
Holiday houses in Hillsborough
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Top-rated holiday rentals in Hillsborough
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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.

Timberwood Tiny Home
Timberwood Tiny Home is a place to rest your head & heart in Efland, North Carolina. The peaceful retreat is down a country road approximately 10-minutes from downtown Hillsborough. The 200 square foot tiny home is on a private corner of 8-acres shared with our main house. It features Scandinavian-style details, two beds, a spacious porch, abundant natural light, a wood-fired hot tub, barrel sauna, cold plunge, and more. There are features of the home that may make it unsuitable for children.

Charming Tiny House Nestled in the Trees
This small 128 sq ft tiny house is packed with charm. 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. The house is cozy, stylish, and surprisingly spacious. Its well appointed with all the amenities to feel like 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

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!

Horse farm, serene, secluded, creekside suite
Welcome to Strouds Creek Farm. Charming 2BR 1 bathroom suite w/cozy farmhouse decor. Located on 20 picturesque acres nestled in the woods. Enjoy peaceful mornings filled with bird songs. Stroll around the farm to meet & greet our "fur family". Relax in a hammock, explore the creek or sit on the swing & enjoy the farm fresh air. Just 5 minutes from downtown Hillsborough, an artist's paradise, dotted with art galleries, boutiques, a bookstore & restaurants. 15 min. to Duke & downtown Durham.

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.

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

Cozy Cabin in the Countryside
Enjoy a cozy cabin with internet, ac/heat, kitchenette with fridge and microwave. Please note there is no water in the cabin and shower and toilet are located in the bathhouse just a few steps away. This comfortable Cabin has very easy quick access to all amenities including the showerhouse, picnic areas, lawn games, outdoor kitchen. Hottub is open. Property is within minutes of downtown Chapel Hill & Hillsborough, Raleigh, Durham are 20-30 minutes away. No Smoking or Vaping in Cabins

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.

"Forest Garden" A One Bedroom Retreat
A 600 s.f. cottage retreat designed by Robert Phillips. One bedroom, full bath and kitchen, and spacious living room. Ten ft. ceilings and fine architectural details; terraced; fountains nestled in a tree grove on 10 acres with foot paths. 15-20 minutes to Chapel Hill/Carrboro, University of North Carolina; Pittsboro and the Saxapahaw arts community on the Haw River. When making a reservation there is a $30 per trip pet fee for each pet. WiFi: See "Other details to note" below.

Peaceful tiny house retreat on 30 acre farm
This new tiny house is nestled amongst mature hardwood trees on a 30 acre working family farm in Hillsborough. Quiet your mind and restore your body in the luxurious hot tub or warm up by the cozy fire-pit. Under 10 miles to Hillsborough or Durham, and their many restaurants, breweries and shops. Enjoy the privacy of two secluded wooded acres, surrounded by the sights and sounds of our farm, where we are growing fruits, veggies and mushrooms & caring for our animals and pastures.

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.
Popular amenities for Hillsborough holiday rentals
Other great holiday rentals in Hillsborough

Contactless cozy BD/Bath just north of downtown

The Nook

Cheerful bungalow in charming historic town

Secluded 2 bedroom MIL apartment w/own yard.

Charming Downtown Hillsborough Cottage

The Kaleidoscope

Eno Riverwalk Cottage

Newly Renovated Carriage House
When is the best time to visit Hillsborough?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $219 NZD | $219 NZD | $214 NZD | $223 NZD | $235 NZD | $221 NZD | $219 NZD | $231 NZD | $231 NZD | $236 NZD | $240 NZD | $231 NZD |
| Avg. temp | 5°C | 6°C | 10°C | 15°C | 19°C | 23°C | 25°C | 25°C | 21°C | 15°C | 10°C | 6°C |
Frequently Asked Questions
Do house rentals in Hillsborough have wifi?
Absolutely! We offer over 10 house rentals with wifi in Hillsborough. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Hillsborough have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Hillsborough. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Hillsborough?
Experience the best of Hillsborough with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Hillsborough?
Yes! Work meets play with ease at over 20 vacation rentals in Hillsborough featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Hillsborough have free parking?
Absolutely! We offer over 10 house rentals with free parking in Hillsborough. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Hillsborough?
Four-legged friends are welcome in Hillsborough. Choose from more than 10 vacation rentals for guests traveling with pets.
What are the most popular amenities for House Rentals in Hillsborough?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with a kitchen, over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly vacation rentals in Hillsborough?
Hillsborough has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Quick stats about holiday rentals in Hillsborough

Total holiday rentals
Explore 40 holiday rentals in Hillsborough

Nightly prices starting at
Hillsborough holiday rentals start at $68 NZD per night before taxes and fees

Verified guest reviews
Over 2,690 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Hillsborough holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Hillsborough rentals

4.9 Average rating
Hillsborough stays are highly rated by guests—averaging 4.9 out of 5!
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- Duke University
- PNC Arena
- North Carolina Zoo
- Wet'n Wild Emerald Pointe Water Park
- Durham Bulls Athletic Park
- Raven Rock State Park
- Tobacco Road Golf Club
- Sedgefield Country Club
- Greensboro Science Center
- Frankie's Fun Park
- American Tobacco Campus
- Eno River State Park
- North Carolina Museum of Natural Sciences
- North Carolina Museum of Art
- Lake Johnson Park
- North Carolina Museum of History
- Carolina Theatre
- Starmount Forest Country Club
- Sarah P. Duke Gardens
- William B. Umstead State Park
- Gregg Museum of Art & Design
- Durham Farmers' Market
- Gillespie Golf Course
- International Civil Rights Center & Museum




