Pittsboro Holiday Rentals

Start date: Check-in selected.
End date: Check-out
    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
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In one month
In two months
In three months

Holiday Rentals in Pittsboro

The Residences at CityWay

4.0 star property
8.8 out of 10, Excellent, (116)
"Have been staying here for past month and will keep staying. I needed to extend a day and they were very accommodating."
The Residences at CityWay

CozySuites at Block20

2.5 star property
8.4 out of 10, Very good, (58)
"I had a pleasant stay at this clean and secure property. The included parking was a great bonus. My only complaint was the loud music from a nearby club, but it was quiet after 11 p.m., so it wasn't a major issue for me."
The price is NZ$366
includes taxes & fees
25 Sept - 26 Sept
CozySuites at Block20

The Argyle on Mass Ave

4.0 star property
9.0 out of 10, Wonderful, (135)
"Excellent communication and location. 7 minute uber ride to the convention center for Gen Con."
The Argyle on Mass Ave

The village

4.0 star property
7.8 out of 10, Good, (39)
"Great stay, everything was clean and the bed was wonderful."
The price is NZ$333
includes taxes & fees
11 Sept - 12 Sept
The village

CozySuites at East Washington

3.0 star property
8.0 out of 10, Very good, (34)
"Great location walkable to a lot of places"
The price is NZ$384
includes taxes & fees
25 Sept - 26 Sept
CozySuites at East Washington

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

9.2 out of 10, Wonderful, (50)
"Beautiful little home with cozy backyard "
The price is NZ$265
includes taxes & fees
11 Sept - 12 Sept
*King Bed*Broad Ripple*Near Downtown*Bonfire*Patio

CozySuites The Block Skybridge Access

4.0 star property
7.8 out of 10, Good, (20)
"Came to town for the NCAA's and had a blast."
The price is NZ$396
includes taxes & fees
16 Sept - 17 Sept
CozySuites The Block Skybridge Access

Urban Chic Townhome Near Downtown

3.0 star property
9.2 out of 10, Wonderful, (24)
"Very nice property. Comfortable stay. I see other reviews here talking about noise. It wasn't noisy for us. Just normal traffic sounds of staying in a city. Would recommend and would stay again! "
Urban Chic Townhome Near Downtown

Modern Home in a prestigious downtown neighborhood

9.6 out of 10, Exceptional, (166)
"Great location and stay. Easy access. Everything we needed."
Modern Home in a prestigious downtown neighborhood

CozySuites - Penrose

3.5 star property
8.0 out of 10, Very good, (4)
"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."
The price is NZ$402
includes taxes & fees
6 Oct - 7 Oct
CozySuites - Penrose

The Landing Apartments Indianapolis

4.0 star property
9.0 out of 10, Wonderful, (35)
"A home away from home. A vacation experience!"
The Landing Apartments Indianapolis

Newly Rennovated Home next to Zoo and Downtown Stadiums

9.6 out of 10, Exceptional, (135)
"We were in town for a convention. The house was close enough for an easy walk to and from the convention center, saving us the headache and expense of parking downtown. It was comfortable, clean, and welcoming. "
Newly Rennovated Home next to Zoo and Downtown Stadiums

LAKEHOUSE/HOT TUB/8 MILES TO DOWNTOWN/ON 60 ACRES

8.8 out of 10, Excellent, (18)
"Great property, would highly recommend! We enjoyed our stay and would come back again."
The price is NZ$653
includes taxes & fees
15 Sept - 16 Sept
LAKEHOUSE/HOT TUB/8 MILES TO DOWNTOWN/ON 60 ACRES

Magnificent 2 Bedroom, Loft Close to Downtown Duplex

9.6 out of 10, Exceptional, (28)
"Really nice little spot, would definitely stay again! "
The price is NZ$461
includes taxes & fees
11 Sept - 12 Sept
Magnificent 2 Bedroom, Loft Close to Downtown Duplex

Near Lucas Oil • 12 Guests • Firepit, BBQ • Parking

9.4 out of 10, Exceptional, (6)
"The place was perfect and adorable and we had the best time ever as a family getaway "
Near Lucas Oil • 12 Guests • Firepit, BBQ • Parking

Downtown Indy Lucas Oil Conv Ctr Skywalk#4

10.0 out of 10, Exceptional, (4)
"The loft was beautiful and well maintained. We really enjoyed our stay. "
The price is NZ$317
includes taxes & fees
11 Sept - 12 Sept
Downtown Indy Lucas Oil Conv Ctr Skywalk#4

Rest & Rally Retreat – Your Game Day Getaway Just 5 Minutes from Grand Park!

10.0 out of 10, Exceptional, (5)
Rest & Rally Retreat – Your Game Day Getaway Just 5 Minutes from Grand Park!

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

2.0 star property
9.8 out of 10, Exceptional, (31)
"Nice property, in a great location. "
The price is NZ$295
includes taxes & fees
11 Sept - 12 Sept
Downtown House w/King Bed-Parking-Bars-Restaurants

Urban 2BR/2BA Apt w/ 1 Free Parking Spot 2 miles to Lucas Oil

9.2 out of 10, Wonderful, (50)
"We were very excited about this property and its location as we were in Indy for the 500 for the first time. And, it did not disappoint. Absolutely perfect location.!! Walkable to everything. I would highly recommend this property. "
The price is NZ$395
includes taxes & fees
15 Sept - 16 Sept
Urban 2BR/2BA Apt w/ 1 Free Parking Spot 2 miles to Lucas Oil

Modern & Cozy Haven ~ Close to Downtown!

2.0 star property
9.8 out of 10, Exceptional, (13)
"Location was perfect to get to all race related activities. Accomodations were perfect and comfortable."
The price is NZ$414
includes taxes & fees
11 Sept - 12 Sept
Modern & Cozy Haven ~ Close to 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Pittsboro Hotel Reviews

Find out more about Pittsboro

Find out more about Pittsboro

Everything you need to know about Pittsboro holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pittsboro holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pittsboro holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pittsboro holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pittsboro. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pittsboro holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pittsboro holiday rentals we have selected for you start as low as NZ$265 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pittsboro rentals

At Expedia, we put the best Pittsboro holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Pittsboro rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pittsboro holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pittsboro. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Pittsboro?

Yes, there are holiday rentals close to the most popular sights in Pittsboro, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Pittsboro has to offer?

*King Bed*Broad Ripple*Near Downtown*Bonfire*Patio: This holiday home rental outside of Pittsboro offers a balcony, a garden and a BBQ 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 that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

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 wider area, you’ll find Indianapolis Motor Speedway and Lucas Oil Indianapolis Raceway Park.

What are holiday rentals like in Pittsboro?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pittsboro. Holiday rentals provide amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from public hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for small groups.