Pittsboro Vacation Rentals from AED 495: Search Short-Term Rentals

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

Spacious Cary Home w/ Gym, Game Room, Huge Fenced Yard! : This vacation home rental near Pittsboro is located in the city center and has a fireplace, a patio, and air-conditioning to put you at ease 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. You can relax into your vacation with a garden and an arcade game room.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Pittsboro vacation rentals

Coffee/tea maker, fridge, microwave, oven

1. Downtown Pittsboro Boho Loft

Pittsboro

Jeff S.

AED 776 total

includes taxes & fees

13 Oct - 14 Oct

2. Downtown Pittsboro Glamtastic

Pittsboro

Marcela V.

AED 658 total

includes taxes & fees

5 Oct - 6 Oct

1 bedroom, iron/ironing board, WiFi, bed sheets

3. Charming Cozy Cottage Pittsboro

Pittsboro

Sarah U.

AED 941 total

includes taxes & fees

7 Oct - 8 Oct

4. Charming Treehouse Escape Among Nature's Blooms

Pittsboro

Nicole H.

AED 1,320 total

includes taxes & fees

24 Sep - 25 Sep

5. The Refuge Yurt September Sleepaway Special: Reduced Rates!

Pittsboro

lblythe 2.

AED 634 total

includes taxes & fees

9 Oct - 10 Oct

6. Secluded Oasis-Themed Treehouse Retreat

Pittsboro

Heidi B.

AED 1,811 total

includes taxes & fees

7 Oct - 8 Oct

7. Tranquil Retreat w/ Piano, Firepit & Peloton

Pittsboro

James H.

AED 1,767 total

includes taxes & fees

20 Oct - 21 Oct

8. Quiet Retreat - Piano, Firepit, Peloton

Pittsboro

AED 2,135 total

includes taxes & fees

15 Oct - 16 Oct

9. Romantic Beehive Treehouse Getaway in Nature

Pittsboro

Anna P.

AED 1,205 total

includes taxes & fees

24 Sep - 25 Sep

10. Enchanting Galaxy Treehouse Getaway for Couples

Pittsboro

Maureen W.

AED 1,811 total

includes taxes & fees

7 Oct - 8 Oct

11. Unique Treehouse Retreats in North Carolina

Pittsboro

AED 2,023 total

includes taxes & fees

24 Sep - 25 Sep

12. Two Unique Treehouses in Nature

Pittsboro

AED 2,957 total

includes taxes & fees

7 Oct - 8 Oct

13. Unique Treehouse Retreats in NC Nature

Pittsboro

"Perfect option for families who want to be together but separate! We had all four treehouses and I can’t pick a favorite- each unique and beautifully decorated. Each treehouse had Keurigs pods and some snacks provided- which was nice as you are a little remote. Each kitchen had basics for quick meals. The porch with the slide was an hit with the 5 year old. All of the bathrooms were gorgeous! Lack a little storage for hanging clothes but workable. Laundry in each unit was convenient for...

Gretchen H.

AED 6,567 total

includes taxes & fees

7 Oct - 8 Oct

14. Two Tree Houses - Beehive & H20

Pittsboro

AED 2,289 total

includes taxes & fees

29 Sep - 30 Sep

15. Jordan Lake Bungalow with boat parking

New Hill

Shelby L.

AED 1,046 total

includes taxes & fees

7 Oct - 8 Oct

16. The Cozy Bungalow - Official Historic Home Near UNC!

Chapel Hill

Rachel H.

AED 863 total

includes taxes & fees

24 Sep - 25 Sep

17. Tiny Tarheel: Cozy Retreat Near UNC-Tiny House

Chapel Hill

AED 1,100 total

includes taxes & fees

30 Sep - 1 Oct

18. Guest Suite near UNC!

Chapel Hill

Scott P.

AED 605 total

includes taxes & fees

24 Sep - 25 Sep

19. Grandma’s House - Minutes from UNC, Firepit, Ninja Creami Available to Rent

Chapel Hill

Jessica W.

AED 747 total

includes taxes & fees

24 Sep - 25 Sep

20. Log Cabin at the Farm

Siler City

MAC

AED 962 total

includes taxes & fees

24 Sep - 25 Sep

View all properties

Find vacation rentals that suit your style

Cabins

Aparthotels

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

La Quinta Inn & Suites by Wyndham Raleigh Durham Intl AP

8/10 Good

"The highlight of this property is the friendly service and attentiveness of the staff. Shuttle to the airport was great. The property is a bit dated and in need of a spruce up, but that has been an almost universal observation of hotels since the pandemic. thanks for everything!"

Millennium Hotel Durham

8/10 Good

"Millennium Hotel Durham is located near the main Duke University campus and is convenient to both Interstate 85 and U.S. 15-501, the latter of which links Durham and Chapel Hill. It’s relatively convenient to both Chapel Hill and Hillsborough. I had visited the Millennium Hotel Durham a few times over the years for various events, but I don't think I had ever been inside one of its hotel rooms until my recent trip to Durham. The room itself was quite nice, with a mini fridge and a decent bathroom suite that included a small dressing room with a space for hanging clothes and stowing luggage. The bathroom and dressing room are located near the room’s main door and can be closed off with a barn-style sliding door. This area did not have a fan. The main room had a sort of alcove with a desk that could be used for hair or makeup. The hotel has a fairly large pool and what I thought was a smaller hot tub. There is also a relatively small exercise room. The staff was friendly. However, after housekeeping's first visit, I was left with only a full-sized single towel, with no bathmat. Luckily, I noticed this before I needed to shower and was able to get a towel at the front desk. Unfortunately, I found upkeep of public spaces at Millennium Hotel Durham to be somewhat lacking. A number of carpets in the public areas and on the floors I visited were discolored by wear and tear and by spills. Ceiling tiles on the second floor outside the meeting rooms were also discolored."

DoubleTree Suites by Hilton Raleigh - Durham

10/10 Excellent

"The staff was both friendly and attentive.I had a question that I had to talk to the evening manager about , and he did a great job with making sure I had a full understanding of my question. We had a great overall stay in experience and look forward to staying again in the near future."

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?

Spacious Cary Home w/ Gym, Game Room, Huge Fenced Yard!: This vacation home rental near Pittsboro is located in the city center and has a fireplace, a patio, and air-conditioning to put you at ease 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. You can relax into your vacation with a garden and an arcade game room.

How many vacation rentals are there in Pittsboro?

With 25 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 Pittsboro Town Park and Seaforth Beach, 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.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Pittsboro vacation rentals

1. Downtown Pittsboro Boho Loft

2. Downtown Pittsboro Glamtastic

3. Charming Cozy Cottage Pittsboro

4. Charming Treehouse Escape Among Nature's Blooms

5. The Refuge Yurt September Sleepaway Special: Reduced Rates!

6. Secluded Oasis-Themed Treehouse Retreat

7. Tranquil Retreat w/ Piano, Firepit & Peloton

8. Quiet Retreat - Piano, Firepit, Peloton

9. Romantic Beehive Treehouse Getaway in Nature

10. Enchanting Galaxy Treehouse Getaway for Couples

11. Unique Treehouse Retreats in North Carolina

12. Two Unique Treehouses in Nature

13. Unique Treehouse Retreats in NC Nature

14. Two Tree Houses - Beehive & H20

15. Jordan Lake Bungalow with boat parking

16. The Cozy Bungalow - Official Historic Home Near UNC!

17. Tiny Tarheel: Cozy Retreat Near UNC-Tiny House

18. Guest Suite near UNC!

19. Grandma’s House - Minutes from UNC, Firepit, Ninja Creami Available to Rent

20. Log Cabin at the Farm

Find vacation rentals that suit your style

Top Pittsboro Hotel Reviews

La Quinta Inn & Suites by Wyndham Raleigh Durham Intl AP

Millennium Hotel Durham

Hyatt Place Raleigh-Durham Airport

The Umstead Hotel and Spa

Quality Inn & Suites Raleigh Durham Airport

Courtyard Durham Near Duke University/Downtown

Hilton Durham near Duke University

DoubleTree Suites by Hilton Raleigh - Durham

Hyatt House Raleigh / RDU / Brier Creek

Frequently asked questions

Go further with the Expedia app