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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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, 120 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.

Guest favourite
Home in Indianapolis
4.98 out of 5 average rating, 49 reviews

Cozy Farmhouse | Near Dntwn, Airport, IU Hospital

Cozy Winter 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

Top guest favourite
An inviting living area features a comfortable, light blue sofa adorned with soft pillows. A stylish floor lamp stands beside the sofa, illuminating the space. Two framed mountain landscape prints are displayed on the wall, complementing the airy atmosphere. Natural light streams through the window.
Flat in Zionsville
4.91 out of 5 average rating, 85 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!

Superhost
The living room contains a gray sofa and two striped chairs, creating comfortable seating. Natural light enters through large windows adorned with white blinds. A round area rug is positioned on the floor, while a decorative piece hangs on the wall, contributing to the room's aesthetic.
Home in Lizton
4.88 out of 5 average rating, 17 reviews

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!

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.
Guest house in Indianapolis
4.97 out of 5 average rating, 380 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, 323 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.

Guest favourite
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, 283 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.

Superhost
A modern living room features a comfortable gray sectional sofa adorned with decorative pillows. A round coffee table is centered, and a large television is mounted on the wall. Floor-to-ceiling curtains frame a set of sliding glass doors, leading to a small balcony. A decorative plant adds a touch of greenery.
Flat in Whitestown
4.88 out of 5 average rating, 34 reviews

20 mins DT | Sleeps 9 | Aqua Oasis Spacious Gym

Welcome to Whitestown, IN — proudly hosted by TIBO Ventures. Standout Features: • Modern *2-BR, 2-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

Guest favourite
A bright living room features a grey sofa adorned with decorative pillows, complemented by a round wooden coffee table. Floor-to-ceiling windows are dressed in light grey curtains, allowing natural light to illuminate the space. A balcony is visible beyond the glass doors, furnished with outdoor seating.
Flat in Whitestown
4.95 out of 5 average rating, 60 reviews

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!

Guest favourite
The exterior of the apartment is shown, featuring a combination of stone and siding. A small staircase leads to the entrance, with a decorative white railing. Colorful flowers bloom in the garden, while trees provide a natural backdrop against a clear blue sky.
Guest suite in Indianapolis
4.96 out of 5 average rating, 649 reviews

Beautiful 9 acre urban farm on NW side of Indy!

Welcome to our 1 bedroom attached apartment, The Blue Heron. Tucked back off the road on 9 acres, your apartment will have its own private entrance and parking area. During your stay you can wander through the woods, relax on the porch with a view, spend time with our chickens or stay inside your cozy apartment. Just minutes away from downtown Indianapolis, the Speedway or beautiful Eagle Creek Park, you’ll have easy access to city life with the peace and serenity of the country.

Top guest favourite
Flat in Indianapolis
4.98 out of 5 average rating, 416 reviews

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.

Guest favourite
A bright living area is featured, showcasing a green sofa with a decorative pillow. A wooden coffee table is positioned on a dark, patterned rug. A staircase leads to another level, while a contemporary television stand is visible nearby. Modern lighting illuminates the space.
Townhouse in Speedway
4.88 out of 5 average rating, 441 reviews

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.

Popular amenities for Pittsboro holiday rentals

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