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.

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.

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.

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.

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!

The Penn House 3 miles to Grand Park Sleeps 14

The Penn House is a luxury home in the heart of Westfield perfect for the discerning traveler! All the comforts of home nestled in downtown Westfield. Walking distance to shops, restaurants, parks, the Monon Trail, and a quick five minute drive to Grand Park Sports Campus. Feel at home with an inviting front porch, large backyard with a gas grill, and fire pit for some outdoor fun. House is a few blocks from sushi, pizza, Italian, a brewery and wine bar. Perfect Location!

The Cubby

We know details are important. We kept this in mind while transforming this former 2 car garage into a stunning two bedroom apartment. Full kitchen (gas stove), full bathroom, laundry, skylight, mood lighting, good toilet paper, soap, sound machine - we've thought of everything. Come relax in our space. A quarter mile to US 31 for easy access into Carmel and Indy's Northside A short drive to plenty of dining, shopping, and the Monon Trail A quarter mile to Grand Park

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).

Private/spacious home w/backyard near Grand Park

Beautifully renovated spacious Westfield charmer with massive private backyard. Minutes from GrandPark, Downtown Carmel/Westfield, as well as Monon Trail. Updated kitchen opens into living/dining areas to allow for family gathering or entertaining easily. Gorgeous walkout basement is perfect for backyard fun and games. Enjoy your morning coffee on the relaxing front porch. Perfect for multi families traveling together or guests wanting privacy and convenience.

IRIE Living, Refresh Kg 2Bd+Gym+Pool!

Stylish 2BR Retreat Near Farmers Bank Fieldhouse | Gym, Pool & More! 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.

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.