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

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.
ValueLocationQuiet

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.
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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.
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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.
ValueFamilyRiver

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.
FamilyLocationHospitality

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!
FamilyLocationOutdoor spaces

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.
FamilyValueCheckout

Luxury Retreat on Farm with Pool, Hot Tub, Fishing
LUXlife Best Luxury Country B&B Retreat in NC! 120 acres of peaceful farmland with an in-ground salt-water pool, hot tub, pergola, pastures, farm animals, fresh eggs, streams, woodlands, fishing, and hiking. Private hot tub at rental. The heated, salt-water pool and hot tub are located behind the owner's home. You’ll have total privacy. Wholesale pasture-raised Wagyu beef and lamb available at the farm as well as fishing in the stocked pond. Propane grill and pizza oven on your patio.
FamilyLocationTV

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
ValueFamilyBarbecue

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.
LocationFamilyHiking

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
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Popular amenities for Orange County holiday rentals
Other great holiday rentals in Orange County

Timberwood Tiny Home
LocationFamilyTV

Chic Modern Tiny House Nestled in the Trees
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Luxe Guest Suite w Pool (Historic, Downtown)
ValueFamilyDecor

Duke Forest Zen Treehouse - pool table, decks
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The Farmhouse at Spring Forest
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NEW! Peaceful Retreat, Spa/Sauna [Entire Property]
ValueFamilyKitchen

Dome Hideaway -close to Carbarro & CH
LocationFamilyCheckout

Historic Farmhouse on 50 Acres, Delightfully Quiet
LocationFamilyBathroom
Destinations to explore
- Tiny house rentals Orange County
- Private suite rentals Orange County
- Family-friendly rentals Orange County
- Guesthouse rentals Orange County
- Rentals with a hot tub Orange County
- Townhouse rentals Orange County
- House rentals Orange County
- Farmstay rentals Orange County
- Pet-friendly rentals Orange County
- Rentals with pools Orange County
- Rentals with breakfast Orange County
- Hotel rooms Orange County
- Rentals with lake access Orange County
- Apartment rentals Orange County
- Condo rentals Orange County
- Duke University
- North Carolina Zoo
- North Carolina State University
- Raleigh Convention Center
- University of North Carolina at Chapel Hill
- Raven Rock State Park
- Greensboro Science Center
- Wet'n Wild Emerald Pointe Water Park
- Virginia International Raceway
- Greensboro Coliseum Complex
- Crabtree Valley Mall
- Sarah P. Duke Gardens
- William B. Umstead State Park
- North Carolina Museum of Art
- University Of North Carolina At Greensboro
- North Carolina Museum of Natural Sciences
- Lake Johnson Park
- Eno River State Park
- Durham Bulls Athletic Park
- Duke Chapel
- Koka Booth Amphitheatre
- American Tobacco Campus
- Durham Farmers' Market
- Guilford Courthouse National Military Park





