Pittsboro Vacation Rentals

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Our top choices for Pittsboro vacation rentals

Vue by Stylish Stays

Vue by Stylish Stays
4.0 star property
Downtown Indianapolis
$190 nightly
The price is $223
Jun 8 - Jun 9
Total with taxes and fees
Vue by Stylish Stays

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
$286 nightly
The price is $335
Jun 8 - Jun 9
Total with taxes and fees
Adorable Broad Ripple Duplex

Chic Boho Retreat Near Downtown

Chic Boho Retreat Near Downtown
3.0 star property
Indianapolis
$780 nightly
The price is $912
Jun 9 - Jun 10
Total with taxes and fees
Chic Boho Retreat Near Downtown

Modern Carriage House Escape Rest Work Explore

Modern Carriage House Escape Rest Work Explore
2.0 star property
Indianapolis
10.0 out of 10, Exceptional, (1 review)
"Clean"
United States
Laura
$318 nightly
The price is $372
Jul 5 - Jul 6
Total with taxes and fees
Modern Carriage House Escape Rest Work Explore

2 Bedroom with Finished Basement Duplex Close to Downtown Indianapolis

2 Bedroom with Finished Basement Duplex Close to Downtown Indianapolis
Near Eastside
9.0 out of 10, Wonderful, (44 reviews)
"Easy to find…clean and great communication with the owner. "
United States
Sarah
$204 nightly
The price is $239
Jun 8 - Jun 9
Total with taxes and fees
2 Bedroom with Finished Basement Duplex Close to Downtown Indianapolis

Cozy, Affordable, Luxurious | Central Location

Cozy, Affordable, Luxurious | Central Location
Meridian-Kessler
10.0 out of 10, Exceptional, (33 reviews)
"The host was attentive and the room was clean and cozy! So many amenities too! "
United States
Trevor W.
$150 nightly
The price is $165
Jun 7 - Jun 8
Total with taxes and fees
Cozy, Affordable, Luxurious | Central Location

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

Pet-friendly house 5 minutes from Lucas Oil/Gainbridge!
Indianapolis
8.8 out of 10, Excellent, (22 reviews)
"Very nice house and close to downtown!"
United States
Kevin L.
$180 nightly
The price is $211
Jun 11 - Jun 12
Total with taxes and fees
Pet-friendly house 5 minutes from Lucas Oil/Gainbridge!

1 Queen Bed | Mobil Access Tub Ste Smk Ktchn

1 Queen Bed | Mobil Access Tub Ste Smk Ktchn
Indianapolis IN
10.0 out of 10, Exceptional, (44 reviews)
"It was fine,"
United States
Anonymous traveler
$82 nightly
The price is $94
Jul 1 - Jul 2
Total with taxes and fees
1 Queen Bed | Mobil Access Tub Ste Smk Ktchn

Kit’s Cabin - Log Cabin Retreat in Indianapolis

Kit’s Cabin - Log Cabin Retreat in Indianapolis
Indianapolis
10.0 out of 10, Exceptional, (40 reviews)
"Had a great stay. Cabin was cozy and clean. The host left great instructions for everything. "
United States
Brittany S.
$220 nightly
The price is $257
Jun 10 - Jun 11
Total with taxes and fees
Kit’s Cabin - Log Cabin Retreat in Indianapolis

Walk Everywhere! Sleek Fountain Square Stay

Walk Everywhere! Sleek Fountain Square Stay
3.0 star property
Fountain Square
$211 nightly
The price is $242
Jun 7 - Jun 8
Total with taxes and fees
Walk Everywhere! Sleek Fountain Square Stay

Family Getaway Queen Beds w/ Large Porch

Family Getaway Queen Beds w/ Large Porch
Fountain Square
9.6 out of 10, Exceptional, (109 reviews)
"Walking distance to fountain square. Had a great visit, we would come back again."
United States
Matthew K.
$257 nightly
The price is $301
Jun 7 - Jun 8
Total with taxes and fees
Family Getaway Queen Beds w/ Large Porch

Charming 2 Bedroom with in Home Gym

Charming 2 Bedroom with in Home Gym
3.0 star property
Indianapolis
7.8 out of 10, Good, (7 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
$286 nightly
The price is $335
Jun 22 - Jun 23
Total with taxes and fees
Charming 2 Bedroom with in Home Gym

Hot Tub+Arcade / Fire Pit Retreat Near Monon Trail

Hot Tub+Arcade / Fire Pit Retreat Near Monon Trail
Indianapolis
10.0 out of 10, Exceptional, (21 reviews)
"House is very clean and host was communicative. Really enjoyed our stay. "
United States
Maggie D.
$246 nightly
The price is $288
Jun 24 - Jun 25
Total with taxes and fees
Hot Tub+Arcade / Fire Pit Retreat Near Monon Trail

Historic Downtown Indy Neighborhood Calvary

Historic Downtown Indy Neighborhood Calvary
Fountain Square
9.8 out of 10, Exceptional, (16 reviews)
"The Vrbo was clean and the owner was professional and helpful. We had a wonderful stay."
United States
Tucker K.
$330 nightly
The price is $389
Jun 7 - Jun 8
Total with taxes and fees
Historic Downtown Indy Neighborhood Calvary

Magnificent 2 Bedroom, Loft Close to Downtown Duplex

Magnificent 2 Bedroom, Loft Close to Downtown Duplex
Near Eastside
9.2 out of 10, Wonderful, (39 reviews)
"Exceptional stay! "
United States
Chrissy S.
$244 nightly
The price is $285
Jun 8 - Jun 9
Total with taxes and fees
Magnificent 2 Bedroom, Loft Close to Downtown Duplex

Top Floor - Mass Ave in Heart of Indy with Balcony

Top Floor - Mass Ave in Heart of Indy with Balcony
Downtown Indianapolis
10.0 out of 10, Exceptional, (9 reviews)
"Photos exactly match listing, great stay, nice location, good communication."
United States
Stephen L.
$172 nightly
The price is $176
Jun 10 - Jun 11
Total with taxes and fees
Top Floor - Mass Ave in Heart of Indy with Balcony

King Bed+Game Room+Parking+Broadripple+Restaurants

King Bed+Game Room+Parking+Broadripple+Restaurants
Warfleigh
9.4 out of 10, Exceptional, (110 reviews)
"Cozy and close to everything "
United States
Janel F.
$158 nightly
The price is $178
Jun 21 - Jun 22
Total with taxes and fees
King Bed+Game Room+Parking+Broadripple+Restaurants

New Indy Game House- Theater + Arcade - Sleeps 12

New Indy Game House- Theater + Arcade - Sleeps 12
Indianapolis
10.0 out of 10, Exceptional, (3 reviews)
"Very nice place to stay! Close to downtown especially the Stadium! Exactly as described."
United States
Stacey N.
$348 nightly
The price is $407
Jun 10 - Jun 11
Total with taxes and fees
New Indy Game House- Theater + Arcade - Sleeps 12

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, (63 reviews)
"Older home with lots of charm"
United States
Courtney P.
$177 nightly
The price is $197
Jun 15 - Jun 16
Total with taxes and fees
4 BRs+King Bed+Game Room+Broadripple+Bars+Spacious

Charming 1-bedroom carriage house apartment with private garage

Charming 1-bedroom carriage house apartment with private garage
Downtown Indianapolis
9.8 out of 10, Exceptional, (16 reviews)
"I enjoyed my stay. I would definitely recommend this place!"
United States
milayah H.
$180 nightly
The price is $211
Jun 8 - Jun 9
Total with taxes and fees
Charming 1-bedroom carriage house apartment with private garage
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pittsboro vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pittsboro vacation 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 low season months. For more hustle and bustle, you may prefer to visit Pittsboro in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $94 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pittsboro rentals

At Expedia, we put the best Pittsboro vacation 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 vacation.

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 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 Indianapolis Zoo, 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.