Vacation rentals in Pittsboro

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Top-rated vacation rentals in Pittsboro

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
Home in Brownsburg
4.93 out of 5 average rating, 56 reviews

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

Top guest favorite
Home in Brownsburg
4.96 out of 5 average rating, 100 reviews

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!

Top guest favorite
The entrance is accessed by a set of wooden stairs featuring a metal railing. A door with large windows is flanked by potted plants, providing a welcoming touch. Natural light filters through the greenery surrounding the entrance.
Guest suite in Indianapolis
4.99 out of 5 average rating, 108 reviews

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

Guest favorite
The front view of the house showcases a classic white exterior with a welcoming entrance. Lush green shrubs frame the entrance, and a driveway leads to a detached garage seen in the distance. A clear blue sky complements the home's inviting appearance.
Home in Brownsburg
4.84 out of 5 average rating, 128 reviews

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.

Guest favorite
The living room contains a gray sofa and two striped chairs, creating comfortable seating. Natural light enters through large windows adorned with white blinds. A round area rug is positioned on the floor, while a decorative piece hangs on the wall, contributing to the room's aesthetic.
Home in Lizton
4.92 out of 5 average rating, 25 reviews

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!

Top guest favorite
A charming one-room cabin features a wooden exterior with a green metal roof. Two blue chairs are placed on the small porch beside a door, which invites guests to enjoy the surrounding greenery in a tranquil setting.
Cabin in Bainbridge
4.94 out of 5 average rating, 115 reviews

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.

Top guest favorite
The open living area features wood beam ceilings and hardwood floors. A comfortable sectional sofa and mustard yellow accent chair invite relaxation. A coffee table holds a decorative bowl of lemons. A large window allows natural light, and a TV is positioned for entertainment.
Home in Danville
4.87 out of 5 average rating, 75 reviews

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.

Guest favorite
Home in Brownsburg
4.88 out of 5 average rating, 24 reviews

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.

Guest favorite
A charming cottage exterior is framed by a blossoming tree in the foreground. The wooden deck features a railing and is accessible through a glass-paneled door. Nearby, lush green grass extends toward an open field in the background, suggesting a serene rural setting.
Farm stay in Thorntown
4.97 out of 5 average rating, 207 reviews

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.

Guest favorite
The living area features exposed wooden beams and a large stone fireplace as the focal point. A leather sofa is positioned across from a wooden coffee table. A patterned rug adds color to the rustic space, complemented by a decorative armchair and soft lighting from nearby lamps.
Cabin in Indianapolis
4.93 out of 5 average rating, 134 reviews

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.

Guest favorite
A spacious living area is highlighted by a modern fireplace and a large wall-mounted television. Comfortable seating is arranged around a decorative rug, with soft lighting provided by recessed fixtures. A dining area with a wooden table and chairs is visible in the background.
Home in Brownsburg
5 out of 5 average rating, 8 reviews

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

Guest favorite
Home in Brownsburg
4.89 out of 5 average rating, 19 reviews

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

  1. Airbnb
  2. United States
  3. Indiana
  4. Hendricks County
  5. Pittsboro