Family-friendly holiday rentals in Boone County

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.

Sora, The Loft

Welcome to your modern retreat in Whitestown, Indiana!This brand-new 2-bed, 2-bathroom apartment offers a luxurious yet comfortable stay for up to 5 guests. Thoughtfully designed with stylish finishes, spacious rooms, and premium amenities, it’s ideal for families, business travelers, or couples seeking a relaxing getaway.Each bedroom is furnished with lush queen beds, and a rollaway bed ensures extra flexibility for larger groups.The apartment also features a dedicated workspace for remote work

Freshly updated 2 bedroom home

Have fun with the whole family at this stylish 2 bedroom 1 bathroom home. Completely updated home provides a spacious living area, large, fully-stocked kitchen, and two separate bedrooms with queen beds. The full bathroom holds a bathtub/shower combination. There is plenty of extra pillows and blankets for extra guests to stay if needed. This home is located just 25 minutes from Westfield, IN and Grand Park. 30 minutes to downtown Indianapolis, IUPUI, Butler University, and Marion University.

Zest of Zionsville

Professionally designed with a Midwestern Hamptons vibe. Centrally located 1.5 miles from downtown Zionsville, 14 miles from Grand Park and a 30 minute drive from downtown Indy. Walking trails across the street & Zionsville Golf Course w/in walking distance. Complete with a fully stocked Chef's Kitchen & upgraded stainless steel appliances. Four Smart TV's with Roku in every room, Samsung washer and dryer and a 30 foot deck in the back for morning coffee on the patio and dinners on the deck.

Farmhouse * 2.5 Acres * 15 min to Grand Park

Spacious Farmhouse stay. Watch the cows roam from the sunroom! Spacious open floor plan with 2.5 acres of land for extra privacy. Family friendly, peaceful & quiet. Less than 10 mins to beautiful & historical Zionsville. *2,100 sqft *3 Bedrooms *2 Bath *One pet allowed w/ $200 fee *RV hookup *Washer/Dryer *Fully stocked kitchen *Large yard & driveway *2 car garage *Keyless check-in *15 min to Grand Park *30 min to downtown Indy *30 min to Indy Airport *20 min to Carmel *30 min to Ruoff Music

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.

20 mins DT | Sleeps 9 | Sunrise Glow Spacious Gym

Welcome to Whitestown, IN — proudly hosted by TIBO Ventures. Standout Features: • Modern *2-BR, 2-BA* with stylish decor • Fully equipped kitchen w/ new appliances & quartz countertops • Both bedrooms king-size beds and walk-in closets for max comfort • Private balcony for relaxing Amenities: ✔ 24-Hour Gym ✔ Pickleball Courts & Pool ✔ Built-in Desk for remote work ✔ Pet-Friendly community with Dog Park ✔ High-Speed Fiber Internet ✔ Close to dining and shopping ✔ Free On-site Parking

Trailside Estate Whitestown

Bring the whole family to this great home with lots of room for fun! Close to Grand Park if you're in town for a tournament, and also close to Zionsville and Indianapolis. Tons of stores, shopping, and restaurants nearby! Looking to get away to a comfortable home? Look no further. This fully stocked townhome is great for your short trip or even for a longer stay if you prefer! Beautiful views of the lake and serene countryside. Brand new and extremely clean! Your stay awaits!

Brick Street Bungalow

This unique apartment is perfectly nestled off Main Street & Benders Alley in the Village of Zionsville. Short walking distance to shops, coffee, wine, restaurants, parks and more! We are 10-30 minutes away from many locations! One bed/One bath located on second floor of building. We have drip coffee, French press, toaster, oven, microwave & 2 smart TVs for you to log into. The green couch folds down into a full sized bed if needed. We hope you enjoy this little gem!!

The Hornaday House

Charming Family Retreat in Lebanon, IN – 5 Bedrooms, 2 Bathrooms Welcome to your spacious 5-bedroom, 2-bathroom home, perfect for families or groups! Enjoy large living area, fully equipped kitchen, and outdoor space. Walking distance from downtown Lebanon and Memorial Park. Easy access to I-65, Farmers Bank Fieldhouse, and Grand Park Sports Complex. Within 35 minutes from Indianapolis and Lafayette. Book your stay today for a comfortable and memorable getaway!

Close to All | Bright & Clean

Welcome to your first-floor luxury retreat in Whitestown, IN! This modern 1BR apartment in a newly built complex blends comfort and convenience. Enjoy a cozy queen bed, extra air mattress, fast Wi-Fi, smart TV with Prime & YouTube, and a dedicated workspace. Located near top shopping and upscale dining, it's perfect for business trips, weekend escapes, or extended stays. Stylish, peaceful, and ideally situated—everything you need for a relaxing stay is right here.

The Homestead at Traderspoint

Step back in time with modern comforts in this beautifully restored 1940s farmhouse nestled on 3 peaceful acres in the heart of a Rural Historic District between the Village of Zionsville and Traders Point Equestrian Community. Surrounded by towering trees, open meadows, and country charm, this 3 bedroom, 2 bathroom home offers the perfect escape - whether you are seeking a quiet weekend getaway, a family retreat, or a serene remote work setting.