Holiday Homes in Hillsborough

Change your mind

Book hotels with free cancellation

Treat yourself

Be picky

Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Featured Holiday Homes in Hillsborough

Our top choices for Hillsborough holiday homes

"Comfortable clean cozy great value"

includes taxes & fees

9 Oct - 10 Oct

"We had a wonderful stay at this Hillsboro VRBO! The home was spotless and well-maintained, making it easy to relax and enjoy our time. The location was perfect—close to everything we needed, yet peaceful enough to truly unwind. It was an ideal spot for a girlfriends’ getaway, and we loved how comfortable and inviting it felt. We left feeling refreshed and full of great memories. Highly recommend"

includes taxes & fees

14 Sept - 15 Sept

includes taxes & fees

29 Sept - 30 Sept

"Had a great time in Pittsboro, the place was cozy and exactly what we needed"

includes taxes & fees

12 Sept - 13 Sept

"Absolutely enjoyed our stay at Grandma’s house while visiting UNC! It’s a beautiful place to stay, and the owners were wonderful!! If you are staying in Chapel Hill, I can’t recommend this Vrbo option high enough!!"

includes taxes & fees

15 Sept - 16 Sept

"Such a cute little place inside and out! "

includes taxes & fees

17 Sept - 18 Sept

"This place is way off the highway, incredibly quiet and clean as a whistle. If anything brings me back to this area, I’ll absolutely book this place again."

includes taxes & fees

11 Sept - 12 Sept

"House was clean and in a quiet area. Dog enjoyed walking the neighborhood."

includes taxes & fees

28 Sept - 29 Sept

includes taxes & fees

24 Sept - 25 Sept

Fridge, coffee/tea maker, cookware/dishes/utensils

"We stayed here during a USA Baseball tourney. The proximity to the fields is fantastic! The house was clean, had everything we needed (including laundry), and was perfect for the two of us. The AC worked well, which was an absolute blessing with how hot and humid it was. Side note, if you have mobility issues this is a unique property that has level changes between rooms."

includes taxes & fees

22 Sept - 23 Sept

"Our stay was very nice and quiet. I didn’t see a jacuzzi but, we weren’t really there most of our stay. Our trip was for business with family members . The beds were nice and soft and comfortable. "

includes taxes & fees

21 Sept - 22 Sept