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Pittsboro Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

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, (32 reviews)
"The home was a perfect size for our group and very convenient."
United States
Richard C.
The price is ￥28,327
￥57,189 total
includes taxes & fees
Oct 4 - Oct 5
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
The price is ￥35,251
￥84,816 total
includes taxes & fees
Oct 4 - Oct 5
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.
The price is ￥54,922
￥132,474 total
includes taxes & fees
Oct 6 - Oct 7
Beechwood Villa - Suburban Modern
A modern kitchen with a large LG appliance, wooden ceiling beams, and a dining area with a table and chairs.

4. The Cozy Cottages / Walk to Downtown Danville / Cozy 2BR Cottage

The Cozy Cottages / Walk to Downtown Danville / Cozy 2BR Cottage
Danville
10.0 out of 10, Exceptional, (13 reviews)
"All around great place to stay"
United States
Celia T.
The Cozy Cottages / Walk to Downtown Danville / Cozy 2BR Cottage
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, (101 reviews)
"Nice place to relax. We loved feeding the ducks."
United States
Danielle M.
The price is ￥55,080
￥72,029 total
includes taxes & fees
Oct 4 - Oct 5
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, (52 reviews)
"It was a wonderful place to stay felt very comfortable and safe thank you "
United States
Rosemarie F.
The price is ￥19,183
￥56,322 total
includes taxes & fees
Oct 4 - Oct 5
Kit’s Cabin - Log Cabin Retreat in Indianapolis
A living room with a sofa, a coffee table, and a flat-screen TV mounted on the wall.

7. Cheerful cozy luxurious suite

Cheerful cozy luxurious suite
Indianapolis
9.8 out of 10, Exceptional, (18 reviews)
"My family and I had a very nice stay thank you!"
United States
Diana C.
The price is ￥21,103
￥38,868 total
includes taxes & fees
Oct 5 - Oct 6
Cheerful cozy luxurious suite
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
The price is ￥13,534
￥53,292 total
includes taxes & fees
Oct 6 - Oct 7
Adorable Broad Ripple Duplex
A living room with a fireplace, a blue sofa, a patterned rug, and a television.

9. 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, (55 reviews)
"Always a joy to stay here"
United States
Jessie D.
The price is ￥22,378
￥55,457 total
includes taxes & fees
Oct 6 - Oct 7
Beautifully restored home in Butler Tarkington Walking Distance to Butler Campus
A house with a covered porch, a welcome sign, and a number 257 on the door.

10. 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.
The price is ￥24,392
￥57,078 total
includes taxes & fees
Oct 4 - Oct 5
Hot Tub, fully fenced, and dog friendly!
A house with a well-lit front porch, two Adirondack chairs, and a brick exterior.

11. Fox Knoll 1-Studio-Sleeps 2-Beautiful Setting! Indy 500! Grand Park, Concerts!

Fox Knoll 1-Studio-Sleeps 2-Beautiful Setting! Indy 500! Grand Park, Concerts!
Indianapolis
9.8 out of 10, Exceptional, (38 reviews)
"The host was very kind and accomodating. The rental is located on a quiet, safe and beautiful property. This is one of the best kept and clean properties we've rented. It is obvious the owners take pride in their home. Would definitely choose this property when in the Indy area."
United States
Heide K.
The price is ￥15,580
￥24,673 total
includes taxes & fees
Oct 4 - Oct 5
Fox Knoll 1-Studio-Sleeps 2-Beautiful Setting! Indy 500! Grand Park, Concerts!
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
The price is ￥35,251
￥84,816 total
includes taxes & fees
Oct 4 - Oct 5
16 Mi to Indianapolis: Group Getaway w/ Pool Table
A backyard with a fire pit, chairs, and string lights.

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

Close to Butler Uni:Cozy Home,Firepit,Free Parking
Indianapolis
9.4 out of 10, Exceptional, (69 reviews)
"So thankful to have a close place to stay while visiting my Butler Ballet girl!"
United States
Marcie K.
The price is ￥15,344
￥51,279 total
includes taxes & fees
Oct 4 - Oct 5
Close to Butler Uni:Cozy Home,Firepit,Free Parking
A modern kitchen with a central island, bar stools, stainless steel appliances, and a sign indicating a dance floor.

14. Hot Tub! Near Downtown!

Hot Tub! Near Downtown!
Near Northside
10.0 out of 10, Exceptional, (58 reviews)
"Great place to stay for our family over spring break!"
United States
Justin M.
The price is ￥28,138
￥56,858 total
includes taxes & fees
Oct 4 - Oct 5
Hot Tub! Near Downtown!
A brick house with a black door, two red Adirondack chairs, and potted plants in the front yard.

15. ☆ Broadripple| Restaurants| Bars| Bonfire| Parking

☆ Broadripple| Restaurants| Bars| Bonfire| Parking
Meridian-Kessler
9.6 out of 10, Exceptional, (112 reviews)
"It was very cute and perfect for our stay."
United States
Katie D.
The price is ￥13,778
￥26,098 total
includes taxes & fees
Oct 7 - Oct 8
☆ Broadripple| Restaurants| Bars| Bonfire| Parking
A rustic loft with a wooden ceiling, a ceiling fan, a TV, a staircase, and a cozy seating area with cushions.

16. Cowboy Bunkhouse hot tub/lake/farm/nature

Cowboy Bunkhouse hot tub/lake/farm/nature
Indianapolis
9.6 out of 10, Exceptional, (23 reviews)
"Cool place"
United States
Cameron H.
The price is ￥20,458
￥66,854 total
includes taxes & fees
Oct 5 - Oct 6
Cowboy Bunkhouse hot tub/lake/farm/nature
A cozy living room with a brown sofa, a patterned rug, and a television in the background.

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

*King Bed*Broad Ripple*Near Downtown*Bonfire*Patio
Meridian-Kessler
9.4 out of 10, Exceptional, (99 reviews)
"Host was communicative and the property was great."
United States
Elizabeth R.
The price is ￥13,778
￥26,098 total
includes taxes & fees
Oct 5 - Oct 6
*King Bed*Broad Ripple*Near Downtown*Bonfire*Patio
A modern living room with a grey sofa, a green armchair, a coffee table, and a TV mounted on the wall.

18. Cozy Living Near Grand Park

Cozy Living Near Grand Park
westfield
9.6 out of 10, Exceptional, (12 reviews)
"Great location for baseball!"
United States
Craig H.
The price is ￥24,474
￥63,436 total
includes taxes & fees
Oct 4 - Oct 5
Cozy Living Near Grand Park
A modern bedroom with a brick wall, a bed with a bench, a ceiling fan, and a large window with curtains.

19. Themed Home | Walk to Downtown | Arcade | Fire Pit

Themed Home | Walk to Downtown | Arcade | Fire Pit
Babe Denny
10.0 out of 10, Exceptional, (12 reviews)
"We loved this house! Very large, great layout, FULLY stocked with any thing you could need and excellent location! We will definitely stay here again on our next visit to Indy!!"
United States
Alycea L.
The price is ￥29,586
￥86,452 total
includes taxes & fees
Oct 4 - Oct 5
Themed Home | Walk to Downtown | Arcade | Fire Pit
A house with a porch, a mailbox, and a flower bed with various flowers.

20. 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, (46 reviews)
"This is a neat property that has undergone some great remodeling, which is on going. Secure access, good communication with Steve. Easy to get Amazon and InstaCart deliveries. Great location right off I-70."
United States
David M.
The price is ￥17,193
￥38,345 total
includes taxes & fees
Oct 6 - Oct 7
2 Bedroom with Finished Basement Duplex Close to Downtown Indianapolis
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

Hampton Inn Indianapolis Downtown Across from Circle Centre

Hampton Inn Indianapolis Downtown Across from Circle Centre

10/10 Excellent
"Very good stay"
Dennis 1-night trip
Posted 6 hours ago
Hampton Inn Indianapolis Downtown Across from Circle Centre

Find out more about Pittsboro

Search for holiday rentals in Pittsboro on Expedia! You can easily find your home rentals, villas, holiday apartments in Pittsboro using one of the methods below:

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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 Indianapolis Motor Speedway Museum, 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.