Pittsboro Vacation Rentals

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Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

Our top choices for Pittsboro vacation rentals

Interior

Full Bloom Tree House

Full Bloom Tree House
Pittsboro
9.6 out of 10, Exceptional, (5 reviews)
"The host was great, I booked for the wrong day but she accommodated us. The place was so lovely. "
United States
Nicole H.
$315 nightly
The price is $347
May 4 - May 5
Total with taxes and fees
Full Bloom 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.
$301 nightly
The price is $331
Apr 29 - Apr 30
Total with taxes and fees
Cozy Beehive Treehouse
1 bedroom, iron/ironing board, WiFi, bed sheets

Charming Cozy Cottage Pittsboro

Charming Cozy Cottage Pittsboro
Pittsboro
$212 nightly
The price is $233
Apr 29 - Apr 30
Total with taxes and fees
Charming Cozy Cottage Pittsboro
Interior

Galaxy Tree House Sum

Galaxy Tree House Sum
Pittsboro
9.6 out of 10, Exceptional, (10 reviews)
"Host was incredibly welcoming and we kept a great communication with everything!"
United States
Gene B.
$315 nightly
The price is $347
May 4 - May 5
Total with taxes and fees
Galaxy Tree House Sum
Terrace/patio

Downtown Pittsboro Glamtastic

Downtown Pittsboro Glamtastic
Pittsboro
9.2 out of 10, Wonderful, (5 reviews)
"Nice location. "
United States
Marcela V.
$176 nightly
The price is $178
May 12 - May 13
Total with taxes and fees
Downtown Pittsboro Glamtastic
House (4 Bedrooms) | Interior

Quiet Retreat - Piano, Firepit, Peloton

Quiet Retreat - Piano, Firepit, Peloton
3.0 star property
Pittsboro
$511 nightly
The price is $562
May 5 - May 6
Total with taxes and fees
Quiet Retreat - Piano, Firepit, Peloton
Interior

Secluded Oasis-Themed Treehouse Retreat

Secluded Oasis-Themed Treehouse Retreat
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.
$312 nightly
The price is $344
Apr 29 - Apr 30
Total with taxes and fees
Secluded Oasis-Themed Treehouse Retreat
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
$183 nightly
The price is $185
May 18 - May 19
Total with taxes and fees
Downtown Pittsboro Boho Loft
Dining

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

Quiet Retreat - Piano, Firepit, Peloton - 30 min to RTP
Pittsboro
9.4 out of 10, Exceptional, (8 reviews)
"Great place to stay "
United States
Casey Y.
$411 nightly
The price is $452
Apr 29 - Apr 30
Total with taxes and fees
Quiet Retreat - Piano, Firepit, Peloton - 30 min to RTP
Interior

Two Tree Houses - Galaxy & Full Bloom

Two Tree Houses - Galaxy & Full Bloom
Pittsboro
$495 nightly
The price is $545
May 4 - May 5
Total with taxes and fees
Two Tree Houses - Galaxy & Full Bloom
2 bedrooms, WiFi, bed sheets

Two Tree Houses - Beehive & H20

Two Tree Houses - Beehive & H20
Pittsboro
$495 nightly
The price is $545
Apr 29 - Apr 30
Total with taxes and fees
Two Tree Houses - Beehive & H20
4 bedrooms, WiFi, bed sheets

Elevate Treehouses - Book all 4 treehouses!

Elevate Treehouses - Book all 4 treehouses!
Pittsboro
10.0 out of 10, Exceptional, (1 review)
"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...
United States
Gretchen H.
$843 nightly
The price is $927
May 4 - May 5
Total with taxes and fees
Elevate Treehouses - Book all 4 treehouses!
Interior

Two Tree Houses - Beehive & H20

Two Tree Houses - Beehive & H20
3.0 star property
Pittsboro
$544 nightly
The price is $598
May 5 - May 6
Total with taxes and fees
Two Tree Houses - Beehive & H20
House (3 Bedrooms) | Interior

Bull City Bungalow - Walk to 9th Street Near Duke

Bull City Bungalow - Walk to 9th Street Near Duke
3.0 star property
Durham
$484 nightly
The price is $549
May 11 - May 12
Total with taxes and fees
Bull City Bungalow - Walk to 9th Street Near Duke
Interior

Tiny Tarheel: Cozy Retreat Near UNC-Tiny House

Tiny Tarheel: Cozy Retreat Near UNC-Tiny House
Chapel Hill
9.8 out of 10, Exceptional, (16 reviews)
"Excellent little place to stay. Great location. "
United States
Lonny P.
$268 nightly
The price is $294
Apr 29 - Apr 30
Total with taxes and fees
Tiny Tarheel: Cozy Retreat Near UNC-Tiny House
Terrace/patio

Kamp Koral - Walk to Umstead; 5 Mi. to Airport; Lenovo Center; 2 Kings; Quiet

Kamp Koral - Walk to Umstead; 5 Mi. to Airport; Lenovo Center; 2 Kings; Quiet
Raleigh
10.0 out of 10, Exceptional, (15 reviews)
"Wonderful property, very quiet, comfortable bed in the basement. "
United States
Frank S.
$372 nightly
The price is $422
May 18 - May 19
Total with taxes and fees
Kamp Koral - Walk to Umstead; 5 Mi. to Airport; Lenovo Center; 2 Kings; Quiet
Pool

Serene Landing Place near Downtown Cary

Serene Landing Place near Downtown Cary
Cary
10.0 out of 10, Exceptional, (23 reviews)
"Plenty of room and good accessibility to nearby restaurants "
United States
Tina C.
$282 nightly
The price is $319
Apr 29 - Apr 30
Total with taxes and fees
Serene Landing Place near Downtown Cary
Smart TV

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

Cozy private efficiency located near downtown Raleigh, PNC Arena, NCSU, RTP, RDU
Southwest Raleigh
9.8 out of 10, Exceptional, (61 reviews)
"The name says it all! Perfect amenities and location for a weekend visit to Raleigh. I look forward to future stays."
United States
Laurie
$150 nightly
The price is $169
Apr 29 - Apr 30
Total with taxes and fees
Cozy private efficiency located near downtown Raleigh, PNC Arena, NCSU, RTP, RDU
Fridge, microwave, oven, stovetop

Designer Bungalow Near Duke

Designer Bungalow Near Duke
Durham
9.4 out of 10, Exceptional, (30 reviews)
"Very clean and quiet"
United States
John C.
$254 nightly
The price is $258
Apr 29 - Apr 30
Total with taxes and fees
Designer Bungalow Near Duke
Dining

Charming parkview from rocking chair front porch

Charming parkview from rocking chair front porch
Graham
9.4 out of 10, Exceptional, (44 reviews)
"The host was welcoming. It was a perfect place for the two of us for the week. The park across the street was a nice bonus. "
United States
Bruce E.
$184 nightly
The price is $207
May 2 - May 3
Total with taxes and fees
Charming parkview from rocking chair front porch
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

Microtel Inn by Wyndham Raleigh Durham Airport

Microtel Inn by Wyndham Raleigh Durham Airport

6/10 Okay
"It was an ok stay. Definitely not somewhere I would stay for days but for a night, it was sufficient. Room itself was clean but the rest of the hotel did not look the best, especially the entrance and lobby. Just a heads up, they do not provide shower gel or shampoo so bring your own. The neighbors kept slamming the doors so be prepared for that to wake you up at night. This is no fault of the hotel but just stating my experience. This is also near the airport so the planes are quite loud. Overall, it was just ok. "
Danielle 1-night trip
Posted 2 hours ago
Microtel Inn by Wyndham Raleigh Durham Airport

Find out more about Pittsboro

Everything you need to know about Pittsboro vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pittsboro vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pittsboro vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pittsboro vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pittsboro. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Pittsboro in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $135 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pittsboro rentals

At Expedia, we put the best Pittsboro vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Pittsboro rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pittsboro vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pittsboro. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

Cozy 3BR/2.5BA House near RTP, RDU & Downtown Cary: This vacation home rental near Pittsboro offers a fireplace, a 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 an oven, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a garden.

How many vacation rentals are there in Pittsboro?

With 17 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 Chatham Historical Museum and The Joyful Jewel. McIntyre's Fine Books and Bookends and Small Museum of Folk Art 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.