Guesthouse vacation rentals in Orange County

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Orange County

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

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Guest favorite

Guesthouse in Carrboro

5 out of 5 average rating, 149 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 dining table or in the comfortable chair. Walk, drive, Uber, or take the free bus to many great restaurants, coffee shops, around Chapel Hill and Carrboro.

Guest favorite

Guesthouse in Hillsborough

4.95 out of 5 average rating, 250 reviews

The Store in Hobo, a reader/writer’s retreat.

The Store in Hobo: a dog friendly reader/writer’s retreat in a renovated general store. Formerly “Paul’s Grocery” from 1943-73, the Store is on the Bellevue Mill Circle hilltop, an eclectic neighborhood bordering historic downtown Hillsborough. Whether you’re coming alone, with a friend or a small family, this comfy space will inspire creativity and provide serenity. Need room for 2 more? See The Mill House in Hobo on AirBnB. On the same property and with kitchen. (No dogs in Mill House)

Guest favorite

Guesthouse in Hillsborough

4.97 out of 5 average rating, 208 reviews

CFCB cabin retreat minutes from Duke, NCCU, & UNC

Cozy, wheelchair-accessible, recently renovated cabin with unique decor and a sitting porch, located in a beautiful, mature, piedmont forest that abounds with wildlife and has hiking trails along New Hope Creek. Ideal for a quiet retreat but only 8 minutes from UNC Hospital, Hillsborough Campus and within 15 to 25 minutes from Duke University, University of North Carolina at Chapel Hill, North Carolina Central University and historic downtown Hillsborough. Guests of all walks of life welcome.

Guest favorite

Guesthouse in Hillsborough

5 out of 5 average rating, 97 reviews

Charming Cabin with Private Wooded Pond

The Cabin is situated near our home on 67 woodland acres, 15 min. from Hillsborough and 25 min. from Duke University and UNC-Chapel Hill. The Cabin is a converted horse barn with lofted ceilings, kitchenette, living area, dining table, bathroom, outdoor patio, and bedroom area separated by a partial wall. The pool and swimming pond are a few steps away. You are welcome to canoe, fish, walk our trails, play disc golf, or just enjoy the peaceful views. Ideal for couples and business travelers.

Guest favorite

Guesthouse in Chapel Hill

5 out of 5 average rating, 37 reviews

New Detached Cottage near UNC, with EV Car Charger

Detached studio guesthouse with private entrance and parking. 11 minutes from UNC, downtown Chapel Hill, and downtown Carrboro. Use of EV Car Charger free with stay. Well-appointed for two, King Bed, en-suite bathroom, Wi-Fi, HD TV, Bose speaker, record player, and kitchenette with everything you'd need for a cozy stay, from hot plate to pots & pans to a toaster oven, freezer/fridge and microwave. On a country road in CHNC, it's the perfect place to kick back after a day around town.

Guest favorite

Guesthouse in Carrboro

4.98 out of 5 average rating, 330 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 favorite

Guesthouse in Hillsborough

4.96 out of 5 average rating, 358 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

Guesthouse in Carrboro

4.87 out of 5 average rating, 119 reviews

Soul Retreat in the Heart of Carrboro

Steps away from the liveliness of downtown Carrboro, the apartment feels like a sanctuary nestled in natural surroundings. The carefully scaled and designed smaller space, natural wood, and connection to nature rejuvenates the soul, allowing one to be present in a slower, relaxed, and gentle way. The upstairs, loft bedroom has a queen bed, desk, and many windows bringing in sunlight and views of trees. Downstairs is a small living area, kitchen, dining space, and bathroom.

Superhost

Guesthouse in Durham

4.85 out of 5 average rating, 178 reviews

Lovely Studio with King Sized Trmpur-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, Roku with Hulu, Netflix included. 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.

Guest favorite

Guesthouse in Chapel Hill

4.93 out of 5 average rating, 81 reviews

The cozy home

Quiet studio minutes from Chapel Hill, in a relaxing and quiet neighborhood tucked away. Comfortable King size bed, and chair that converts to a small bed. Enjoy nature on the patio and relax in peace in this cozy getaway. Pack n play available upon request. Sorry no pets allowed. Hosts live next door and are available to answer any questions or concerns. Backs up to the woods, and shares a driveway with hosts. 2 parking spots in driveway and road parking.

Guest favorite

Guesthouse in Chapel Hill

4.98 out of 5 average rating, 98 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.

Superhost

Guesthouse in Carrboro

4.85 out of 5 average rating, 430 reviews

Guest cottage close to downtown Carrboro

This comfortable and pretty guest cottage is the perfect base for your visit to Carrboro/Chapel Hill. Relax and enjoy your own private space 1 mile from downtown Carrboro. Brand new Queen bed and memory foam mattress. Main house in front is also an airbnb that sleeps 6 if you need more space! Lots of charm and much more privacy than a hotel room!