Photo by Grace Wyman

Pittsboro Holiday Rentals

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Holiday Rentals in Pittsboro

Exterior
Log Cabin with loft
9.8 out of 10, Exceptional, (54)
"Fun, eclectic cabin with a lovely owner!"
The price is NZ$243
per night
17 Jun - 18 Jun
Log Cabin with loft
Exterior
stayAPT Suites Raleigh Durham RTP
2.5 star property
8.6 out of 10, Excellent, (96)
"I loved StayAPT! I will definitely be staying here again! Check-in and check out was an easy process, staff was nice and the other guests were also friendly! I didn’t want to leave! I wish I could have made it my home for awhile!"
The price is NZ$220
per night
28 May - 29 May
stayAPT Suites Raleigh Durham RTP
Fridge, microwave, oven, stovetop
Carolina Cottage - Sleeps 11 - 20 mins to Raleigh - Game/Movie Room w/Projector!
7.8 out of 10, Good, (19)
"My 2-year-old grandson loved this place. Tons of outdoor spaces to run around in, climbing structures, and swings. Inside the entire upstairs was mostly geared towards young people and family time. The crib was a huge benefit...and the home being kid-friendly was a primary reason for choosing the house. With 2.5 bathrooms and five separate sleeping areas, there was space for all to be away from each other if desired. We were in town for a wedding and wanted a short drive time between the...
The price is NZ$727
per night
28 May - 29 May
Carolina Cottage - Sleeps 11 - 20 mins to Raleigh - Game/Movie Room w/Projector!
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Fridge, microwave, oven, stovetop
Newly Renovated Home with firepit & 5 minutes from Downtown
10.0 out of 10, Exceptional, (13)
"The property was exactly as described"
The price is NZ$506
per night
5 Jun - 6 Jun
Newly Renovated Home with firepit & 5 minutes from Downtown
Lounge
The Exchange on Erwin
3.0 star property
7.4 out of 10, Good, (3)
"It was very difficult to get them to send an email with the information I needed to check in, so it ended up with me having to stay at another hotel the first night because they forgot to send me the first email"
The Exchange on Erwin
Exterior
Fully furnished log cabin, family and pet friendly.
10.0 out of 10, Exceptional, (150)
"Beautiful home! Beautiful surroundings. We loved our stay."
Fully furnished log cabin, family and pet friendly.
Lobby sitting area
Kasa University Medical Center Durham
3.5 star property
8.0 out of 10, Very good, (32)
"Location pretty convenient to both west and east campus of dukeU. Spacious unit with nice decoration. Safe and enjoyable. Customer service is very nice. "
Kasa University Medical Center Durham
Fridge, microwave, stovetop, dishwasher
Cary Townhome ~ Walk to Downtown & Breweries!
9.6 out of 10, Exceptional, (8)
"We were in the area for a family event and could not have been more pleased with this townhome. Lovely wooded neighborhood, well appointed two story unit with stylish kitchen, large great room, and an outdoor area. Upstairs two rooms set up as bedrooms and one as an office. Convenient to airport and to stores. Property contact was very responsive and helpful. Success!"
Cary Townhome ~ Walk to Downtown & Breweries!
Fridge, microwave, oven, stovetop
Lovely Bungalow in private , secluded neighborhood near Carrboro
9.8 out of 10, Exceptional, (78)
"This was more convenient and comfortable than a hotel, while visiting for graduation. We were happpy we chose this."
The price is NZ$668
per night
3 Jun - 4 Jun
Lovely Bungalow in private , secluded neighborhood near Carrboro
Private kitchen
Quaint Cottage of Holly Springs
9.8 out of 10, Exceptional, (8)
"Great location for the area. We will definitely use the property again on future trips. Thanks"
Quaint Cottage of Holly Springs
Exterior
The Yellow House of Raleigh is near NCSU
10.0 out of 10, Exceptional, (125)
"Beautiful home, very clean, quiet location, and property manager very accommodating. I may have missed this in the property description, property manager(s) on site."
The Yellow House of Raleigh is near NCSU
Property grounds
Voted Best Pool House in the Triangle
9.6 out of 10, Exceptional, (11)
"We had a wedding that was 1/2 mile from the house it was so convenient and we loved the place as well. Our kids had a great time inside the play room & outside with the toys. We will be coming back. Thanks so much The Harris Family"
Voted Best Pool House in the Triangle
View from property
COZY SUN FILLED HOME / MODERN VILLA NEAR DOWNTOWN
10.0 out of 10, Exceptional, (33)
"Everything about the stay went well. The check-in was easy. The home was comfortable and had everything we needed. The location worked well for the wedding events taking place nearby in Durham."
The price is NZ$714
per night
28 May - 29 May
COZY SUN FILLED HOME / MODERN VILLA NEAR DOWNTOWN
Property grounds
Cary Luxury Home-Fenced yard-POOL!!!
10.0 out of 10, Exceptional, (25)
"Lovely home."
Cary Luxury Home-Fenced yard-POOL!!!
Property grounds
Pets Allowed! Large Unit w/ Full Kitchen & Living Area! Offers FREE Breakfast!
The price is NZ$255
per night
23 Jun - 24 Jun
Pets Allowed! Large Unit w/ Full Kitchen & Living Area! Offers FREE Breakfast!
Living area
Guest Suite near UNC!
10.0 out of 10, Exceptional, (15)
"This rental is Great, clean modern and the location is private and quite but easily accessible to the area"
The price is NZ$317
per night
28 May - 29 May
Guest Suite near UNC!
Property grounds
Loft 5 min from Duke
10.0 out of 10, Exceptional, (1)
"It’s a lovely condo in a lovely neighborhood. Plus I was able to walk to town through Duke’s east campus, a real pleasure. The condo was spotless and the host was very accessible and patient with my questions."
The price is NZ$493
per night
2 Jun - 3 Jun
Loft 5 min from Duke
Exterior
Cozy house located near NCSU, PNC Arena, Fairgrounds with large yard
10.0 out of 10, Exceptional, (7)
"In town for work at NCSU. Cute and comfortable home, comfortable beds, nicely furnished. Convenient to PNC arena, NCSU, Raleigh and RDU. Leslie was awesome host, quick to respond to inquiries and questions. We will definitely stay again!"
The price is NZ$514
per night
28 May - 29 May
Cozy house located near NCSU, PNC Arena, Fairgrounds with large yard
Fridge, microwave, oven, dishwasher
NEW! Beautiful Spacious Cozy 4bd 2.5br
9.0 out of 10, Wonderful, (11)
"Great location, spacious home, excellent communication. Thank you"
NEW! Beautiful Spacious Cozy 4bd 2.5br
Fridge, microwave, oven, stovetop
⭐️ MODERN DURHAM RETREAT ⭐️ 🐕📚🏊‍♀️🏙🏥🛍🏟🍔🥂 CLOSE
10.0 out of 10, Exceptional, (18)
"The property manager was great to work with and was very responsive."
⭐️ MODERN DURHAM RETREAT ⭐️ 🐕📚🏊‍♀️🏙🏥🛍🏟🍔🥂 CLOSE
Don't see what you're looking for?
See all available properties in Pittsboro
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.

Other types of properties in Pittsboro you may be interested in

Exterior
La Quinta Inn & Suites by Wyndham Raleigh Durham Intl AP
2.5 star property
8.0 out of 10, Very good, (2349)
"The staff was nice and the room was clean"
The price is NZ$150
per night
16 Jun - 17 Jun
La Quinta Inn & Suites by Wyndham Raleigh Durham Intl AP
Terrace/patio
Sonesta Select Durham Research Triangle Park
3.0 star property
7.8 out of 10, Good, (1011)
"Always one of my overnight go too’s. Cable services suck though. "
The price is NZ$164
per night
28 May - 29 May
Sonesta Select Durham Research Triangle Park
Terrace/patio
Sonesta Select Raleigh Durham Airport Morrisville
3.0 star property
8.6 out of 10, Excellent, (1012)
"Very nice and clean"
The price is NZ$176
per night
31 May - 1 Jun
Sonesta Select Raleigh Durham Airport Morrisville
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Pittsboro holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Pittsboro. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Pittsboro. Seeing all the best attractions is bound to make you fall in love with Pittsboro. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Pittsboro short-term rentals, that won’t be hard to do.

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?

Newly Renovated Home with firepit & 5 minutes from Downtown: This holiday home rental outside of Pittsboro offers a garden, a selection of games and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Pittsboro?

With 17 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 Vista Point Beach, or simply take in cultural attractions like The Joyful Jewel and Cooper Mays Pottery. Starrlight Mead and SilkHope Winery 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.

Recent reviews of Pittsboro properties
Expedia verified reviews