Search Vacation Homes in Pittsboro

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Dec 26 - Dec 28
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Feb 6 - Feb 8
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Our top choices for Pittsboro vacation homes

Terrace/patio
Hot Tub & Fireplace—Pet-Friendly Near Butler U

Hot Tub & Fireplace—Pet-Friendly Near Butler U

Hot Tub & Fireplace—Pet-Friendly Near Butler U
2.0 star property
Indianapolis
9.8 out of 10, Exceptional, (15)
"Heather and Bill were amazing to work with! The house was perfect for us and our stay. "
United States
Nicole R.
$201 nightly
The price is $235
Dec 14 - Dec 15
Total with taxes and fees
Hot Tub & Fireplace—Pet-Friendly Near Butler U
Gym
Charming 2 Bedroom with in Home Gym

Charming 2 Bedroom with in Home Gym

Charming 2 Bedroom with in Home Gym
3.0 star property
Indianapolis
9.4 out of 10, Exceptional, (3)
"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
$269 nightly
The price is $314
Dec 14 - Dec 15
Total with taxes and fees
Charming 2 Bedroom with in Home Gym
Exterior
Fox Knoll 2-LRG Private Room-Grand Park, Concerts,Butler! Park-Like Setting!

Fox Knoll 2-LRG Private Room-Grand Park, Concerts,Butler! Park-Like Setting!

Fox Knoll 2-LRG Private Room-Grand Park, Concerts,Butler! Park-Like Setting!
Indianapolis
10.0 out of 10, Exceptional, (19)
"We had a nice stay Very clean Friendly host"
United States
Renee M.
$134 nightly
The price is $157
Dec 14 - Dec 15
Total with taxes and fees
Fox Knoll 2-LRG Private Room-Grand Park, Concerts,Butler! Park-Like Setting!
Dining
Carriage Home w/ early check in

Carriage Home w/ early check in

Carriage Home w/ early check in
Near Northside
9.2 out of 10, Wonderful, (14)
"The house was great and in a great location. Had no issues with checking in or checkout process."
United States
Tyler D.
$120 nightly
The price is $123
Jan 5 - Jan 6, 2026
Total with taxes and fees
Carriage Home w/ early check in
House | 4 bedrooms
Luxury Downtown Indy Spa Bath Coffee Bars

Luxury Downtown Indy Spa Bath Coffee Bars

Luxury Downtown Indy Spa Bath Coffee Bars
2.0 star property
Indianapolis
$346 nightly
The price is $408
Dec 15 - Dec 16
Total with taxes and fees
Luxury Downtown Indy Spa Bath Coffee Bars
Dining
HGTV Luxury Design*Chef Kitchen*Roof Top Deck*W/D

HGTV Luxury Design*Chef Kitchen*Roof Top Deck*W/D

HGTV Luxury Design*Chef Kitchen*Roof Top Deck*W/D
Fountain Square
9.8 out of 10, Exceptional, (33)
"Very nice property. Clean and spacious. "
United States
Nicole D.
$334 nightly
The price is $391
Dec 15 - Dec 16
Total with taxes and fees
HGTV Luxury Design*Chef Kitchen*Roof Top Deck*W/D
Interior
Riverfront Loft Near Butler and Rocky Ripple

Riverfront Loft Near Butler and Rocky Ripple

Riverfront Loft Near Butler and Rocky Ripple
Indianapolis
9.6 out of 10, Exceptional, (15)
"Great location near Butler Univ"
United States
Monica
$285 nightly
The price is $333
Dec 14 - Dec 15
Total with taxes and fees
Riverfront Loft Near Butler and Rocky Ripple
Exterior
Red Door Cottage of Broad Ripple: Great Location!

Red Door Cottage of Broad Ripple: Great Location!

Red Door Cottage of Broad Ripple: Great Location!
Indianapolis
9.0 out of 10, Wonderful, (23)
"Nice little spot to stay, if you are going to be out and about. "
United States
Payton G.
$265 nightly
The price is $310
Dec 18 - Dec 19
Total with taxes and fees
Red Door Cottage of Broad Ripple: Great Location!
Interior
Downtown House w/King Bed-Parking-Bars-Restaurants

Downtown House w/King Bed-Parking-Bars-Restaurants

Downtown House w/King Bed-Parking-Bars-Restaurants
2.0 star property
Downtown Indianapolis
9.8 out of 10, Exceptional, (37)
"Excellent place to stay!Clean, great location, property mananger was very responsive and easy to work with. "
United States
Kathy S.
$157 nightly
The price is $175
Dec 14 - Dec 15
Total with taxes and fees
Downtown House w/King Bed-Parking-Bars-Restaurants
Exterior
2 Bedroom with Finished Basement Duplex Close to Downtown Indianapolis

2 Bedroom with Finished Basement Duplex Close to Downtown Indianapolis

2 Bedroom with Finished Basement Duplex Close to Downtown Indianapolis
Near Eastside
9.2 out of 10, Wonderful, (37)
"Easy to find…clean and great communication with the owner. "
United States
Sarah
$204 nightly
The price is $239
Dec 15 - Dec 16
Total with taxes and fees
2 Bedroom with Finished Basement Duplex Close to Downtown Indianapolis
Interior
Remodeled Broad Ripple Bungalow Near Monon Trail

Remodeled Broad Ripple Bungalow Near Monon Trail

Remodeled Broad Ripple Bungalow Near Monon Trail
Indianapolis
9.4 out of 10, Exceptional, (57)
"This place was great! Everything we needed and more. Loved the screen porch and the neighborhood. Would absolutely stay here again-- a gem all the way around!"
United States
Sean G.
$266 nightly
The price is $311
Dec 15 - Dec 16
Total with taxes and fees
Remodeled Broad Ripple Bungalow Near Monon Trail
Dining
4 BRs+King Bed+Game Room+Broadripple+Bars+Spacious

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, (52)
"Very nice property, location, and neighborhood "
United States
Brooke M.
$160 nightly
The price is $178
Dec 14 - Dec 15
Total with taxes and fees
4 BRs+King Bed+Game Room+Broadripple+Bars+Spacious
Dining
5 mins to Grand Park, 15 mins to Ruoff, pet-friendly, peaceful environment!

5 mins to Grand Park, 15 mins to Ruoff, pet-friendly, peaceful environment!

5 mins to Grand Park, 15 mins to Ruoff, pet-friendly, peaceful environment!
2.0 star property
Westfield
10.0 out of 10, Exceptional, (5)
"Location to Grand Park was perfect. Quiet setting just a short drive to the park and restaurants. A lovely place to stay."
United States
Lisa W.
$290 nightly
The price is $334
Dec 14 - Dec 15
Total with taxes and fees
5 mins to Grand Park, 15 mins to Ruoff, pet-friendly, peaceful environment!
Exterior
Artisan Oasis-Hot Tub | Fire Pit 4BD Left Unit

Artisan Oasis-Hot Tub | Fire Pit 4BD Left Unit

Artisan Oasis-Hot Tub | Fire Pit 4BD Left Unit
2.0 star property
Mapleton/Fall Creek
10.0 out of 10, Exceptional, (1)
"The house is absolutely beautiful and homey!!With it being winter and snow on the ground, the only thing missing was a closet or coat rack or hooks to hang our coats. To protect your floors, a rug at the front door would probably help. Otherwise, no complaints. We would recommend the place!!"
United States
Cristy G.
$395 nightly
The price is $442
Dec 15 - Dec 16
Total with taxes and fees
Artisan Oasis-Hot Tub | Fire Pit 4BD Left Unit
House
Modern Carriage House Escape Rest Work Explore

Modern Carriage House Escape Rest Work Explore

Modern Carriage House Escape Rest Work Explore
2.0 star property
Indianapolis
$274 nightly
The price is $324
Dec 14 - Dec 15
Total with taxes and fees
Modern Carriage House Escape Rest Work Explore
Fridge, microwave, oven, stovetop
Butterfield Bungalow, Northside Indy, with Arcade

Butterfield Bungalow, Northside Indy, with Arcade

Butterfield Bungalow, Northside Indy, with Arcade
Indianapolis
9.8 out of 10, Exceptional, (33)
"Nice property and enjoyed our time. Convenient location"
United States
Joan M.
$283 nightly
The price is $331
Dec 14 - Dec 15
Total with taxes and fees
Butterfield Bungalow, Northside Indy, with Arcade
Smart TV, books
*King Bed*Broad Ripple*Near Downtown*Bonfire*Patio

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

*King Bed*Broad Ripple*Near Downtown*Bonfire*Patio
Meridian-Kessler
9.4 out of 10, Exceptional, (69)
"We enjoye a our stay. It was a quiet neighborhood and the host was great at communication. "
United States
Dalton A.
$141 nightly
The price is $159
Dec 14 - Dec 15
Total with taxes and fees
*King Bed*Broad Ripple*Near Downtown*Bonfire*Patio
TV, fireplace, offices
Beautiful Home, King Bed, BBQ

Beautiful Home, King Bed, BBQ

Beautiful Home, King Bed, BBQ
Fountain Square
9.8 out of 10, Exceptional, (40)
"Nice cozy house! Close to a lot of nice restaurants in Fountain Square. "
United States
Stephen F.
$237 nightly
The price is $277
Dec 16 - Dec 17
Total with taxes and fees
Beautiful Home, King Bed, BBQ
Fridge, microwave, oven, stovetop
Family Home - 5mins to Downtown - Parking

Family Home - 5mins to Downtown - Parking

Family Home - 5mins to Downtown - Parking
South Village
9.0 out of 10, Wonderful, (13)
"Quick and easy to everything downtown. "
United States
Catherine U.
$333 nightly
The price is $390
Dec 15 - Dec 16
Total with taxes and fees
Family Home - 5mins to Downtown - Parking
Interior
The Little Blue Cottage in Fountain Square

The Little Blue Cottage in Fountain Square

The Little Blue Cottage in Fountain Square
Fountain Square
10.0 out of 10, Exceptional, (10)
"Accurate listing comfortable beds will stay here again"
United States
Steven L.
$238 nightly
The price is $278
Dec 15 - Dec 16
Total with taxes and fees
The Little Blue Cottage in Fountain Square
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

Ironworks Hotel Indy

Ironworks Hotel Indy

10/10 Excellent
"Everything’s always wonderful on our visits"
Dave 3-night trip
Posted 2 days ago
Ironworks Hotel Indy

Find out more about Pittsboro

Pittsboro Vacation Homes information

Number of reviews
469
Accommodation
914 Vacation Homes
Lowest Price
$123
Highest Price
$442

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