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Pittsboro Vacation Rentals

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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

Terrace/patio

1. 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
Private kitchen

2. 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.
$177 nightly
The price is $179
Sep 10 - Sep 11
Total with taxes and fees
Downtown Pittsboro Boho Loft
Room

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 10 - Sep 11
Total with taxes and fees
Charming Cozy Cottage Pittsboro
House (4 Bedrooms) | Interior

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
Interior

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.
$327 nightly
The price is $359
Sep 16 - Sep 17
Total with taxes and fees
Charming Treehouse Escape Among Nature's Blooms
Dining

6. 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 16 - Sep 17
Total with taxes and fees
Tranquil Retreat w/ Piano, Firepit & Peloton
Interior

7. 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.
$327 nightly
The price is $359
Sep 16 - Sep 17
Total with taxes and fees
Enchanting Galaxy Treehouse Getaway for Couples
Interior

8. 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.
$327 nightly
The price is $359
Sep 16 - Sep 17
Total with taxes and fees
Secluded Oasis-Themed Treehouse Retreat
Room

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.
$328 nightly
The price is $360
Sep 24 - Sep 25
Total with taxes and fees
Romantic Beehive Treehouse Getaway in Nature
Room

10. Unique Treehouse Retreats in North Carolina

Unique Treehouse Retreats in North Carolina
Pittsboro
$541 nightly
The price is $595
Sep 16 - Sep 17
Total with taxes and fees
Unique Treehouse Retreats in North Carolina
Interior

11. Two Unique Treehouses in Nature

Two Unique Treehouses in Nature
Pittsboro
$559 nightly
The price is $615
Sep 16 - Sep 17
Total with taxes and fees
Two Unique Treehouses in Nature
Room

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.
$970 nightly
The price is $1,067
Sep 24 - Sep 25
Total with taxes and fees
Unique Treehouse Retreats in NC Nature
Chalet (2 Bedrooms) | Interior

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
Exterior

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
Interior

15. 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 10 - Sep 11
Total with taxes and fees
Tiny Tarheel: Cozy Retreat Near UNC-Tiny House
Property grounds

16. 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 10 - Sep 11
Total with taxes and fees
The Cozy Bungalow - Official Historic Home Near UNC!
Interior

17. 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
$272 nightly
The price is $276
Sep 14 - Sep 15
Total with taxes and fees
Newly remodeled 2BR in Chapel Hill
Living area

18. 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.
$171 nightly
The price is $194
Sep 13 - Sep 14
Total with taxes and fees
Guest Suite near UNC!
Private kitchen

19. 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.
$203 nightly
The price is $224
Sep 23 - Sep 24
Total with taxes and fees
Grandma’s House - Minutes from UNC, Firepit, Ninja Creami Available to Rent
Living area

20. Tiny House - Farm Charm

Tiny House - Farm Charm
Siler City
10.0 out of 10, Exceptional, (5 reviews)
"Amazing place to stay. The things offered such as the farm animals, fishing, etc a bang for your bucks. "
United States
Amanda B.
$176 nightly
The price is $194
Sep 14 - Sep 15
Total with taxes and fees
Tiny House - Farm Charm
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

La Quinta Inn & Suites by Wyndham Univ Area Chapel Hill

La Quinta Inn & Suites by Wyndham Univ Area Chapel Hill

10/10 Excellent
"Very clean and staff are respectful thank you. I will choose this hotel gain in case I visit again."
Feylin 1-night trip
Posted 12 hours ago
La Quinta Inn & Suites by Wyndham Univ Area Chapel Hill

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.