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

Popular Suburb Getaway

Convenient PET FRIENDLY Suburb home (Brownsburg) offers this newly furnished OPEN LAYOUT 3 Bdrm 2 Ba RANCH w/attached garage, vaulted Great Room, Fully functional kitchen & laundry plus a fenced-in backyard & deck that overlooks a pond with fountain. This popular floorplan allows space and privacy. Located in the heart of Brownsburg & less than a mile walk to all kinds of different food & shopping. Conveniently located near I-74 with easy access to I-465, I-65, Downtown, Race tracks & Airport!

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.

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.

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!

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).

Luxury Butler Retreat | Sleeps 12 | Designer Home

Spacious modern-rustic 5-bedroom, 4-bath Indianapolis home for up to 12 guests, within walking distance of Butler University and Clowes Memorial Hall. Enjoy a fully fenced backyard with fire pit, BBQ and outdoor dining, plus a 120-inch projector screen, seven Smart TVs, gig-speed Wi-Fi, dedicated workspace, and free on-premises parking. Perfect for families and groups, just minutes from downtown, Broad Ripple, Newfields, and the Children’s Museum.

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.