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Pittsboro Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Pittsboro vacation rentals

A spacious living room with a fireplace, a dining area with a table and chairs, and a kitchen with a refrigerator and cabinets.

1. Charming 3-bedroom Country Cottage in Beautiful Brownsburg, IN!

Charming 3-bedroom Country Cottage in Beautiful Brownsburg, IN!
Brownsburg
9.8 out of 10, Exceptional, (25 reviews)
"The home was a perfect size for our group and very convenient."
United States
Richard C.
$318 nightly
The price is $366
Sep 7 - Sep 8
Total with taxes and fees
Charming 3-bedroom Country Cottage in Beautiful Brownsburg, IN!
A spacious living area with a modern kitchen, two sofas, a coffee table, and a staircase.

2. 4 Mi to Dtwn: Danville Home w/ Patio & Yard

4 Mi to Dtwn: Danville Home w/ Patio & Yard
3.0 star property
Danville
$469 nightly
The price is $539
Sep 7 - Sep 8
Total with taxes and fees
4 Mi to Dtwn: Danville Home w/ Patio & Yard
A modern kitchen with a central island, stainless steel appliances, wooden cabinets, and a coffee bar with mugs.

3. Beechwood Villa - Suburban Modern

Beechwood Villa - Suburban Modern
Avon
9.8 out of 10, Exceptional, (30 reviews)
"Beautiful property. Well stocked and lots of space for everyone. Close to shopping, restaurants and the wedding venue Ash and Oak. "
United States
Stormy W.
$704 nightly
The price is $809
Sep 9 - Sep 10
Total with taxes and fees
Beechwood Villa - Suburban Modern
A bedroom with a bed, a window with curtains, a door, and a wall with a framed picture.

4. Eagle Creek

Eagle Creek
2.0 star property
Indianapolis
$395 nightly
The price is $462
Sep 9 - Sep 10
Total with taxes and fees
Eagle Creek
A kitchen with wooden cabinets, a dining area with wooden chairs, a central island, and a refrigerator.

5. Millstone retreat

Millstone retreat
Coatesville
9.8 out of 10, Exceptional, (100 reviews)
"Nice place to relax. We loved feeding the ducks."
United States
Danielle M.
$395 nightly
The price is $454
Sep 7 - Sep 8
Total with taxes and fees
Millstone retreat
A log cabin interior with a leather sofa, a wooden cabinet, and a patterned rug.

6. Kit’s Cabin - Log Cabin Retreat in Indianapolis

Kit’s Cabin - Log Cabin Retreat in Indianapolis
Indianapolis
10.0 out of 10, Exceptional, (50 reviews)
"It was a wonderful place to stay felt very comfortable and safe thank you "
United States
Rosemarie F.
$245 nightly
The price is $287
Sep 7 - Sep 8
Total with taxes and fees
Kit’s Cabin - Log Cabin Retreat in Indianapolis
A swimming pool with lounge chairs and a covered seating area, surrounded by multi-story buildings with balconies.

7. The Residences at CityWay

The Residences at CityWay
4.0 star property
Downtown Indianapolis
9.0 out of 10, Wonderful, (185 reviews)
"Excellent location for going to Gainbridge Fieldhouse. The apartment was very nice and spotless, the building hallways & stairwells could use a cleaning however."
United States
Jennifer
$237 nightly
The price is $248
Sep 7 - Sep 8
Total with taxes and fees
The Residences at CityWay
A modern living room with a leather sofa, a glass coffee table, a beige armchair, and a flat-screen TV.

8. Adorable Broad Ripple Duplex

Adorable Broad Ripple Duplex
3.5 star property
Meridian-Kessler
10.0 out of 10, Exceptional, (4 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
Sep 7 - Sep 8
Total with taxes and fees
Adorable Broad Ripple Duplex
A house with a covered porch, a welcome sign, and a number 257 on the door.

9. Hot Tub, fully fenced, and dog friendly!

Hot Tub, fully fenced, and dog friendly!
Near Westside
10.0 out of 10, Exceptional, (40 reviews)
"Clean, cute decorations. Neighborhood is a little run down but house is a gem."
United States
Jared S.
$314 nightly
The price is $367
Sep 9 - Sep 10
Total with taxes and fees
Hot Tub, fully fenced, and dog friendly!
A compact kitchen with white cabinets, a microwave, a coffee maker, and a dishwasher.

10. The Argyle on Mass Ave

The Argyle on Mass Ave
4.0 star property
Downtown Indianapolis
8.8 out of 10, Excellent, (210 reviews)
"Nice Property in a great location, close to all the cool stuff to do"
United States
James
$217 nightly
The price is $227
Sep 7 - Sep 8
Total with taxes and fees
The Argyle on Mass Ave
A living room with a fireplace, a blue sofa, a patterned rug, and a television.

11. Beautifully restored home in Butler Tarkington Walking Distance to Butler Campus

Beautifully restored home in Butler Tarkington Walking Distance to Butler Campus
Indianapolis
9.6 out of 10, Exceptional, (54 reviews)
"Always a joy to stay here"
United States
Jessie D.
$352 nightly
The price is $411
Sep 8 - Sep 9
Total with taxes and fees
Beautifully restored home in Butler Tarkington Walking Distance to Butler Campus
A modern kitchen with a large island, a dining area with glass tables, and a living room with a TV and sofas.

12. 16 Mi to Indianapolis: Group Getaway w/ Pool Table

16 Mi to Indianapolis: Group Getaway w/ Pool Table
3.0 star property
Avon
$469 nightly
The price is $539
Sep 8 - Sep 9
Total with taxes and fees
16 Mi to Indianapolis: Group Getaway w/ Pool Table

13. Hot Tub | 2 King Beds | Arcade | Broad Ripple

Hot Tub | 2 King Beds | Arcade | Broad Ripple
Indianapolis
10.0 out of 10, Exceptional, (28 reviews)
"House is very clean and host was communicative. Really enjoyed our stay. "
United States
Maggie D.
$260 nightly
The price is $304
Sep 10 - Sep 11
Total with taxes and fees
Hot Tub | 2 King Beds | Arcade | Broad Ripple
A modern living room with a sofa, television, fireplace, and decorative wall art.

14. 9 bedrooms, 3 full kitchens, 3 full Baths, Laundry, Downtown Indy. Sleeps 20+

9 bedrooms, 3 full kitchens, 3 full Baths, Laundry, Downtown Indy. Sleeps 20+
Near Eastside
9.6 out of 10, Exceptional, (50 reviews)
"We love staying here!"
United States
The Funhouse F.
$540 nightly
The price is $631
Sep 14 - Sep 15
Total with taxes and fees
9 bedrooms, 3 full kitchens, 3 full Baths, Laundry, Downtown Indy. Sleeps 20+
A wooden staircase with a brick wall on one side and a white panel on the other.

15. Magnificent 2 Bedroom, Loft Close to Downtown Duplex

Magnificent 2 Bedroom, Loft Close to Downtown Duplex
Near Eastside
9.2 out of 10, Wonderful, (45 reviews)
"Very nice place"
United States
Marty R.
$249 nightly
The price is $291
Sep 7 - Sep 8
Total with taxes and fees
Magnificent 2 Bedroom, Loft Close to Downtown Duplex
A modern kitchen with a central island, bar stools, stainless steel appliances, and a high ceiling with exposed ductwork.

16. Black house stays sleeps 10

Black house stays sleeps 10
Fountain Square
10.0 out of 10, Exceptional, (15 reviews)
"This was a excellent and relaxing venue!"
United States
Helen O.
$351 nightly
The price is $414
Sep 7 - Sep 8
Total with taxes and fees
Black house stays sleeps 10
A modern kitchen with white cabinets, a marble island, black stools, and stainless steel appliances.

17. Convenient Location, Great Backyard

Convenient Location, Great Backyard
Indianapolis
10.0 out of 10, Exceptional, (27 reviews)
"This was the perfect spot for our family to stay. Thank you for the great accommodations!!"
United States
Alecia G.
$307 nightly
The price is $359
Sep 7 - Sep 8
Total with taxes and fees
Convenient Location, Great Backyard
A cozy living room with a brown sofa, a patterned rug, and a television in the background.

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

*King Bed*Broad Ripple*Near Downtown*Bonfire*Patio
Meridian-Kessler
9.4 out of 10, Exceptional, (97 reviews)
"Host was communicative and the property was great."
United States
Elizabeth R.
$148 nightly
The price is $166
Sep 10 - Sep 11
Total with taxes and fees
*King Bed*Broad Ripple*Near Downtown*Bonfire*Patio
A modern kitchen with stainless steel appliances, granite countertops, and pendant lighting.

19. Charming 1-bedroom carriage house apartment with private garage

Charming 1-bedroom carriage house apartment with private garage
Downtown Indianapolis
9.6 out of 10, Exceptional, (28 reviews)
"Great place to stay, walking distance from many attractions"
United States
Cody T.
$182 nightly
The price is $213
Sep 7 - Sep 8
Total with taxes and fees
Charming 1-bedroom carriage house apartment with private garage
A narrow hallway with a brick wall on one side and a wooden floor.

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

Urban 2BR/2BA Apt w/ 1 Free Parking Spot 2 miles to Lucas Oil
Downtown Indianapolis
9.2 out of 10, Wonderful, (75 reviews)
"Amazing apartment! My family really enjoyed staying here. Clean and cozy. Host was absolutely fabulous. She responded quickly when we had a question. Would definitely stay here again."
United States
Kristen
$237 nightly
The price is $278
Sep 8 - Sep 9
Total with taxes and fees
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

Holiday Inn Express & Suites Indianapolis Dtn-Conv Ctr Area by IHG

Holiday Inn Express & Suites Indianapolis Dtn-Conv Ctr Area by IHG

10/10 Excellent
"Everything is great, breakfast, room and staff"
Harry 1-night trip
Posted 10 hours ago
Holiday Inn Express & Suites Indianapolis Dtn-Conv Ctr Area by IHG

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 $72 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 SportZone, 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.