Pittsboro Vacation Rentals

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Check prices for these dates

In two weeks
Jun 5 - Jun 7
In two months
Jul 17 - Jul 19
In three months
Aug 14 - Aug 16
In four months
Sep 11 - Sep 13

Our top choices for Pittsboro vacation rentals

Seasonal outdoor pool

The Residences at CityWay

The Residences at CityWay
4.0 star property
Downtown Indianapolis
9.0 out of 10, Wonderful, (160 reviews)
"My fiance and I were in town while I participated in the Indy mini. The location is perfect for anyone wanting to explore anything and everything downtown Indy. The 2 bed 2 bathrooms would provide plenty of room for a group of friends to stay jere "
United States
Margaret
The price is ￥8,286
￥38,758 total
includes taxes & fees
Jun 14 - Jun 15
The Residences at CityWay
Full-size fridge, microwave, stovetop, dishwasher

The Argyle on Mass Ave

The Argyle on Mass Ave
4.0 star property
Downtown Indianapolis
9.0 out of 10, Wonderful, (176 reviews)
"Great, safe, clean apartment for our weekend stay! All info communicated effectively and stress free."
United States
Lindsey
The price is ￥7,429
￥32,959 total
includes taxes & fees
May 25 - May 26
The Argyle on Mass Ave
Deluxe Apartment, 3 Bedrooms, Non Smoking | Living area | 42-inch Smart TV with digital channels, Netflix, Hulu

CozySuites - Penrose

CozySuites - Penrose
3.5 star property
Downtown Indianapolis
8.0 out of 10, Very Good, (15 reviews)
"Clean and safe. Need more towels. Need more Fobs for entry and elevator use (at least 2). Instructions were cumbersome to read in the app."
United States
Charles
The price is ￥11,906
￥35,076 total
includes taxes & fees
May 27 - May 28
CozySuites - Penrose
Interior

CozySuites at East Washington

CozySuites at East Washington
3.0 star property
Downtown Indianapolis
8.0 out of 10, Very Good, (42 reviews)
"while the room was clean and had everything i needed, there were some small things that could have been better and this is my opinion so it might not be what happens to you... while in the shower i tried to use the provided body wash but the plunger on the bottle was basically jammed and the liquid soap came out from under the cap"
United States
chris
The price is ￥12,223
￥34,147 total
includes taxes & fees
Jun 2 - Jun 3
CozySuites at East Washington
Game room

Vue by Stylish Stays

Vue by Stylish Stays
4.0 star property
Downtown Indianapolis
The price is ￥13,017
￥35,817 total
includes taxes & fees
May 19 - May 20
Vue by Stylish Stays
Deluxe Apartment | Living area | 42-inch Smart TV with digital channels

CozySuites at Block20

CozySuites at Block20
2.0 star property
Downtown Indianapolis
8.2 out of 10, Very Good, (80 reviews)
"The location was fantastic "
United States
Vanessa
The price is ￥11,906
￥35,076 total
includes taxes & fees
May 26 - May 27
CozySuites at Block20
Apartment

Charming Windsor Park Stay 1BR 1BA w Workspace

Charming Windsor Park Stay 1BR 1BA w Workspace
2.0 star property
Near Eastside
The price is ￥15,491
￥46,039 total
includes taxes & fees
May 19 - May 20
Charming Windsor Park Stay 1BR 1BA w Workspace
Interior

CozySuites at Meridian Kessler

CozySuites at Meridian Kessler
3.0 star property
Meridian-Kessler
7.6 out of 10, Good, (42 reviews)
"Getting into the property was a bit tricky"
United States
Julie
The price is ￥14,604
￥36,588 total
includes taxes & fees
May 19 - May 20
CozySuites at Meridian Kessler
House, Private Bathroom, City View (701) | Lounge

Indy Stadium Villas 701

Indy Stadium Villas 701
2.0 star property
Downtown Indianapolis
The price is ￥22,636
￥46,326 total
includes taxes & fees
Jun 4 - Jun 5
Indy Stadium Villas 701
Apartment (1 Bedroom) | Interior

Historic Lebanon Gem: Central Walkable Location!

Historic Lebanon Gem: Central Walkable Location!
3.0 star property
Lebanon
The price is ￥22,382
￥44,625 total
includes taxes & fees
May 19 - May 20
Historic Lebanon Gem: Central Walkable Location!
Comfort Duplex, 3 Bedrooms, Non Smoking | Living area | 40-inch Smart TV with digital channels, streaming services

Adorable Broad Ripple Duplex

Adorable Broad Ripple Duplex
3.5 star property
Meridian-Kessler
10.0 out of 10, Exceptional, (3 reviews)
"The home was very comfortable and cozy. Great location walking distance from restaurants n shops. "
United States
Lenita
The price is ￥13,810
￥53,949 total
includes taxes & fees
May 20 - May 21
Adorable Broad Ripple Duplex
Exterior

CozySuites The Block Skybridge Access

CozySuites The Block Skybridge Access
4.0 star property
Downtown Indianapolis
7.8 out of 10, Good, (32 reviews)
"Pretty dirty "
United States
Karl
The price is ￥14,287
￥40,090 total
includes taxes & fees
May 19 - May 20
CozySuites The Block Skybridge Access
Interior

CozySuites at Artistry Indy

CozySuites at Artistry Indy
3.0 star property
Downtown Indianapolis
6.4 out of 10, (12 reviews)
"The overall stay was good. The only complaint is the trash left outside the door of our room. Would definitely stay again. "
United States
Jason
The price is ￥13,334
￥36,747 total
includes taxes & fees
May 28 - May 29
CozySuites at Artistry Indy
Comfort House | Living area | 32-inch Smart TV with digital channels, streaming services

Cozy Downtown Escape

Cozy Downtown Escape
2.5 star property
Near Northside
The price is ￥16,509
￥90,173 total
includes taxes & fees
Jun 3 - Jun 4
Cozy Downtown Escape
Gym

Charming 2 Bedroom with in Home Gym

Charming 2 Bedroom with in Home Gym
3.0 star property
Indianapolis
8.0 out of 10, Very Good, (5 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 ￥16,509
￥57,234 total
includes taxes & fees
May 25 - May 26
Charming 2 Bedroom with in Home Gym
House | 4 bedrooms

Luxury Downtown Indy Spa Bath Coffee Bars

Luxury Downtown Indy Spa Bath Coffee Bars
2.0 star property
Indianapolis
The price is ￥37,486
￥104,127 total
includes taxes & fees
May 19 - May 20
Luxury Downtown Indy Spa Bath Coffee Bars
Deluxe Apartment | Living area | 42-inch Smart TV with digital channels

CozySuites on Mass w garage parking 20

CozySuites on Mass w garage parking 20
3.0 star property
Downtown Indianapolis
The price is ￥27,780
￥91,908 total
includes taxes & fees
May 26 - May 27
CozySuites on Mass w garage parking 20
Apartment, 2 Bedrooms | Dining room

CozySuites at Notch

CozySuites at Notch
3.0 star property
Indianapolis
8.4 out of 10, Very Good, (14 reviews)
"Great price and great value. While not near downtown Indy, it's close to restaurants and shopping with easy access to the highway. "
United States
Neal
The price is ￥14,604
￥40,302 total
includes taxes & fees
May 19 - May 20
CozySuites at Notch
House, Private Bathroom, City View (702) | View from property

Indy Stadium Villas 702

Indy Stadium Villas 702
2.0 star property
Downtown Indianapolis
The price is ￥21,358
￥44,832 total
includes taxes & fees
Jun 4 - Jun 5
Indy Stadium Villas 702
House (5 Bedrooms) | Interior

4 Mi to Dtwn: Danville Home w/ Patio & Yard

4 Mi to Dtwn: Danville Home w/ Patio & Yard
3.0 star property
Danville
The price is ￥31,113
￥84,812 total
includes taxes & fees
May 31 - Jun 1
4 Mi to Dtwn: Danville Home w/ Patio & Yard
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

Drury Plaza Hotel Indianapolis Carmel

Drury Plaza Hotel Indianapolis Carmel

10/10 Excellent
"Loved the Kickback time. The lobby was gleaming. Honestly every staff person appeared to be happy to work there. Room was spacious. Everything was clean. Closet! Not always found anymore. Could not have liked it any better. Going to look for Drury Hotels in the future"
Marirose 2-night trip
Posted 2 hours ago
Drury Plaza Hotel Indianapolis Carmel

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 Home in a prestigious downtown neighborhood: Visitors like this Pittsboro vacation home rental. It is located in the city center and offers an arcade game room, air-conditioning, and laundry facilities to help you feel perfectly comfortable 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.

What can I see and do in Pittsboro?

While exploring the area, visit family-friendly sights like Dallara IndyCar Factory, or get outside and enjoy nature at Eagle Creek Park. In the larger area, you’ll find Indianapolis Motor Speedway and Lucas Oil Indianapolis Raceway Park.

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.