
Vacation rentals in Pittsboro
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Pittsboro
Guests agree: these stays are highly rated for location, cleanliness, and more.

3BedRm HOUSE Fenced yard -Game Room~10 min to Indy
Relax in this cozy 3-bedroom, 1.5-bathroom home about 10 minutes to Indy/Speedway, 20-30 minutes to downtown! The living room features a 75" TV. Game room with a 10-in-1 game table, additional TV plus a selection of books for all ages and toys. Renovated kitchen boasts new stainless steel appliances, keurig w/ variety of coffee provided. Renovated bathrooms. TVs in all bedrooms! Washer & Dryer, dog crate, pack n play, highchair, WiFi, fenced yard, and convenient location in a quiet neighborhood

Popular Suburb Getaway
Convenient PET FRIENDLY Suburb home (Brownsburg) offers this newly furnished OPEN LAYOUT 3 Bdrm 2 Ba RANCH w/attached garage, vaulted Great Room, Fully functional kitchen & laundry plus a fenced-in backyard & deck that overlooks a pond with fountain. This popular floorplan allows space and privacy. Located in the heart of Brownsburg & less than a mile walk to all kinds of different food & shopping. Conveniently located near I-74 with easy access to I-465, I-65, Downtown, Race tracks & Airport!

A little secret hideaway
Keep it simple at this peaceful and centrally-located place. It’s close to everything, making it easy to plan your visit. It’s close to the airport, sporting events, and downtown. It’s up on the second level, but separate from the downstairs living. It has its own entrance and living space. 2.3 miles to Indianapolis airport 5.1 miles to Lucas Oil IRP 5.3 miles to Indianapolis Motor Speedway 8.3 miles to Lucas Oil Stadium 8.8 miles to Gainbridge Fieldhouse 8.8 miles to Indianapolis Downtown

Cozy and Comfortable, great Fall destination!
This house is an old model, but it is a cozy comfortable house and will everything you need for your stay. In Brownsburg it's only minutes from the Indianapolis Raceway Park and the Lucas Oil Raceway. There is plenty of entertainment and food options within driving distance and a couple you can walk to. I have wifi and streaming with a Fire Stick available on the TV. I do not have cable. I have Netflix, Disney, HBO. Feel free to bring your own Streaming Devices to access your own shows.

Cozy Home w/ Bar Room + Huge Yard + Coffee Station
Welcome to your home away from home in Lizton, Indiana! This charming 2-bedroom, 1-bath house comfortably sleeps 6 guests, making it perfect for families or friends. Relax in the cozy bar room or enjoy the spacious backyard, complete with a fire pit—ideal for roasting marshmallows and making s'mores. Located just 30 minutes from Indianapolis and near two beautiful wedding venues, this retreat offers the perfect blend of comfort and convenience. Experience a memorable stay in a peaceful setting!

Covered Bridge Cabin (on Big Walnut Creek)
Retreat and renew in this charming one-room cabin right by Big Walnut Creek and Baker's Camp Covered Bridge. Fish, kayak, or swim; hike or birdwatch in a nearby preserve; read, write, find inspiration. With its raw poplar walls, the cabin offers a full-sized bed by a picture window, small TV, writer's desk/library, air conditioning, fans, baseboard heat, kitchenette, toilet, sink, outdoor shower (before first frost), small porch, grill, and a fire pit. (No wifi in cabin!) Simple and beautiful.

The Cozy Cottage
Ideally located in historic downtown Danville, this charming 2-bedroom, 1-bathroom cozy cottage offers a comfortable and convenient stay for those seeking a home away from home. THE SPACE Large open concept living area with hardwood floors and wood beam ceilings. Equipped with a full kitchen, separate laundry and 2 separate bedrooms, each with a queen bed. The Cozy Cottages are two separate rental units. They can be rented together to accommodate larger parties. Please message owner directly.

Mid-Century Magic
Step into timeless style & comfort at this beautiful mid-century modern house. This single-level gem blends iconic 1950s design w/ contemporary touches to create the perfect getaway for couples, families, or remote workers seeking a peaceful escape. * 3 Bedrooms 2 Bathrooms Sleeps 6 * Cozy fireplace * Fully stocked modern kitchen * Large backyard & deck * WiFi smart TV Whether you're here to relax, attend a sporting event, or just soak in the vibes, this home offers a stay you won’t forget.

Heavenly Acres Farm and Learning Center
Experience a relaxing stay, spending time watching chickens happily foraging or barn animals as they graze in the pasture. Take a walk by the creek, taking in the country sunset.Enhance your experience by interacting with the animals during a farm tour or helping with daily chores. We also offer a variety of learning opportunities as we share how we process fiber, health care for animals or maybe a simple hay ride. Here at Heavenly Acres we want to provide you with a unique farm experience.

Kit’s Cabin - Log Cabin Retreat in Indianapolis
Welcome to our 150-year-old log cabin, nestled in the heart of Indianapolis! This cozy retreat offers a tranquil getaway while being just minutes away from all modern conveniences and only 20 minutes from downtown. Step inside and be greeted by the rich history of exposed wooden beams and a large stone fireplace. Our authentic rustic decor and cozy cabin amenities will transport you to a simpler time. Come experience the magic of Kit’s Cabin, where historic charm meets modern comfort.

Charming 3-Bdrm Cottage w/Yard!
This 3-bedroom cottage in a charming country setting is perfect for your trip to Indianapolis. This charming property offers a family friendly retreat for guests. Just minutes from Brownsburg and Avon both featuring wonderful dining experiences. While also near dozens of other attractions! Indianapolis Motor Speedway - 15 miles Lucas Oil Raceway at Indianapolis IRP - 7 miles Downtown Indianapolis - 20 miles Children's Museum of Indianapolis - 17 miles Indianapolis Airport - 21 miles

Walkable Downtown Home | 3 King Beds + Cozy Charm
Your family will love this centrally located 1920s home with over 3,100 square feet of space to relax and enjoy! This charming 4-bedroom, 3-bathroom house blends classic character with modern comfort. Step outside and you’re just a short walk from all the new Brownsburg has to offer, including great restaurants, local bars, playgrounds, and walking trails. Whether you’re here to explore or simply kick back, this home has everything you need for a comfortable and memorable stay.
Popular amenities for Pittsboro vacation rentals
Other great vacation rentals in Pittsboro

Modern Bungalow-Near Airport/Indianapolis

Cozy House in Danville - Sleeps 7 - Large Yard

Wizarding World Themed Castle 8 Acres!

Blue House in Clermont

Crossroads: Endless entertainment in Lebanon

Tiny House Retreat!

Brownsburg B&B - 3(King)Bed 2Full Bath Home!

Race & Unwind - Indy Retreat
Destinations to explore
- Nashville Vacation rentals
- Chicago Vacation rentals
- Indianapolis Vacation rentals
- Columbus Vacation rentals
- St. Louis Vacation rentals
- Cleveland Vacation rentals
- Louisville Vacation rentals
- Cincinnati Vacation rentals
- Detroit Vacation rentals
- Milwaukee Vacation rentals
- Lexington Vacation rentals
- Downtown Chicago Vacation rentals
- Lucas Oil Stadium
- Indianapolis Motor Speedway
- Indiana Convention Center
- Brown County State Park
- Gainbridge Fieldhouse
- Indianapolis Zoo
- Eagle Creek Park
- Childrens Museum
- Purdue University
- Indiana State Fairgrounds & Event Center
- Broad Ripple Park
- McCormick's Creek State Park
- Butler University
- Grand Park Sports Campus
- University of Indianapolis
- Oliver Winery
- IUPUI Campus Center
- Circle Centre Mall Shopping Center
- Holliday Park
- Garfield Park
- Fort Harrison State Park
- Indiana State Museum
- Indianapolis Canal Walk
- Indiana World War Memorial





