Pittsboro Holiday Rentals

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Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

Our top choices for Pittsboro holiday rentals

Interior

Two Tree Houses - Beehive & H20

Two Tree Houses - Beehive & H20
3.0 star property
Pittsboro
Two Tree Houses - Beehive & H20
Hair dryer, towels, soap, toilet paper

Charming Cozy Cottage Pittsboro

Charming Cozy Cottage Pittsboro
Pittsboro
The price is HK$917
HK$1,853 total
includes taxes & fees
2 Jun - 3 Jun
Charming Cozy Cottage Pittsboro
Terrace/patio

Downtown Pittsboro Glamtastic

Downtown Pittsboro Glamtastic
Pittsboro
9.2 out of 10, Wonderful, (5 reviews)
"Nice location. "
United States
Marcela V.
The price is HK$752
HK$1,395 total
includes taxes & fees
4 Jun - 5 Jun
Downtown Pittsboro Glamtastic
Interior

Charming Treehouse Escape Among Nature's Blooms

Charming Treehouse Escape Among Nature's Blooms
Pittsboro
9.6 out of 10, Exceptional, (5 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 HK$1,275
HK$2,790 total
includes taxes & fees
2 Jun - 3 Jun
Charming Treehouse Escape Among Nature's Blooms
2 bedrooms, WiFi, bed sheets

Unique Treehouse Retreats in North Carolina

Unique Treehouse Retreats in North Carolina
Pittsboro
Unique Treehouse Retreats in North Carolina
Interior

Two Unique Treehouses in Nature

Two Unique Treehouses in Nature
Pittsboro
The price is HK$2,052
HK$4,524 total
includes taxes & fees
2 Jun - 3 Jun
Two Unique Treehouses in Nature
Interior

Enchanting Galaxy Treehouse Getaway for Couples

Enchanting Galaxy Treehouse Getaway for Couples
Pittsboro
9.6 out of 10, Exceptional, (10 reviews)
"Host was incredibly welcoming and we kept a great communication with everything!"
United States
Gene B.
The price is HK$1,275
HK$2,790 total
includes taxes & fees
2 Jun - 3 Jun
Enchanting Galaxy Treehouse Getaway for Couples
1 bedroom, WiFi, bed sheets

Romantic Beehive Treehouse Getaway in Nature

Romantic Beehive Treehouse Getaway in Nature
Pittsboro
9.0 out of 10, Wonderful, (7 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.
Romantic Beehive Treehouse Getaway in Nature
Interior

Secluded Oasis-Themed Treehouse Retreat

Secluded Oasis-Themed Treehouse Retreat
Pittsboro
9.8 out of 10, Exceptional, (6 reviews)
"This is the fourth time we’ve stayed in the tree house village - all have been excellent. Quiet and peaceful. It’s a great location for us as we visit family in Briar Chapel development. Place is clean and well appointed - will definitely be back "
United States
John D.
The price is HK$1,275
HK$2,790 total
includes taxes & fees
2 Jun - 3 Jun
Secluded Oasis-Themed Treehouse Retreat
Interior

Quiet Retreat - Piano, Firepit, Peloton

Quiet Retreat - Piano, Firepit, Peloton
3.0 star property
Pittsboro
The price is HK$2,476
HK$5,666 total
includes taxes & fees
9 Jun - 10 Jun
Quiet Retreat - Piano, Firepit, Peloton
Fridge, microwave, oven, stovetop

Downtown Pittsboro Boho Loft

Downtown Pittsboro Boho Loft
Pittsboro
10.0 out of 10, Exceptional, (5 reviews)
"This was such a lovely place to stay in historic Pittsboro. The restaurants and shops are lovely within walking distance. Great night, thank you!"
United States
Heather
The price is HK$729
HK$1,371 total
includes taxes & fees
2 Jun - 3 Jun
Downtown Pittsboro Boho Loft
Dining

Tranquil Retreat w/ Piano, Firepit & Peloton

Tranquil Retreat w/ Piano, Firepit & Peloton
Pittsboro
9.4 out of 10, Exceptional, (9 reviews)
"Great place to stay "
United States
Casey Y.
The price is HK$2,245
HK$4,650 total
includes taxes & fees
9 Jun - 10 Jun
Tranquil Retreat w/ Piano, Firepit & Peloton
4 bedrooms, WiFi, bed sheets

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.
Unique Treehouse Retreats in NC Nature
Interior

The Cozy Cottage - 10 Min From UNC

The Cozy Cottage - 10 Min From UNC
3.0 star property
Chapel Hill
The price is HK$2,092
HK$4,853 total
includes taxes & fees
1 Jul - 2 Jul
The Cozy Cottage - 10 Min From UNC
Dining

Charming parkview from rocking chair front porch

Charming parkview from rocking chair front porch
Graham
9.4 out of 10, Exceptional, (45 reviews)
"This was a delightful place to stay! Very comfortable, clean and so perfectly located across from the park. I couldn't ask for anything more!"
United States
Melissa
The price is HK$712
HK$1,819 total
includes taxes & fees
21 Jun - 22 Jun
Charming parkview from rocking chair front porch
Outdoor dining

Log Cabin at the Farm

Log Cabin at the Farm
Siler City
10.0 out of 10, Exceptional, (12 reviews)
"Awesome spot. Clean and very comfortable. Wish we had the time to stay longer for all of the awesome available activities available. Recommending to all my friends with kids. "
United States
A
The price is HK$1,011
HK$1,741 total
includes taxes & fees
21 Jun - 22 Jun
Log Cabin at the Farm
Exterior detail

The Acorn Suites

The Acorn Suites
2.5 star property
Mebane
9.6 out of 10, Exceptional, (59 reviews)
"Very simple check in, private and professional suite. All amenities, loved everything about the stay! Would definitely stay again"
United States
Jodi
The price is HK$1,413
HK$1,593 total
includes taxes & fees
9 Jun - 10 Jun
The Acorn Suites
Smart TV, fireplace, DVD player, books

Guest Suite near UNC!

Guest Suite near UNC!
Chapel Hill
9.8 out of 10, Exceptional, (67 reviews)
"The host was very welcoming and helpful. The place was very cosy and in an excellent area."
United States
Toby T.
The price is HK$705
HK$1,423 total
includes taxes & fees
2 Jun - 3 Jun
Guest Suite near UNC!
Interior

Beautiful Home At Downtown Apex

Beautiful Home At Downtown Apex
Apex
9.8 out of 10, Exceptional, (31 reviews)
"Great host and great house!"
United States
Darrin D.
The price is HK$846
HK$2,609 total
includes taxes & fees
2 Jun - 3 Jun
Beautiful Home At Downtown Apex
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

Quality Inn & Suites Raleigh Durham Airport

Quality Inn & Suites Raleigh Durham Airport

2/10 Terrible
"It needs upgrades lights flickered the floor was dirty and the breakfast items was out took 20 mins to refill it can’t take it back to your room is the police to help rooms be cleaner but yet they are not you get what you pay for there was no pool it’s been closed for years and my rating is a 2 out of 10"
Summer 2-night trip
Posted less than an hour ago
Quality Inn & Suites Raleigh Durham Airport

Find out more about Pittsboro

Search for holiday rentals in Pittsboro on Expedia! You can easily find your home rentals, villas, holiday apartments in Pittsboro using one of the methods below:

  • View our selection of featured holiday rentals in Pittsboro
  • Use the map to find apartments and other holiday homes in the Pittsboro neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Pittsboro while they last

Look no further and take a look at our great range of rental properties in Pittsboro!

Frequently asked questions

Can I find a holiday rental in Pittsboro?

Yes, there are holiday rentals in Pittsboro close to McIntyre's Fine Books and Bookends, or you can select a more secluded option if you're looking for a relaxing stay. Pittsboro is known for its art.

What are some of the best holiday rentals that Pittsboro has to offer?

Cozy 3BR/2.5BA House near RTP, RDU & Downtown Cary: This holiday home rental outside of Pittsboro offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and an oven, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a garden.

How many holiday rentals are there in Pittsboro?

With 25 Expedia holiday rentals, you're guaranteed to find just the right place for your Pittsboro stay.

What’s there to see and do in Pittsboro?

Enjoy the outdoors at Seaforth Beach and Pittsboro Town Park, or simply take in cultural attractions like Chatham Historical Museum and The Joyful Jewel. Chatham Community Library and McIntyre's Fine Books and Bookends are other places to visit while you're in town.

What’s a holiday rental in Pittsboro like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pittsboro. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for family gatherings.