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Pittsboro Vacation Rentals

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Check prices for these dates

In two weeks
Oct 10 - Oct 12
In one month
Oct 24 - Oct 26
In two months
Nov 21 - Nov 23
In three months
Dec 19 - Dec 21

Vacation Rentals in Pittsboro

Log Cabin with loft
Exterior

Log Cabin with loft

9.8 out of 10, Exceptional, (86)
"Loved all of the antiques"
The price is ￥16,237
￥23,544 total
includes taxes & fees
Oct 1 - Oct 2
Log Cabin with loft
Cozy Downtown Pittsboro Home
TV

Cozy Downtown Pittsboro Home

2.0 star property
10.0 out of 10, Exceptional, (2)
"Had a great time in Pittsboro, the place was cozy and exactly what we needed"
The price is ￥10,628
￥22,732 total
includes taxes & fees
Sep 25 - Sep 26
Cozy Downtown Pittsboro Home
stayAPT Suites Raleigh Durham RTP
Interior

stayAPT Suites Raleigh Durham RTP

2.5 star property
8.6 out of 10, Excellent, (133)
"This was the best extended stay hotel we have ever stayed at, hands down!"
The price is ￥15,482
￥17,532 total
includes taxes & fees
Sep 25 - Sep 26
stayAPT Suites Raleigh Durham RTP
Landing Apartments Durham
Property amenity

Landing Apartments Durham

4.0 star property
8.0 out of 10, Very Good, (13)
"Excellent property ! Beautiful apartment , will stay again ! "
Landing Apartments Durham
Cary Apartments by Landing
Full-size fridge, microwave, oven, stovetop

Cary Apartments by Landing

3.5 star property
10.0 out of 10, Exceptional, (22)
"Loved this stay and hope to return!"
Cary Apartments by Landing
Voted Best Pool House in the Triangle.
Outdoor spa tub

Voted Best Pool House in the Triangle.

9.6 out of 10, Exceptional, (42)
"Great place , so peaceful , only wish I had more time there. I’d definitely stay again. "
Voted Best Pool House in the Triangle.
Cozy private efficiency located near downtown Raleigh, PNC Arena, NCSU, RTP, RDU
Smart TV

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

9.8 out of 10, Exceptional, (34)
"Great place. Had everything we needed for a comfortable stay. "
The price is ￥13,949
￥24,992 total
includes taxes & fees
Sep 29 - Sep 30
Cozy private efficiency located near downtown Raleigh, PNC Arena, NCSU, RTP, RDU
Deluxe Studio at Extended Stay Cary 6
Interior

Deluxe Studio at Extended Stay Cary 6

2.6 out of 10, (4)
"Pictures of the place are not accurate. The lobby was supposed to be renovated and it was not. This seemed like and “extended stay” for people that need a quick night or 2. I did not feel safe there "
The price is ￥11,071
￥15,882 total
includes taxes & fees
Sep 25 - Sep 26
Deluxe Studio at Extended Stay Cary 6
3 Spacious Bedroom-Executive Town House, <br>Brand-New Construction, Duke RTP
Dining

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

9.6 out of 10, Exceptional, (142)
"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
Property grounds

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

9.8 out of 10, Exceptional, (159)
"We had a wonderful time and greatly enjoyed the outside dining area and beautiful view. "
Dream Retreat near Gipson Play Plaza @ Dix Park Downtown Raleigh & NCSU
Lux King Suite- 16 miles of walking trails, central to Duke, UNC & RDU Airport
Fridge, microwave, oven, stovetop

Lux King Suite- 16 miles of walking trails, central to Duke, UNC & RDU Airport

9.4 out of 10, Exceptional, (13)
"My son and his friends stayed in the property and they enjoyed it. "
The price is ￥19,352
￥41,065 total
includes taxes & fees
Oct 18 - Oct 19
Lux King Suite- 16 miles of walking trails, central to Duke, UNC & RDU Airport
The Cary Cottage 1 BR 1 BA Private Sleeps 4 - Downtown Cary, Eat Drink Play Shop
Outdoor dining

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

10.0 out of 10, Exceptional, (181)
"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
Garden Ensuite at the Chapel Hill Retreat Center
Property grounds

Garden Ensuite at the Chapel Hill Retreat Center

9.8 out of 10, Exceptional, (6)
The price is ￥15,942
￥20,878 total
includes taxes & fees
Sep 27 - Sep 28
Garden Ensuite at the Chapel Hill Retreat Center
Park clean retreat two bedrooms
Property grounds

Park clean retreat two bedrooms

7.4 out of 10, Good, (8)
"We'll stay here again. "
The price is ￥12,621
￥31,010 total
includes taxes & fees
Oct 1 - Oct 2
Park clean retreat two bedrooms
Durham Vacation or Work Rental
Fridge, microwave, oven, stovetop

Durham Vacation or Work Rental

9.0 out of 10, Wonderful, (7)
"Wonderful place to stay! "
The price is ￥14,613
￥40,043 total
includes taxes & fees
Sep 30 - Oct 1
Durham Vacation or Work Rental
Dog Friendly House Near Duke + Downtown + Airport
Fridge, microwave, oven, stovetop

Dog Friendly House Near Duke + Downtown + Airport

10.0 out of 10, Exceptional, (10)
"We enjoyed the stay and especially enjoyed the large dining room as we gathered for a family holiday. "
The price is ￥14,318
￥47,080 total
includes taxes & fees
Oct 6 - Oct 7
Dog Friendly House Near Duke + Downtown + Airport
Bungalow near Duke and Downtown Durham
Microwave, stovetop, dishwasher, coffee/tea maker

Bungalow near Duke and Downtown Durham

9.2 out of 10, Wonderful, (19)
"It was our first time to Durham and this home's location was great. Nice furnishings and very comfortable and clean. "
Bungalow near Duke and Downtown Durham
Renovated 3 bedroom close to downtown!
Fridge, microwave, oven, stovetop

Renovated 3 bedroom close to downtown!

9.6 out of 10, Exceptional, (5)
"Great place, everything was like it was in pictures. Great"
Renovated 3 bedroom close to downtown!
Modern 4BR Retreat Fire Pit & Porch Swing
Living area

Modern 4BR Retreat Fire Pit & Porch Swing

10.0 out of 10, Exceptional, (7)
The price is ￥17,111
￥57,828 total
includes taxes & fees
Sep 30 - Oct 1
Modern 4BR Retreat Fire Pit & Porch Swing
Luxurious 5-bedroom house with swim-spa, fitness&weight room, game room, & more!
Outdoor spa tub

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

2.0 star property
9.4 out of 10, Exceptional, (8)
"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 ￥89,747
￥240,754 total
includes taxes & fees
Sep 25 - Sep 26
Luxurious 5-bedroom house with swim-spa, fitness&weight room, game room, & more!
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

Sonesta Select Durham Research Triangle Park

Sonesta Select Durham Research Triangle Park

10/10 Excellent
"Very nice"
Michael 4-night trip
Posted 2 days ago
Sonesta Select Durham Research Triangle Park

Find out more about Pittsboro

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 vacation rental in Pittsboro?

Yes, you can find vacation rentals in Pittsboro close to McIntyre's Fine Books and Bookends, or you can choose a more remote option if you want a relaxing stay. Pittsboro is known for its art.

What are some of the best vacation home rentals that Pittsboro has to offer?

Dog Friendly House Near Duke + Downtown + Airport: This vacation home rental near Pittsboro offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Pittsboro?

With 18 Expedia vacation rentals, you're sure 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 vacation rental in Pittsboro like?

A vacation rental is a private property you can stay in for a couple of days or more in Pittsboro. Vacation rentals offer extras like WiFi and washers and dryers so you'll have everything you want. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for family trips or small group gatherings.