Vacation rentals in Orange County

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Top-rated vacation rentals in Orange County

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Top guest favorite

A serene farmhouse is shown beside a calm pond, with reflections visible in the water. Surrounding trees provide a backdrop of lush greenery, while a covered dock adds to the tranquil outdoor setting. Soft evening light casts a warm glow over the scene.

Home in Hurdle Mills

4.98 out of 5 average rating, 164 reviews

Farmhouse & pond on 4ac, 2BR/2BA, 4 beds

Spectacular farmhouse with a pond on 4 acres. Very private, peaceful, and comfortable. Located 8 mi from Hillsborough, (15-19 mi) to Duke University, Duke Hospital, University of NC, Chapel Hill, and Durham. Enjoy sitting on the dock and take in the nightly symphony of nature, cook outside on the flat grill, or just relax on the couch & watch the 75” flat screen. Accommodations for up to 6 people. Parties, events, receptions, and weddings available. Cost will vary depending on the details.

Top guest favorite

A wooden bookshelf stands against a neutral wall, featuring three open shelves. A set of clean white towels is neatly placed on the top shelf, while a simple dried flower arrangement adds a touch of decor. Two closed doors frame the bookshelf, contributing to the organized space.

Guest suite in Hillsborough

4.92 out of 5 average rating, 126 reviews

Secluded 2 bedroom MIL apartment w/own yard.

On the end of a road on the end of a road, this MIL suite is connected to my house and is situated on a park like 3 acres. Has a front and back entrance, fenced backyard, picnic table, full kitchen and den area. One bedroom has a queen bed. The other bedroom a single bed. One full bath with nice new 6 foot tub/shower. This place is simple, clean, and ready to go. The space has its own central heat and AC and hot water heater. I rest easy knowing this booking is less expensive than a local motel.

Guest favorite

The exterior of a charming tiny house is featured, showcasing wooden siding with a combination of natural wood tones. A large bay window allows light to enter, while a spacious deck is furnished with comfortable seating. Surrounding greenery enhances the intimate atmosphere.

Tiny home in Chapel Hill

4.94 out of 5 average rating, 1,131 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 spacious wrap-around veranda features multiple ceiling fans for comfort. Rocking chairs with decorative cushions provide seating along the porch, while potted plants add greenery. The well-maintained flooring is brightened by natural light streaming in from numerous large windows.

Guest suite in Hillsborough

4.96 out of 5 average rating, 149 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!

Guest favorite

An inviting entrance showcases a wooden staircase with a handrail leading to a door framed by a large window. Soft lighting illuminates the textured wooden walls, while the surroundings reflect the natural tones of the forest. A path made of stone pavers extends toward the wooded area.

Treehouse in Hillsborough

4.97 out of 5 average rating, 166 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

Farm stay in Chapel Hill

4.99 out of 5 average rating, 545 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 favorite

A hot tub, featuring a smooth, white rim and a dark wooden exterior, is placed on a wooden platform. Steps made of slatted timber provide access to the tub. Surrounding greenery includes trees and grass, enhancing the outdoor setting.

Farm stay in Hillsborough

4.88 out of 5 average rating, 113 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 favorite

A tiny house, designed with wooden siding, rests amidst a wooded area. A fire-pit is surrounded by two stone benches, providing a space for outdoor gatherings. Leafy ground cover leads toward the house, which features large windows that invite natural light.

Tiny home in Hillsborough

4.97 out of 5 average rating, 126 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.

Top guest favorite

A bright and airy corner of the loft features a white dresser with four drawers, complemented by two blue patterned pillows stacked neatly atop. The walls are painted a soft green, and natural light illuminates the bamboo flooring.

Guesthouse in Hillsborough

4.96 out of 5 average rating, 371 reviews

Hummingbird Retreat

Airy and open, private and quiet! Come get away from it all and still be a short drive to all that the Triangle has to offer! High quality cottage style carriage house loft with full bath & private entrance - luxurious king-sized bed, Bonavita coffee maker, and handy microwave and mini fridge. Located just 4 miles south of hip and historic downtown Hillsborough in a rural, wooded country setting. Close access to Duke, UNC Chapel Hill; and Elon University is 27 miles west on I40.

Guest favorite

The treehouse is illuminated by soft outdoor lighting, standing elevated among tall trees. The structure features large windows, reflecting warm light from within, while the surrounding foliage is tinged with autumn colors in the dusk setting.

Treehouse in Hillsborough

4.98 out of 5 average rating, 119 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!

Top guest favorite

A close-up view of a wooden wall showcasing delicate flowers arranged on a narrow shelf. Above, a woven pendant light casts a warm glow, complementing the natural wood grain of the wall.

Tiny home in Efland

5 out of 5 average rating, 248 reviews

Timberwood Tiny Home

Timberwood Tiny Home is a place to rest your head & heart in Efland, North Carolina. The peaceful retreat, designed for adults only, 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 much more. @timberwoodtinyhome

Top guest favorite

A stacked washer and dryer are situated beside a kitchenette, providing convenient laundry facilities. The door to the bathroom is visible in the background, while a countertop with a microwave can be seen underneath shelving. Light fixtures offer a bright ambiance.

Guest suite in Chapel Hill

4.93 out of 5 average rating, 301 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!

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Popular amenities for Orange County vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Orange County

Top guest favorite

A serene forest scene displays a gently flowing creek, surrounded by a variety of trees with leaves scattered on the ground. Dry branches are clustered along the creek's edge, and smooth stones are visible under the clear water, contributing to a calming natural environment.

Guesthouse in Durham

5 out of 5 average rating, 6 reviews

Duke Forest Hideaway

CarrieRating, 5 stars3 weeks ago

Cozy, relaxing, quiet, private and nestled in the woods. Great place to stay.

Top guest favorite

The cozy living area features wooden beams and a textured area rug. A light-colored sofa is complemented by a wooden coffee table with greenery. A crystal chandelier hangs from the ceiling, illuminating the warm interior. Window views provide natural light and a glimpse of the outdoors.

Cabin in Chapel Hill

5 out of 5 average rating, 10 reviews

Tranquil cabin in Chapel Hill

NancyRating, 5 stars1 week ago

Wiene is a very attentive and thoughtful host. The cabin is just as pictured in the listing and the setting is very peaceful, nestled in the woods in a private compound. The peacocks are beautiful and very entertaining. The location is very convenient to get around Chapel Hill and not far from Raleigh and Durham. Great little find.

Guest favorite

Apartment in Durham

5 out of 5 average rating, 19 reviews

Stylish Retreat by Duke Univ.~Near Dwntwn Durham

ChanieceRating, 5 stars2 weeks ago

Great stay

Guest favorite

An inviting wooden deck is set among a lush forest backdrop. The authentic Finnish barrel sauna, crafted from natural wood, stands prominently, accompanied by a pair of outdoor chairs for relaxation. Sunlight filters through the surrounding trees, enhancing the serene atmosphere.

Home in Hillsborough

4.9 out of 5 average rating, 40 reviews

NEW! Peaceful Retreat, Spa/Sauna [Entire Property]

LaurenRating, 5 stars1 month ago

We loved staying at Justin’s beautiful house and definitely hope to come back someday soon! The home itself is bright, spacious, and comfortable—perfect for our family of 4. We also really enjoyed spending time in the yard and on the deck, eating all of our meals out there, hanging out in the hot tub and sauna, and enjoying the peace and quiet of the surrounding woods. The house feels very private, even though you’re close to the road and have easy access to Hillsborough. We were very happy with the location. Justin and his family were also great communicators/super nice people and easy to coordinate with. I would definitely recommend this place!

Top guest favorite

A craftsman-style guest suite is nestled amongst trees, featuring a welcoming front porch. Lush greenery surrounds the home, with flower beds accentuating the outdoor space. A gravel pathway leads to the entrance, inviting guests to enjoy the natural setting.

Guest suite in Mebane

5 out of 5 average rating, 150 reviews

Gorgeous Retreat - Close to CH/Carrboro/Saxapahaw

DianeRating, 5 stars7 months ago

This was one of the most wonderful Airbnb stays I’ve ever had. Virginia’s place was spacious, equipped with every possible amenity, comfortable bed, great shower, full kitchen (even with a stocked fridge!) and overall was just a peaceful oasis in the woods. Not to mention the warm hospitality and friendly welcome! I simply couldn’t have asked for a better experience. And a tip for any music lovers: Virginia’s place was very conveniently located if you’re going to concerts at Haw River Ballroom. A perfect stay!

Top guest favorite

A friendly pony grazes alongside a Nigerian dwarf goat in a wooded area. The pony is brown with a flowing mane, while the goat is perched inside a black water trough. Sunlight filters through the tall trees, creating a serene natural setting.

Tiny home in Durham

5 out of 5 average rating, 10 reviews

Comfort CABIN at Smokey’s Run!

HernanRating, 5 stars5 days ago

Great place to stay. Overall quiet, private, and feels outdoorsy. sticky notes with clear directions, but overall great place to relax,recharge, and regroup.

Top guest favorite

Home in Hillsborough

5 out of 5 average rating, 24 reviews

Newly Renovated Carriage House

MarinaRating, 5 stars4 days ago

This beautiful carriage house is nicely located in a lovely neighborhood and close to many amenities. The interior is clean and spacious with lots of natural light. It was a perfect location for our stay in Hillsborough and we will definitely visit again. Thank you Sue!

Top guest favorite