Holiday rentals in Pittsboro

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Top-rated holiday rentals in Pittsboro

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

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Top guest favourite
A cozy living area is highlighted by a three-bulb brass chandelier above a tan sofa, complemented by a wooden table. The wall features an arrangement of framed mirrors in gold and silver tones, while a doorway leads to other areas of the carriage house.
Guest house in Meridian Kessler
4.99 out of 5 average rating, 251 reviews

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.

Guest favourite
Home in Brownsburg
4.9 out of 5 average rating, 41 reviews

3BedRm Renovated HOUSE w 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, Wi-Fi, big yard, and a convenient location in a quiet neighborhood

Guest favourite
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, 121 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.

Top guest favourite
A cozy living area is presented, featuring a comfortable gray sofa and an armchair with a patterned fabric. A wooden coffee table stands at center, while a light fixture and an artwork are included on the walls. Natural light filters through the white blinds of the window.
Cottage in Indianapolis
4.97 out of 5 average rating, 389 reviews

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!

Guest favourite
Guest suite in Mooresville
4.91 out of 5 average rating, 329 reviews

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.

Top guest favourite
A charming exterior of the home is displayed, featuring a welcoming front porch with hanging planters. Lush green grass and colorful flower beds surround the property, while a paved path leads up to the entrance. A clear blue sky enhances the inviting appearance.
Home in Lizton
4.96 out of 5 average rating, 71 reviews

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!

Superhost
A bright living room features two navy blue sofas and a coffee table, set on a light-colored area rug. Soft lamp light creates a cozy ambiance, while a wall mirror reflects the space. Natural light enters through a nearby window, enhancing the inviting environment.
Home in Indianapolis
4.91 out of 5 average rating, 284 reviews

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.

Guest favourite
A studio space features a twin bed draped in a vibrant red and white coverlet. A small green desk is positioned nearby, accompanied by a black chair. Textured wall art depicting marine life hangs above the bed, and a patterned rug adds warmth to the floor.
Guest suite in Indianapolis
4.86 out of 5 average rating, 43 reviews

Private Studio Apt w full kitchen & bath + hot tub

Enjoy easy access to everything from this perfectly located home base. Studio Apartment with private entry, seperate from main house. 1 twin bed, full kitchen, full bath. Perfect for nurses and business travelers, or just in town for an event. You are welcome to enjoy the beautiful backyard patio and garden setting with hot tub, grill & fire pit (shared space). I'll have coffee & tea for you. I work from home and have a sweet dog, Jordan. You may see us outside. Lots to do in Carmel!

Guest favourite
The interior of the travel trailer features a compact kitchen with a sink, stove, microwave, and an ample countertop. A dinette area is visible, accompanied by wood grain flooring. A door leads to the outside, and a map of the United States is mounted on the wall.
Camper van/Motorhome in Pittsboro
4.93 out of 5 average rating, 14 reviews

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.

Guest favourite
The exterior of a two-story guest house is surrounded by autumn foliage, showcasing wooden decking with a railing. The entrance features large windows, allowing natural light to brighten the space. A pathway leads from the front, bordered by seasonal plants.
Guest house in Brownsburg
4.86 out of 5 average rating, 585 reviews

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).

Top guest favourite
Loft in Mooresville
5 out of 5 average rating, 403 reviews

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!

Top guest favourite
A modern kitchen layout features sleek white cabinetry and a black countertop. A black dishwasher and gas stove are included. A small coffee station is set up on a nearby table. Natural light enters through a window, illuminating the open space with a rustic touch.
Bungalow in Indianapolis
4.99 out of 5 average rating, 140 reviews

Speedway Bungalow off Main

This newly renovated duplex bungalow is a 1 bedroom, 1 bath house that has all of the charm and special details of a historic home yet has all of the amenities you could want. This house is within walking distance to the Indianapolis Motor Speedway and all of the other restaurants and attractions in Speedway and just minutes from downtown Indianapolis. There is free street parking.

Popular amenities for Pittsboro holiday rentals

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