Photo by Grace Wyman

Search Vacation Homes in Pittsboro

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
13 Jun - 15 Jun
In two weeks
20 Jun - 22 Jun
In one month
4 Jul - 6 Jul
In two months
1 Aug - 3 Aug

Compare 782 Vacation Homes in Pittsboro with updated reviews, rates, and availability.

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

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

9.8 out of 10, Exceptional, (25)
"Nice, cozy place for a weekend stay in the area. Everything you need in one small package. Will definitely stay again when in the area again in a few months"
The price is AED 347
AED 622 total
includes taxes & fees
15 Jun - 16 Jun
Cozy private efficiency located near downtown Raleigh, PNC Arena, NCSU, RTP, RDU
7 Mi to Dtwn Durham: Home w/ Hot Tub & Game Room!
Outdoor spa tub

7 Mi to Dtwn Durham: Home w/ Hot Tub & Game Room!

7 Mi to Dtwn Durham: Home w/ Hot Tub & Game Room!
Spacious Living Near Elon University!
Terrace/patio

Spacious Living Near Elon University!

10.0 out of 10, Exceptional, (7)
Spacious Living Near Elon University!
Renovated, Pet-friendly Bungalow Near Downtown, Duke, and RTP
Fridge, microwave, oven, stovetop

Renovated, Pet-friendly Bungalow Near Downtown, Duke, and RTP

9.6 out of 10, Exceptional, (18)
"Everything was nice"
Renovated, Pet-friendly Bungalow Near Downtown, Duke, and RTP
big parking -2-bedroom with AC and WiFi in brilliant Raleigh
Fridge, microwave, oven, stovetop

big parking -2-bedroom with AC and WiFi in brilliant Raleigh

9.0 out of 10, Wonderful, (14)
"It was a perfect location for visiting my daughter near the university."
big parking -2-bedroom with AC and WiFi in brilliant Raleigh
⭐️ MODERN DURHAM RETREAT ⭐️ 🐕📚🏊‍♀️🏙🏥🛍🏟🍔🥂 CLOSE
Fridge, microwave, oven, stovetop

⭐️ MODERN DURHAM RETREAT ⭐️ 🐕📚🏊‍♀️🏙🏥🛍🏟🍔🥂 CLOSE

10.0 out of 10, Exceptional, (37)
"Wonderful place to stay, clean, close to Durham and Chapel Hill. Richard was great to work with responses were fast and accurate. Definitely recommend and we would stay there again. "
⭐️ MODERN DURHAM RETREAT ⭐️ 🐕📚🏊‍♀️🏙🏥🛍🏟🍔🥂 CLOSE
Pet friendly whole house in heart of cary
Fridge, microwave, oven, stovetop

Pet friendly whole house in heart of cary

9.4 out of 10, Exceptional, (38)
"The size of the house was perfect, the rooms were spacious and everyone had a comfortable bedroom. The kids, even the adult ones, loved the game room! The house was vey convenient to family and places in Cary"
The price is AED 658
AED 1,797 total
includes taxes & fees
9 Jun - 10 Jun
Pet friendly whole house in heart of cary
COZY SUN FILLED HOME / MODERN VILLA NEAR DOWNTOWN
Interior

COZY SUN FILLED HOME / MODERN VILLA NEAR DOWNTOWN

10.0 out of 10, Exceptional, (55)
"Really enjoyed the coziness of the house. Would definitely stay here again."
The price is AED 643
AED 1,622 total
includes taxes & fees
4 Jun - 5 Jun
COZY SUN FILLED HOME / MODERN VILLA NEAR DOWNTOWN
Lovely Bungalow in private , secluded neighborhood near Carrboro
Fridge, microwave, oven, stovetop

Lovely Bungalow in private , secluded neighborhood near Carrboro

9.8 out of 10, Exceptional, (100)
"This was just what we hoped it would be! On a quiet street, but still less than a 10 minute drive to lots of restaurants, markets, etc. The house was clean and had what we needed. The fenced in backyard was great for our pup. Would definitely stay here again. "
Lovely Bungalow in private , secluded neighborhood near Carrboro
Prime Location, Close to Everything, Fresh Market, Downtown Cary, Bond Park
Outdoor dining

Prime Location, Close to Everything, Fresh Market, Downtown Cary, Bond Park

9.8 out of 10, Exceptional, (45)
"Wonderful house for a girls weekend! House had everything we needed, comfortable beds, super clean, lovely screened in porch, lots of space to hang out, great place! "
Prime Location, Close to Everything, Fresh Market, Downtown Cary, Bond Park
Hot tub heaven w/ 12 ft ceilings + stunning bath
Outdoor spa tub

Hot tub heaven w/ 12 ft ceilings + stunning bath

9.6 out of 10, Exceptional, (36)
"We had a great time at this location while visiting family and touring Elon. We would recommend and would absolute stay again!"
The price is AED 374
AED 948 total
includes taxes & fees
9 Jun - 10 Jun
Hot tub heaven w/ 12 ft ceilings + stunning bath
Historic|Twinkling Patio|Great Downtown Location!
Fridge, microwave, oven, stovetop

Historic|Twinkling Patio|Great Downtown Location!

9.4 out of 10, Exceptional, (16)
"We enjoyed our stay. Perfect location for visiting with family. "
Historic|Twinkling Patio|Great Downtown Location!
Spacious 4BR Durham Nest @ Linwood
Interior

Spacious 4BR Durham Nest @ Linwood

6.6 out of 10, (26)
"Plenty of room"
Spacious 4BR Durham Nest @ Linwood
2 Mi to Duke & 3 Mi to Downtown: Durham Townhome
Fridge, microwave, stovetop, dishwasher

2 Mi to Duke & 3 Mi to Downtown: Durham Townhome

8.8 out of 10, Excellent, (5)
"This is a new home - everything nice and neat. "
2 Mi to Duke & 3 Mi to Downtown: Durham Townhome
3 Spacious Bedroom-Executive Town House, <br>Brand-New Construction, Duke RTP
Dining

3 Spacious Bedroom-Executive Town House, <br>Brand-New Construction, Duke RTP

9.6 out of 10, Exceptional, (138)
"This is the place that has everything. BEAUTIFUL kitchen,well decorated and very comfortable Its a home away from home. The owners respond right away if you need themThank you again."
3 Spacious Bedroom-Executive Town House, <br>Brand-New Construction, Duke RTP
Luxurious Private Home w/Game Room @ Heart of RTP!
Pool

Luxurious Private Home w/Game Room @ Heart of RTP!

9.8 out of 10, Exceptional, (74)
"This property is fantastic for a family getaway. It’s close to food and grocery, it’s in a well kept and quiet neighborhood, and the house itself is updated and modern. Will definitely book again if I’m in the area. "
Luxurious Private Home w/Game Room @ Heart of RTP!
Quite Townhome in central Raleigh
Dining

Quite Townhome in central Raleigh

8.8 out of 10, Excellent, (23)
"Overall it was a perfect stay for the weekend trip "
The price is AED 257
AED 795 total
includes taxes & fees
22 Jun - 23 Jun
Quite Townhome in central Raleigh
Stylish downtown home: private hot tub, outdoor pizza oven & bumper pool table
Smart TV, books

Stylish downtown home: private hot tub, outdoor pizza oven & bumper pool table

9.6 out of 10, Exceptional, (31)
"We enjoyed our stay! Cute place in a nice location of downtown Graham, "
The price is AED 529
AED 1,019 total
includes taxes & fees
15 Jun - 16 Jun
Stylish downtown home: private hot tub, outdoor pizza oven & bumper pool table
Southern Charm, 3 King Bedrooms, Central
Private kitchen

Southern Charm, 3 King Bedrooms, Central

10.0 out of 10, Exceptional, (26)
"We had a great stay. The house had everything we needed and it was perfectly clean."
Southern Charm, 3 King Bedrooms, Central
Bull & Blossom Bungalow: Walk to Duke and enjoy Firepit, Yard + Pickleball
Interior

Bull & Blossom Bungalow: Walk to Duke and enjoy Firepit, Yard + Pickleball

10.0 out of 10, Exceptional, (1)
"This was just what we needed for our stay in Durham. We loved the decor of the house. It was fun to check out all of the rooms and hang out in a funky space with our girls. The host provided everything we needed and the house was well appointed. "
The price is AED 525
AED 1,397 total
includes taxes & fees
4 Jun - 5 Jun
Bull & Blossom Bungalow: Walk to Duke and enjoy Firepit, Yard + Pickleball
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free