Holiday houses in Whitestown

4.94 out of 5 average rating, 16 reviews

A charming two-story home features a gray exterior with white trim and a welcoming front porch. Lush greenery and landscaped flower beds surround the entrance, complemented by a flag gently waving in the breeze. The front yard is spacious, enhancing the inviting atmosphere.

Home in Whitestown

Downtown Whitestown, King Suite & Pool

King Suite • Private Pool • Pet-Friendly Charming Whitestown stay with a king suite, private fenced pool, BBQ grill, firepit, and walkable access to Moontown Brewing Co., LA Cafe, Greek’s Pizzeria, and more! Steps from Big 4 Trail and Main Street Splash Park with tennis, pickleball & basketball courts. Includes full kitchen, fast Wi-Fi, Smart TV, washer/dryer, and free parking. Pets welcome! Perfect for couples, solo travelers, or families looking to relax or explore. Close to I-65 and I-465

Guesthouse in Carmel-by-the-Sea

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.

5 out of 5 average rating, 16 reviews

Gated estate home, 10 minutes to Christkindlmarkt!

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

4.9 out of 5 average rating, 84 reviews

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.

Apartment in Zionsville

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

Guest suite in Mooresville

4.91 out of 5 average rating, 321 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.

4.93 out of 5 average rating, 123 reviews

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

Florence Cottage~Modern Country

Relax with the whole family at Florence Cottage. Brand new home- quaint, quiet, and a great mix of country charm with stylish design. The house offers 4 bedrooms, 2 full bathrooms. The master suite has its own spacious master bathroom. Bedroom 2 and 3 are furnished with queen beds. Bedroom 4 offers a bunk bed. The home sits on an acre with stately mature trees, a fabulous front porch to take in the sunrise & then a new deck overlooking the large back yard boasting amazing sunsets at night!

4.97 out of 5 average rating, 102 reviews

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

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.

A welcoming living area features stylish black seating with gold accents, complemented by a modern coffee table. A large television displays a serene autumn scene. Natural light filters through the balcony doors, illuminating a decorative indoor plant and soft textiles arranged in the space.

4.77 out of 5 average rating, 22 reviews

20 mins DT | Sleeps 5 | Illustrious Suite Spacious

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.

4.95 out of 5 average rating, 59 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!

A spacious living area features a large green sectional sofa against a dark accent wall. Natural light floods through the sliding glass doors, which open to a balcony. A round coffee table rests on a textured area rug, complementing the modern design.

4.88 out of 5 average rating, 26 reviews

IRIE Living, Replenish Kg 2Bd+Gym+Pool, BRAND NEW!

Newly Built! Trendy 2BR Getaway Near Farmers Bank Fieldhouse | Gym, Pool & More! Make yourself at home in Whitestown, IN! This brand-new, contemporary 2-bedroom apartment is perfect for families, friends, or teams visiting Farmers Bank Fieldhouse, nearby shopping, or downtown Indianapolis, just a quick drive away. Whether you're in town for a tournament, a weekend escape, or a business trip, you'll have all the amenities you need for a relaxing and convenient stay.

A spacious bedroom is furnished with a cozy queen bed, dressed in dark blue bedding. A flat-screen TV is mounted on the wall opposite the bed. Natural light filters through large windows, illuminating the soft gray walls, while a doorway leads to an adjacent living area.

5 out of 5 average rating, 14 reviews

Close to All | Bright & Clean

Welcome to your first-floor luxury retreat in Whitestown, IN! This modern 1BR apartment in a newly built complex blends comfort and convenience. Enjoy a cozy queen bed, extra air mattress, fast Wi-Fi, smart TV with Prime & YouTube, and a dedicated workspace. Located near top shopping and upscale dining, it's perfect for business trips, weekend escapes, or extended stays. Stylish, peaceful, and ideally situated—everything you need for a relaxing stay is right here.

4.88 out of 5 average rating, 440 reviews

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

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.

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, 580 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).

Popular amenities for Whitestown holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

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