We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals in Pittsboro

Destination
Revenue impacts this sort order. Learn more

Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 km
21 rentals in Pittsboro.
Log Cabin with loft, holiday rental in Pittsboro
Log Cabin with loft, holiday rental in Pittsboro
Log Cabin with loft, holiday rental in Pittsboro

Log Cabin with loft

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Quiet, elegant cottage just steps from downtown Pittsboro—minutes to Jordan Lake, holiday rental in Pittsboro
Quiet, elegant cottage just steps from downtown Pittsboro—minutes to Jordan Lake, holiday rental in Pittsboro
Quiet, elegant cottage just steps from downtown Pittsboro—minutes to Jordan Lake, holiday rental in Pittsboro

Quiet, elegant cottage just steps from downtown Pittsboro—minutes to Jordan Lake

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Charmingly Restored Antique Farmhouse on 7 Acres, holiday rental in Pittsboro
Charmingly Restored Antique Farmhouse on 7 Acres, holiday rental in Pittsboro
Charmingly Restored Antique Farmhouse on 7 Acres, holiday rental in Pittsboro

Charmingly Restored Antique Farmhouse on 7 Acres

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
A Gem of a House by the River near Chapel Hill, holiday rental in Pittsboro
A Gem of a House by the River near Chapel Hill, holiday rental in Pittsboro
A Gem of a House by the River near Chapel Hill, holiday rental in Pittsboro

A Gem of a House by the River near Chapel Hill

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Pittsboro Studio ~ 20 Mi to Chapel Hill!, holiday rental in Pittsboro
Pittsboro Studio ~ 20 Mi to Chapel Hill!, holiday rental in Pittsboro
Pittsboro Studio ~ 20 Mi to Chapel Hill!, holiday rental in Pittsboro

Pittsboro Studio ~ 20 Mi to Chapel Hill!

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Eclectic & Spacious Guest Cottage (walk to downtown/pet friendly), holiday rental in Pittsboro
Eclectic & Spacious Guest Cottage (walk to downtown/pet friendly), holiday rental in Pittsboro
Eclectic & Spacious Guest Cottage (walk to downtown/pet friendly), holiday rental in Pittsboro

Eclectic & Spacious Guest Cottage (walk to downtown/pet friendly)

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Natural Splendor; Ultimate Off Grid Experience!, holiday rental in Pittsboro
Natural Splendor; Ultimate Off Grid Experience!, holiday rental in Pittsboro
Natural Splendor; Ultimate Off Grid Experience!, holiday rental in Pittsboro

Natural Splendor; Ultimate Off Grid Experience!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Peaceful, Private Treehouse on Terell's Creek, holiday rental in Pittsboro
Peaceful, Private Treehouse on Terell's Creek, holiday rental in Pittsboro
Peaceful, Private Treehouse on Terell's Creek, holiday rental in Pittsboro

Peaceful, Private Treehouse on Terell's Creek

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Amazing A-Frame cabin with luxury mid-century style on a 2-acre pond, holiday rental in Pittsboro
Amazing A-Frame cabin with luxury mid-century style on a 2-acre pond, holiday rental in Pittsboro
Amazing A-Frame cabin with luxury mid-century style on a 2-acre pond, holiday rental in Pittsboro

Amazing A-Frame cabin with luxury mid-century style on a 2-acre pond

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Warm + Peaceful Home w/ Fire Pit on Haw River, holiday rental in Pittsboro
Warm + Peaceful Home w/ Fire Pit on Haw River, holiday rental in Pittsboro
Warm + Peaceful Home w/ Fire Pit on Haw River, holiday rental in Pittsboro

Warm + Peaceful Home w/ Fire Pit on Haw River

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Downtown Pittsboro Glamtastic, holiday rental in Pittsboro
Downtown Pittsboro Glamtastic, holiday rental in Pittsboro
Downtown Pittsboro Glamtastic, holiday rental in Pittsboro

Downtown Pittsboro Glamtastic

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Historic & Charming Pittsboro Home w/ Fireplaces, holiday rental in Pittsboro
Historic & Charming Pittsboro Home w/ Fireplaces, holiday rental in Pittsboro
Historic & Charming Pittsboro Home w/ Fireplaces, holiday rental in Pittsboro

Historic & Charming Pittsboro Home w/ Fireplaces

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Heavener farm guesthouse (two story), holiday rental in Pittsboro
Heavener farm guesthouse (two story), holiday rental in Pittsboro
Heavener farm guesthouse (two story), holiday rental in Pittsboro

Heavener farm guesthouse (two story)

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Tucked In The Woods, holiday rental in Pittsboro
Tucked In The Woods, holiday rental in Pittsboro
Tucked In The Woods, holiday rental in Pittsboro

Tucked In The Woods

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Curiously Cute B&B Private Woodshed, holiday rental in Pittsboro
Curiously Cute B&B Private Woodshed, holiday rental in Pittsboro
Curiously Cute B&B Private Woodshed, holiday rental in Pittsboro

Curiously Cute B&B Private Woodshed

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
New H2O Oasis Tree House, holiday rental in Pittsboro
New H2O Oasis Tree House, holiday rental in Pittsboro
New H2O Oasis Tree House, holiday rental in Pittsboro

New H2O Oasis Tree House

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Elevate Tree House Community, holiday rental in Pittsboro
Elevate Tree House Community, holiday rental in Pittsboro
Elevate Tree House Community, holiday rental in Pittsboro

Elevate Tree House Community

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
The Cozy Tucker, holiday rental in Pittsboro
The Cozy Tucker, holiday rental in Pittsboro
The Cozy Tucker, holiday rental in Pittsboro

The Cozy Tucker

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Remodeled Pittsboro Farmhouse Sitting on 220 Acres, holiday rental in Pittsboro
Remodeled Pittsboro Farmhouse Sitting on 220 Acres, holiday rental in Pittsboro
Remodeled Pittsboro Farmhouse Sitting on 220 Acres, holiday rental in Pittsboro

Remodeled Pittsboro Farmhouse Sitting on 220 Acres

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Cozy Pittsboro Escape - Hike, Dine, Explore!, holiday rental in Pittsboro
Cozy Pittsboro Escape - Hike, Dine, Explore!, holiday rental in Pittsboro
Cozy Pittsboro Escape - Hike, Dine, Explore!, holiday rental in Pittsboro

Cozy Pittsboro Escape - Hike, Dine, Explore!

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Quirky Fun B&B: Tree House Unit, holiday rental in Pittsboro
Quirky Fun B&B: Tree House Unit, holiday rental in Pittsboro
Quirky Fun B&B: Tree House Unit, holiday rental in Pittsboro

Quirky Fun B&B: Tree House Unit

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Showing results 1-21 of 21
Frequently Asked Questions about Pittsboro