A calm lake reflecting a sunset sky with clouds.

Pittsboro Holiday Rentals

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Pittsboro holiday rentals

Coffee/tea maker, fridge, microwave, oven

1. Downtown Pittsboro Boho Loft

Downtown Pittsboro Boho Loft
Pittsboro
9.4 out of 10, Exceptional, (6 reviews)
"Great location. Walk to all the restaurants and bars!"
United States
Jeff S.
The price is HK$808
HK$1,485 total
includes taxes & fees
7 Sept - 8 Sept
Downtown Pittsboro Boho Loft
Terrace/patio

2. Downtown Pittsboro Glamtastic

Downtown Pittsboro Glamtastic
Pittsboro
9.0 out of 10, Wonderful, (8 reviews)
"Nice location. "
United States
Marcela V.
The price is HK$753
HK$1,413 total
includes taxes & fees
10 Sept - 11 Sept
Downtown Pittsboro Glamtastic
1 bedroom, iron/ironing board, WiFi, bed sheets

3. 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 HK$917
HK$1,897 total
includes taxes & fees
1 Sept - 2 Sept
Charming Cozy Cottage Pittsboro
Interior

4. 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 HK$1,275
HK$2,835 total
includes taxes & fees
1 Sept - 2 Sept
Charming Treehouse Escape Among Nature's Blooms
Interior

5. Quiet Retreat - Piano, Firepit, Peloton

Quiet Retreat - Piano, Firepit, Peloton
3.0 star property
Pittsboro
The price is HK$1,521
HK$4,616 total
includes taxes & fees
3 Sept - 4 Sept
Quiet Retreat - Piano, Firepit, Peloton
Interior

6. 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 HK$1,275
HK$2,835 total
includes taxes & fees
1 Sept - 2 Sept
Secluded Oasis-Themed Treehouse Retreat
Interior

7. Enchanting Galaxy Treehouse Getaway for Couples

Enchanting Galaxy Treehouse Getaway for Couples
Pittsboro
9.8 out of 10, Exceptional, (11 reviews)
"Clean and family friendly! We had a great time at the Galaxy treehouse!"
United States
Maureen W.
The price is HK$1,275
HK$2,835 total
includes taxes & fees
1 Sept - 2 Sept
Enchanting Galaxy Treehouse Getaway for Couples
Dining

8. 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 HK$1,396
HK$3,519 total
includes taxes & fees
2 Sept - 3 Sept
Tranquil Retreat w/ Piano, Firepit & Peloton
1 bedroom, WiFi, bed sheets

9. 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 HK$1,230
HK$2,785 total
includes taxes & fees
2 Sept - 3 Sept
Romantic Beehive Treehouse Getaway in Nature
WiFi, bed sheets

10. Unique Treehouse Retreats in North Carolina

Unique Treehouse Retreats in North Carolina
Pittsboro
The price is HK$3,473
HK$6,830 total
includes taxes & fees
1 Oct - 2 Oct
Unique Treehouse Retreats in North Carolina
Interior

11. Two Unique Treehouses in Nature

Two Unique Treehouses in Nature
Pittsboro
The price is HK$2,076
HK$4,577 total
includes taxes & fees
2 Sept - 3 Sept
Two Unique Treehouses in Nature
2 bedrooms, WiFi, bed sheets

12. 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 HK$3,790
HK$8,084 total
includes taxes & fees
2 Sept - 3 Sept
Unique Treehouse Retreats in NC Nature
Interior

13. Two Tree Houses - Beehive & H20

Two Tree Houses - Beehive & H20
3.0 star property
Pittsboro
The price is HK$2,368
HK$5,007 total
includes taxes & fees
3 Sept - 4 Sept
Two Tree Houses - Beehive & H20
Interior

14. 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 HK$676
HK$2,316 total
includes taxes & fees
1 Sept - 2 Sept
Tiny Tarheel: Cozy Retreat Near UNC-Tiny House
Exterior

15. Jordan Lake Bungalow with boat parking

Jordan Lake Bungalow with boat parking
New Hill
9.8 out of 10, Exceptional, (46 reviews)
"Great place to stay and perfect for 4 people! Was in town visiting family and know where I’ll be staying next time in the area. We loved it!! Owner Kim is very responsive."
United States
Marc A.
The price is HK$855
HK$2,260 total
includes taxes & fees
10 Sept - 11 Sept
Jordan Lake Bungalow with boat parking
Property grounds

16. 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 HK$882
HK$1,850 total
includes taxes & fees
1 Sept - 2 Sept
The Cozy Bungalow - Official Historic Home Near UNC!
Exterior

17. The Shabby Chic Studio - Cute 1-Bedroom Close to UNC!

The Shabby Chic Studio - Cute 1-Bedroom Close to UNC!
Chapel Hill
9.4 out of 10, Exceptional, (10 reviews)
"We enjoyed a quick stay in Chatham County. It was very clean inside, despite the age of the home. The porches and porch chairs could have used a hose off before we arrived! It is very close to the road, but the host was thoughtful and provided a sound machine and earplugs in the bedside drawers. Very comfortable bed. It was a great little place."
United States
Catherine S.
The price is HK$635
HK$1,535 total
includes taxes & fees
6 Sept - 7 Sept
The Shabby Chic Studio - Cute 1-Bedroom Close to UNC!
Smart TV, fireplace, DVD player, books

18. Guest Suite near UNC!

Guest Suite near UNC!
Chapel Hill
9.6 out of 10, Exceptional, (78 reviews)
"Would definitely stay there again!"
United States
Scott P.
The price is HK$588
HK$1,290 total
includes taxes & fees
1 Sept - 2 Sept
Guest Suite near UNC!
Interior

19. Newly remodeled 2BR in Chapel Hill

Newly remodeled 2BR in Chapel Hill
Chapel Hill
10.0 out of 10, Exceptional, (5 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 HK$757
HK$2,254 total
includes taxes & fees
1 Sept - 2 Sept
Newly remodeled 2BR in Chapel Hill
Coffee/tea maker, fridge, microwave, oven

20. 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, (32 reviews)
"This was the perfect place my for my family and I! It was clean and comfortable and literally felt like a grandma’s home! "
United States
Danielle L.
Grandma’s House - Minutes from UNC, Firepit, Ninja Creami Available to Rent
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

Ramada by Wyndham Raleigh

Ramada by Wyndham Raleigh

8/10 Good
"Helpful staff. A little musty"
Keith 1-night trip
Posted 9 hours ago
Ramada by Wyndham Raleigh

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 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 a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and an electric kettle.

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 Pittsboro Town Park and Seaforth Beach, 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 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.