Family-friendly holiday rentals in Boone County

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.

Spacious Zionsville Condo 1BR w/ Balcony

Spacious and modern one bedroom, one bathroom in a luxurious Zionsville complex in Indianapolis, IN. A vibrant and walkable area complete with an open-plan living & dining area, fully-equipped kitchen, comfortable bedroom, and sleek bathroom. This stunning and cozy space has everything you need to thrive. Located in the heart of the city's vibrant neighborhood with top-notch amenities, including a fitness center, swimming pool, grill area, and fire pit. Your home away from home in Indianapolis!

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.

Family Stay/Work From Home-Indianapolis & Purdue

Experience the laid back, friendly lifestyle of Thorntown, IN while having access to Indianapolis and Lafayette! Take a walk or bike the ten-mile heritage trail. Walk to Stookey’s for drinks and food! More restaurants and bars are a ten minute drive. Sugar Creek Art Gallery next door. Downtown Indy, Children’s Museum, and Indpls Motor Speedway are each 35-40 minutes. Purdue University is 28 miles. A percentage of reservation fees are donated toward housing for refugees, evacuees, and homeless.

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.

Perfectly placed between Indianapolis & Lafayette

Are you ready to retreat into an amazing country setting while being less than ten minutes from the Interstate? Perfectly placed between Indianapolis & Lafayette, this guest home is perfect for your family, an individual retreat, a couples getaway, or a best friend's reunion. With a full kitchen, full bath, one private bedroom, two *UPPER-LEVEL* loft rooms, a wood-burning fireplace, beautiful sunsets, a fire pit, the property is a perfect complement to the rest you will discover inside.

The Loft

The Loft is a charming space nestled in Boone County. The Loft is perfectly situated just moments away from the towns of Zionsville, Lebanon, and Whitestown while only being a 25 minute drive to downtown Indianapolis. The Loft offers a cozy setting, featuring a one-bedroom suite with a full bathroom, atop a rustic yet elegant barn. The Loft includes a kitchenette, a living room, and deck that overlooks the countryside – perfect for enjoying your morning coffee or stargazing by night.

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!

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!

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.

Close to Indy - Sleeps 14, Poker Room, Coffee Bar

Welcome to our beautiful vintage home in Lebanon, IN! Built in the early 1900s and recently remodeled, this spacious 3-level house sleeps 14 and features 4 large bedrooms, 2.5 baths, a fully stocked kitchen with a coffee bar, and even a poker room! Just a 3-minute walk to Lebanon’s town square and a 30-minute drive to downtown Indy, it's perfect for families, larger groups, or wedding guests seeking comfort, charm, and convenience.