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.

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.

Florence Cottage~Modern Country

Relax with the whole family at Florence Cottage. Brand new home- quaint, quiet, and a great mix of country charm with stylish design. The house offers 4 bedrooms, 2 full bathrooms. The master suite has its own spacious master bathroom. Bedroom 2 and 3 are furnished with queen beds. Bedroom 4 offers a bunk bed. The home sits on an acre with stately mature trees, a fabulous front porch to take in the sunrise & then a new deck overlooking the large back yard boasting amazing sunsets at night!

20 mins DT | Sleeps 9 | Earthy Elegance Spacious

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

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!

Beautiful 2 Bedroom with all the comforts of home!

Long term rental possible. Beautiful newly renovated 2 BR in quiet neighborhood just 25 minutes to downtown Indy. Walking distance to local Restaurants, Brewery, Convenience store, walking trails and Panther Park. We are 10 minutes from the beautiful village of Zionsville where you can find boutique shopping and excellent dining. Within our 2BR you will find comfortable bedding, a fully equipped kitchen and high-end finishes. Laundry Room within the home😊

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.

IRIE Living-Retreat Kg 2Bd+Gym+Pool, BRAND New!

IRIE Living-Retreat Kg 2Bd+Gym+Pool, BRAND New! Discover your perfect home base in Whitestown, IN! This brand-new, modern 2-bedroom apartment is ideal for families, friends, or teams visiting Farmers Bank Fieldhouse, nearby shopping spots, or downtown Indianapolis, just a short drive away. Whether you're here for a tournament, a weekend getaway, or a business trip, you'll enjoy all the amenities you need for a comfortable, stress-free stay.

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.