Pittsboro Holiday Rentals

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Holiday Rentals in Pittsboro

CozySuites at AYR

4.0 star property
Indianapolis
2.0 out of 10, (1)
"Resevered an apartment with them for a school event received confirmation and the day of check in they could not find a reservation at all despite me having already been charged...their solution was to book a different available unit as they had several available, however, when the booking site contacted them they were told nothing was available...this resulted in a lot of food waste as i had brought things with me to put in the fridge. I was forced into a hotel with no fridge instead so on top...
United States
Tricia
CozySuites at AYR

The village

4.0 star property
Near Westside
7.8 out of 10, Good, (43)
"Great place to stay with family and friends. We loved the place. Very convenient if you are visiting the Downtown area. It was clean and confortable. We would definitely stay here again. Thanks to the staff for guiding us through the check in and out process."
United States
Jose Daniel
The price is AU$300
includes taxes & fees
7 Dec - 8 Dec
The village

Canal Walk District Apartments by Landing

4.0 star property
Downtown Indianapolis
8.8 out of 10, Excellent, (26)
"Everything was good… will stay again"
United States
Carlo
Canal Walk District Apartments by Landing

CozySuites at Block20

2.5 star property
Downtown Indianapolis
8.2 out of 10, Very good, (63)
"Clean. Nice suite. A little odd to get into and no staff but roomy and nice. "
United States
James
The price is AU$299
includes taxes & fees
15 Dec - 16 Dec
CozySuites at Block20

The Argyle on Mass Ave

4.0 star property
Downtown Indianapolis
9.0 out of 10, Wonderful, (148)
"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

CozySuites at East Washington

3.0 star property
Downtown Indianapolis
8.0 out of 10, Very good, (34)
"Great location walkable to a lot of places"
United States
Zach
The price is AU$290
includes taxes & fees
15 Dec - 16 Dec
CozySuites at East Washington

CozySuites The Block Skybridge Access

4.0 star property
Downtown Indianapolis
8.0 out of 10, Very good, (22)
"Came to town for the NCAA's and had a blast."
United States
Chris
The price is AU$280
includes taxes & fees
16 Dec - 17 Dec
CozySuites The Block Skybridge Access

The Residences at CityWay

4.0 star property
Downtown Indianapolis
8.8 out of 10, Excellent, (135)
"Property was amazing clean well stocked the host was amazing would highly recommend "
United States
Domonique
The Residences at CityWay

CozySuites - Penrose

3.5 star property
Downtown Indianapolis
8.0 out of 10, Very good, (7)
"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 AU$326
includes taxes & fees
15 Dec - 16 Dec
CozySuites - Penrose

CozySuites at Meridian Kessler

3.0 star property
Meridian-Kessler
7.6 out of 10, Good, (37)
"Great communication and nice place to stay when traveling"
United States
Mike
The price is AU$310
includes taxes & fees
7 Dec - 8 Dec
CozySuites at Meridian Kessler

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

Indianapolis
9.0 out of 10, Wonderful, (22)
"Great property, would highly recommend! We enjoyed our stay and would come back again."
United States
K C.
The price is AU$569
includes taxes & fees
18 Dec - 19 Dec
LAKEHOUSE/HOT TUB/8 MILES TO DOWNTOWN/ON 60 ACRES

Modern Home in a prestigious downtown neighborhood

Near Northside
9.4 out of 10, Exceptional, (182)
"This house was in the perfect location for zoo & children museum "
United States
Cathy S.
Modern Home in a prestigious downtown neighborhood

Urban Chic Townhome Near Downtown

3.0 star property
Indianapolis
9.2 out of 10, Wonderful, (25)
"We enjoyed our stay and will be returning! "
United States
Michelle
Urban Chic Townhome Near Downtown

6-Bedroom 3-Bath Spacious Retreat 5 min to Downtown Indy Big Fenced-In Backyard

2.0 star property
Near Westside
10.0 out of 10, Exceptional, (1)
"The communication was on point. "
United States
Juan G.
The price is AU$450
includes taxes & fees
8 Dec - 9 Dec
6-Bedroom 3-Bath Spacious Retreat 5 min to Downtown Indy Big Fenced-In Backyard

Treehouse Hot tub on 60 acre farm near downtown

Indianapolis
9.8 out of 10, Exceptional, (7)
"Me and my family had a great stay only thing I would’ve liked is some on hand detergent liquid or Thai pods cause I didn’t want to go out and buy some myself, but other than that, it’s a very, nice getaway and home feel"
United States
Rachel D.
The price is AU$533
includes taxes & fees
14 Dec - 15 Dec
Treehouse Hot tub on 60 acre farm near downtown

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

Indianapolis
9.0 out of 10, Wonderful, (6)
The price is AU$235
includes taxes & fees
7 Dec - 8 Dec
Pet-friendly house 5 minutes from Lucas Oil/Gainbridge!

Modern and Fun 4BR+ Pool Table in Fountain Square

Fountain Square
10.0 out of 10, Exceptional, (25)
"A great stay! Place was modern, welcoming, and comfortable!"
United States
Diana R.
The price is AU$616
includes taxes & fees
14 Dec - 15 Dec
Modern and Fun 4BR+ Pool Table in Fountain Square

2 Bedroom with Finished Basement Duplex Close to Downtown Indianapolis

Near Eastside
9.2 out of 10, Wonderful, (37)
"Easy to find…clean and great communication with the owner. "
United States
Sarah
The price is AU$352
includes taxes & fees
8 Dec - 9 Dec
2 Bedroom with Finished Basement Duplex Close to Downtown Indianapolis

5,000 sq ft Historic Fletcher Place Home-Sleeps 22

Downtown Indianapolis
10.0 out of 10, Exceptional, (46)
"This is a huge house that was perfect for accommodating a group of 12 women celebrating a bachelorette party. The location is awesome and we were able to walk or take a quick uber everywhere. Definitely would recommend this house!!"
United States
Kelsey M.
5,000 sq ft Historic Fletcher Place Home-Sleeps 22

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

Downtown Indianapolis
9.2 out of 10, Wonderful, (54)
"A beautiful historic unit. Every room was pristine and spacious. Great host!"
United States
Kellee Lawler N.
The price is AU$427
includes taxes & fees
15 Dec - 16 Dec
Urban 2BR/2BA Apt w/ 1 Free Parking Spot 2 miles to Lucas Oil
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

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 favourite 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 depend 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 AU$235 per night. Entering your travel dates in the search wizard might find you 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?

2 Bedroom with Finished Basement Duplex Close to Downtown Indianapolis : This holiday home rental outside of Pittsboro offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 Lucas Oil Indianapolis Raceway Park and The Shops at Perry Crossing.

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.