Vacation rentals in Pittsboro

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Top-rated vacation rentals in Pittsboro

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Guest favorite
A spacious living room is showcased with a comfortable sectional sofa facing a glass coffee table. Natural light enters through a window adorned with light curtains, while wall art adds a touch of color. A ceiling fan offers airflow and enhances comfort.
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 favorite
Farm stay in Avon
5 out of 5 average rating, 9 reviews

Avon Farmhouse-Sleeps 14 Game Room, Hot Tub, Pond!

Spacious Family Retreat with Pool, Hot Tub & Game Room – Sleeps 14 | Avon, IN Gather your favorite people and escape to this stunning countryside retreat in Avon, Indiana — where comfort, fun, and relaxation come together on 10 peaceful acres. Designed for families and large groups, this spacious home comfortably sleeps up to 14 guests and offers every amenity you need for a memorable stay — including a private pool, hot tub, game room, and a scenic pond perfect for fishing or quiet reflection.

Top guest favorite
An aerial view showcases a sprawling estate set on over 13 acres, featuring a landscaped yard with manicured grass. A large pond is visible in the background, surrounded by trees and established gardens. The elegant architecture of the buildings complements the serene outdoor environment.
Guesthouse in Carmel-by-the-Sea
5 out of 5 average rating, 18 reviews

Carriage house on 13+ acre gated estate property!

A private country escape in the heart of the suburbs on a 13+ acre gated estate property with old world charm! Accommodations include a semi-attached carriage home w/dedicated garage parking, fully equipped kitchen, W/D, access to commercial style fitness center, indoor half bball court with pickleball & plenty of outdoor living and areas to explore. -15 min to Grand Park -30 min or less to Lucas Oil/Gainbridge/IND/Speedway -10 min to Carmel Arts & Design District -10 min to Zionsville Village

Guest favorite
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 favorite
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.
Guesthouse 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 favorite
Guest suite in Mooresville
4.91 out of 5 average rating, 327 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 favorite
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, 67 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!

Top guest favorite
The kitchen features dark wood cabinetry and stainless steel appliances, including a microwave and oven. A circular dining table with colorful dishware is visible. Light enters through the window, illuminating the hexagonal tile flooring, enhancing the functional layout.
Home in Speedway
4.92 out of 5 average rating, 533 reviews

Adorable Bungalow 3 blocks from the 1st TURN

Cozy bungalow that lives bigger than it looks! Affordable luxury all at a terrific price! Fully private duplex has 2 stories and basement. We do allow dogs only, however I would like to know the breed & how many are staying. We do have some special "rules" for our furry friends! The neighborhood is walkable to restaurants, and very safe! Speedway boasts a low crime. The airport is close & downtown is closer! 465 is just 1.5 miles to access 465. Please no cats, or other type of pet.

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, 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.

Guest favorite
An open concept living space features a modern kitchen with bar seating and a stylish dining area. A cozy sofa is positioned in the living area, complemented by vibrant orange accent chairs. Artwork adorns the walls, adding a pop of color to the neutral decor.
Apartment in Whitestown
5 out of 5 average rating, 16 reviews

20 mins DT | Sleeps 5 | Radiant Vibes Spacious Gym

BRAND NEW 2BR/2BA Apartment | 2 King Beds + Rollaway Bed | Luxe Corporate Stay Spacious, modern apartment with 2 king beds, 2 full bathrooms, and a rollaway bed—perfect for families, couples, or business travelers. Enjoy large walk-in closets, a dedicated desk for remote work, and a private patio. Includes in-unit washer/dryer, high-speed Wi-Fi, and sleek bathrooms with luxury finishes. Community amenities: pool with sundeck, pickleball courts, 24/7 gym, pool table, and dog park.

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
4.95 out of 5 average rating, 62 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
Apartment in Indianapolis
4.98 out of 5 average rating, 418 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.

Popular amenities for Pittsboro vacation rentals

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