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

Guest house in Meridian Kessler

4.99 out of 5 average rating, 240 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.

Superhost

Home in Brownsburg

4.82 out of 5 average rating, 107 reviews

Cozy and Comfortable, great Summer 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 favourite

Home in Avon

4.85 out of 5 average rating, 40 reviews

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!

Guest favourite

Flat in Zionsville

4.9 out of 5 average rating, 68 reviews

Spacious Zionsville Condo 1BR w/ Balcony

Spacious and modern one bedroom, one bathroom in a luxurious Zionsville complex in Indianapolis, IN. A vibrant and walkable area complete with an open-plan living & dining area, fully-equipped kitchen, comfortable bedroom, and sleek bathroom. This stunning and cozy space has everything you need to thrive. Located in the heart of the city's vibrant neighborhood with top-notch amenities, including a fitness center, swimming pool, grill area, and fire pit. Your home away from home in Indianapolis!

Guest favourite

Home in Lizton

5 out of 5 average rating, 7 reviews

Cozy Home w/ Bar Room + Huge Yard ~ 30 Min to Indy

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 favourite

Guest house in Indianapolis

4.96 out of 5 average rating, 367 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, 309 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

Farm stay in Thorntown

4.97 out of 5 average rating, 181 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 favourite

Home in Indianapolis

4.93 out of 5 average rating, 269 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

Guest house in Brownsburg

4.86 out of 5 average rating, 556 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 1-4. 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 queen size sofa bed & 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).

Guest favourite

Flat in Eagle Township

4.87 out of 5 average rating, 101 reviews

1 BED - KING BED - POOL - ZIONSVILLE SCHOOLS

Upscale newer apartment facility right off I-65 at the Whitetown/ Zionsville exit. 1bed/1bth w/ a separate dining space & KING BED! Apartment is decorated with style & has everything you would need for a shorter or longer term stay. Zionsville school district. Loads of amenities: outdoor pool, pickleball court, workout facilities, yoga room, courtyard w/ gas grill & outdoor kitchen. Free parking & close to several restaurants, shopping, and more!

Guest favourite

Flat in Whitestown

5 out of 5 average rating, 8 reviews

Modern King Bed | Relax & Stay

Welcome to your stylish & serene retreat in Whitestown, Indiana! This 2-bed, 2-bath escape features a king-size bed, TV, and private bath in the master suite, plus a cozy queen bed in the second room. Centrally located near shopping, dining, and highways—yet tucked away for privacy. Perfect for business or leisure, enjoy modern comfort, peaceful vibes, and all the essentials for a relaxing stay. Book now and unwind in style!