Photo by Grace Wyman

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Featured Cottages in Pittsboro

Carolina Cottage - Sleeps 11 - 20 mins to Raleigh - Game/Movie Room w/Projector!
Fridge, microwave, oven, stovetop
Carolina Cottage - Sleeps 11 - 20 mins to Raleigh - Game/Movie Room w/Projector!
7.8 out of 10, Good, (26)
"The kids were thrilled with the playroom and toys - the projections screen was great - DVD's were not there but we had our own -the beds were comfortable - some of the pillows were not - there was sufficient amount of towels but the quality lacked -we had to go and buy paper towels and garbage bags but there was plenty of laundry soap - the deck was very dirty but there was a hose and broom for us to use - the dining room chairs were in horrible condition - one was not usable - the oven was...
The price is NZ$711
includes taxes & fees
29 Sept - 30 Sept
Carolina Cottage - Sleeps 11 - 20 mins to Raleigh - Game/Movie Room w/Projector!
Pet friendly accessible Ranch at Jordan Lake State Park
Outdoor dining
Pet friendly accessible Ranch at Jordan Lake State Park
9.0 out of 10, Wonderful, (8)
"Very clean and comfortable stay with close access to lake."
Pet friendly accessible Ranch at Jordan Lake State Park
Charming Private Cottage
Exterior
Charming Private Cottage
6.0 out of 10, (1)
"The hosts were very easy to work with, and the house was in great condition. Very nicely decorated, modern, had all the necessities. The neighborhood--the street and nearby commercial district--are definitely in transition and not ideal for walking. We felt uncomfortable taking our dogs out, even as people who have lived in NYC/Chicago during the 80s :-). While it might feel different to people who are from the area or live on the street, it's a hard place to land for visitors."
Charming Private Cottage
Warm Luxury in walkable downtown Durham (2.5 mi. from Five Pts. Plaza)
Terrace/patio
Warm Luxury in walkable downtown Durham (2.5 mi. from Five Pts. Plaza)
10.0 out of 10, Exceptional, (13)
"We had a great time at the Carolina Cottage! The home is so well maintained and super clean- we loved the design and style of the home, the central location and the history of the home provided by the owner! Such a great space to spend time with friends and family while visiting Durham- we look forward to future visits! "
The price is NZ$912
includes taxes & fees
30 Sept - 1 Oct
Warm Luxury in walkable downtown Durham (2.5 mi. from Five Pts. Plaza)
Lovely Apex Vacation Rental on 7 Acres!
Interior
Lovely Apex Vacation Rental on 7 Acres!
3.0 star property
Lovely Apex Vacation Rental on 7 Acres!
Historic Hillsborough Authentic Carriage House.
Fridge, microwave, oven, stovetop
Historic Hillsborough Authentic Carriage House.
10.0 out of 10, Exceptional, (3)
"A good place to stay. Really enjoyed. "
Historic Hillsborough Authentic Carriage House.
Charming 2-bedroom cottage located on a beautiful property. AC, Wifi, & laundry
Property grounds
Charming 2-bedroom cottage located on a beautiful property. AC, Wifi, & laundry
2.0 star property
8.0 out of 10, Very good, (1)
"The cottage is on a great little street, off the road. It’s quiet and has lots of space outside. It was very clean and it is well appointed. There was a misunderstanding about something, and I could not reach the owners until the second day I was there in the mid afternoon. That was unfortunate. But by the third morning, it was remedied and the next two days were fine. I’d recommend clearer communication and availability when someone is checking in. Otherwise, it’s a very sweet cottage and would...
Charming 2-bedroom cottage located on a beautiful property. AC, Wifi, & laundry
Quaint Cottage of Holly Springs
Private kitchen
Quaint Cottage of Holly Springs
9.8 out of 10, Exceptional, (13)
"We enjoyed the property while we were in town for a graduation. The soft sofa was comfortable but difficult for my older parents to get up and down from. I would recommend a firmer chair in the room. Otherwise, our stay was great!"
Quaint Cottage of Holly Springs
Be Our Guest at The Cottage, Walkable to UNC & downtown Chapel Hill
Dining tables
Be Our Guest at The Cottage, Walkable to UNC & downtown Chapel Hill
Be Our Guest at The Cottage, Walkable to UNC & downtown Chapel Hill
Pet-friendly Durham Vacation Rental w/ Large Deck!
House (3 Bedrooms) | Private kitchen
Pet-friendly Durham Vacation Rental w/ Large Deck!
3.0 star property
Pet-friendly Durham Vacation Rental w/ Large Deck!
Warm + Peaceful Home w/ Fire Pit on Haw River
Interior
Warm + Peaceful Home w/ Fire Pit on Haw River
10.0 out of 10, Exceptional, (15)
"This property allowed my family & I to truly disconnect from the busy world & become present. We cooked, we danced, we swam & we spend quality time with each other - not to mention the scenery is beyond gorgeous!"
Warm + Peaceful Home w/ Fire Pit on Haw River
Charming Sanford Hideaway Home w/ Large Yard
House (3 Bedrooms) | Interior
Charming Sanford Hideaway Home w/ Large Yard
3.0 star property
8.0 out of 10, Very good, (1)
Charming Sanford Hideaway Home w/ Large Yard
Lake Retreat in Carolina Trace w/ Resort Amenities
Fridge, microwave, stovetop, dishwasher
Lake Retreat in Carolina Trace w/ Resort Amenities
9.2 out of 10, Wonderful, (10)
"One of the best qualities of any VRBO is cleanliness and this place is spot on. Attention to detail was great and the place was in great order upon arrival. Thanks for a great experience."
Lake Retreat in Carolina Trace w/ Resort Amenities
Charming Apex Home With Back Deck & Grill!
Interior
Charming Apex Home With Back Deck & Grill!
3.0 star property
10.0 out of 10, Exceptional, (1)
"Home was beautiful and conveniently located. "
Charming Apex Home With Back Deck & Grill!
Durham Vacation Rental ~ 6 Mi to Downtown!
Interior
Durham Vacation Rental ~ 6 Mi to Downtown!
3.0 star property
10.0 out of 10, Exceptional, (1)
"We stayed her for my daughter’s wedding, and it was perfect for our needs"
Durham Vacation Rental ~ 6 Mi to Downtown!
French Country Vineyard Cottage
Private kitchen
French Country Vineyard Cottage
French Country Vineyard Cottage
Bright Home w/ Yard in Historic Fuquay-varina!
Exterior
Bright Home w/ Yard in Historic Fuquay-varina!
3.0 star property
Bright Home w/ Yard in Historic Fuquay-varina!
Bright Cary Home With Deck < 15 Mi to Raleigh!
House (4 Bedrooms) | Private kitchen
Bright Cary Home With Deck < 15 Mi to Raleigh!
3.0 star property
Bright Cary Home With Deck < 15 Mi to Raleigh!
Bright Durham Home w/ Fully Furnished Deck!
Interior
Bright Durham Home w/ Fully Furnished Deck!
3.0 star property
Bright Durham Home w/ Fully Furnished Deck!
Dog-friendly Durham Home - Walk Downtown!
Interior
Dog-friendly Durham Home - Walk Downtown!
3.0 star property
10.0 out of 10, Exceptional, (1)
"This was an incredible stay for us. We came in town to visit our son and needed a place to all be together and feel like we were right at home. This place did just that for us. I would highly recommend this and hope to use it again the next time we go for a visit. It was easy to access and conveniently located to everything! Highly recommend. And the owners were quick to respond. Did I say highly recommend? We will be back."
Dog-friendly Durham Home - Walk Downtown!
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.
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Other property types in Pittsboro

Log Cabin with loft
Exterior
Log Cabin with loft
9.8 out of 10, Exceptional, (66)
"Hostess communicated well and was very helpful. Place was very cosy and comfortable and immaculate clean!"
The price is NZ$234
includes taxes & fees
3 Oct - 4 Oct
Log Cabin with loft
stayAPT Suites Raleigh Durham RTP
Exterior
stayAPT Suites Raleigh Durham RTP
2.5 star property
8.6 out of 10, Excellent, (107)
"The property was very accommodating to the area"
The price is NZ$212
includes taxes & fees
1 Oct - 2 Oct
stayAPT Suites Raleigh Durham RTP
Carolina Cottage - Sleeps 11 - 20 mins to Raleigh - Game/Movie Room w/Projector!
Fridge, microwave, oven, stovetop
Carolina Cottage - Sleeps 11 - 20 mins to Raleigh - Game/Movie Room w/Projector!
7.8 out of 10, Good, (26)
"The kids were thrilled with the playroom and toys - the projections screen was great - DVD's were not there but we had our own -the beds were comfortable - some of the pillows were not - there was sufficient amount of towels but the quality lacked -we had to go and buy paper towels and garbage bags but there was plenty of laundry soap - the deck was very dirty but there was a hose and broom for us to use - the dining room chairs were in horrible condition - one was not usable - the oven was...
The price is NZ$711
includes taxes & fees
29 Sept - 30 Sept
Carolina Cottage - Sleeps 11 - 20 mins to Raleigh - Game/Movie Room w/Projector!
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.

Frequently asked questions

What is there to do in Pittsboro near my cottage?
There are tons of fabulous things to put on your itinerary in Pittsboro. Explore renowned attractions like Carolina Tiger Rescue, Starrlight Mead and SilkHope Winery. Vista Point Beach, The Joyful Jewel and Cooper Mays Pottery also lure many visitors.