from the back yard. 2 miles to Duke Hospital. 3 miles to downtown Durham.

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, 312 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 bright and airy living space features a comfortable white sectional sofa with decorative pillows, positioned beside a round wooden coffee table. In the background, a spacious king bed with neutral bedding is visible, complemented by soft lighting and neutral wall colors.
Guest suite in Hillsborough
4.99 out of 5 average rating, 161 reviews

Private suite with kitchenette. Walk to downtown!

Enjoy this new private suite in downtown Hillsborough with separate entrance. We are a 1/2 mile to restaurants and shopping on Churton Street. King bed, Full bath, kitchenette with microwave, Keurig coffee maker, tea kettle, wifi, Roku TV, small refrigerator, sitting area, and workspace. Truly a unique and comfortable place to stay. Enjoy wine and coffee on the front porch or visit the local downtown coffee shops and restaurants. Our space is best suited for adults.

Top guest favourite
A cozy living area features a brick fireplace with a mounted flat-screen TV above it. A light-colored sofa faces the fireplace, while a small dining table is visible in the background. Natural light filters through the windows, complemented by light-colored curtains.
Guest suite in Chapel Hill
4.93 out of 5 average rating, 325 reviews

Private 530sqft Family Friendly Suite

Come stay in our private suite on the lower level of our home! We have a great location only 9 minutes drive to UNC and easy access to I-40 gets you to RDU and the airport easily. We provide high speed internet with ethernet hookup and mesh wifi with a dedicated workstation. Large flatscreen TV includes at least 3 streaming services and our personal digital movie library through Apple TV app. Fully stocked Keurig station with coffee, tea and the morning basics!

Guest favourite
A studio guest house features bright walls and warm wooden flooring. A spacious bed with light bedding is positioned beside a red seating area, which includes a round coffee table on a textured rug. Natural light enters through large windows, accentuated by soft curtains.
Guest house in Chapel Hill
4.95 out of 5 average rating, 126 reviews

Best location! Clean, beautiful, walkable cottage.

Newly updated, bright, clean studio guest house Located in a highly desirable neighborhood, near several parks and walking trails, restaurants, coffee shops, Weaver Street Co-op Market, village green with outdoor movie screen, a gym, and just about anything you could need. Bus stops nearby take you just about anywhere you need to go, run frequently, and are free! Very close to UNC, and hospitals, downtown Carrboro and downtown Chapel Hill.

Popular amenities for Orange County holiday rentals