
Holiday houses in Orange County
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Top-rated holiday rentals in Orange County
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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.

Historic cabin close to Duke U - with EV Charger
This story could have started in the 40's, but we'll start in the 60's when this tiny cabin was local housing to graduate students at Duke. Wonderfully located and unlike anything else this close to Duke University or downtown Durham, the Green Door cabin welcomes you for the weekend or week. Fully renovated recently while keeping the charm intact. You can feel as isolated as you want with every amenity within just a couple of miles. Duke Forest Trails and Duke CC Trail within walking distance.

Carrboro/Chapel Hill/UNC Studio
This stylish studio is a 5 min drive to downtown Carrboro and Chapel Hill. Weatherhill Townhomes are secluded and have easy parking. There is a king-sized bed for maximum comfort, and the couch can sleep one additional guest if needed. Enjoy the kitchen and having a bathroom all to yourself! This private basement unit overlooks the forest, which provides a lovely view any time of year. To that end, remember to bring a laptop if you want screen time (no tv here, but there is private internet!).

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!

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

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.

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.

Historic Inn close to Chapel Hill & Saxapahaw
Former bed and breakfast, the Inn at Bingham School has been welcoming guests for over 24 years. Ten miles from Carrboro/Chapel Hill and four miles from Saxapahaw the Bingham School is in the rolling Piedmont farmland and 15 minutes to downtown Chapel Hill.Our experience in the hospitality business means you have a comfortable stay with in a historic home while feeling pampered. Walk our 10 acres or find a cozy spot to read or sip your morning coffee while listening to the birds.

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

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.

Gorgeous Retreat - Close to CH/Carrboro/Saxapahaw
Welcome to our cozy craftsman guest suite! Private and peaceful - we're situated on 5 acres close to Carrboro/Chapel Hill (13 mi), UNC Hospitals (15 mi), Elon (20 mi), and the charming Village of Saxapahaw (5 mi). The guest suite is a spacious 500 sq ft with private entrance, full kitchen and bath, bedroom, and living area. With views into the woods and garden, it's a beautiful spot to get away, relax, and enjoy nature. Great for couples and solo travelers alike.
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!
Popular amenities for Orange County holiday rentals
Other great holiday rentals in Orange County

Charming Downtown Hillsborough Cottage

Villa Pinea, secluded MCM gem close to UNC & Duke!

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

The Kaleidoscope

Downtown Guest House - Walk everywhere!

Clean, spacious & private basement apartment!

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

Apartment in Chapel Hill
Destinations to explore
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- Duke University
- PNC Arena
- University of North Carolina at Chapel Hill
- North Carolina Zoo
- Wet'n Wild Emerald Pointe Water Park
- Raven Rock State Park
- Durham Bulls Athletic Park
- American Tobacco Campus
- Frankie's Fun Park
- North Carolina Museum of Art
- Greensboro Science Center
- Carolina Theatre
- Lake Johnson Park
- North Carolina Museum of Natural Sciences
- Eno River State Park
- North Carolina Museum of History
- Sarah P. Duke Gardens
- William B. Umstead State Park
- North Carolina State University
- Durham Farmers' Market
- Dorothea Dix Park
- North Carolina Central University
- International Civil Rights Center & Museum
- Crabtree Valley Mall




