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

Home in Chapel Hill

Mid-Century Gem • Creekside • King Beds • Near UNC

This curated 3BR/2BA mid-century modern Chapel Hill home blends comfort, style, and nature in perfect harmony. Designed by renowned local architect JP Goforth, the home sits on a wooded acre with a private creek and features king beds in every room, Sonos audio, and fiber WiFi. Relax on the deck, fire up the grill, or unwind inside surrounded by stunning hand-selected art and furnishings. Minutes from UNC, Whole Foods, and Eastwood Lake, it’s a true retreat for anyone craving serenity and style.

4.95 out of 5 average rating, 211 reviews

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

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.

5.0 out of 5 average rating, 333 reviews

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

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.

5.0 out of 5 average rating, 324 reviews

Top Guest favourite

Home in Durham

Duke Forest Zen Treehouse - pool table, decks

Enjoy a unique japanese-inspired custom home just 2 miles from Duke. Ascend through the gated entrance up the winding driveway to your own Zen treehouse retreat perched on the edge of the forest. large custom kitchen with Viking appliances, striking stonework and fireplaces. Outside there is a built-in grill, dining area, and firepit. the downstairs rec room is perfect for families featuring a pool table, movie watching area, and huge enclosed porch. need extra space? book both units!

4.98 out of 5 average rating, 101 reviews

Top Guest favourite

Guest suite in Hillsborough

Cozy Rustic Bungalow Suite Wooded Yard & 2BR/1BA

*Proudly renovated Aug ‘26* Tucked away and attached to my house, the space features a private entrance and back patio with a separate fenced back yard in a wooded backdrop ideal for weary travelers and their dogs. This 500 sq ft in-law suite has rustic charm with real comfort. After more than 3 years of Superhosting the space it now has two beautifully appointed bedrooms (King/Full). The suite includes a redesigned living area, full kitchen, both bedrooms, and a fresh bathroom with a 6ft tub.

4.92 out of 5 average rating, 198 reviews

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

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.

4.96 out of 5 average rating, 511 reviews

Superhost

Campervan/RV in Hillsborough

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.

4.83 out of 5 average rating, 155 reviews

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

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.

4.97 out of 5 average rating, 185 reviews

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

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

4.99 out of 5 average rating, 613 reviews

Top Guest favourite

Home in Hillsborough

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.

4.98 out of 5 average rating, 122 reviews

Guest favourite

The exterior of a renovated single-story home is presented, featuring a neutral color palette and a well-maintained yard. A front porch with black railings is visible, alongside inviting landscaping. A gravel driveway leads to the entrance, surrounded by trees providing a natural backdrop.

Home in Durham

Newly Renovated 3 BR home in convenient location!

Newly renovated space to relax and explore the best of Durham. Sleeps 6 with plenty of space to spread out. Well located - only 10 minutes to Duke, Duke Hospital, downtown and Ninth/Broad Street areas. Enjoy use of the fully stocked kitchen, comfortable living area, dining space and spacious back deck and screened in porch. Grill out and enjoy the back yard. Great for families and groups of friends or business travelers. Several restaurants close by and easy access to highways.

4.91 out of 5 average rating, 136 reviews

Top Guest favourite

An outdoor barrel sauna is nestled amidst lush greenery, constructed of natural wood with a curved design. A large glass door provides entry, while a wooden platform with a bucket sits outside, inviting relaxation in a serene environment.

Guesthouse in Chapel Hill

Cozy Sauna Retreat - Woodland Guesthouse

Private and peaceful guest house tucked away in the woods just outside of Carrboro - Relax in an outdoor barrel sauna + enjoy the stars by the fire pit - Sleep in a King Bed or a Queen Pull-out couch in the living room for extra guests - Cook in a full kitchen and enjoy your meals inside or dine al fresco with the fire pit - Stay active with the dedicated workout area Minutes from the best restaurants & breweries 13 minutes to UNC Chapel Hill 23 minutes to Duke University

5.0 out of 5 average rating, 105 reviews