Pittsboro Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Feb 27 - Mar 1
In two months
Apr 10 - Apr 12
In three months
May 8 - May 10
In four months
Jun 5 - Jun 7

Our top choices for Pittsboro vacation rentals

Dining

Cozy Downtown Pittsboro Home

Cozy Downtown Pittsboro Home
Pittsboro
10.0 out of 10, Exceptional, (5 reviews)
"Had a great time in Pittsboro, the place was cozy and exactly what we needed"
United States
peter n.
The price is ￥11,743
￥24,413 total
includes taxes & fees
Feb 18 - Feb 19
Cozy Downtown Pittsboro Home
Terrace/patio

Downtown Pittsboro Glamtastic

Downtown Pittsboro Glamtastic
Pittsboro
9.2 out of 10, Wonderful, (5 reviews)
"Nice location. "
United States
Marcela V.
The price is ￥14,833
￥27,844 total
includes taxes & fees
Feb 15 - Feb 16
Downtown Pittsboro Glamtastic
Fridge, microwave, oven, stovetop

Downtown Pittsboro Boho Loft

Downtown Pittsboro Boho Loft
Pittsboro
10.0 out of 10, Exceptional, (5 reviews)
"This was such a lovely place to stay in historic Pittsboro. The restaurants and shops are lovely within walking distance. Great night, thank you!"
United States
Heather
The price is ￥16,552
￥27,795 total
includes taxes & fees
Mar 2 - Mar 3
Downtown Pittsboro Boho Loft
Interior

Quiet Retreat - Piano, Firepit, Peloton

Quiet Retreat - Piano, Firepit, Peloton
3.0 star property
Pittsboro
The price is ￥31,952
￥87,907 total
includes taxes & fees
Mar 11 - Mar 12
Quiet Retreat - Piano, Firepit, Peloton
1 bedroom, iron/ironing board, WiFi, bed sheets

Charming Cozy Cottage Pittsboro

Charming Cozy Cottage Pittsboro
Pittsboro
The price is ￥18,078
￥36,882 total
includes taxes & fees
Feb 23 - Feb 24
Charming Cozy Cottage Pittsboro
Interior

Galaxy Tree House Sum

Galaxy Tree House Sum
Pittsboro
9.6 out of 10, Exceptional, (8 reviews)
"Our family of 4 had an amazing time at the Galaxy Treehouse. We appreciate all of the attention to details and how immaculate this property was. The outdoor areas added to the overall experience. This was an unforgettable trip. Highly recommend!!"
United States
Christy P.
The price is ￥25,649
￥55,748 total
includes taxes & fees
Feb 24 - Feb 25
Galaxy Tree House Sum
Dining

Quiet Retreat - Piano, Firepit, Peloton - 30 min to RTP

Quiet Retreat - Piano, Firepit, Peloton - 30 min to RTP
Pittsboro
9.0 out of 10, Wonderful, (6 reviews)
"Great place to stay "
United States
Casey Y.
The price is ￥32,948
￥77,810 total
includes taxes & fees
Mar 11 - Mar 12
Quiet Retreat - Piano, Firepit, Peloton - 30 min to RTP
Interior

H2O Oasis Tree House

H2O Oasis Tree House
Pittsboro
9.6 out of 10, Exceptional, (4 reviews)
"This is the fourth time we’ve stayed in the tree house village - all have been excellent. Quiet and peaceful. It’s a great location for us as we visit family in Briar Chapel development. Place is clean and well appointed - will definitely be back "
United States
John D.
The price is ￥25,649
￥55,748 total
includes taxes & fees
Feb 24 - Feb 25
H2O Oasis Tree House
1 bedroom, WiFi, bed sheets

Cozy Beehive Treehouse

Cozy Beehive Treehouse
Pittsboro
9.0 out of 10, Wonderful, (7 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 ￥23,795
￥53,538 total
includes taxes & fees
Feb 24 - Feb 25
Cozy Beehive Treehouse
Interior

Full Bloom Tree House

Full Bloom Tree House
Pittsboro
9.4 out of 10, Exceptional, (3 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 ￥25,649
￥55,748 total
includes taxes & fees
Feb 24 - Feb 25
Full Bloom Tree House
2 bedrooms, WiFi, bed sheets

Two Tree Houses - Beehive & H20

Two Tree Houses - Beehive & H20
Pittsboro
The price is ￥36,695
￥92,925 total
includes taxes & fees
Mar 11 - Mar 12
Two Tree Houses - Beehive & H20
Interior

Two Tree Houses - Galaxy & Full Bloom

Two Tree Houses - Galaxy & Full Bloom
Pittsboro
The price is ￥44,503
￥92,925 total
includes taxes & fees
Mar 11 - Mar 12
Two Tree Houses - Galaxy & Full Bloom
4 bedrooms, WiFi, bed sheets

Elevate Treehouses - Book all 4 treehouses!

Elevate Treehouses - Book all 4 treehouses!
Pittsboro
The price is ￥81,979
￥167,473 total
includes taxes & fees
Mar 11 - Mar 12
Elevate Treehouses - Book all 4 treehouses!
Outdoor dining

Quite Townhome in central Raleigh

Quite Townhome in central Raleigh
Southwest Raleigh
8.2 out of 10, Very Good, (38 reviews)
"Quiet, clean stay! "
United States
Raphael B.
The price is ￥9,135
￥31,744 total
includes taxes & fees
Feb 12 - Feb 13
Quite Townhome in central Raleigh
Private kitchen

Getaway in Central Raleigh

Getaway in Central Raleigh
Southwest Raleigh
9.0 out of 10, Wonderful, (32 reviews)
"Stayed at this condo for an extended weekend trip. It's beautifully appointed, and I had timely communication with the owner. I would definitely recommend and hope to stay again."
United States
Jennifer R.
The price is ￥8,432
￥30,594 total
includes taxes & fees
Feb 15 - Feb 16
Getaway in Central Raleigh
Dining

Idyllic Central Raleigh condo-3br/2bath

Idyllic Central Raleigh condo-3br/2bath
Southwest Raleigh
8.6 out of 10, Excellent, (28 reviews)
"Stayed here for a NCSU football game. It’s close to all things NCSU!!"
United States
leslie h.
The price is ￥8,432
￥31,655 total
includes taxes & fees
Feb 15 - Feb 16
Idyllic Central Raleigh condo-3br/2bath
Private kitchen

Pleasant 1-bedroom in a 2-bedroom townhome in Raleigh

Pleasant 1-bedroom in a 2-bedroom townhome in Raleigh
Southwest Raleigh
The price is ￥5,562
￥14,174 total
includes taxes & fees
Feb 14 - Feb 15
Pleasant 1-bedroom in a 2-bedroom townhome in Raleigh
TV

Inviting Condo in Central Raleigh

Inviting Condo in Central Raleigh
Southwest Raleigh
8.6 out of 10, Excellent, (23 reviews)
"Rooms are neat and clean big space "
United States
Jadaa K.
The price is ￥9,135
￥32,451 total
includes taxes & fees
Feb 15 - Feb 16
Inviting Condo in Central Raleigh
TV, Netflix, streaming services

Cozy 2bdr. Condo in Central Raleigh

Cozy 2bdr. Condo in Central Raleigh
Southwest Raleigh
8.2 out of 10, Very Good, (34 reviews)
"Apartment was great, very nice. There was 3 beds we only used one but it was very comfortable. Host communicated very quickly and was very helpful. Only downfall was the upstairs tenants jumped and ran all night till about 3am so being up late and checking out at 10am was not fun, but Tom was great and apartment was clean. If you can ignore jumping perfect location to everything."
United States
Erica R.
The price is ￥9,135
￥31,389 total
includes taxes & fees
Feb 15 - Feb 16
Cozy 2bdr. Condo in Central Raleigh
Microwave, oven, stovetop, dishwasher

Chapel Hill/Durham Retreat; hot tub, massage chair, massaging shower.

Chapel Hill/Durham Retreat; hot tub, massage chair, massaging shower.
Chapel Hill
10.0 out of 10, Exceptional, (7 reviews)
"Perfect place for us to stay for parents weekend! "
United States
Anonymous traveler
Chapel Hill/Durham Retreat; hot tub, massage chair, massaging shower.
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pittsboro Hotel Reviews

Wingate by Wyndham Raleigh Durham Airport RTP

Wingate by Wyndham Raleigh Durham Airport RTP

10/10 Excellent
"I had a king size bed in my very beautiful, very spacious and inviting room. There was a coffee/hot water maker provided with coffee & tea bags, an immaculate microwave oven and a good sized mini fridge in the room. The bathroom was also very clean and spacious, with a double sliding glass door enclosure, the length of the bathroom. The countertop with sink & mirror were just as long. Plenty of towels, large bottles of name-brand shampoo, conditioner, body wash & body moisturizer, missing shower caps. There was also plenty of closet space with wooden hangers and a large safe inside. This was concealed by two decorative doors with fancy handles. Large desk with ergonomic chair. Spacious sitting area with two large co.fy chairs and a floor lamp. Lots of wall mirrors. Room was very well-lit, lots of light. Front desk staff and Housekeeping staff were friendly. I had a lamp issue and Housekeeping corrected it as I noticed when returning to my room in the evening. Breakfast is self-serve and delicious. Ample free parking lot on-site. I was very pleased with my stay at Wingate by Wyndham and would recommend this hotel."
Tina 2-night trip
Posted 7 hours ago
Wingate by Wyndham Raleigh Durham Airport RTP

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?

3 Spacious Bedroom-Executive Town House,
Brand-New Construction, Duke RTP: This vacation home rental near Pittsboro offers a fireplace, a furnished patio, and a barbecue grill 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 microwave, 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 Nooe Memorial Park, or simply take in cultural attractions like Chatham Historical Museum and The Joyful Jewel. Small Museum of Folk Art and Starrlight Mead 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.