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Compare 591 Vacation Homes in Pittsboro with updated reviews, rates, and availability.

Spacious Durham Home w/ Fire Pit & Hot Tub!

10.0 out of 10, Exceptional, (5)
"This was a great house for our family gathering. We enjoyed the pool and soccer field!"
Spacious Durham Home w/ Fire Pit & Hot Tub!

Lovely Bungalow in private , secluded neighborhood near Carrboro

9.8 out of 10, Exceptional, (92)
"The house was a great option for a family or group of friends. Clean, well-appointed, and comfortable. "
The price is AED 551
AED 1,502 total
includes taxes & fees
2 Jan - 3 January 2025
Lovely Bungalow in private , secluded neighborhood near Carrboro

New Modern Home in the heart of Downtown Durham

9.4 out of 10, Exceptional, (8)
"The property overall was a decent property however, when we arrived, the trash was left from the occupants prior to us. I believe it was because of the Thanksgiving holiday. There may have been some back up however, it did not allow for us to use the garage, which would’ve been very nice given how cold it has been. Also, the cleaning team did not do a wonderful job as far as putting the necessary items back. For instance, there were still bathroom rugs in the washing machine that needed to go in...
New Modern Home in the heart of Downtown Durham

Spacious 4BR Durham Nest @ Linwood

6.6 out of 10, (26)
"We got this house because it was the only thing we could find that was affordable in Durham for a family my size. It had a terrible mildew/sulfur smell that hit you as soon as you walked in the door. There were paper towels to wipe your hands in the bathroom but no trash cans. We really were unsure if the sheets were clean. There were stains all over the walls that looked liked body fluid. My mom feel down the stairs because they were unsteady and deep. We’d brought dessert home but there were 0...
Spacious 4BR Durham Nest @ Linwood

Dog Friendly, Small-Town Charm property.

10.0 out of 10, Exceptional, (41)
"Perfect location for our family Thanksgiving get together the property was perfect for our needs and our pet. The host was very attentive and gracious."
Dog Friendly, Small-Town Charm property.

Modern Charm in Holly Springs: New Transformed Home

9.8 out of 10, Exceptional, (10)
"This property was perfect for our family to stay in for Thanksgiving. It was clean, new and spacious. We will certainly rent it again when we come back!"
Modern Charm in Holly Springs: New Transformed Home

Downtown Durham Historic Manor & Event Space

10.0 out of 10, Exceptional, (1)
"My stay at the Sorrel House was nothing short of wonderful. I hosted a Friendsgiving with 13 people total and everyone raved about the house and how beautiful it was. The kitchen was well stocked with cooking and serving ware, and some basic spices. For a large party I would recommend bringing some of your own items as this is not stocked for the scale of catering, but was perfect to make the few dishes we couldn’t prepare ahead of time. Having an upstairs and downstairs dishwasher was...
The price is AED 1,748
AED 3,660 total
includes taxes & fees
30 Dec - 31 Dec
Downtown Durham Historic Manor & Event Space

★2024 MODERN NEWLY RANOVATED⭑4BR⭑NEAR RTP & RDU

10.0 out of 10, Exceptional, (4)
"A lovely home in a quaint neighborhood, walking distance to our daughter's house. Always a pleasure to stay here!"
★2024 MODERN NEWLY RANOVATED⭑4BR⭑NEAR RTP & RDU

Golf Destination w/ Private Driving Range w/ Lights, and Bar.

10.0 out of 10, Exceptional, (1)
"I highly recommend this house. Every detail and accommodation were well thought out and executed to ensure the best possible stay. The host was incredible and very helpful with every step. Do yourself a favor and book it!"
Golf Destination w/ Private Driving Range w/ Lights, and Bar.

Escape to Your Dream Retreat near Raleigh

10.0 out of 10, Exceptional, (136)
"Great location and amenities! Clean and comfortable!"
Escape to Your Dream Retreat near Raleigh

The Cary Cottage 1 BR 1 BA Private Sleeps 4 - Downtown Cary, Eat Drink Play Shop

10.0 out of 10, Exceptional, (163)
"We stay at this property every year. We chose it initially because of the location. Close to our daughter and downtown Cary. We continue to come because of that, but also because the property is well kept up and clean. Its perfect for us. Big enough for us to have our daughter and her girls in for breakfast, and just right for my husband and me to be alone."
The Cary Cottage 1 BR 1 BA Private Sleeps 4 - Downtown Cary, Eat Drink Play Shop

Luxe Home 4 Mins to Duke, DPAC, Downtown Durham | King Beds, Pool, Fire Pit, BBQ, Pet OK

10.0 out of 10, Exceptional, (12)
"The best VRBO we have stayed in. Jill is an excellent hostess and answered any questions we had promptly. Super clean house, good location. Could not have asked for a better experience. Thanks so very much Jill. "
The price is AED 1,148
AED 2,657 total
includes taxes & fees
29 Dec - 30 Dec
Luxe Home 4 Mins to Duke, DPAC, Downtown Durham | King Beds, Pool, Fire Pit, BBQ, Pet OK

Nice peaceful atmosphere minutes from Jordan Lake boat access.

10.0 out of 10, Exceptional, (26)
"Owners were very considerate in hosting their guests. We enjoyed our stay….thank you!"
Nice peaceful atmosphere minutes from Jordan Lake boat access.

*The Grand Jewel* near PNC + Carter Finley

10.0 out of 10, Exceptional, (7)
"Clean place to stay in great location with everything you’d need for the stay! "
The price is AED 735
AED 1,873 total
includes taxes & fees
5 Jan - 6 January 2025
*The Grand Jewel* near PNC + Carter Finley

Conveniently Accommodating Minutes to town

10.0 out of 10, Exceptional, (38)
"This was a comfortable and clean home for our family in town for a wedding. Everything we would need was supplied. This home truly met our expectations. As a big plus was the amazing bedding in the king bedroom…..great mattress and pillow. I am a terrible sleeper, but obviously not in this home. Thank You"
Conveniently Accommodating Minutes to town

Southern Charm, 3 King Bedrooms, Central

10.0 out of 10, Exceptional, (21)
"Wonderfully clean and well appointed!!"
Southern Charm, 3 King Bedrooms, Central

The Barbary @ Pirates Cove

8.0 out of 10, Very Good, (2)
"We stayed in this rental for a long weekend while we were in town for a baseball tournament and were pleased with this rental. It was pouring down rain the day we were set to arrive and our game was canceled, we were able to communicate with the property manager and they allowed us to check in early which was great! The unit was well represented in the pictures and the kitchen was fully equipped to be able to prepare meals and not eat out constantly. My only negative was that we were unable to...
The price is AED 507
AED 1,585 total
includes taxes & fees
5 Jan - 6 January 2025
The Barbary @ Pirates Cove

The Happy Haven

9.8 out of 10, Exceptional, (30)
"We stayed for thanksgiving. The property was a great location for downtown and my sisters place. It is a little worn and there wasn’t much in the kitchen so if you need to cook make sure you bring or buy everything you need. "
The Happy Haven

Outdoor Oasis - Secluded Pool, Hot Tub, Fireplace

9.4 out of 10, Exceptional, (33)
"Wonderful fir all ages. "
Outdoor Oasis - Secluded Pool, Hot Tub, Fireplace

Pet friendly whole house in heart of cary

9.6 out of 10, Exceptional, (33)
"It’s a nice place if you have teenagers and you are hosting a small gathering.. indoors only. Property manager/host, very responsive and professional. I would secure this property again for a small weekend gathering. "
The price is AED 731
AED 1,868 total
includes taxes & fees
5 Jan - 6 January 2025
Pet friendly whole house in heart of 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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Other property types in Pittsboro

Log Cabin with loft

9.8 out of 10, Exceptional, (74)
"Trish was wonderful. Very helpful and a gracious host! "
Log Cabin with loft

Natural Splendor; Ultimate Off Grid Experience!

10.0 out of 10, Exceptional, (5)
"This was such a great getaway for the weekend. Everything was clean and well maintained. The hosts were easy to contact and answered all my questions. Great way to learn about living off grid, showering in an outdoor stall and using a composting toilet. If you need to keep some food cold or frozen I suggest bringing some ice. They provided a small cooler. Overall great experience."
The price is AED 349
AED 889 total
includes taxes & fees
31 Dec - 1 January 2025
Natural Splendor; Ultimate Off Grid Experience!

stayAPT Suites Raleigh Durham RTP

2.5 star property
8.6 out of 10, Excellent, (115)
"I liked my stay, room looks exactly like an apartment. Only thing is people be loud above u other than that I loved my stay and will stay again "
The price is AED 404
AED 458 total
includes taxes & fees
29 Dec - 30 Dec
stayAPT Suites Raleigh Durham RTP
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.