A calm lake reflecting a sunset sky with clouds.

Pittsboro Vacation Rentals

Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Pittsboro vacation rentals

A kitchen with wooden floors, a brick wall, and a window with a view.

1. Downtown Pittsboro Boho Loft

Downtown Pittsboro Boho Loft
Pittsboro
9.4 out of 10, Exceptional, (6 reviews)
"Great location. Walk to all the restaurants and bars!"
United States
Jeff S.
$165 nightly
The price is $167
Sep 9 - Sep 10
Total with taxes and fees
Downtown Pittsboro Boho Loft
A covered porch with a wooden bench, a doormat, and a view of a garden.

2. Downtown Pittsboro Glamtastic

Downtown Pittsboro Glamtastic
Pittsboro
9.0 out of 10, Wonderful, (8 reviews)
"Nice location. "
United States
Marcela V.
$178 nightly
The price is $180
Sep 10 - Sep 11
Total with taxes and fees
Downtown Pittsboro Glamtastic
A modern living room with a brown leather sofa, a ceiling fan, and a large window with curtains.

3. Charming Cozy Cottage Pittsboro

Charming Cozy Cottage Pittsboro
Pittsboro
9.4 out of 10, Exceptional, (3 reviews)
"Cozy place!"
United States
Sarah U.
$219 nightly
The price is $241
Sep 9 - Sep 10
Total with taxes and fees
Charming Cozy Cottage Pittsboro
A sunroom with a round table and chairs, large windows, and a ceiling fan.

4. Quiet Retreat - Piano, Firepit, Peloton

Quiet Retreat - Piano, Firepit, Peloton
3.0 star property
Pittsboro
$518 nightly
The price is $570
Sep 15 - Sep 16
Total with taxes and fees
Quiet Retreat - Piano, Firepit, Peloton
A modern interior with a kitchen island, a hanging chair, and a large window.

5. Charming Treehouse Escape Among Nature's Blooms

Charming Treehouse Escape Among Nature's Blooms
Pittsboro
9.8 out of 10, Exceptional, (6 reviews)
"The host was great, I booked for the wrong day but she accommodated us. The place was so lovely. "
United States
Nicole H.
$325 nightly
The price is $357
Sep 9 - Sep 10
Total with taxes and fees
Charming Treehouse Escape Among Nature's Blooms
A modern kitchen with granite countertops, a large island, a built-in oven, and a black backsplash. There are large windows with a view of greenery outside.

6. Enchanting Galaxy Treehouse Getaway for Couples

Enchanting Galaxy Treehouse Getaway for Couples
Pittsboro
9.8 out of 10, Exceptional, (11 reviews)
"Clean and family friendly! We had a great time at the Galaxy treehouse!"
United States
Maureen W.
$325 nightly
The price is $357
Sep 9 - Sep 10
Total with taxes and fees
Enchanting Galaxy Treehouse Getaway for Couples
A modern interior with a living area, kitchen, and a staircase leading to a balcony.

7. Secluded Oasis-Themed Treehouse Retreat

Secluded Oasis-Themed Treehouse Retreat
Pittsboro
9.8 out of 10, Exceptional, (7 reviews)
"Such a fun place to stay! Every detail of the home tied into the theme, and the atmosphere of the property made it feel like a peaceful wooded retreat."
United States
Heidi B.
$325 nightly
The price is $357
Sep 9 - Sep 10
Total with taxes and fees
Secluded Oasis-Themed Treehouse Retreat
A sunroom with a round table and chairs, large windows, and a ceiling fan.

8. Tranquil Retreat w/ Piano, Firepit & Peloton

Tranquil Retreat w/ Piano, Firepit & Peloton
Pittsboro
9.6 out of 10, Exceptional, (13 reviews)
"Great host! Perfect Stay!"
United States
James H.
$409 nightly
The price is $450
Sep 15 - Sep 16
Total with taxes and fees
Tranquil Retreat w/ Piano, Firepit & Peloton
A modern living room with a loft bedroom, a wooden coffee table, and a large sliding glass door leading to an outdoor deck.

9. Romantic Beehive Treehouse Getaway in Nature

Romantic Beehive Treehouse Getaway in Nature
Pittsboro
9.0 out of 10, Wonderful, (8 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.
$321 nightly
The price is $353
Sep 9 - Sep 10
Total with taxes and fees
Romantic Beehive Treehouse Getaway in Nature
A modern living room with a brown leather sofa, a wooden coffee table, and a large sliding glass door leading to a deck.

10. Unique Treehouse Retreats in North Carolina

Unique Treehouse Retreats in North Carolina
Pittsboro
$521 nightly
The price is $574
Sep 9 - Sep 10
Total with taxes and fees
Unique Treehouse Retreats in North Carolina
A modern interior with a kitchen, dining area, and a staircase leading to a balcony.

11. Two Unique Treehouses in Nature

Two Unique Treehouses in Nature
Pittsboro
$538 nightly
The price is $592
Sep 9 - Sep 10
Total with taxes and fees
Two Unique Treehouses in Nature
A modern living room with a loft, a sliding glass door to a deck, and a large window.

12. Unique Treehouse Retreats in NC Nature

Unique Treehouse Retreats in NC Nature
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.
$969 nightly
The price is $1,066
Sep 9 - Sep 10
Total with taxes and fees
Unique Treehouse Retreats in NC Nature
A modern living room with a sofa, coffee table, and a view of a deck.

13. Two Tree Houses - Beehive & H20

Two Tree Houses - Beehive & H20
3.0 star property
Pittsboro
$580 nightly
The price is $638
Sep 17 - Sep 18
Total with taxes and fees
Two Tree Houses - Beehive & H20
A single-story house with a porch, a front door, and a mailbox.

14. Jordan Lake Bungalow with boat parking

Jordan Lake Bungalow with boat parking
New Hill
9.8 out of 10, Exceptional, (47 reviews)
"Amazing stay! "
United States
Shelby L.
$259 nightly
The price is $285
Sep 10 - Sep 11
Total with taxes and fees
Jordan Lake Bungalow with boat parking
A house with a gravel patio, three Adirondack chairs, and a fire pit.

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

The Cozy Bungalow - Official Historic Home Near UNC!
Chapel Hill
9.6 out of 10, Exceptional, (34 reviews)
"A very cozy home with attentive and kind hosts that made the check-in, stay, and check-out a breeze"
United States
Rachel H.
$212 nightly
The price is $233
Sep 9 - Sep 10
Total with taxes and fees
The Cozy Bungalow - Official Historic Home Near UNC!
A cozy room with a bed, a sofa, a bench, and a coffee table. There are large windows with a view of trees.

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

Tiny Tarheel: Cozy Retreat Near UNC-Tiny House
Chapel Hill
9.8 out of 10, Exceptional, (22 reviews)
"Excellent little place to stay. Great location. "
United States
Lonny P.
$255 nightly
The price is $280
Sep 9 - Sep 10
Total with taxes and fees
Tiny Tarheel: Cozy Retreat Near UNC-Tiny House

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

Grandma’s House - Minutes from UNC, Firepit, Ninja Creami Available to Rent
Chapel Hill
9.8 out of 10, Exceptional, (32 reviews)
"This was the perfect place my for my family and I! It was clean and comfortable and literally felt like a grandma’s home! "
United States
Danielle L.
$186 nightly
The price is $206
Sep 9 - Sep 10
Total with taxes and fees
Grandma’s House - Minutes from UNC, Firepit, Ninja Creami Available to Rent
A laundry area with a washing machine, a ceiling fan, and a wooden door leading to a living room with a sofa, a coffee table, and a dining area with a table and chairs.

18. Newly remodeled 2BR in Chapel Hill

Newly remodeled 2BR in Chapel Hill
Chapel Hill
10.0 out of 10, Exceptional, (5 reviews)
"The property was well laid out. Had all the amenities that me and my family needed. Some of the best sleep my wife and I have had in a while. The location to UNC and dining was perfect. Would highly recommend this property to any family traveling to the area."
United States
BRYAN
$281 nightly
The price is $285
Sep 13 - Sep 14
Total with taxes and fees
Newly remodeled 2BR in Chapel Hill
A living room with two beige sofas, a wooden coffee table, and a TV mounted on the wall.

19. Guest Suite near UNC!

Guest Suite near UNC!
Chapel Hill
9.6 out of 10, Exceptional, (78 reviews)
"Would definitely stay there again!"
United States
Scott P.
$145 nightly
The price is $165
Sep 9 - Sep 10
Total with taxes and fees
Guest Suite near UNC!
A barn with hay bales stored on pallets, a sandy floor, and a metal roof structure.

20. Lovely Farm Cabin Experience

Lovely Farm Cabin Experience
Siler City
10.0 out of 10, Exceptional, (6 reviews)
"Cabin was amazing! So clean and cozy. We reslly enjoyed the hot tub and animals on the farm."
United States
Britt
$212 nightly
The price is $233
Sep 13 - Sep 14
Total with taxes and fees
Lovely Farm Cabin Experience
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

Hyatt Place Raleigh-Durham Airport

Hyatt Place Raleigh-Durham Airport

10/10 Excellent
"After being stressed knowing that our flight was delayed over 9 hours, the front desk attendant was super emphatic and helpful"
Cira 1-night trip
Posted 2 hours ago
Hyatt Place 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?

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 Seaforth Beach and Nooe Memorial 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.