Holiday Homes in Pittsboro

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Find holiday rentals that suit your style

Check prices for these dates

Our top choices for Pittsboro holiday homes

1. Danville Nature Nook

Danville Nature Nook
Danville
The price is AU$367
includes taxes & fees
13 Nov - 14 Nov
Danville Nature Nook

2. Beechwood Villa - Suburban Modern

Beechwood Villa - Suburban Modern
Avon
9.8 out of 10, Exceptional, (32 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 AU$1,128
includes taxes & fees
12 Nov - 13 Nov
Beechwood Villa - Suburban Modern

3. 8 Mi to Dtwn Indianapolis: Family Home w/ Yard!

8 Mi to Dtwn Indianapolis: Family Home w/ Yard!
Indianapolis
8.4 out of 10, Very good, (18 reviews)
"We were in town for concerts. Very easy to check in. House was cute and charming. We would stay there again."
United States
Brandi M.
The price is AU$438
includes taxes & fees
15 Nov - 16 Nov
8 Mi to Dtwn Indianapolis: Family Home w/ Yard!

4. *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)
"Great neighborhood."
United States
Carrie P.
The price is AU$258
includes taxes & fees
16 Nov - 17 Nov
*King Bed*Broad Ripple*Near Downtown*Bonfire*Patio

5. Cheerful cozy luxurious suite

Cheerful cozy luxurious suite
Indianapolis
9.8 out of 10, Exceptional, (19 reviews)
"My family and I had a very nice stay thank you!"
United States
Diana C.
The price is AU$346
includes taxes & fees
18 Nov - 19 Nov
Cheerful cozy luxurious suite

6. 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, (70 reviews)
"So thankful to have a close place to stay while visiting my Butler Ballet girl!"
United States
Marcie K.
The price is AU$440
includes taxes & fees
12 Nov - 13 Nov
Close to Butler Uni:Cozy Home,Firepit,Free Parking

7. 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
The price is AU$613
includes taxes & fees
22 Nov - 23 Nov
Modern Carriage House Escape Rest Work Explore

8. VRBO in the heart of Speedway.

VRBO in the heart of Speedway.
Speedway
9.2 out of 10, Wonderful, (11 reviews)
"Perfect location if looking to go to the track. Good communication when we had any questions"
Canada
Shelly
The price is AU$537
includes taxes & fees
14 Nov - 15 Nov
VRBO in the heart of Speedway.

9. Large House w/King Bed, Parking, Deck, Restaurants

Large House w/King Bed, Parking, Deck, Restaurants
Warfleigh
9.6 out of 10, Exceptional, (81 reviews)
"Great location and the house has plenty of space for everyone."
United States
Brett B.
The price is AU$284
includes taxes & fees
18 Nov - 19 Nov
Large House w/King Bed, Parking, Deck, Restaurants

10. Charming 2 Bedroom with in Home Gym

Charming 2 Bedroom with in Home Gym
3.0 star property
Indianapolis
8.4 out of 10, Very good, (9 reviews)
"Super clean with a garage that we didn't use."
United States
Randy
The price is AU$566
includes taxes & fees
9 Dec - 10 Dec
Charming 2 Bedroom with in Home Gym

11. Old Northside Carriage House w/ Garage & Patio

Old Northside Carriage House w/ Garage & Patio
Near Northside
9.4 out of 10, Exceptional, (18 reviews)
"The staff who communicated with me was very responsive and kind. The house itself was lovely, although the stairs were steep and a little hard to get luggage up. The parking was tiny, and difficult to traverse in our compact SUV. It was dog friendly, but the yard was not, being just a concrete slab with some weeds they could potty on, but there was a park across the street to walk them."
United States
Kaitlyn
The price is AU$201
includes taxes & fees
15 Nov - 16 Nov
Old Northside Carriage House w/ Garage & Patio

12. Experience comfort and convenience in our newly renovated basement retreat.

Experience comfort and convenience in our newly renovated basement retreat.
Fountain Square
8.0 out of 10, Very good, (9 reviews)
"Everything was great. Exactly how the description describes. Would come back to explore Fountain Square more."
United States
Chris I.
The price is AU$293
includes taxes & fees
16 Nov - 17 Nov
Experience comfort and convenience in our newly renovated basement retreat.

13. Millstone retreat

Millstone retreat
Coatesville
9.8 out of 10, Exceptional, (101 reviews)
"I can foresee several scenarios in which staying here would be useful. For us, and any group with an event in Indianapolis, the property is close enough to be an easy drive but sufficiently removed to enjoy the relaxed environment in rural Indiana! It's a great blend, and Don is an excellent host."
United States
Gavin R.
The price is AU$703
includes taxes & fees
12 Nov - 13 Nov
Millstone retreat

14. Clean/Cozy Studio 2-Near DT Indianapolis/Queen Bed

Clean/Cozy Studio 2-Near DT Indianapolis/Queen Bed
Near Eastside
8.0 out of 10, Very good, (2 reviews)
"If you’re looking for a place to lay your head the apartment is clean and the bed was comfortable. I definitely wouldn’t stay here with a significant other. Perfect for a single guy."
United States
Mark
The price is AU$248
includes taxes & fees
1 Dec - 2 Dec
Clean/Cozy Studio 2-Near DT Indianapolis/Queen Bed

15. Cozy studio in Carmel's Art District!

Cozy studio in Carmel's Art District!
Carmel Arts and Design District
9.0 out of 10, Wonderful, (7 reviews)
"Perfect location for a night on the town. Steps to the Monon trail and everything the design district has to offer!"
United States
Alexis
The price is AU$373
includes taxes & fees
15 Nov - 16 Nov
Cozy studio in Carmel's Art District!

16. 5 min to Speedway; Luxury; Game Room; Hot Tub

5 min to Speedway; Luxury; Game Room; Hot Tub
Indianapolis
9.0 out of 10, Wonderful, (7 reviews)
"We had a great stay. The game room was a blast. The hot tub was great for relaxing and the kitchen was well equipped. We will be planning another trip in the future."
United States
chris c.
The price is AU$593
includes taxes & fees
16 Nov - 17 Nov
5 min to Speedway; Luxury; Game Room; Hot Tub

17. Indy Speedway Retreat: King Beds & Near Downtown

Indy Speedway Retreat: King Beds & Near Downtown
Speedway
10.0 out of 10, Exceptional, (14 reviews)
"Very nice home with excellent host. So close to downtown Indy and the speedway! Would highly recommend!"
United States
Brenda R.
The price is AU$611
includes taxes & fees
12 Nov - 13 Nov
Indy Speedway Retreat: King Beds & Near Downtown

18. Beautiful Hardwood floor House in Indianapolis Indiana

Beautiful Hardwood floor House in Indianapolis Indiana
Indianapolis
8.4 out of 10, Very good, (9 reviews)
"It was perfect for my children and I"
United States
Anonymous traveller
The price is AU$1,087
includes taxes & fees
12 Nov - 13 Nov
Beautiful Hardwood floor House in Indianapolis Indiana

19. Indianapolis Holiday Getaway / Hot Tub, Fire Pit, Sleeps 6, Pets Welcome

Indianapolis Holiday Getaway / Hot Tub, Fire Pit, Sleeps 6, Pets Welcome
Indianapolis
9.6 out of 10, Exceptional, (7 reviews)
"Such a great property. Location is convenient to every part of the city. The house has been completely remodeled recently with all new furniture. Beds are super comfy. The backyard and front porch are peaceful places to unwind. The kitchen has everything you need. We loved our stay and our “home base” when visiting Indy."
United States
erin q.
Indianapolis Holiday Getaway / Hot Tub, Fire Pit, Sleeps 6, Pets Welcome

20. Adorable Broad Ripple Duplex!

Adorable Broad Ripple Duplex!
Meridian-Kessler
10.0 out of 10, Exceptional, (8 reviews)
"This was a perfect rental! Clean, affordable, pet friendly, and near so many great spots for a little getaway!"
United States
Dave H.
The price is AU$504
includes taxes & fees
1 Dec - 2 Dec
Adorable Broad Ripple Duplex!
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.