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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Pittsboro vacation homes

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

1. Downtown Pittsboro Glamtastic

Downtown Pittsboro Glamtastic
Pittsboro
9.2 out of 10, Wonderful, (9 reviews)
"Nice location. "
United States
Marcela V.
The price is ￥15,113
￥28,022 total
includes taxes & fees
Oct 4 - Oct 5
Downtown Pittsboro Glamtastic
A modern living room with a brown leather sofa, a ceiling fan, and a large window with curtains.

2. 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 ￥18,419
￥37,578 total
includes taxes & fees
Oct 2 - Oct 3
Charming Cozy Cottage Pittsboro
A modern interior with a kitchen island, a hanging chair, and a large window.

3. Charming Treehouse Escape Among Nature's Blooms

Charming Treehouse Escape Among Nature's Blooms
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 ￥27,580
￥58,739 total
includes taxes & fees
Oct 13 - Oct 14
Charming Treehouse Escape Among Nature's Blooms
A modern interior with a living area, kitchen, and a staircase leading to a balcony.

4. 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 ￥27,580
￥59,085 total
includes taxes & fees
Oct 11 - Oct 12
Secluded Oasis-Themed Treehouse Retreat
A yurt interior with a stove, a red table, a yellow chair, and a hanging chair.

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

The Refuge Yurt September Sleepaway Special: Reduced Rates!
Pittsboro
10.0 out of 10, Exceptional, (2 reviews)
"Staying at the yurt is peaceful and divine communing with nature and the most serene beings. Highly recommend for travelers seeking tranquility without the desire for hotel and resort style amenities. There’s a lot to learn from the residents who have been liberated from confinement and abuse and are simply enjoying life."
United States
lblythe 2.
The price is ￥21,568
￥27,188 total
includes taxes & fees
Oct 9 - Oct 10
The Refuge Yurt September Sleepaway Special: Reduced Rates!
A modern living room with a loft bedroom, a wooden coffee table, and a large sliding glass door leading to an outdoor deck.

6. Romantic Beehive Treehouse Getaway in Nature

Romantic Beehive Treehouse Getaway in Nature
Pittsboro
9.0 out of 10, Wonderful, (8 reviews)
"Perfect location to visit family! We were only 5 minutes away. Everything we needed to have some private time. Kitchen area was perfect for our breakfast needs! Will come again. "
United States
Anna P.
The price is ￥25,559
￥56,168 total
includes taxes & fees
Oct 14 - Oct 15
Romantic Beehive Treehouse Getaway in Nature
A sunroom with a round table and chairs, large windows, and a ceiling fan.

7. Tranquil Retreat w/ Piano, Firepit & Peloton

Tranquil Retreat w/ Piano, Firepit & Peloton
Pittsboro
9.6 out of 10, Exceptional, (13 reviews)
"Great host! Perfect Stay!"
United States
James H.
The price is ￥30,275
￥75,731 total
includes taxes & fees
Oct 14 - Oct 15
Tranquil Retreat w/ Piano, Firepit & Peloton
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.

8. Enchanting Galaxy Treehouse Getaway for Couples

Enchanting Galaxy Treehouse Getaway for Couples
Pittsboro
9.8 out of 10, Exceptional, (12 reviews)
"Clean and family friendly! We had a great time at the Galaxy treehouse!"
United States
Maureen W.
The price is ￥27,580
￥59,085 total
includes taxes & fees
Oct 11 - Oct 12
Enchanting Galaxy Treehouse Getaway for Couples
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

Unique Treehouse Retreats in North Carolina
Pittsboro
The price is ￥33,375
￥90,916 total
includes taxes & fees
Nov 1 - Nov 2
Unique Treehouse Retreats in North Carolina
A modern interior with a kitchen, dining area, and a staircase leading to a balcony.

10. Two Unique Treehouses in Nature

Two Unique Treehouses in Nature
Pittsboro
The price is ￥43,583
￥93,140 total
includes taxes & fees
Oct 14 - Oct 15
Two Unique Treehouses in Nature
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

Unique Treehouse Retreats in NC Nature
Pittsboro
10.0 out of 10, Exceptional, (1 review)
"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...
United States
Gretchen H.
The price is ￥95,634
￥187,453 total
includes taxes & fees
Oct 27 - Oct 28
Unique Treehouse Retreats in NC Nature
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, (22 reviews)
"Excellent little place to stay. Great location. "
United States
Lonny P.
The price is ￥16,469
￥49,575 total
includes taxes & fees
Oct 20 - Oct 21
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
9.8 out of 10, Exceptional, (50 reviews)
"Amazing stay! "
United States
Shelby L.
The price is ￥17,160
￥44,854 total
includes taxes & fees
Oct 7 - Oct 8
Jordan Lake Bungalow with boat parking
A house with a gravel patio, three Adirondack chairs, and a fire pit.

14. 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)
"A very cozy home with attentive and kind hosts that made the check-in, stay, and check-out a breeze"
United States
Rachel H.
The price is ￥17,711
￥36,976 total
includes taxes & fees
Oct 6 - Oct 7
The Cozy Bungalow - Official Historic Home Near UNC!
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 ￥14,871
￥33,475 total
includes taxes & fees
Oct 4 - Oct 5
Grandma’s House - Minutes from UNC, Firepit, Ninja Creami Available to Rent
A compact, open-plan living space with a kitchenette, a dining area, and a seating area with a sofa and chairs.

16. Tiny House - Farm Charm

Tiny House - Farm Charm
Siler City
10.0 out of 10, Exceptional, (5 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 ￥19,679
￥32,210 total
includes taxes & fees
Oct 6 - Oct 7
Tiny House - Farm Charm
A modern kitchen with white cabinetry, stainless steel appliances, and a granite countertop.

17. 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)
"This was a nice quiet spot, easy to get to, clean and well-appointed. Thank you!"
United States
Maya M.
The price is ￥10,414
￥37,777 total
includes taxes & fees
Oct 6 - Oct 7
Jo Mac Cottage- Quiet Home near UNC Chapel Hill
A living room with a grey sofa, a white and brown pillow, a small table with a candle, and a potted plant.

18. BOHO BUNGALOW - STEPS FROM HISTORIC DOWNTOWN APEX<br>

BOHO BUNGALOW - STEPS FROM HISTORIC DOWNTOWN APEX<br>
Apex
10.0 out of 10, Exceptional, (36 reviews)
"This property was perfect for 4 nights. Great location!"
United States
Heather K.
The price is ￥15,863
￥34,362 total
includes taxes & fees
Oct 4 - Oct 5
BOHO BUNGALOW - STEPS FROM HISTORIC DOWNTOWN APEX<br>
A hot tub with a glass enclosure, surrounded by trees and a grassy area.

19. Countryside Getaway Green UniqueDomeA/serene farm retreat

Countryside Getaway Green UniqueDomeA/serene farm retreat
Snow Camp
8.0 out of 10, Very good, (3 reviews)
"So neat!"
United States
Brian M.
The price is ￥25,211
￥38,465 total
includes taxes & fees
Oct 6 - Oct 7
Countryside Getaway Green UniqueDomeA/serene farm retreat
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)
"The property was well laid out. Had all the amenities that me and my family needed. Some of the best sleep my wife and I have had in a while. The location to UNC and dining was perfect. Would highly recommend this property to any family traveling to the area."
United States
BRYAN
The price is ￥14,297
￥43,798 total
includes taxes & fees
Oct 5 - Oct 6
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

Millennium Hotel Durham

Millennium Hotel Durham

8/10 Good
"Rooms are old and rug needs replacing. Otherwise clean and friendly"
Janine 2-night trip
Posted less than an hour ago
Millennium Hotel Durham

Find out more about Pittsboro

Pittsboro Vacation Homes information

Number of reviews
266
Accommodation
770 Vacation Homes
Lowest Price
￥28,022
Highest Price
￥193,880