Pittsboro Vacation Rentals

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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Pittsboro vacation rentals

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 ￥24,333
￥54,157 total
includes taxes & fees
May 14 - May 15
Charming Treehouse Escape Among Nature's Blooms
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.
The price is ￥23,341
￥52,893 total
includes taxes & fees
May 14 - May 15
Romantic Beehive Treehouse Getaway in Nature
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 ￥15,130
￥28,053 total
includes taxes & fees
May 14 - May 15
Downtown Pittsboro Glamtastic
1 bedroom, iron/ironing board, WiFi, bed sheets

Charming Cozy Cottage Pittsboro

Charming Cozy Cottage Pittsboro
Pittsboro
The price is ￥18,439
￥37,446 total
includes taxes & fees
May 14 - May 15
Charming Cozy Cottage Pittsboro
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 ￥15,602
￥28,525 total
includes taxes & fees
May 14 - May 15
Downtown Pittsboro Boho Loft
Property grounds

Natural Splendor; Ultimate Off Grid Experience!

Natural Splendor; Ultimate Off Grid Experience!
Pittsboro
10.0 out of 10, Exceptional, (6 reviews)
"Great host, if you want to know what off grid living is all about, this is the perfect place to stay."
United States
Sandy
The price is ￥15,602
￥39,007 total
includes taxes & fees
Jun 1 - Jun 2
Natural Splendor; Ultimate Off Grid Experience!
House (4 Bedrooms) | Interior

Quiet Retreat - Piano, Firepit, Peloton

Quiet Retreat - Piano, Firepit, Peloton
3.0 star property
Pittsboro
The price is ￥31,840
￥94,186 total
includes taxes & fees
May 18 - May 19
Quiet Retreat - Piano, Firepit, Peloton
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 ￥26,162
￥56,862 total
includes taxes & fees
May 20 - May 21
Enchanting Galaxy Treehouse Getaway for Couples
Interior

Unique Treehouses in Nature, Hot Tub & Fireplace

Unique Treehouses in Nature, Hot Tub & Fireplace
Pittsboro
The price is ￥43,498
￥93,095 total
includes taxes & fees
May 20 - May 21
Unique Treehouses in Nature, Hot Tub & Fireplace
Interior

Secluded Oasis-Themed Treehouse Retreat

Secluded Oasis-Themed Treehouse Retreat
Pittsboro
9.6 out of 10, Exceptional, (5 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 ￥37,351
￥70,904 total
includes taxes & fees
May 26 - May 27
Secluded Oasis-Themed Treehouse Retreat
2 bedrooms, WiFi, bed sheets

Unique Treehouse Retreats in North Carolina

Unique Treehouse Retreats in North Carolina
Pittsboro
The price is ￥29,786
￥85,813 total
includes taxes & fees
May 14 - May 15
Unique Treehouse Retreats in North Carolina
Interior

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 ￥31,835
￥77,665 total
includes taxes & fees
May 19 - May 20
Tranquil Retreat w/ Piano, Firepit & Peloton
Interior

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

Two Tree Houses - Beehive & H20

Two Tree Houses - Beehive & H20
3.0 star property
Pittsboro
The price is ￥44,889
￥97,672 total
includes taxes & fees
May 20 - May 21
Two Tree Houses - Beehive & H20
Interior

Modern Luxury 1BR Pool View Near Airport

Modern Luxury 1BR Pool View Near Airport
Morrisville
The price is ￥28,084
￥41,264 total
includes taxes & fees
May 14 - May 15
Modern Luxury 1BR Pool View Near Airport
Pool

Serene Landing Place near Downtown Cary

Serene Landing Place near Downtown Cary
Cary
10.0 out of 10, Exceptional, (24 reviews)
"Plenty of room and good accessibility to nearby restaurants "
United States
Tina C.
The price is ￥20,330
￥56,044 total
includes taxes & fees
May 17 - May 18
Serene Landing Place near Downtown Cary
Property grounds

The Cozy Bungalow - Official Historic Home Near UNC!

The Cozy Bungalow - Official Historic Home Near UNC!
Chapel Hill
9.6 out of 10, Exceptional, (32 reviews)
"Very clean despite age of house!"
United States
Anya
The price is ￥17,730
￥37,016 total
includes taxes & fees
May 21 - May 22
The Cozy Bungalow - Official Historic Home Near UNC!
Outdoor banquet area

Lovely Farm Cabin Experience

Lovely Farm Cabin Experience
Siler City
10.0 out of 10, Exceptional, (5 reviews)
"Cabin was amazing! So clean and cozy. We reslly enjoyed the hot tub and animals on the farm."
United States
Britt
The price is ￥18,754
￥31,379 total
includes taxes & fees
May 14 - May 15
Lovely Farm Cabin Experience
Smart TV

Cozy private efficiency located near downtown Raleigh, PNC Arena, NCSU, RTP, RDU

Cozy private efficiency located near downtown Raleigh, PNC Arena, NCSU, RTP, RDU
Southwest Raleigh
9.8 out of 10, Exceptional, (61 reviews)
"The name says it all! Perfect amenities and location for a weekend visit to Raleigh. I look forward to future stays."
United States
Laurie
The price is ￥14,893
￥26,683 total
includes taxes & fees
May 14 - May 15
Cozy private efficiency located near downtown Raleigh, PNC Arena, NCSU, RTP, RDU
Dining

Charming parkview from rocking chair front porch

Charming parkview from rocking chair front porch
Graham
9.4 out of 10, Exceptional, (45 reviews)
"The host was so easy to communicate with, and the home was lovely. We had a great stay!"
United States
kristina f.
The price is ￥9,968
￥30,787 total
includes taxes & fees
May 14 - May 15
Charming parkview from rocking chair front porch
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

La Quinta Inn & Suites by Wyndham Univ Area Chapel Hill

La Quinta Inn & Suites by Wyndham Univ Area Chapel Hill

10/10 Excellent
"Room was clean and breakfast was good."
Alfred 1-night trip
Posted 6 hours ago
La Quinta Inn & Suites by Wyndham Univ Area Chapel Hill

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 vacation rental in Pittsboro?

Yes, you can find vacation rentals in Pittsboro close to McIntyre's Fine Books and Bookends, or you can choose a more remote option if you want a relaxing stay. Pittsboro is known for its art.

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

Cozy 3BR/2.5BA House near RTP, RDU & Downtown Cary: This vacation home rental near Pittsboro offers a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a garden.

How many vacation rentals are there in Pittsboro?

With 17 Expedia vacation rentals, you're sure 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. McIntyre's Fine Books and Bookends and Small Museum of Folk Art are other places to visit while you're in town.

What’s a vacation rental in Pittsboro like?

A vacation rental is a private property you can stay in for a couple of days or more in Pittsboro. Vacation rentals offer extras like WiFi and washers and dryers so you'll have everything you want. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for family trips or small group gatherings.