
Holiday houses in Pittsboro
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Top-rated holiday rentals in Pittsboro
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Avon Farmhouse-Sleeps 14 Game Room, Hot Tub, Pond!
Spacious Family Retreat with Pool, Hot Tub & Game Room – Sleeps 14 | Avon, IN Gather your favorite people and escape to this stunning countryside retreat in Avon, Indiana — where comfort, fun, and relaxation come together on 10 peaceful acres. Designed for families and large groups, this spacious home comfortably sleeps up to 14 guests and offers every amenity you need for a memorable stay — including a private pool, hot tub, game room, and a scenic pond perfect for fishing or quiet reflection.

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.

Tiny House Retreat!
Keep it simple at this peaceful and centrally-located cozy spot. Recently remodeled, this space has a fresh interior with lots of comfort. Kitchenette, spacious shower, comfortable beds! Located 25 minutes from downtown Indianapolis, 8 miles from the airport, & minutes away from coffee shops, grocery stores, hospitals, shopping, parks, restaurants, and more. The tiny house sits behind a small business. There’s plenty of privacy. The back parking lot is shared with the business. Huge yard!

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!

Brownsburg B&B - 3(King)Bed 2Full Bath Home!
The Brownsburg B&B is the perfect place to unwind and feel right at home! Each of the three bedrooms has a spacious king bed to optimize your comfort. The living room is equipped with a deep couch for the ultimate relaxation & a smart TV for your viewing pleasure. The kitchen is stocked with the necessary supplies to cook as you wish. The location is ideal; the house is tucked in a cozy neighborhood right off of Main Street. Walk to local restaurants or take a quick drive to downtown. Enjoy!

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.

Indianapolis Home Away From Home!
Super-cute 1960's ranch is only 1/4 mile from Lucas Oil Raceway (Home of the US Nationals), and only 6 miles from the famed Indianapolis Motor Speedway! All new furnishings, beds, appliances, paint and carpet in 2017! The bedrooms all have private locks. There are TWO full-size futons in the family room! Fully stocked kitchen, large fenced backyard...perfect for the whole family!! When setting booking, please provide the names of all guests and what your planned use for the house is.

Serene 1BR: Perfect Indy Stay
Welcome to your ideal retreat in Whitestown, Indiana! Our modern 1-BR apartment is perfect for short or extended stays. Enjoy a bright living area, fully-equipped kitchen, and cozy bedroom with a queen-sized bed. Amenities include high-speed Wi-Fi, an in-unit washer and dryer, central heating and AC, free parking, a fitness center, and a pool. Conveniently located near dining, shopping, and just 20 minutes from downtown Indianapolis. Book now for a comfortable and convenient stay!

Enjoy Comfort & History! - Suite w/ Private Entry
We look forward to welcoming you to a private suite that is the guest quarters in our home. You’ll have a private entrance & 3 rooms to yourself. There’s a living room with a table and chairs, a bedroom with a queen-size bed - nightstands, dresser and closet space with hangers for your use - and a newly remodeled full bathroom. There’s also a kitchenette in the hallway which is an antique Hoosier Cabinet equipped with a microwave, mini-fridge, coffee pot, and hot water pot.

Style and Comfort in this adorable bungalow!
Cozy & upscale bungalow located in the heart of Speedway, Indiana. Enjoy a small, but polished bungalow built in the 1930s. 2 bedroom, fully stocked kitchen, fenced private yard, and great location to all things racing and Indy! 5 Short miles to downtown & a 15 minute drive to the convention center. 1 dog is welcome! (More with written permission) Please share a bit of the nature of your trip, your hometown, & breed of your dog. No Cats or other type animals.

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).
Popular amenities for Pittsboro holiday rentals
Other great holiday rentals in Pittsboro

Private Room in Modern House close to Downtown!

Countryside Airbnb Suite w/ Gourmet Kitchen

Perfect room with backyard view

Lovely cozy 1 bedroom with separate toilet Room 3

Country charm near Indianapolis

The Dill Inn

Rooms 4 rent in cool Indy 500 home

2 Bedrm House in Indy area near airport
Destinations to explore
- Chicago Holiday rentals
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- Southern Indiana Holiday rentals
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- Lucas Oil Stadium
- Indianapolis Zoo
- Eagle Creek Park
- Indianapolis Motor Speedway
- Brown County State Park
- The Fort Golf Resort
- Prophetstown State Park
- Mounds State Park
- Brickyard Crossing
- The Country Club of Indianapolis
- Birck Boilermaker Golf Complex
- The Pfau Course at Indiana University
- River Glen Country Club
- Country Moon Winery
- Tropicanoe Cove
- Woodland Country Club
- Prairie View Golf Club
- The Sagamore Club
- Greatimes Family Fun Park
- Ironwood Golf Course
- Broadmoor Country Club
- Crooked Stick Golf Club
- Hopwood Cellars Winery & William Rose Distillery
- The Trophy Club