Photo by Grace Wyman

Search Cottages in Pittsboro

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 66 Cottages in Pittsboro with updated reviews, rates, and availability.

Quaint Cottage of Holly Springs
Exterior

Quaint Cottage of Holly Springs

9.6 out of 10, Exceptional, (15)
"house was very comfortable"
Quaint Cottage of Holly Springs
Tiny house- near Duke University/Hospital, walk to food
Room

Tiny house- near Duke University/Hospital, walk to food

8.4 out of 10, Very Good, (6)
"Property was perfect for my weekend getaway !! Everything that I need was there please beautiful weekend little thing that"
Tiny house- near Duke University/Hospital, walk to food
UNC Cottage- near Univ/Hospital, YMCA, Franklin St
Exterior

UNC Cottage- near Univ/Hospital, YMCA, Franklin St

9.0 out of 10, Wonderful, (11)
"I would highly recommend anyone to stay at the property! "
UNC Cottage- near Univ/Hospital, YMCA, Franklin St
Charming Private Cottage
Private kitchen

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
3 Mi to Duke: Downtown Durham Cottage!
Durham Vacation Rental | 2BR | 2BA | 900 Sq Ft | 5 Steps Required

3 Mi to Duke: Downtown Durham Cottage!

2.0 star property
10.0 out of 10, Exceptional, (1)
"My family came to town for a funeral, the location and the amenities were perfect for our needs. Thank you to the hosts for being so gracious and approving our reservation quickly! They really made a difficult time for our family much easier. "
3 Mi to Duke: Downtown Durham Cottage!
A mini secluded resort on a 7 generation family farm in Piedmont NC.
Interior

A mini secluded resort on a 7 generation family farm in Piedmont NC.

2.0 star property
10.0 out of 10, Exceptional, (1)
"Durene was such a pleasure to communicate with and made us feel welcome from start to finish. We couldn’t have chosen a better place to stay and we’re so grateful we chose this home! We had everything we needed and more. The outside area was our favorite place to hangout during our stay, but the inside was beautiful and comfortable for our group of three. We can’t wait to come back :)"
A mini secluded resort on a 7 generation family farm in Piedmont NC.
Be Our Guest at The Cottage, Walkable to UNC & downtown Chapel Hill
Terrace/patio

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!
Living area

Pet-friendly Durham Vacation Rental w/ Large Deck!

3.0 star property
Pet-friendly Durham Vacation Rental w/ Large Deck!
Warm Luxury in walkable downtown Durham (2.5 mi. from Five Pts. Plaza)
Exterior detail

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 SAR 1,089
SAR 2,143 total
includes taxes & fees
1 Dec - 2 Dec
Warm Luxury in walkable downtown Durham (2.5 mi. from Five Pts. Plaza)
Warm + Peaceful Home w/ Fire Pit on Haw River
Pittsboro Vacation Rental | 2BR | 1.5BA | 1,470 Sq Ft | Stairs Required to Enter

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
Exterior

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
Sanford Vacation Rental | 2BR | 2.5BA | Steps to Enter | 1,530 Sq Ft

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
Apex Home ~ 15 Mi to Downtown Raleigh!
Living area

Apex Home ~ 15 Mi to Downtown Raleigh!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Home was beautiful and conveniently located. "
Apex Home ~ 15 Mi to Downtown Raleigh!
Durham Vacation Rental ~ 6 Mi to Downtown!
Exterior

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
Exterior

French Country Vineyard Cottage

French Country Vineyard Cottage
Bright Home w/ Yard in Historic Fuquay-varina!
Living area

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!
Living area

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!
Exterior

Bright Durham Home w/ Fully Furnished Deck!

3.0 star property
Bright Durham Home w/ Fully Furnished Deck!
Lovely Apex Vacation Rental on 7 Acres!
Private kitchen

Lovely Apex Vacation Rental on 7 Acres!

3.0 star property
Lovely Apex Vacation Rental on 7 Acres!
Dog-friendly Durham Home - Walk Downtown!
Living area

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!
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.
Don't see what you're looking for?
See all available properties in Pittsboro
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Pittsboro

Log Cabin with loft
Cabin with Loft

Log Cabin with loft

9.8 out of 10, Exceptional, (71)
"The cabin was very clean and included all the necessary amenities. The location was accessible and convenient. The owners were friendly and genuinely cared about our family enjoying our stay."
The price is SAR 469
SAR 661 total
includes taxes & fees
1 Dec - 2 Dec
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, (111)
"Nice experience- super clean and quiet."
The price is SAR 413
SAR 468 total
includes taxes & fees
9 Dec - 10 Dec
stayAPT Suites Raleigh Durham RTP
Carolina Cottage - Sleeps 11 - 20 mins to Raleigh - Game/Movie Room w/Projector!
Interior

Carolina Cottage - Sleeps 11 - 20 mins to Raleigh - Game/Movie Room w/Projector!

8.0 out of 10, Very Good, (29)
"Just a little miss communication about the check in process, but that got resolved quickly. The property was roomy and well supplied. My families 4 toddlers had a fantastic time playing in the upstairs kids play room for hours. We used the overhead projector to entertain the kids with a childrens movie. If there had been a safety gate at the top of the stairs it would have been absolutely perfect."
The price is SAR 635
SAR 1,671 total
includes taxes & fees
4 Dec - 5 Dec
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

Why book your cottage in Pittsboro with Expedia?
We think that a vacay should be hassle-free, so if you’re in search of cottages in Pittsboro at a competitive rate, Expedia has got your back. Save those pennies and stay in an economical option far from the downtown buzz, or book a luxury cottage to spoil your loved ones.
How can I find cheap cottages in Pittsboro?
The simplest way to uncover cheap cottages in Pittsboro is with Expedia’s user-friendly filter tool. Fine-tune your search results by star rating, amenities and budget to nab unbeatable prices in a few clicks.