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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Pittsboro holiday homes

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

1. Charming Cozy Cottage Pittsboro

Charming Cozy Cottage Pittsboro
Pittsboro
9.4 out of 10, Exceptional, (3 reviews)
"Cozy place!"
United States
Sarah U.
The price is £184
includes taxes & fees
30 Oct - 31 Oct
Charming Cozy Cottage Pittsboro
A chandelier with multiple light sources and a central decorative element.

2. Downtown Pittsboro Glamtastic

Downtown Pittsboro Glamtastic
Pittsboro
9.2 out of 10, Wonderful, (10 reviews)
"Nice location. "
United States
Marcela V.
The price is £136
includes taxes & fees
1 Nov - 2 Nov
Downtown Pittsboro Glamtastic
A modern interior with a kitchen island, a hanging chair, and a large window.

3. Romantic Treehouse: Retreat w/Fire Pit & Balcony

Romantic Treehouse: Retreat w/Fire Pit & Balcony
Pittsboro
9.8 out of 10, Exceptional, (6 reviews)
"The host was great, I booked for the wrong day but she accommodated us. The place was so lovely. "
United States
Nicole H.
The price is £296
includes taxes & fees
26 Oct - 27 Oct
Romantic Treehouse: Retreat w/Fire Pit & Balcony
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.

4. Enchanting Galaxy Treehouse Getaway for Couples

Enchanting Galaxy Treehouse Getaway for Couples
Pittsboro
9.8 out of 10, Exceptional, (13 reviews)
"Clean and family friendly! We had a great time at the Galaxy treehouse!"
United States
Maureen W.
The price is £294
includes taxes & fees
26 Oct - 27 Oct
Enchanting Galaxy Treehouse Getaway for Couples
A modern interior with a living area, kitchen, and a staircase leading to a balcony.

5. Secluded Oasis-Themed Treehouse Retreat

Secluded Oasis-Themed Treehouse Retreat
Pittsboro
9.8 out of 10, Exceptional, (7 reviews)
"Such a fun place to stay! Every detail of the home tied into the theme, and the atmosphere of the property made it feel like a peaceful wooded retreat."
United States
Heidi B.
The price is £294
includes taxes & fees
26 Oct - 27 Oct
Secluded Oasis-Themed Treehouse Retreat
A modern living room with a loft bedroom, a wooden coffee table, and a large sliding glass door leading to an outdoor deck.

6. Secluded Beehive Treehouse Retreat w/Fire Pit

Secluded Beehive Treehouse Retreat w/Fire Pit
Pittsboro
9.0 out of 10, Wonderful, (8 reviews)
"Great retreat and so close to Chapel Hill and many amenities, yet feels remote."
United States
Jason W.
The price is £291
includes taxes & fees
26 Oct - 27 Oct
Secluded Beehive Treehouse Retreat w/Fire Pit
A modern living room with a brown leather sofa, a wooden coffee table, and a large sliding glass door leading to a deck.

7. Unique Treehouse Retreats in North Carolina

Unique Treehouse Retreats in North Carolina
Pittsboro
The price is £445
includes taxes & fees
27 Oct - 28 Oct
Unique Treehouse Retreats in North Carolina
A sunroom with a round table and chairs, large windows, and a ceiling fan.

8. Tranquil Retreat w/ Piano, Firepit & Peloton

Tranquil Retreat w/ Piano, Firepit & Peloton
Pittsboro
9.6 out of 10, Exceptional, (15 reviews)
"Great host! Perfect Stay!"
United States
James H.
The price is £385
includes taxes & fees
26 Oct - 27 Oct
Tranquil Retreat w/ Piano, Firepit & Peloton
A modern interior with a kitchen, dining area, and a staircase leading to a balcony.

9. Two Unique Treehouses in Nature

Two Unique Treehouses in Nature
Pittsboro
The price is £509
includes taxes & fees
8 Nov - 9 Nov
Two Unique Treehouses in Nature
A modern living room with a loft, a sliding glass door to a deck, and a large window.

10. Unique Treehouse Retreats in NC Nature

Unique Treehouse Retreats in NC Nature
Pittsboro
10.0 out of 10, Exceptional, (2 reviews)
"Really great accommodations. We hope to come back."
United States
sarah B.
The price is £826
includes taxes & fees
27 Oct - 28 Oct
Unique Treehouse Retreats in NC Nature
A house with a gravel patio, three Adirondack chairs, and a fire pit.

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

The Cozy Bungalow - Official Historic Home Near UNC!
Chapel Hill
9.6 out of 10, Exceptional, (34 reviews)
"This place was perfect. It had everything we needed and the bed was very comfortable!"
United States
Rita B.
The price is £180
includes taxes & fees
26 Oct - 27 Oct
The Cozy Bungalow - Official Historic Home Near UNC!
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

Tiny Tarheel: Cozy Retreat Near UNC-Tiny House
Chapel Hill
9.8 out of 10, Exceptional, (24 reviews)
"Excellent little place to stay. Great location. "
United States
Lonny P.
The price is £226
includes taxes & fees
27 Oct - 28 Oct
Tiny Tarheel: Cozy Retreat Near UNC-Tiny House
A single-story house with a porch, a front door, and a mailbox.

13. Jordan Lake Bungalow with boat parking

Jordan Lake Bungalow with boat parking
New Hill
10.0 out of 10, Exceptional, (51 reviews)
"Amazing stay! "
United States
Shelby L.
The price is £218
includes taxes & fees
29 Oct - 30 Oct
Jordan Lake Bungalow with boat parking
A modern kitchen with white cabinets, a dishwasher, and an oven. There is a window with a view of the outdoors.

14. Kids Essentials, Packnplay, Near UNC, walk to Golf Essentials,Crib

Kids Essentials, Packnplay, Near UNC, walk to Golf Essentials,Crib
Chapel Hill
9.6 out of 10, Exceptional, (7 reviews)
"The Host was accommodating and a great communicator!"
United States
Tjode O.
The price is £337
includes taxes & fees
29 Oct - 30 Oct
Kids Essentials, Packnplay, Near UNC, walk to Golf Essentials,Crib
Private kitchen

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

Grandma’s House - Minutes from UNC, Firepit, Ninja Creami Available to Rent
Chapel Hill
9.8 out of 10, Exceptional, (34 reviews)
"Calm and peaceful but close to campus!"
United States
Jessica W.
The price is £160
includes taxes & fees
26 Oct - 27 Oct
Grandma’s House - Minutes from UNC, Firepit, Ninja Creami Available to Rent
A modern kitchen with white cabinetry, stainless steel appliances, and a granite countertop.

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

Jo Mac Cottage- Quiet Home near UNC Chapel Hill
Chapel Hill
9.0 out of 10, Wonderful, (15 reviews)
"Great beds."
United States
Joan H.
The price is £196
includes taxes & fees
27 Oct - 28 Oct
Jo Mac Cottage- Quiet Home near UNC Chapel Hill
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

3 Bedroom House at Pine Forest Hideaway Near UNC
Chapel Hill
9.8 out of 10, Exceptional, (14 reviews)
"Location excellent, Pet friendly, provided everything needed for stay."
United States
JOSHUA E.
The price is £238
includes taxes & fees
26 Oct - 27 Oct
3 Bedroom House at Pine Forest Hideaway Near UNC
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

Tiny House - Farm Charm
Siler City
10.0 out of 10, Exceptional, (7 reviews)
"Amazing place to stay. The things offered such as the farm animals, fishing, etc a bang for your bucks. "
United States
Amanda B.
The price is £154
includes taxes & fees
2 Nov - 3 Nov
Tiny House - Farm Charm
A living room with a blue sofa, yellow armchairs, a fireplace, and a TV mounted above it.

19. Historic Mayor`s Manor | 2 King Bds • Fenced Yard

Historic Mayor`s Manor | 2 King Bds • Fenced Yard
Sanford
10.0 out of 10, Exceptional, (3 reviews)
"A great location and everything you need to cook a thanksgiving dinner "
United States
SANDRA L.
The price is £216
includes taxes & fees
2 Nov - 3 Nov
Historic Mayor`s Manor | 2 King Bds • Fenced Yard
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

Newly remodeled 2BR in Chapel Hill
Chapel Hill
10.0 out of 10, Exceptional, (6 reviews)
"We enjoyed our stay and we would recommend it to others."
United States
Peg P.
The price is £213
includes taxes & fees
26 Oct - 27 Oct
Newly remodeled 2BR in Chapel Hill
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pittsboro Hotel Reviews

Hyatt House Raleigh / RDU / Brier Creek

Hyatt House Raleigh / RDU / Brier Creek

10/10 Excellent
"Great breakfast, friendly staff"
Dewayne G. 3-night trip
Posted less than an hour ago
Hyatt House Raleigh / RDU / Brier Creek

Find out more about Pittsboro

Pittsboro Holiday Homes information

Number of reviews
259
Accommodation
763 Holiday Homes
Lowest Price
£136
Highest Price
£826