Pet-friendly holiday rentals in Whitestown

#IndyCozyCottage | Historic Cottage Near Downtown

Hello, Fellow Traveler! Welcome to our cozy historic Indy cottage in a quiet neighborhood retreat just minutes from downtown. Enjoy coffee on the porch, a fenced yard for pets, and easy access to Mass Ave, Bottleworks, and Lucas Oil Stadium. Thoughtfully updated for comfort and style while keeping its original charm! This quaint home features a king bedroom with walk-in closet, updated and stocked kitchen, secondary flex bedroom/office, and two-car garage. Perfect for your next Indy adventure!

Ranch at Carmel City Center

Walk to it all from this spacious stand alone ranch: Carmel City Center / Palladium, Monon trail, dozens of eateries - all connected by a bike/walk path touching the property. Perfect for couples or a larger group with two distinct living rooms - both featuring smart TVs. Luxury abounds - from Stearns & Foster mattresses, super-soft linens to the high-end coffee maker. No detail overlooked. Ping-pong in garage, grill & chill on the deck. Pets welcome. Fully fenced back yard. 12 min to Grand Park

Alumni owned Bungalow 1 block from Butler

Feel at home in this charming 2 bed/1 bath bungalow in a quiet, historic neighborhood! The property features refinished hardwood floors, comfortable furnishings, thoughtful decor and updated fixtures in the bathroom. A modern kitchen offers new appliances, the essentials for cooking, a charging station, and a coffee bar with snacks. Retreat to the spacious fenced in yard and lounge on the patio. History is important to us so we updated the space while staying true the original character & feel.

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.

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.

Pet friendly house with 3 comfy beds, walk to IMS

- Legally operating under Town of Speedway short term rental permit SR260002 - This 1453 square foot home was beautifully renovated in 2018 - 10 minute walk to Indianapolis Motor Speedway (1/2 mile to Gate 1) - 15 minute walk to Main Street with breweries, bars, restaurants, and unique local shops - Off-street parking for 4 vehicles - 10 miles from Indianapolis International Airport. - 6 miles from downtown Indianapolis - New Pergo floors installed in 2023 - New HVAC system installed in 2024

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.

Main Street Suite - Steps to IMS & Local Shops

Nestled in the heart of Speedway, the Main Street Suite will meet all your expectations for excitement and comfort. If you’re in town for a racing event or a conference in nearby downtown Indy, you’ll love ending your day with a variety of options for dining and entertainment. With the pocket park just below, as well as the Indianapolis Motor Speedway just down the street, you’ll fall in love with this spacious suite as fast as the cars race over the yard of bricks just a few blocks away!

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.

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).

Grand Park HUGE Space Sleeps 13+|Tons of Parking

Spacious 2400+ sq ft farmhouse retreat, perfect for teams and large groups! This beautifully updated home sleeps 13+ with 12 beds and is just 10 minutes from Grand Park. Enjoy a wide-open layout, large deck, and private yard with plenty of space to relax. No street parking—room for 6+ SUVs. Stay connected with fast WiFi, Xbox, and streaming. Minutes from downtown Westfield, Carmel, and Zionsville—ideal for tournaments, family trips, or group getaways.