Holiday rentals in Pittsboro

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

10 mins to Speedway! Dog friendly house! Sleeps 12

Spacious home with a downstairs bedroom, located in a residential neighborhood. Our home was designed with family & groups in mind, especially for Speedway events! You will enjoy the comfort of an updated home with space to spread out, a screened-in porch along with a fully fenced backyard which kids & dogs would love, + convenient parking! Great for work groups or families! IMS Speedway - 4 miles Downtown (Lucas Oil, Convention center, Victory Field) - 8.9 miles Children's Museum - 9.6 miles

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.

3 Bed + 2 Bath Family Home w/ Game Room

Welcome to our charming home in Lizton, IN! Just minutes from two stunning wedding venues and a short 30-minute drive to downtown Indianapolis, this recent remodel offers comfort and convenience. Enjoy a spacious, fully stocked kitchen with a coffee bar, a cozy living room with a fireplace and TV, a laundry room, and a lovely backyard seating area. With three bedrooms and two baths, our home comfortably accommodates eight guests. Perfect for wedding guests, families, or anyone visiting Indy!

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.

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 sweet-smelling poplar walls, the cabin offers a full bed by a picture window, small TV, writer's desk/library, AC, 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.

Relax & refresh in this 1+bd, 1 ba travel trailer

Like new 25' travel trailer at the back of a private, parklike 1 acre property. Everything you need to have a great experience outside of the hustle and bustle, especially for sporting events and other activities. Close to everything in and around the Indianapolis area, yet in a serene setting allowing for a relaxing time away from home. Fully stocked kitchen, outdoor table & chairs, camp chairs, with access to the parklike backyard with large fire pit, hammocks, & outdoor games.

Cozy Guest House in the Big Woods

Guest house located in the rear grounds of main home. Sidewalk access. 20 minute drive to downtown Indy.Full kitchen & 3/4 bath. This means toilet, sink & 42" shower (no tub).Entire house can sleep 1-3. Price is for 2 guests. Add’l fees for add’l guests & pets (no pit bulls) The upstairs has a king bed & down stairs a twin futon. This area is heavily wooded so the occasional critter can be seen & there will be spiders from time to time (part of wooded living).

Loft Apartment: Beautiful Farm and Country Views

This beautiful, over the garage private apartment is located in a wooded area across from our 94 acre farm. A very peaceful setting to wind down and enjoy the nature around you. Conveniently located 15 minutes from the airport and 30 minutes from downtown Indianapolis. A work space is also available that overlooks this beautiful farm!! Also perfect for couples or small families to enjoy some time in the country!

White River Retreat

Escape to a private retreat on the White River in Indianapolis! This custom-built home offers a peaceful, open-concept space with a stone fireplace, pool table, and jetted tub. Enjoy 12 acres of shared grounds with river access, kayaks, and fire pits. Perfect for a unique getaway, feeling worlds away yet close to everything. Ideal for couples or small groups seeking tranquility and adventure.

Florence Cottage~Modern Country

Relax and unwind at Florence Cottage, a peaceful retreat in quiet Whitestown that blends country charm with modern style. Set on an acre with mature trees, enjoy sunrise from the front porch and sunsets from the back deck. The home features 4 bedrooms and 2 full baths, including a spacious primary suite, queen bedrooms, and a bunk room—perfect for families or group getaways.