House holiday rentals in Orange County

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.

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.

The Mill House in Hobo, a book lover's retreat.

Welcome to the Mill House in Hobo, an inviting, cozy getaway retreat in historic Hillsborough's west end. Whether you’re coming alone for the solitude or with someone special, this cozy and bright historic mill home in the Bellevue Mill Circle in Hillsborough's eclectic West End offers a peaceful retreat. Looking to house more than 2? Consider the additional rental space accommodating up to 3 more guests and dog friendly found at this Airbnb listing "The Store in Hobo" behind the Mill House.

Grandma’s House

Looking for something fancy? Then keep moving! Grandma’s House is comfy, clean, and without a lick of fance. Enjoy a quiet getaway at a peaceful cottage-- just 10-15 min from UNC-Chapel Hill and UNC Hospital! The location combined with the full kitchen, fast wifi, parking, memory foam mattresses, and hosts just a holler away make Grandma's House the best way to enjoy your visit to town. As a bonus, Grandma loves to leave snacks for her guests. Bring your furry friends, too! Gramma don't mind.

A Dogwood Vacation. Walk to Southern Village

Kick back and relax in this calm, stylish space. Walking distance to Southern Village with park and ride to Dean Smith Center and Kenan Stadium. Quiet neighborhood. Soaking tub. Games, books and plenty of movies. Close to UNC Chapel Hill. High end furnishings. Memory foam mattresses. Kitchen has everything you need to cook; a gas range, plenty of eating options in Southern Village. Parking spaces for two No pets No smoking or vaping No parties or gatherings More info: IG stayatdogwood

New renovated 3 bedroom, central Chapel Hill!

Enjoy this newly renovated 3 bedroom/2 bath home in a prime location! Brand new master suite addition. Community Park at your back door, steps to Franklin Street and a short walk to University Place restaurants and entertainment. One mile walk up Franklin St to campus and 2.9 miles to UNC Hospital. This home does have a separately rented basement apartment with its own private driveway, outdoor space, and entrance that is currently occupied by a polite and quiet tenant. STR Permit STR-23-38

*Guest Favorite* Charming Boho Vibe by Duke/UNC

We've named this adorable stay, Maison De Mariposa, in honor of the butterfly that represents hope and love! Fully renovated from top to bottom, inside and out, this adorable boho-inspired spot is situated in a fun and lively neighborhood. Conveniently located on the border of Chapel Hill and Durham, this home is close to UNC (university and hospital) as well as Duke (university and hospital), and is a quick 20-minute drive to the airport (RDU). Come stay and enjoy our lovely retreat!

White Oak Hill, minutes to UNC & Duke

Have everything you need for a hassle-free Chapel Hill/Carrboro retreat at this perfectly appointed home just 6 miles west of the city. Newly remodeled to please with luxury finishes inside and out, this vacation rental is highlighted by serene and beautiful country views from every window. This spacious layout sleeps 10 with 4 bedrooms, 2 full bathrooms, 1 half bath, 2 living rooms, bar seating and separate dining room. Foodies will love cooking in the fully equipped gourmet kitchen!

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.

Newly-Renovated 3 Bdrm Home on Spacious 1 Acre Lot

Nestled in a beautiful and quiet Chapel Hill neighborhood, yet convenient to I-40 and a short 9 minute drive to UNC Chapel Hill's campus, come stay at this newly-renovated house with all the necessities of home. Enjoy the brand new kitchen, downstairs bathroom, and spacious back patio. Listen to the birds in the peaceful yard. Complete work at one of the two desks provided, or stream your favorite shows/movies on one of the 2 smart TVs. Beautiful walking and biking trails nearby

CHARM & Convenience!! 3Br Cottage-Style Ranch

This home is located in the more DESIRABLE and 'not as congested' low crime area of Durham near Chapel Hill, on a half acre lot in the rural buffer zone! You're really convenient to Duke Hospital/Duke campus, and also just a very short drive to Chapel Hill! The backyard is BIG and completely fenced in for family games or just enjoying the birds, or your dog's exercise! Duke Forest trails and New Hope Creek are VERY nearby for a wonderful hike during your stay.

Unique, bright and airy two bedroom

Remodeled space high up in the trees on a large wooded lot on a secluded street. Please note that access to this unit requires going up 3 flights of stairs. There are 2 queen beds, one in each of the 2 bedrooms. Private, but only about 7 miles directly outside Chapel Hill/Carrboro. Easy access to all Chapel Hill/Carrboro/UNC activities and Park and Ride for UNC sporting events.