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Pittsboro Vacation Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Pittsboro vacation rentals

Terrace/patio

Downtown Pittsboro Glamtastic

Downtown Pittsboro Glamtastic
Pittsboro
9.4 out of 10, Exceptional, (6 reviews)
"Nice location. "
United States
Marcela V.
The price is AED 360
AED 661 total
includes taxes & fees
22 Jul - 23 Jul
Downtown Pittsboro Glamtastic
Interior

Charming Treehouse Escape Among Nature's Blooms

Charming Treehouse Escape Among Nature's Blooms
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.
Charming Treehouse Escape Among Nature's Blooms
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
Downtown Pittsboro Boho Loft
House (4 Bedrooms) | Interior

Quiet Retreat - Piano, Firepit, Peloton

Quiet Retreat - Piano, Firepit, Peloton
3.0 star property
Pittsboro
The price is AED 804
AED 2,263 total
includes taxes & fees
1 Jul - 2 Jul
Quiet Retreat - Piano, Firepit, Peloton
Dining

Tranquil Retreat w/ Piano, Firepit & Peloton

Tranquil Retreat w/ Piano, Firepit & Peloton
Pittsboro
9.4 out of 10, Exceptional, (10 reviews)
"Great place to stay "
United States
Casey Y.
Tranquil Retreat w/ Piano, Firepit & Peloton
Interior

Secluded Oasis-Themed Treehouse Retreat

Secluded Oasis-Themed Treehouse Retreat
Pittsboro
9.8 out of 10, Exceptional, (6 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 AED 640
AED 1,367 total
includes taxes & fees
24 Jun - 25 Jun
Secluded Oasis-Themed Treehouse Retreat
1 bedroom, WiFi, bed sheets

Romantic Beehive Treehouse Getaway in Nature

Romantic Beehive Treehouse Getaway in Nature
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.
Romantic Beehive Treehouse Getaway in Nature
Hair dryer, towels, soap, toilet paper

Charming Cozy Cottage Pittsboro

Charming Cozy Cottage Pittsboro
Pittsboro
10.0 out of 10, Exceptional, (1 review)
"The property was clean and exactly as described. Our only issue was that VRBO sent the incorrect code to access the property, but the host immediately corrected it. Shopping and restaurants were within an easy drive. The location was very quiet and almost country-like."
United States
Carolyn T.
The price is AED 430
AED 877 total
includes taxes & fees
27 Jun - 28 Jun
Charming Cozy Cottage Pittsboro
Interior

Enchanting Galaxy Treehouse Getaway for Couples

Enchanting Galaxy Treehouse Getaway for Couples
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.
The price is AED 793
AED 1,555 total
includes taxes & fees
7 Jul - 8 Jul
Enchanting Galaxy Treehouse Getaway for Couples
2 bedrooms, WiFi, bed sheets

Unique Treehouse Retreats in North Carolina

Unique Treehouse Retreats in North Carolina
Pittsboro
The price is AED 972
AED 2,378 total
includes taxes & fees
25 Jun - 26 Jun
Unique Treehouse Retreats in North Carolina
Interior

Two Unique Treehouses in Nature

Two Unique Treehouses in Nature
Pittsboro
Two Unique Treehouses in Nature
4 bedrooms, WiFi, bed sheets

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.
Unique Treehouse Retreats in NC Nature
Chalet (2 Bedrooms) | Interior

Two Tree Houses - Beehive & H20

Two Tree Houses - Beehive & H20
3.0 star property
Pittsboro
The price is AED 1,524
AED 2,802 total
includes taxes & fees
7 Jul - 8 Jul
Two Tree Houses - Beehive & H20
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, (65 reviews)
"Very clean, close to downtown, pleasant stay"
United States
Collin R.
The price is AED 347
AED 622 total
includes taxes & fees
26 Jun - 27 Jun
Cozy private efficiency located near downtown Raleigh, PNC Arena, NCSU, RTP, RDU
Dining

Charming,Spacious2-BR 2-Bath Home in a Blooming town with Free parking

Charming,Spacious2-BR 2-Bath Home in a Blooming town with Free parking
Fuquay-Varina
10.0 out of 10, Exceptional, (5 reviews)
"The home was exactly as described and the hosts are fantastic. Particularly appreciated the higher end linens in bedroom and bathroom which is always a plus. Location is very safe within walking distance of several wonderful restaurants and shops. "
United States
Jane S.
The price is AED 469
AED 968 total
includes taxes & fees
29 Jun - 30 Jun
Charming,Spacious2-BR 2-Bath Home in a Blooming town with Free parking
Fridge, microwave, oven, stovetop

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, (28 reviews)
"If you're looking for a cozy, quiet place to stay, surrounded by nature, Grandma's house is your place! We really enjoyed our stay and the hosts were very welcoming and available if we needed anything!We'll stay there again! "
United States
Karen H.
The price is AED 327
AED 666 total
includes taxes & fees
28 Jun - 29 Jun
Grandma’s House - Minutes from UNC, Firepit, Ninja Creami Available to Rent
Dining

Charming parkview from rocking chair front porch

Charming parkview from rocking chair front porch
Graham
9.4 out of 10, Exceptional, (45 reviews)
"This was a delightful place to stay! Very comfortable, clean and so perfectly located across from the park. I couldn't ask for anything more!"
United States
Melissa
The price is AED 313
AED 816 total
includes taxes & fees
6 Jul - 7 Jul
Charming parkview from rocking chair front porch
Fridge, microwave, oven, stovetop

COZY SUN FILLED HOME / MODERN VILLA NEAR DOWNTOWN

COZY SUN FILLED HOME / MODERN VILLA NEAR DOWNTOWN
Durham
10.0 out of 10, Exceptional, (83 reviews)
"Great stay"
United States
Garret P.
The price is AED 522
AED 1,477 total
includes taxes & fees
24 Jun - 25 Jun
COZY SUN FILLED HOME / MODERN VILLA NEAR DOWNTOWN
1 bedroom, desk, iron/ironing board, free WiFi

*New & Renovated* Charming Bungalow near DT Durham

*New & Renovated* Charming Bungalow near DT Durham
Trinity Park
*New & Renovated* Charming Bungalow near DT Durham
Interior

Cozy End Unit Townhouse 1 Mile from Downtown Cary

Cozy End Unit Townhouse 1 Mile from Downtown Cary
Taylor's Pond
8.4 out of 10, Very Good, (13 reviews)
Cozy End Unit Townhouse 1 Mile from Downtown Cary
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

10/10 Excellent
"This place is very comfortable. The staff wa super helpful when I returned my rental and forgot the keys in my bag. This hotel assisted me to take the shuttles back to return the keys and be back at the hotel in less than an hour. Saved me $250 to replace the keys. We checked in late and the counter help was extremely helpful and polite. He actually was the one to help with the keys. Breakfast was decent. I got good coffee and a bagel with strawberry Cream Cheese. No complaints. The place and each room smell amazing. Not just the smell but you can see the staff sanitizes each room. Not just a quick clean. Thank you for your hospitality!"
Debora 1-night trip
Posted 2 hours ago
Microtel Inn by Wyndham Raleigh Durham Airport

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 Living Less than 2 miles from Elon University!: This vacation home rental near Pittsboro offers a fireplace, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals are there in Pittsboro?

With 24 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. Chatham Community Library and McIntyre's Fine Books and Bookends 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.