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Pittsboro Vacation Rentals

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Check prices for these dates

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

Our top choices for Pittsboro vacation rentals

Smart TV, books

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.
The price is AED 661
AED 1,343 total
includes taxes & fees
7 Sep - 8 Sep
Charming 3-bedroom Country Cottage in Beautiful Brownsburg, IN!
House (5 Bedrooms) | Interior

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 AED 823
AED 1,980 total
includes taxes & fees
7 Sep - 8 Sep
4 Mi to Dtwn: Danville Home w/ Patio & Yard
Coffee/tea maker, fridge, microwave, oven

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 AED 1,282
AED 2,991 total
includes taxes & fees
7 Sep - 8 Sep
Beechwood Villa - Suburban Modern
Basic Condo, Garden View | WiFi (free)

4. Eagle Creek

Eagle Creek
2.0 star property
Indianapolis
The price is AED 988
AED 1,707 total
includes taxes & fees
8 Sep - 9 Sep
Eagle Creek
Interior

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.
The price is AED 1,286
AED 1,664 total
includes taxes & fees
6 Sep - 7 Sep
Millstone retreat
TV, fireplace, books

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.
The price is AED 459
AED 1,040 total
includes taxes & fees
6 Sep - 7 Sep
Kit’s Cabin - Log Cabin Retreat in Indianapolis
Seasonal outdoor pool

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
The price is AED 182
AED 885 total
includes taxes & fees
6 Sep - 7 Sep
The Residences at CityWay
Comfort Duplex, 3 Bedrooms, Non Smoking | Living area | 40-inch Smart TV with digital channels, streaming services

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 AED 305
AED 1,230 total
includes taxes & fees
6 Sep - 7 Sep
Adorable Broad Ripple Duplex
Exterior

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.
The price is AED 569
AED 1,349 total
includes taxes & fees
9 Sep - 10 Sep
Hot Tub, fully fenced, and dog friendly!
Coffee/tea maker, full-size fridge, microwave, stovetop

10. The Argyle on Mass Ave

The Argyle on Mass Ave
4.0 star property
Downtown Indianapolis
8.8 out of 10, Excellent, (209 reviews)
"Nice Property in a great location, close to all the cool stuff to do"
United States
James
The price is AED 165
AED 755 total
includes taxes & fees
5 Sep - 6 Sep
The Argyle on Mass Ave
Smart TV, fireplace

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.
The price is AED 674
AED 1,511 total
includes taxes & fees
8 Sep - 9 Sep
Beautifully restored home in Butler Tarkington Walking Distance to Butler Campus
House (5 Bedrooms) | Interior

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 AED 823
AED 1,980 total
includes taxes & fees
8 Sep - 9 Sep
16 Mi to Indianapolis: Group Getaway w/ Pool Table
Outdoor dining

13. Private Hot Tub • Two King Bedrooms • Arcade Room

Private Hot Tub • Two King Bedrooms • Arcade Room
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.
The price is AED 543
AED 1,284 total
includes taxes & fees
10 Sep - 11 Sep
Private Hot Tub • Two King Bedrooms • Arcade Room
TV, video games, books

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

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.
The price is AED 523
AED 1,051 total
includes taxes & fees
6 Sep - 7 Sep
Magnificent 2 Bedroom, Loft Close to Downtown Duplex
Coffee/tea maker, fridge, microwave, oven

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.
The price is AED 581
AED 1,503 total
includes taxes & fees
6 Sep - 7 Sep
Black house stays sleeps 10
Coffee/tea maker, fridge, microwave, oven

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.
The price is AED 676
AED 1,302 total
includes taxes & fees
6 Sep - 7 Sep
Convenient Location, Great Backyard
Smart TV, books

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.
The price is AED 322
AED 609 total
includes taxes & fees
10 Sep - 11 Sep
*King Bed*Broad Ripple*Near Downtown*Bonfire*Patio
Coffee/tea maker, fridge, microwave, oven

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, (27 reviews)
"Great place to stay, walking distance from many attractions"
United States
Cody T.
The price is AED 367
AED 774 total
includes taxes & fees
6 Sep - 7 Sep
Charming 1-bedroom carriage house apartment with private garage
Interior

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, (74 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
The price is AED 413
AED 1,021 total
includes taxes & fees
7 Sep - 8 Sep
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

Omni Severin Hotel

Omni Severin Hotel

10/10 Excellent
"Matt, the amazing gentleman who brought our luggage up to our room was fantabulous! Super nice & very helpful!! Will definitely be back!"
Carmen 2-night trip
Posted 3 hours ago
Omni Severin Hotel

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.