Family-friendly holiday rentals in Whitestown

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.

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.

Covered Bridge Cabin (on Big Walnut Creek)

Retreat and renew in this charming one-room cabin right by Big Walnut Creek and Baker's Camp Covered Bridge. Fish, kayak, or swim; hike or birdwatch in a nearby preserve; read, write, find inspiration. With sweet-smelling poplar walls, the cabin offers a full bed by a picture window, small TV, writer's desk/library, AC, fans, baseboard heat, kitchenette, toilet, sink, outdoor shower (before first frost), small porch, grill, and a fire pit. (No wifi in cabin!) Simple and beautiful.

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.

Loft Apartment: Beautiful Farm and Country Views

This beautiful, over the garage private apartment is located in a wooded area across from our 94 acre farm. A very peaceful setting to wind down and enjoy the nature around you. Conveniently located 15 minutes from the airport and 30 minutes from downtown Indianapolis. A work space is also available that overlooks this beautiful farm!! Also perfect for couples or small families to enjoy some time in the country!

White River Retreat

Escape to a private retreat on the White River in Indianapolis! This custom-built home offers a peaceful, open-concept space with a stone fireplace, pool table, and jetted tub. Enjoy 12 acres of shared grounds with river access, kayaks, and fire pits. Perfect for a unique getaway, feeling worlds away yet close to everything. Ideal for couples or small groups seeking tranquility and adventure.

Florence Cottage~Modern Country

Relax and unwind at Florence Cottage, a peaceful retreat in quiet Whitestown that blends country charm with modern style. Set on an acre with mature trees, enjoy sunrise from the front porch and sunsets from the back deck. The home features 4 bedrooms and 2 full baths, including a spacious primary suite, queen bedrooms, and a bunk room—perfect for families or group getaways.

Stylish Comfort and Hot Tub at Clay Terrace

Relax in style in this newly renovated home just steps from the shops, restaurants, and spas at Clay Terrace. Soak in the hot tub, then head indoors to play pool while enjoying the big game on our 85" home theater screen. Mesh wifi network and three smart TVs facilitate simultaneous work and play. Perfect for families, friend groups, and traveling business professionals!

Surf House | Stylish Indy Charmer | Walkable

All the comforts of home while you work. Live like a local at Surf House. Inspired by summers in Huntington Beach, CA, this home blends modern design with a laid-back surfer vibe. Located in one of Indy's favorite neighborhoods, we offer a relaxed atmosphere with easy walks to eateries, gyms, shops, and nightlife. Surf House is your perfect home base.

IRIE Living-Cozy Retreat 2BR House w/ Pool + Gym

Experience comfort and convenience in this charming 2-bedroom, 2-bath Whitestown home! Designed with families and groups in mind, this spacious house is close to Farmers Bank Fieldhouse and nearby shopping. Enjoy added perks like pool and gym access, making your stay both relaxing and hassle-free.

Off Leash Oasis - Brand New Hot Tub & Fire Pit - P

Escape to Off Leash Oasis, a renovated 4BR/2BA pet-friendly retreat with a hot tub, fire pit, chef’s kitchen, private backyard, and dedicated workspaces. The home sleeps up to 8 guests and includes a queen air mattress for flexible sleeping without overcrowding the house.