Vacation rentals in Pittsboro

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Top-rated vacation rentals in Pittsboro

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

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Superhost
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
4.83 out of 5 average rating, 115 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 favorite
A quaint tiny house is nestled among greenery, featuring a modern entrance with a black door. Colorful flowers, primarily orange and purple, bloom alongside a concrete path that leads to the entrance, set against a backdrop of expansive lawns and trees.
Home in Avon
4.85 out of 5 average rating, 47 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 favorite
Guest suite in Mooresville
4.91 out of 5 average rating, 318 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.

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, 277 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.

Top guest favorite
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.
Apartment in Whitestown
4.96 out of 5 average rating, 55 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!

Top guest favorite
A welcoming living area features a light wood ceiling and modern furnishings. A comfortable sofa faces a round coffee table, surrounded by two leather armchairs. Natural light enters through the windows, while the adjacent kitchen area displays modern appliances and cabinetry.
Home in Speedway
4.95 out of 5 average rating, 236 reviews

Perfect 500 Location!

he perfect place to stay for all Indy events ! The whole group will enjoy easy access to everything from this centrally located place. WALK to the track! Two KING size beds! Off Street parking! Bicycles available for use for the weekends! (please request) Open layout for enjoying your travel partners. Wonderful opportunity at a great price. Close to Convention Center and all things downtown Indy too! Airport is 12 minutes away. Please, NO Cats or other type pets, beside dogs.

Guest favorite
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, 640 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.

Guest favorite
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/RV 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.

Top guest favorite
Apartment in Indianapolis
4.98 out of 5 average rating, 410 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 favorite
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.
Guesthouse in Brownsburg
4.86 out of 5 average rating, 571 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).

Guest favorite
The modern living area features a vibrant blue sofa paired with two yellow chairs, set against a light wood coffee table. A large TV is mounted on the wall, and a desk is positioned nearby. Natural light enters through the patio doors, complemented by dark blue curtains.
Apartment in Whitestown
5 out of 5 average rating, 29 reviews

20 mins DT | Sleeps 9 | Sunrise Glow Spacious Gym

BRAND NEW 2BR/2BA Apartment | 2 King Beds + Rollaway Bed | 2 Queen Bunk Beds Spacious modern apartment with 2 King Beds, 2 full bathrooms, rollaway bed and 2 Queen Bunk Beds perfect for families, business travelers, or couples. Features include walk-in closets, a dedicated work desk, private patio, washer/dryer, high-speed WiFi, and luxury bathrooms. Enjoy community amenities: pool with sundeck, pickleball courts, 24/7 gym, pool table, and dog park.

Guest favorite
A modern living area features a stylish gray sofa adorned with decorative pillows. A circular glass coffee table sits on a soft area rug, with a floor lamp nearby. Large sliding glass doors lead to a balcony, framing a view of the outdoor space.
Apartment in Perry Township
4.91 out of 5 average rating, 54 reviews

Refined Comforts: Luxe Stay in Whitestown Indiana

Indulge in luxury at our newly built 2023 apartment – a unique, tranquil 1-bedroom haven offering generous space for your comfort, accommodating up to 3 guests. Immerse yourself in the serenity of this quiet oasis, surrounded by a wealth of amenities. Conveniently located just 20 minutes away from downtown and 26 minutes from Indianapolis International Airport, modern design meets unparalleled relaxation in your ideal getaway!

Popular amenities for Pittsboro vacation rentals

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