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
4.84 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 charming entrance features a covered porch with two white rocking chairs. Colorful flowers surround the pathway, leading to a welcoming front door adorned with a decorative welcome sign. A light fixture is positioned above the door, enhancing the entrance's appeal.
Home in Noblesville
4.98 out of 5 average rating, 161 reviews

The Cozy Cottage

Enjoy a relaxing getaway in this cozy cottage. Historic Downtown Noblesville is just a short walk where you will find great restaurants, pubs, and boutique shops. The cottage consists of one bedroom, a fully equipped kitchen, and a full bathroom with walk-in shower. There’s also a fenced backyard with fire pit and furniture. The Cozy Cottage is centrally located near downtown Noblesville (2 min), Ruoff Music Center (15 min), Grand Park Sporting Complex (20 min), and over 100 miles of trails.

Guest favourite
A charming cottage exterior is framed by a blossoming tree in the foreground. The wooden deck features a railing and is accessible through a glass-paneled door. Nearby, lush green grass extends toward an open field in the background, suggesting a serene rural setting.
Farm stay in Thorntown
4.97 out of 5 average rating, 201 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
The living area features exposed wooden beams and a large stone fireplace as the focal point. A leather sofa is positioned across from a wooden coffee table. A patterned rug adds color to the rustic space, complemented by a decorative armchair and soft lighting from nearby lamps.
Cabin in Greenbriar
4.94 out of 5 average rating, 126 reviews

Kit’s Cabin - Log Cabin Retreat in Indianapolis

Welcome to our 150-year-old log cabin, nestled in the heart of Indianapolis! This cozy retreat offers a tranquil getaway while being just minutes away from all modern conveniences and only 20 minutes from downtown. Step inside and be greeted by the rich history of exposed wooden beams and a large stone fireplace. Our authentic rustic decor and cozy cabin amenities will transport you to a simpler time. Come experience the magic of Kit’s Cabin, where historic charm meets modern comfort.

Top guest favourite
A quaint one-room cabin nestled in a lush green forest, featuring a welcoming front porch with two blue chairs and a small table. The wooden structure is complemented by natural surroundings and has steps leading up to the entrance, creating a rustic yet inviting appearance.
Cabin in Bainbridge
4.93 out of 5 average rating, 105 reviews

Covered Bridge Cabin (on Big Walnut Creek)

Retreat and renew in this charming one-room cabin right by Big Walnut Creek and Baker's Camp Covered Bridge. Fish, kayak, or swim; hike or birdwatch in a nearby preserve; read, write, find inspiration. With sweet-smelling poplar walls, the cabin offers a full bed by a picture window, small TV, writer's desk/library, AC, fans, baseboard heat, kitchenette, toilet, sink, outdoor shower (before first frost), small porch, grill, and a fire pit. (No wifi in cabin!) Simple and beautiful.

Top 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.
Guesthouse in Brownsburg
4.86 out of 5 average rating, 602 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, 416 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 living area is highlighted by a comfortable sectional sofa adorned with decorative pillows. A pair of armchairs and a wooden coffee table create a cozy seating arrangement. Natural light filters in through the window, complemented by a stylish lamp and wall art.
Home in Indianapolis
4.95 out of 5 average rating, 191 reviews

Private, one car garage, hot coffee

Welcome to Robin's Nest, my cozy, modern, open-concept home in Indy! This inviting space includes 2 bedrooms, 1 bathroom, and 2 queen beds. Enjoy amenities such as a coffee bar, fire pit, and workstation. Let your fur babies run free in my fully fenced-in yard. You’re in close proximity to Lucas Oil, the Convention Center, and Gainbridge Fieldhouse, Murat, and many major hospitals are in a 10 mile radius.

Guest favourite
A spacious living area features a comfortable sectional sofa, light-colored walls, and a ceiling fan. A wooden coffee table sits on a patterned rug, complemented by a side lamp. An office chair is visible near a small table, providing a functional workspace.
Home in Brownsburg
4.92 out of 5 average rating, 133 reviews

Brownsburg House

1950's brick ranch w/ 3BR 1BA in the heart of Brownsburg furnished with furniture and supplies. Recently updated Kitchen and Bathroom. Easy drive to Downtown Indianapolis, Speedway (Home of the Greatest Spectacle in Racing) and Clermont (Lucas Oil Raceway). Located on a large lot with mature trees. Oversized Living Room and covered back porch make a great place to relax and enjoy your stay!

Top guest favourite
A tranquil fire pit area features six wooden chairs arranged in a circular layout around a stone fire ring. The setting is surrounded by lush greenery, with the soft glow of sunset visible in the background.
Home in Whitestown
4.94 out of 5 average rating, 130 reviews

Florence Cottage~Modern Country

Relax and unwind at Florence Cottage, a peaceful retreat in quiet Whitestown that blends country charm with modern style. Set on an acre with mature trees, enjoy sunrise from the front porch and sunsets from the back deck. The home features 4 bedrooms and 2 full baths, including a spacious primary suite, queen bedrooms, and a bunk room—perfect for families or group getaways.

Guest favourite
A modern kitchen features dark cabinetry, stainless steel appliances, and a spacious island with seating for four. Natural light floods the room through large windows, showcasing views of the backyard. An adjacent dining area offers a seamless flow for meal preparation and gatherings.
Home in Crooked Creek
4.89 out of 5 average rating, 119 reviews

Off Leash Oasis - Brand New Hot Tub & Fire Pit - P

Escape to The Off Leash Oasis, a beautifully renovated 4-bed, 2-bath pet-friendly retreat featuring a BRAND NEW hot tub! Perfect for families and friends, this stylish home comfortably fits 10 guests. Enjoy modern luxury with a chef's kitchen, a private backyard with a fire pit and brand new hot tub, and dedicated workspaces. Your ultimate getaway awaits!

Guest favourite
A modern bathroom features a freestanding soaking tub beside a glass-enclosed shower. Neutral tiles cover the floor, complemented by a stone accent area. A vanity with a sink and a wall-mounted clock adds functionality, while natural light enters through a window with a view of greenery.
Home in Indianapolis
4.94 out of 5 average rating, 164 reviews

Cozy Modern 3BR 20 mins Downtown & Grand Park

Spacious home sleeps up to 8. The master suite features a king bed, twin trundle, air mattress, 55” TV with soundbar, updated shower, soaking tub, and walk-in closet. Two additional bedrooms offer queen beds. Enjoy central air/heat, washer/dryer, smart lock, smoke alarms, and fire extinguisher. The kitchen includes a Keurig coffee maker for your stay.

Popular amenities for Pittsboro vacation rentals

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