Pittsboro Vacation Rentals

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Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

Our top choices for Pittsboro vacation rentals

Exterior

2 Bedroom with Finished Basement Duplex Close to Downtown Indianapolis

2 Bedroom with Finished Basement Duplex Close to Downtown Indianapolis
Near Eastside
8.8 out of 10, Excellent, (41 reviews)
"Easy to find…clean and great communication with the owner. "
United States
Sarah
The price is ￥17,412
￥38,088 total
includes taxes & fees
Apr 28 - Apr 29
2 Bedroom with Finished Basement Duplex Close to Downtown Indianapolis
Property grounds

Perfect house that’s located in the heart of Indy!

Perfect house that’s located in the heart of Indy!
Broad Ripple
10.0 out of 10, Exceptional, (42 reviews)
"great place to stay, accurately listed and would definitely stay there again"
United States
wade c.
The price is ￥27,095
￥60,978 total
includes taxes & fees
Apr 28 - Apr 29
Perfect house that’s located in the heart of Indy!
TV, fireplace, books

Kit’s Cabin - Log Cabin Retreat in Indianapolis

Kit’s Cabin - Log Cabin Retreat in Indianapolis
Indianapolis
10.0 out of 10, Exceptional, (36 reviews)
"Had a great stay. Cabin was cozy and clean. The host left great instructions for everything. "
United States
Brittany S.
The price is ￥18,010
￥39,719 total
includes taxes & fees
Apr 28 - Apr 29
Kit’s Cabin - Log Cabin Retreat in Indianapolis
Interior

Magnificent 2 Bedroom, Loft Close to Downtown Duplex

Magnificent 2 Bedroom, Loft Close to Downtown Duplex
Near Eastside
9.4 out of 10, Exceptional, (37 reviews)
"Exceptional stay! "
United States
Chrissy S.
The price is ￥22,712
￥45,035 total
includes taxes & fees
Apr 28 - Apr 29
Magnificent 2 Bedroom, Loft Close to Downtown Duplex
House

Modern Carriage House Escape Rest Work Explore

Modern Carriage House Escape Rest Work Explore
2.0 star property
Indianapolis
The price is ￥21,366
￥62,405 total
includes taxes & fees
Apr 28 - Apr 29
Modern Carriage House Escape Rest Work Explore
Dining

Family Getaway Queen Beds w/ Large Porch

Family Getaway Queen Beds w/ Large Porch
Fountain Square
9.8 out of 10, Exceptional, (107 reviews)
"Walking distance to fountain square. Had a great visit, we would come back again."
United States
Matthew K.
The price is ￥18,504
￥51,113 total
includes taxes & fees
Apr 29 - Apr 30
Family Getaway Queen Beds w/ Large Porch
Fridge, microwave, oven, stovetop

Downtown House w/King Bed-Parking-Bars-Restaurants

Downtown House w/King Bed-Parking-Bars-Restaurants
Downtown Indianapolis
9.8 out of 10, Exceptional, (48 reviews)
"Great location, very clean and comfortable."
United States
Desi
The price is ￥14,610
￥28,653 total
includes taxes & fees
Apr 28 - Apr 29
Downtown House w/King Bed-Parking-Bars-Restaurants
Interior

Historic Downtown Indy Neighborhood Calvary

Historic Downtown Indy Neighborhood Calvary
Fountain Square
9.8 out of 10, Exceptional, (15 reviews)
"The Vrbo was clean and the owner was professional and helpful. We had a wonderful stay."
United States
Tucker K.
The price is ￥20,162
￥60,978 total
includes taxes & fees
Apr 28 - Apr 29
Historic Downtown Indy Neighborhood Calvary
Smart TV, books

*King Bed*Broad Ripple*Near Downtown*Bonfire*Patio

*King Bed*Broad Ripple*Near Downtown*Bonfire*Patio
Meridian-Kessler
9.4 out of 10, Exceptional, (84 reviews)
"Great location"
United States
Phillip C.
The price is ￥13,954
￥26,432 total
includes taxes & fees
Apr 29 - Apr 30
*King Bed*Broad Ripple*Near Downtown*Bonfire*Patio
Dining

4 BRs+King Bed+Game Room+Broadripple+Bars+Spacious

4 BRs+King Bed+Game Room+Broadripple+Bars+Spacious
Meridian-Kessler
9.8 out of 10, Exceptional, (59 reviews)
"Great location! "
United States
Dori M.
The price is ￥13,954
￥29,647 total
includes taxes & fees
Apr 29 - Apr 30
4 BRs+King Bed+Game Room+Broadripple+Bars+Spacious
Fridge, microwave, oven, stovetop

Hot Tub! Near Downtown!

Hot Tub! Near Downtown!
Near Northside
10.0 out of 10, Exceptional, (55 reviews)
"The house was beautiful and very clean!"
United States
Sam P.
The price is ￥30,027
￥59,560 total
includes taxes & fees
Apr 30 - May 1
Hot Tub! Near Downtown!
Microwave, oven, stovetop, dishwasher

Pet-friendly house 5 minutes from Lucas Oil/Gainbridge!

Pet-friendly house 5 minutes from Lucas Oil/Gainbridge!
Indianapolis
9.0 out of 10, Wonderful, (17 reviews)
"The space outside was great for our dog. The place is very well equipped. Comfortable beds and very nice restroom. "
United States
Mariana A.
The price is ￥15,938
￥35,430 total
includes taxes & fees
Apr 30 - May 1
Pet-friendly house 5 minutes from Lucas Oil/Gainbridge!
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 ￥13,866
￥54,167 total
includes taxes & fees
Apr 28 - Apr 29
Adorable Broad Ripple Duplex
Property grounds

Close to Butler Uni:Cozy Home,Firepit,Free Parking

Close to Butler Uni:Cozy Home,Firepit,Free Parking
Indianapolis
9.6 out of 10, Exceptional, (64 reviews)
"The house interior smells and we had to leave early. I did not do enough research on location and quality of house. I don’t view that as misrepresentation from rentor. I learned my lesson. "
United States
Mike B.
The price is ￥14,731
￥50,054 total
includes taxes & fees
Apr 28 - Apr 29
Close to Butler Uni:Cozy Home,Firepit,Free Parking
House, Accessible

Best Location 5 BD Spacious Family Home- Indianapolis IN

Best Location 5 BD Spacious Family Home- Indianapolis IN
2.0 star property
Indianapolis
The price is ￥22,713
￥81,364 total
includes taxes & fees
Apr 29 - Apr 30
Best Location 5 BD Spacious Family Home- Indianapolis IN
Terrace/patio

King Bed+Game Room+Parking+Broadripple+Restaurants

King Bed+Game Room+Parking+Broadripple+Restaurants
Warfleigh
9.4 out of 10, Exceptional, (108 reviews)
"Nice place, great location and excellent communication with the host "
United States
Pamela I.
The price is ￥14,610
￥27,199 total
includes taxes & fees
May 4 - May 5
King Bed+Game Room+Parking+Broadripple+Restaurants
Interior

Indy Fountain Gem

Indy Fountain Gem
Fountain Square
The price is ￥12,750
￥33,565 total
includes taxes & fees
May 10 - May 11
Indy Fountain Gem
Dining

Games/10 Min to GrandPark/30 mins to INDY/Sleeps 14/

Games/10 Min to GrandPark/30 mins to INDY/Sleeps 14/
Westfield
10.0 out of 10, Exceptional, (23 reviews)
"Great place to stay "
United States
cadee w.
The price is ￥22,951
￥50,771 total
includes taxes & fees
Apr 28 - Apr 29
Games/10 Min to GrandPark/30 mins to INDY/Sleeps 14/
Exterior detail

Charming Duplex by Bottleworks Mass Ave in Historic neighborhood

Charming Duplex by Bottleworks Mass Ave in Historic neighborhood
Downtown Indianapolis
10.0 out of 10, Exceptional, (39 reviews)
"This place was great, bigger than we thought it would be and the location was awesome! We will try to stay here every time we visit Indy"
United States
Robert N.
The price is ￥21,516
￥29,044 total
includes taxes & fees
May 4 - May 5
Charming Duplex by Bottleworks Mass Ave in Historic neighborhood
Terrace/patio

Hot Tub Nights / Near Indy 500 & Broad Ripple

Hot Tub Nights / Near Indy 500 & Broad Ripple
Indianapolis
9.8 out of 10, Exceptional, (19 reviews)
"Everything was amazing, the hosts couldn't have been more helpful! They really went above and beyond for my stay, they were great and when I visit again I will be trying my best to stay with these hosts! "
United Kingdom
Ryan
The price is ￥26,935
￥58,739 total
includes taxes & fees
May 19 - May 20
Hot Tub Nights / Near Indy 500 & Broad Ripple
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

Sonesta Select Indianapolis Carmel

Sonesta Select Indianapolis Carmel

6/10 Okay
"The bed had stains when you move the sheets lol"
Macy 2-night trip
Posted 1 hour ago
Sonesta Select 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?

Newly Rennovated Home next to Zoo and Downtown Stadiums: Visitors like this Pittsboro vacation home rental. It is located in the city center and has a fireplace, a garden, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, 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.