Pittsboro Vacation Rentals

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Check prices for these dates

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Aug 17 - Aug 18
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Aug 18 - Aug 19
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Aug 22 - Aug 24
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Aug 29 - Aug 31

Vacation Rentals in Pittsboro

The Argyle on Mass Ave
Exterior

The Argyle on Mass Ave

4.0 star property
9.0 out of 10, Wonderful, (133)
"Excellent communication and location. 7 minute uber ride to the convention center for Gen Con."
The Argyle on Mass Ave
CozySuites at Block20
Rooftop terrace

CozySuites at Block20

2.5 star property
8.4 out of 10, Very Good, (56)
"Everything was within walking distance and convenient "
The price is ￥10,009
￥29,793 total
includes taxes & fees
Aug 18 - Aug 19
CozySuites at Block20
The Residences at CityWay
Exterior

The Residences at CityWay

4.0 star property
8.8 out of 10, Excellent, (112)
"Clean and spacious. Would def stay again. "
The Residences at CityWay
CozySuites The Block Skybridge Access
Apartment | Private kitchen | Fridge, microwave, oven, stovetop

CozySuites The Block Skybridge Access

4.0 star property
7.8 out of 10, Good, (20)
"Came to town for the NCAA's and had a blast."
The price is ￥11,922
￥31,170 total
includes taxes & fees
Aug 19 - Aug 20
CozySuites The Block Skybridge Access
The village
Exterior

The village

4.0 star property
7.8 out of 10, Good, (39)
"Great stay, everything was clean and the bed was wonderful."
The price is ￥24,875
￥29,104 total
includes taxes & fees
Aug 21 - Aug 22
The village
LAKEHOUSE/HOT TUB/8 MILES TO DOWNTOWN/ON 60 ACRES
Property grounds

LAKEHOUSE/HOT TUB/8 MILES TO DOWNTOWN/ON 60 ACRES

8.8 out of 10, Excellent, (18)
"Great property, would highly recommend! We enjoyed our stay and would come back again."
The price is ￥14,969
￥53,678 total
includes taxes & fees
Aug 19 - Aug 20
LAKEHOUSE/HOT TUB/8 MILES TO DOWNTOWN/ON 60 ACRES
The Landing Indianapolis By Landing
Apartment, 2 Bedrooms (KingBed) | Private kitchen | Full-size fridge, microwave, stovetop, dishwasher

The Landing Indianapolis By Landing

3.5 star property
9.4 out of 10, Exceptional, (3)
"And a very nice roomy location"
The Landing Indianapolis By Landing
The Landing Apartments Indianapolis
BBQ/picnic area

The Landing Apartments Indianapolis

4.0 star property
9.0 out of 10, Wonderful, (32)
"A home away from home. A vacation experience!"
The Landing Apartments Indianapolis
CozySuites at East Washington
Courtyard

CozySuites at East Washington

3.0 star property
8.0 out of 10, Very Good, (34)
"Great location walkable to a lot of places"
The price is ￥10,009
￥28,932 total
includes taxes & fees
Aug 24 - Aug 25
CozySuites at East Washington
2-bedroom 1985 Yellowstone min from Indianapolis motor speedway and airport.
Property grounds

2-bedroom 1985 Yellowstone min from Indianapolis motor speedway and airport.

The price is ￥14,719
￥22,388 total
includes taxes & fees
Aug 20 - Aug 21
2-bedroom 1985 Yellowstone min from Indianapolis motor speedway and airport.
CozySuites - Penrose
Deluxe Apartment, 3 Bedrooms, Non Smoking | Living area | 42-inch Smart TV with digital channels, Netflix, Hulu

CozySuites - Penrose

3.5 star property
8.0 out of 10, Very Good, (4)
"Loved the pool area. Everyone we passed was so friendly. Apt had everything I needed to cook and even provided coffee so I didn’t have to go out to get any. Def will be back."
The price is ￥10,009
￥32,376 total
includes taxes & fees
Aug 24 - Aug 25
CozySuites - Penrose
Magnificent 2 Bedroom, Loft Close to Downtown Duplex
Smart TV

Magnificent 2 Bedroom, Loft Close to Downtown Duplex

9.6 out of 10, Exceptional, (28)
"Really nice little spot, would definitely stay again! "
The price is ￥19,429
￥40,298 total
includes taxes & fees
Aug 18 - Aug 19
Magnificent 2 Bedroom, Loft Close to Downtown Duplex
Urban Chic Townhome Near Downtown
City Chic Townhome Near Downtown | Private kitchen

Urban Chic Townhome Near Downtown

3.0 star property
9.2 out of 10, Wonderful, (24)
"Very nice property. Comfortable stay. I see other reviews here talking about noise. It wasn't noisy for us. Just normal traffic sounds of staying in a city. Would recommend and would stay again! "
Urban Chic Townhome Near Downtown
Luxury Three Bedrooms with King bed Suitable for Long-term Stay in Downtown Indy
Microwave, oven, stovetop, dishwasher

Luxury Three Bedrooms with King bed Suitable for Long-term Stay in Downtown Indy

9.6 out of 10, Exceptional, (9)
"The property was great. We had 4 adults in oir group and it was comfortable. The canals are only a few blocks away and there are many options for food within 1/3 mile. No complaints, would stay there again."
The price is ￥20,533
￥56,228 total
includes taxes & fees
Aug 18 - Aug 19
Luxury Three Bedrooms with King bed Suitable for Long-term Stay in Downtown Indy
Cowboy Bunkhouse hot tub/lake/farm/nature
Interior

Cowboy Bunkhouse hot tub/lake/farm/nature

10.0 out of 10, Exceptional, (7)
"Great set up would love to come back for a longer stay"
The price is ￥18,112
￥54,945 total
includes taxes & fees
Aug 21 - Aug 22
Cowboy Bunkhouse hot tub/lake/farm/nature
Charming Modern Home In Downtown Indianapolis
Fridge, microwave, oven, stovetop

Charming Modern Home In Downtown Indianapolis

8.8 out of 10, Excellent, (10)
"it was a good stay the house was nice and big"
The price is ￥17,221
￥33,926 total
includes taxes & fees
Aug 19 - Aug 20
Charming Modern Home In Downtown Indianapolis
Canal Walk District Apartments by Landing
Interior

Canal Walk District Apartments by Landing

4.0 star property
8.8 out of 10, Excellent, (25)
"Everything was good… will stay again"
Canal Walk District Apartments by Landing
Luxurious living right in the heart of Downtown!
Interior

Luxurious living right in the heart of Downtown!

8.6 out of 10, Excellent, (43)
"This was the best place to stay at in indy"
Luxurious living right in the heart of Downtown!
NEW! Cozy 1 bedroom apartment in Downtown Indianapolis w/ Free Parking
Microwave, oven, stovetop, dishwasher

NEW! Cozy 1 bedroom apartment in Downtown Indianapolis w/ Free Parking

9.0 out of 10, Wonderful, (12)
"Perfect apartment for our stay in Indy during the Apex cheer competition. Very comfortable and cozy. Exceptionally well maintained and clean. Check in and check out where a breeze, the host was great! 10/10 will book again! "
The price is ￥13,983
￥25,832 total
includes taxes & fees
Sep 7 - Sep 8
NEW! Cozy 1 bedroom apartment in Downtown Indianapolis w/ Free Parking
Charming Cottage with Full Backyard
Fridge, microwave, oven, stovetop

Charming Cottage with Full Backyard

9.6 out of 10, Exceptional, (18)
"Nice little house in a great location if you are doing events at the Fairgrounds. Beds are comfy, linens are nice, and kitchen well stocked. Just be aware the neighborhood is a little more rough around the edges but nothing unsafe. This is the 2nd time I have stayed in the neighborhood and have never had an issue."
The price is ￥13,247
￥38,920 total
includes taxes & fees
Aug 18 - Aug 19
Charming Cottage with Full Backyard
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

Bottleworks Hotel

Bottleworks Hotel

10/10 Excellent
"The restaurants are plentiful and are all the local non-chain variety! "
Jennie 1-night trip
Posted 21 hours ago
Bottleworks 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?

Luxury Three Bedrooms with King bed Suitable for Long-term Stay in Downtown Indy: Visitors like this Pittsboro vacation home rental. It has air-conditioning and laundry facilities to help you feel perfectly comfortable 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 Dallara IndyCar Factory, 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.