
Holiday houses in Pittsboro
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Top-rated holiday rentals in Pittsboro
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Charming Meridian Kessler Carriage House
Second floor carriage house in historic Indianapolis neighborhood. Renovated and with original architectural details like the hardwood floors. This cozy space is perfect for one or two people looking for a convenient midtown Indy location. Safe walkable neighborhood close to many restaurants. We've made the space a beautiful home away from home - lovely linens, fiber wifi and an excellent coffee machine. Like our space, but aren't coming to Indy? Message and we'll send you the shopping link.

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.

Hidden Orchard Guest Cottage
Enjoy your stay at our comfortable cottage, tucked away in a quiet neighborhood off the White River (10 min. from downtown & Broadripple; less than 5 min. drive from Newfields, 100 Acre Woods, and Butler University; AND walking distance to the Fitness Farm). Feel at home in this fully furnished cottage, with its up-to-date kitchen, cozy bedroom and tech-friendly living room, equipped with hi-speed Wi-Fi, Netflix and YouTube TV. There’s also a private patio with a fire pit for you to enjoy!

A room with view - great location
This room is a good value. It is close enough to Indianapolis yet peaceful, clean, quiet, and private. We are: 7.1 miles (10 minutes) from Indianapolis international airport. 18 miles (26 minutes) from downtown Indianapolis, 17miles (20 min drive) from Indianapolis convention center and Lucas stadium. 35 miles (52 minutes) from Indiana University in Bloomington. ~3 miles from I-70. If interested in booking please answer our pre booking questions found at the beginning of the house rules.

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!

Private 1BR Farmhouse Escape | Near Speedway-Avon
Romantic Retreat near Speedway, Downtown, I-465 Escape to this urban-country, centrally located, 100-year-old farmhouse perfect for couples or solo travelers. Enjoy a blend of historic charm and modern amenities in this remodeled 1-bedroom, 1-bath with dine-in kitchen and comfy living room. Location Highlights: 10 miles from downtown Indy & convention center 6 miles from Indianapolis Motor Speedway 4 miles from Lucas Oil Raceway Park 8 miles from IND Airport 1 mile from IU west hospital

20 mins DT | Sleeps 4 |Golden Sun Spacious KingBed
Welcome to Whitestown, IN— proudly hosted by TIBO Ventures. Standout Features: • Modern *1-BR, 1.5-BA* with stylish decor • Fully equipped kitchen w/ new appliances & quartz countertops • Both bedrooms king-size beds and walk-in closets for max comfort • Private balcony for relaxing Amenities: ✔ 24-Hour Gym ✔ Pickleball Courts & Pool ✔ Built-in Desk for remote work ✔ Pet-Friendly community with Dog Park ✔ High-Speed Fiber Internet ✔ Close to dining and shopping ✔ Free On-site Parking

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.

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.

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

Perfect room with backyard view

Escape in the City

Pine Breeze private entrance, bedroom & bathroom

Lovely cozy 1 bedroom with separate toilet Room 3

Quaint private room w/ queen bed

Modern 3 BR <15 min to Speedway

Cityside Comfort Room in Indianapolis

Private Room in a Brand-New Home | Lebanon, IN
Destinations to explore
- Chicago Holiday rentals
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- Lucas Oil Stadium
- Indiana Convention Center
- Eagle Creek Park
- Indianapolis Motor Speedway
- Indianapolis Zoo
- Brown County State Park
- Brickyard Crossing
- Gainbridge Fieldhouse
- Oliver Winery
- McCormick's Creek State Park
- Indiana State Fairgrounds & Event Center
- Grand Park Sports Campus
- Purdue University
- Childrens Museum
- Yellowwood State Forest
- Fort Harrison State Park
- Indiana World War Memorial
- University of Indianapolis
- Butler University
- Indianapolis Canal Walk
- Circle Centre Mall Shopping Center
- Garfield Park
- Indiana State Museum
- Victory Field




