Pittsboro Vacation Homes

A calm lake reflecting a sunset sky with clouds.

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Our top choices for Pittsboro holiday homes

A covered porch with a wooden bench, a doormat, and a view of a garden.

1. Downtown Pittsboro Glamtastic

Pittsboro

Marcela V.

HK$1,397 total

includes taxes & fees

2 Nov - 3 Nov

A yurt interior with a stove, a red table, a yellow chair, and a hanging chair.

2. The Refuge Yurt September Sleepaway Special: Reduced Rates!

Pittsboro

lblythe 2.

HK$1,355 total

includes taxes & fees

9 Oct - 10 Oct

A modern living room with a brown leather sofa, a ceiling fan, and a large window with curtains.

3. Charming Cozy Cottage Pittsboro

Pittsboro

Sarah U.

HK$1,873 total

includes taxes & fees

12 Oct - 13 Oct

A modern interior with a kitchen island, a hanging chair, and a large window.

4. Charming Treehouse Escape Among Nature's Blooms

Pittsboro

Nicole H.

HK$2,945 total

includes taxes & fees

1 Nov - 2 Nov

A modern living room with a loft bedroom, a wooden coffee table, and a large sliding glass door leading to an outdoor deck.

5. Romantic Beehive Treehouse Getaway in Nature

Pittsboro

Anna P.

HK$2,799 total

includes taxes & fees

14 Oct - 15 Oct

A modern kitchen with granite countertops, a large island, a built-in oven, and a black backsplash. There are large windows with a view of greenery outside.

6. Enchanting Galaxy Treehouse Getaway for Couples

Pittsboro

Maureen W.

HK$2,945 total

includes taxes & fees

1 Nov - 2 Nov

A modern interior with a living area, kitchen, and a staircase leading to a balcony.

7. Secluded Oasis-Themed Treehouse Retreat

Pittsboro

Heidi B.

HK$2,945 total

includes taxes & fees

1 Nov - 2 Nov

A sunroom with a round table and chairs, large windows, and a ceiling fan.

8. Tranquil Retreat w/ Piano, Firepit & Peloton

Pittsboro

James H.

HK$3,793 total

includes taxes & fees

2 Nov - 3 Nov

A modern living room with a brown leather sofa, a wooden coffee table, and a large sliding glass door leading to a deck.

9. Unique Treehouse Retreats in North Carolina

Pittsboro

HK$4,514 total

includes taxes & fees

2 Nov - 3 Nov

A modern interior with a kitchen, dining area, and a staircase leading to a balcony.

10. Two Unique Treehouses in Nature

Pittsboro

HK$4,668 total

includes taxes & fees

1 Nov - 2 Nov

A modern living room with a loft, a sliding glass door to a deck, and a large window.

11. Unique Treehouse Retreats in NC Nature

Pittsboro

"Perfect option for families who want to be together but separate! We had all four treehouses and I can’t pick a favorite- each unique and beautifully decorated. Each treehouse had Keurigs pods and some snacks provided- which was nice as you are a little remote. Each kitchen had basics for quick meals. The porch with the slide was an hit with the 5 year old. All of the bathrooms were gorgeous! Lack a little storage for hanging clothes but workable. Laundry in each unit was convenient for...

Gretchen H.

HK$9,361 total

includes taxes & fees

27 Oct - 28 Oct

A cozy room with a bed, a sofa, a bench, and a coffee table. There are large windows with a view of trees.

12. Tiny Tarheel: Cozy Retreat Near UNC-Tiny House

Chapel Hill

Lonny P.

HK$2,404 total

includes taxes & fees

7 Oct - 8 Oct

A single-story house with a porch, a front door, and a mailbox.

13. Jordan Lake Bungalow with boat parking

New Hill

Shelby L.

HK$2,235 total

includes taxes & fees

7 Oct - 8 Oct

A house with a gravel patio, three Adirondack chairs, and a fire pit.

14. The Cozy Bungalow - Official Historic Home Near UNC!

Chapel Hill

Rachel H.

HK$1,843 total

includes taxes & fees

6 Oct - 7 Oct

15. Grandma’s House - Minutes from UNC, Firepit, Ninja Creami Available to Rent

Chapel Hill

Jessica W.

HK$1,669 total

includes taxes & fees

4 Oct - 5 Oct

A modern kitchen with white cabinetry, stainless steel appliances, and a granite countertop.

16. Jo Mac Cottage- Quiet Home near UNC Chapel Hill

Chapel Hill

Maya M.

HK$1,883 total

includes taxes & fees

5 Oct - 6 Oct

A modern kitchen with white cabinets, a black refrigerator, and a coffee maker on the counter.

17. 3 Bedroom House at Pine Forest Hideaway Near UNC

Chapel Hill

JOSHUA E.

A compact, open-plan living space with a kitchenette, a dining area, and a seating area with a sofa and chairs.

18. Tiny House - Farm Charm

Siler City

Amanda B.

HK$1,605 total

includes taxes & fees

21 Oct - 22 Oct

A hot tub with a glass enclosure, surrounded by trees and a grassy area.

19. Countryside Getaway Green UniqueDomeA/serene farm retreat

Snow Camp

Brian M.

HK$1,900 total

includes taxes & fees

5 Oct - 6 Oct

A laundry area with a washing machine, a ceiling fan, and a wooden door leading to a living room with a sofa, a coffee table, and a dining area with a table and chairs.

20. Newly remodeled 2BR in Chapel Hill

Chapel Hill

BRYAN

HK$2,175 total

includes taxes & fees

6 Oct - 7 Oct

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Top Pittsboro Hotel Reviews

Ramada by Wyndham Raleigh

8/10 Good

"Staff was very friendly and we could check in right away. Hotel is older but clean and nice. Courtyard and pool looked nice. Great walking to nc state football and Carolina hurricanes."

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