Holiday rentals in Hillsborough

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Top-rated holiday rentals in Hillsborough

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Guest favourite

Cabin in Durham

5.0 out of 5 average rating, 266 reviews

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.

7–14 Jul

₹11,252 per night

Guest favourite

Guest house in Hillsborough

4.95 out of 5 average rating, 223 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)

12–19 Sep

₹11,320 per night

Guest favourite

Flat in Rougemont

4.96 out of 5 average rating, 164 reviews

Cozy Rougemont Studio w/Walking Trails - Farm Time

Welcome! Our newly renovated Farm Time studio, with full kitchen, is perfect for a quiet get away. Nestled among a lush treeline and picturesque pond, this 1-bathroom apartment with queen bed and full sleeper sofa, is the perfect place to relax. Spend crisp mornings strolling through the green fields or enjoy a fire overlooking the pond at night. There’s also plenty to do in nearby Hillsborough (10 miles) and Durham (18 miles) - museums, parks, markets, and restaurants. RDU Airport (34 miles).

30 Jul – 6 Aug

₹8,080 per night

Guest favourite

Guest suite in Hillsborough

4.94 out of 5 average rating, 102 reviews

Luxurious 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!

7–14 Jun

₹9,875 per night

Guest favourite

Guest house in Hillsborough

4.97 out of 5 average rating, 194 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.

22 Feb – 1 Mar

₹10,263 per night

Guest favourite

Flat in Hillsborough

4.98 out of 5 average rating, 139 reviews

Downtown Hillsborough Luxury Retreat #5

Brand new fully equipped retreat tucked away on a quiet street. Located in the vibrant downtown historic district of Hillsborough. Enjoy the beautiful scenery, architecture, restaurants/ bars and the lively arts and culture scene. From art and river walks to live music as well as farmers markets and festivals. Top of the line appliances, quality mattresses, luxury modal sateen linens, washer/ dryer, grills with propane, front & back balconies and complimentary parking in the rear of building.

23–30 Jul

₹14,961 per night

Guest favourite

Cabin in Hillsborough

4.99 out of 5 average rating, 256 reviews

Artist's Studio

Until recently 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, homemade granola, 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.

5–12 Jul

₹12,207 per night

Guest favourite

Guest house in Hillsborough

4.96 out of 5 average rating, 333 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.

20–27 Sep

₹10,912 per night

Guest favourite

Tiny home in Chapel Hill

4.93 out of 5 average rating, 609 reviews

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

14–21 Jun

₹9,554 per night

Guest favourite

Farm stay in Chapel Hill

4.98 out of 5 average rating, 482 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

16–23 Jun

₹11,229 per night

Guest favourite

Cabin in Hillsborough

5.0 out of 5 average rating, 136 reviews

Spacious Poolside Guesthouse on Private Pond

Our 67-acre property, Split Rock, is located 25 min. from Duke University and UNC-Chapel Hill. We are also 15 min. from Carrboro & Hillsborough, a historic, walkable community. Our guesthouse is a large pool cabana with kitchenette & queen bed overlooking a 4.5-acre pond surrounded by uninterrupted woodland. You are welcome to canoe, fish, walk our trails, play disc golf, or just enjoy the peaceful view. Split Rock is ideal for couples and solo travelers.

11–18 Jul

₹10,985 per night

Guest favourite

Guest house in Rougemont

4.91 out of 5 average rating, 192 reviews

Cozy Cottage on a Hilltop

Private cottage for people & pets (please indicate what kind of pets you are bringing). The cottage offers beautiful views of the countryside overlooking the pastures. There is a private seating area by the side of the cottage where you can enjoy amazing sunrises with a cup of coffee or cocktails in the evening. My 2 acres of property offer privacy and quiet atmosphere to enjoy a peaceful retreat. Please let me know the ETA the day of the arrival.

28 Dec – 4 Jan

₹6,856 per night