Photo by Grace Wyman

Pittsboro Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Pittsboro

Log Cabin with loft

9.8 out of 10, Exceptional, (85)
"Upon arrival, the host met us with a smile and walked through all important information we needed to know. They were very helpful with all our questions and eager to meet our needs. The cabin was delightfully welcoming and extremely comfortable. Great place to stay when in the area! "
The price is NZ$264
includes taxes & fees
31 July - 1 Aug
Log Cabin with loft

stayAPT Suites Raleigh Durham RTP

2.5 star property
8.4 out of 10, Very good, (126)
"This hotel is is absolutely amazing and I would recommend it very much!"
The price is NZ$201
includes taxes & fees
13 July - 14 July
stayAPT Suites Raleigh Durham RTP

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

9.8 out of 10, Exceptional, (29)
"Nice, cozy place for a weekend stay in the area. Everything you need in one small package. Will definitely stay again when in the area again in a few months"
The price is NZ$282
includes taxes & fees
16 July - 17 July
Cozy private efficiency located near downtown Raleigh, PNC Arena, NCSU, RTP, RDU

Foster On The Park Apartment By Barsala

4.0 star property
8.0 out of 10, Very good, (13)
"Excellent property ! Beautiful apartment , will stay again ! "
Foster On The Park Apartment By Barsala

Newly Renovated Midcentury Home is 4acres with Pond view near Dixie Park

2.0 out of 10, (1)
"Our experience with this property was extremely disappointing. The original reservation was canceled by the host the day we were supposed to check in, while we were already traveling from Florida to North Carolina. We were placed in a replacement property that was completely unfit for guests.The home had serious electrical issues, including lights and outlets that didn’t work. The stove was broken, and the linens were used and dirty—we had to wash them ourselves. There was dust everywhere, food...
Newly Renovated Midcentury Home is 4acres with Pond view near Dixie Park

Bungalow near Duke and Downtown Durham

9.6 out of 10, Exceptional, (14)
"In for the weekend for a Duke basketball game. Great location, roomy house, super clean, everything we needed for a quick trip. "
The price is NZ$656
includes taxes & fees
2 Aug - 3 Aug
Bungalow near Duke and Downtown Durham

Barsala at The Arboretum

4.0 star property
10.0 out of 10, Exceptional, (22)
"Loved this stay and hope to return!"
Barsala at The Arboretum

Charming 3-bedroom townhouse in Cary/Raleigh.

2.0 star property
10.0 out of 10, Exceptional, (32)
"House was gorgeous, easy check in process and very convenient. Will definitely be staying here again. "
Charming 3-bedroom townhouse in Cary/Raleigh.

Deluxe Studio at Extended Stay Cary 6

The price is NZ$178
includes taxes & fees
19 July - 20 July
Deluxe Studio at Extended Stay Cary 6

The Cary Cottage 1 BR 1 BA Private Sleeps 4 - Downtown Cary, Eat Drink Play Shop

10.0 out of 10, Exceptional, (173)
"Property was spacious, well appointed , very clean and comfortable. Quiet neighborhood within walking distance to restaurants , unique park and other attractions. "
The Cary Cottage 1 BR 1 BA Private Sleeps 4 - Downtown Cary, Eat Drink Play Shop

Deluxe Studio at Extended Stay Cary 7

2.0 out of 10, (1)
"Negative 5 stars. This has been the worst experience in my entire life please look this up on tiktok because when I tell you I have never been soo disappointed in what is advertised and what is there. You cannot even walk into this building without it being hazardous. This is not an extended stay he will not refund you. Vrbo doesn’t care and will do nothing to help."
The price is NZ$194
includes taxes & fees
18 July - 19 July
Deluxe Studio at Extended Stay Cary 7

Luxurious 5-bedroom house with swim-spa, fitness&weight room, game room, & more!

2.0 star property
9.6 out of 10, Exceptional, (5)
"We were 13 people with more than enough room for sleeping. The kitchen was great and stocked with everything we needed. Brand new, comfortable and clean."
The price is NZ$2,567
includes taxes & fees
30 July - 31 July
Luxurious 5-bedroom house with swim-spa, fitness&weight room, game room, & more!

Voted Best Pool House in the Triangle.

9.6 out of 10, Exceptional, (36)
"This was one of the best accommodations I've experienced on Vrbo, the home was clean and well equipped to make our stay very welcoming."
Voted Best Pool House in the Triangle.

Cozy house in enjoyable Cary

2.0 star property
8.4 out of 10, Very good, (11)
"Was very comfortable. Stayed here for a week with some employees. The pricing was also very affordable! "
Cozy house in enjoyable Cary

3 Spacious Bedroom-Executive Town House, <br>Brand-New Construction, Duke RTP

9.6 out of 10, Exceptional, (139)
"great clean place to stay"
3 Spacious Bedroom-Executive Town House, <br>Brand-New Construction, Duke RTP

Dream Retreat near Gipson Play Plaza @ Dix Park Downtown Raleigh & NCSU

9.8 out of 10, Exceptional, (154)
"Overall very nice house, clean, quiet neighborhood "
Dream Retreat near Gipson Play Plaza @ Dix Park Downtown Raleigh & NCSU

Cozy home away from home

10.0 out of 10, Exceptional, (85)
"It was great location and just as the picture show."
Cozy home away from home

Luxurious Private Home w/Game Room @ Heart of RTP!

9.8 out of 10, Exceptional, (79)
"The piece was as described and well furnished. If I'm back in Raleigh I'd look to stay here again."
Luxurious Private Home w/Game Room @ Heart of RTP!

Stylish downtown home: private hot tub, outdoor pizza oven & bumper pool table

9.6 out of 10, Exceptional, (32)
"We enjoyed our stay! Cute place in a nice location of downtown Graham, "
The price is NZ$432
includes taxes & fees
13 July - 14 July
Stylish downtown home: private hot tub, outdoor pizza oven & bumper pool table

Southern Charm, 3 King Bedrooms, Central

9.8 out of 10, Exceptional, (30)
"We had a great stay. The house had everything we needed and it was perfectly clean."
Southern Charm, 3 King Bedrooms, Central
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.
Save an average of 15% on thousands of hotels when you're signed in

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 private efficiency located near downtown Raleigh, PNC Arena, NCSU, RTP, RDU: This holiday home rental outside of Pittsboro is on a lake, and equipped with air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker.

How many holiday rentals are there in Pittsboro?

With 18 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 The Joyful Jewel and Chatham Historical Museum. Starrlight Mead 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.