Family-friendly vacation rentals in Whitestown

Grand Park minutes away Sleep 13, 11 beds

Tournament at Grand Park with the team or plans to enjoy downtown Westfield, Carmel or Indy? This house has you covered with plenty of fun and games for the whole family and easy access to shopping and restaurants. This home is in a quiet neighborhood with nearby access to the Midland Trace Trail and the Monon Trail. The fully fenced in backyard is a great space for the family or enjoy playing the Nintendo switch and a few rounds of foosball. The backyard includes patio, grill, seating and more.

Newly remodeled near Zionsville. Upscale 2BR

Long term rental possible. Beautiful renovated 2 BR in quiet neighborhood just 25 minutes to downtown Indy. Walking distance to local Restaurants, Brewery, Convenience store, walking trail and a park. We are 10 minutes from the beautiful village of Zionsville where you can find boutique shopping and excellent dining. This is the left side of our duplex. Both sides are available to rent on Airbnb . Within this 2BR you will find comfortable bedding, a fully equipped kitchen and high-end finishes.

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

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.

Rolling Hill Retreat @ GrandPark

Relax with the entire family at this completely renovated, peaceful retreat in Westfield. This 3 bedroom/2 bath ranch is conveniently located 8 minutes from Grand Park. The home accommodates up to 10 people comfortably. The fully stocked kitchen is the heart of the home with new appliances and breakfast bar seating. Both baths have double sinks to make getting ready a breeze. Enjoy the private backyard space with a tranquil creek or walk to the nearby Monon Trail with over 25 miles of trails.

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.

Modern Cottage steps away from Downtown Whitestown

Enjoy a trendy stay in downtown Whitestown! Our comfortable & cozy house will be your home away from home - fully equipped kitchen surrounded by modern furnishings - 3BR - 1 king/2 queens. Cross the road for a delicious brew and breakfast at Hattie’s Coffeehouse or take a short walk to Moontown Brewery for the game. Pick up Greeks pizza or sit down and dine at LA Cafe- all steps away! Big 4 bike trail access is close by as well! Or catch the fun in downtown Indy just 30 minutes away!

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.

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).

IRIE Living-Retreat Kg 2Bd+Gym+Pool!

IRIE Living-Retreat Kg 2Bd+Gym+Pool! Discover your perfect home base in Whitestown, IN! This is modern 2-bedroom apartment is ideal for families, friends, or teams visiting Farmers Bank Fieldhouse, nearby shopping spots, or downtown Indianapolis, just a short drive away. Whether you're here for a tournament, a weekend getaway, or a business trip, you'll enjoy all the amenities you need for a comfortable, stress-free stay.

Stylish Stay | Near Everything!

Welcome to your perfect getaway! This stylish 2-bed, 2-bath unit features a king-size bed, smart TV, and private bathroom in the master suite, plus a cozy queen bed in the second room. Enjoy a second full bathroom, smart TV in the living room, a private balcony with lovely views, fully stocked kitchen, in-unit laundry, and a warm, inviting living space. Ideal for short- or long-term stays—comfort and convenience await!

Relaxing Getaway | King Bed • Balcony • Work-Ready

Relax in this modern, newly built apartment featuring a plush king-size bed, bedroom TV, free high-speed Wi-Fi, and a private balcony. Perfectly located near shops, dining, and entertainment—everything you need is just minutes away. Whether you’re here for work or play, enjoy a stylish space with all the comforts of home. Ideal for solo travelers, couples, or business guests seeking comfort and convenience.