Pittsboro Vacation Rentals

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Check prices for these dates

In two weeks
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for Pittsboro vacation rentals

Exterior
The Argyle on Mass Ave

Apartment in Downtown Indianapolis

The Argyle on Mass Ave
4.0 star property
9.0 out of 10, Wonderful, (149 reviews)
"Great location! A little loud but to be expected since it’s in a great location that is walkable to nice restaurants! Would stay again!"
United States
Jennifer
The Argyle on Mass Ave
Seasonal outdoor pool
The Residences at CityWay

Apartment in Downtown Indianapolis

The Residences at CityWay
4.0 star property
8.8 out of 10, Excellent, (138 reviews)
"Great place to stay, super location and walking distance to convention centre and shops"
Australia
Kenneth
The Residences at CityWay
Private kitchen
CozySuites The Block Skybridge Access

Aparthotel in Downtown Indianapolis

CozySuites The Block Skybridge Access
4.0 star property
8.0 out of 10, Very Good, (23 reviews)
"Came to town for the NCAA's and had a blast."
United States
Chris
The price is P3,729
P13,079 total
includes taxes & fees
Jan 14 - Jan 15
CozySuites The Block Skybridge Access
Interior
CozySuites at Meridian Kessler

Apartment in Meridian-Kessler

CozySuites at Meridian Kessler
3.0 star property
7.6 out of 10, Good, (38 reviews)
"Great communication and nice place to stay when traveling"
United States
Mike
The price is P5,327
P14,889 total
includes taxes & fees
Jan 12 - Jan 13
CozySuites at Meridian Kessler
Private kitchen
2BR 2BA The Block Apartment - CozySuites

Aparthotel in Downtown Indianapolis

2BR 2BA The Block Apartment - CozySuites
3.5 star property
9.0 out of 10, Wonderful, (2 reviews)
"Extremely spacious! And great value! Unfortunately, parking, even though readily available, is quite expensive."
United States
Thomas
The price is P5,919
P15,295 total
includes taxes & fees
Jan 12 - Jan 13
2BR 2BA The Block Apartment - CozySuites
Interior
CozySuites at East Washington

Apartment in Downtown Indianapolis

CozySuites at East Washington
3.0 star property
8.0 out of 10, Very Good, (35 reviews)
"Great location walkable to a lot of places"
United States
Zach
The price is P3,729
P11,763 total
includes taxes & fees
Jan 11 - Jan 12
CozySuites at East Washington
Exterior
BOLD 2BR/2BA In The Block Apartment by CozySuites

Apartment in Downtown Indianapolis

BOLD 2BR/2BA In The Block Apartment by CozySuites
3.5 star property
10.0 out of 10, Exceptional, (3 reviews)
"Started a little rough with check in, but John handled quickly and professionally!! Stay was great!!! Quiet inside, but a little noisy outside due to downtown night life!!!! Overall, will definitely stay again if in the downtown Indy area!!!!"
United States
Erika
The price is P5,919
P20,030 total
includes taxes & fees
Jan 11 - Jan 12
BOLD 2BR/2BA In The Block Apartment by CozySuites
Gym
Charming 2 Bedroom with in Home Gym

Vacation Home in Indianapolis

Charming 2 Bedroom with in Home Gym
3.0 star property
9.4 out of 10, Exceptional, (3 reviews)
"Nice option vs. a hotel. Clean, nice garage parking space and overall vey quaint! I would stay here again if given the opportunity!"
United States
Kenneth
The price is P3,966
P18,676 total
includes taxes & fees
Jan 24 - Jan 25
Charming 2 Bedroom with in Home Gym
Living area
CozySuites - Penrose

Aparthotel in Downtown Indianapolis

CozySuites - Penrose
3.5 star property
8.4 out of 10, Very Good, (8 reviews)
"Loved the pool area. Everyone we passed was so friendly. Apt had everything I needed to cook and even provided coffee so I didn’t have to go out to get any. Def will be back."
United States
Jessica
The price is P3,729
P12,248 total
includes taxes & fees
Jan 11 - Jan 12
CozySuites - Penrose
Exterior
CozySuitesThe Block w Skybridge Access 2

Apartment in Downtown Indianapolis

CozySuitesThe Block w Skybridge Access 2
4.0 star property
8.0 out of 10, Very Good, (3 reviews)
"Location is fantastic. Condo was decent for the price. Be aware though that the described futon is not in fact a futon but rather a wide sofa that is rather short. My daughter that is 5'5" barely fit on it. So just know that going in. The parking situation leaves you walking a block or so to and from the condo for $32 a day. An added expense that you need to consider when pricing a condo in the area. Overall, was pretty happy with the unit, but may have considered other options had I known in...
United States
shawn
The price is P3,729
P12,732 total
includes taxes & fees
Jan 11 - Jan 12
CozySuitesThe Block w Skybridge Access 2
Exterior
The village

Apartment in Near Westside

The village
4.0 star property
7.8 out of 10, Good, (42 reviews)
"I had a great stay here. The beds were really comfortable. The location is great, about a 25-minute walk to White River State Park, so it was easy to visit the park and nearby attractions."
United States
Mirage
The price is P8,198
P9,592 total
includes taxes & fees
Jan 13 - Jan 14
The village
Living area
CozySuites at Block20

Aparthotel in Downtown Indianapolis

CozySuites at Block20
2.5 star property
8.2 out of 10, Very Good, (66 reviews)
"I'm expecting to book my next stay again here, as a solo traveler, those units have everything you need for a comfortable stay"
United States
SAMUEL
The price is P3,729
P12,248 total
includes taxes & fees
Jan 11 - Jan 12
CozySuites at Block20
Room
Modern Carriage House Escape Rest Work Explore

Vacation Home in Indianapolis

Modern Carriage House Escape Rest Work Explore
2.0 star property
The price is P4,185
P19,266 total
includes taxes & fees
Jan 14 - Jan 15
Modern Carriage House Escape Rest Work Explore
Exterior
CozySuites The Block Skybridge Access 1

Apartment in Downtown Indianapolis

CozySuites The Block Skybridge Access 1
4.0 star property
7.4 out of 10, Good, (3 reviews)
"Easy access to everywhere in the area "
Canada
Shane
The price is P10,240
P20,350 total
includes taxes & fees
Jan 19 - Jan 20
CozySuites The Block Skybridge Access 1
Living area
Adorable Broad Ripple Duplex

Apartment in Meridian-Kessler

Adorable Broad Ripple Duplex
3.5 star property
The price is P3,551
P18,172 total
includes taxes & fees
Jan 12 - Jan 13
Adorable Broad Ripple Duplex
Living area
Entire Home in Fountain Square

Vacation Home in Fountain Square

Entire Home in Fountain Square
3.0 star property
The price is P4,676
P20,233 total
includes taxes & fees
Jan 11 - Jan 12
Entire Home in Fountain Square
Living area
Cozy Downtown Escape

Vacation Home in Near Northside

Cozy Downtown Escape
2.5 star property
The price is P4,676
P31,822 total
includes taxes & fees
Jan 12 - Jan 13
Cozy Downtown Escape
Exterior
Beautiful 2BR 2BA In The Block by CozySuites

Apartment in Downtown Indianapolis

Beautiful 2BR 2BA In The Block by CozySuites
3.5 star property
10.0 out of 10, Exceptional, (1 review)
"It was GREAT."
United States
Christopher
The price is P7,754
P22,177 total
includes taxes & fees
Jan 13 - Jan 14
Beautiful 2BR 2BA In The Block by CozySuites
Dining
Cozy 3BR Home in Bates-Hendricks

Vacation Home in Indianapolis

Cozy 3BR Home in Bates-Hendricks
3.0 star property
The price is P8,807
P18,615 total
includes taxes & fees
Jan 20 - Jan 21
Cozy 3BR Home in Bates-Hendricks
Living area
Historic Pet-Friendly Home in Downtown

Vacation Home in Indianapolis

Historic Pet-Friendly Home in Downtown
3.0 star property
The price is P10,019
P20,032 total
includes taxes & fees
Jan 11 - Jan 12
Historic Pet-Friendly Home in Downtown
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

Bottleworks Hotel

Bottleworks Hotel

10/10 Excellent
"Awesome place to stay!!"
Edward 1-night trip
Posted 1 day ago
Bottleworks Hotel

Find out more about Pittsboro

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Look no further and take a look at our great range of rental properties in Pittsboro!

Frequently asked questions

Are there vacation rentals in Pittsboro?

Yes, there are vacation rentals near well known sights in Pittsboro, or you can select a secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Pittsboro?

Modern Carriage House Escape Rest Work Explore: You might want to consider this vacation home rental near Pittsboro, which comes with free WiFi so you can feel at home during your trip. This vacation rental also comes with free parking to give you added peace of mind.

What can I see and do in Pittsboro?

While exploring the area, visit family-friendly sights like SportZone, or get outside and enjoy nature at Eagle Creek Park. In the larger area, you’ll find Lucas Oil Indianapolis Raceway Park and The Shops at Perry Crossing.

What are vacation rentals like in Pittsboro?

A vacation rental is a private property you can book for a few weeks or just a few days in Pittsboro. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for a small group gathering.