Family-friendly holiday rentals in Boone County

Crossroads: Endless entertainment in Lebanon

Stay in a huge, fully remodeled historic home with something to keep everyone happy- golfing, karaoke, 6 arcade games, a Playstation, board games, TVs with ESPN, a pool table, toys & a bar. Cook to your heart's content in our fully stocked kitchen, inc. a Crockpot, coffee bar, blender, 5 types of grills/smokers (outside of course). This is in walking distance to downtown Lebanon and sleeps 12 across 4 bedrooms (plus 3 full bathrooms). There are multiple seating areas and outdoor areas to enjoy.

Family · Indoor spaces · Hospitality

Downtown Whitestown, King Suite & Pool

King Suite • Private Pool • Pet-Friendly Charming Whitestown stay with a king suite, private fenced pool, BBQ grill, firepit, and walkable access to Moontown Brewing Co., LA Cafe, Greek’s Pizzeria, and more! Steps from Big 4 Trail and Main Street Splash Park with tennis, pickleball & basketball courts. Includes full kitchen, fast Wi-Fi, Smart TV, washer/dryer, and free parking. Pets welcome! Perfect for couples, solo travelers, or families looking to relax or explore. Close to I-65 and I-465

Indoor spaces · Family · Backyard

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.

Kitchen · Indoor spaces · Accuracy

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.

Kitchen · Family · Access

Pet-Friendly Acreage Short Drive to Grand Park

Pet-friendly acreage retreat in rural Zionsville near Grand Park. Serene views, cozy firepit, and fast 1 Gbps Wi-Fi. Ideal for families and tournament parents. Sleeps 5 • 3 beds (2 queen, 1 twin) + inflatable mattress if needed (full) • 1.5 baths. Light-filled living/dining, practical kitchen, workspace-friendly table. Open yard (not fenced); supervise pets. Quick drive to Zionsville, Carmel, Westfield; on-site parking. No parties, quiet hours, no smoking. Book early for Grand Park weekends.

Kitchen · Family · Decor

Modern Cottage steps away from Downtown Whitestown

Enjoy a trendy stay in downtown Whitestown! Our comfortable & cozy house will be your home away from home - fully equipped kitchen surrounded by modern furnishings - 3BR - 1 king/2 queens. Cross the road for a delicious brew and breakfast at Hattie’s Coffeehouse or take a short walk to Moontown Brewery for the game. Pick up Greeks pizza or sit down and dine at LA Cafe- all steps away! Big 4 bike trail access is close by as well! Or catch the fun in downtown Indy just 30 minutes away!

Indoor spaces · Family · Accuracy

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!

Kitchen · Indoor spaces · TV

Zionsville Luxury Condo 1BR with Balcony

Stylish and modern one bedroom, one bathroom Airbnb in a stunning and luxurious Zionsville complex in Indianapolis, IN. Open-plan living and dining area, fully-equipped kitchen, comfortable bedroom, and sleek bathroom. This cozy and spacious home has everything you need to thrive. Located in the heart of the city's vibrant neighborhood with top-notch amenities, including a fitness center and swimming pool. Your home away from home in Indianapolis!

Family · Kitchen · Accuracy

Limelight House on East Street

Renovated 1920s house can sleep up to 8 people. This four bedroom, 1.5 bath with a fully equipped kitchen is great for a family or small groups. Fenced in backyard with small fire pit and gas grill available. Laptop-friendly workspace with additional monitor available, washer/dryer, and TVs in most rooms. Quiet small-city residential block near situated between downtown Lebanon and Memorial Park. Located on the 4th of July Parade route!

Indoor spaces · Value · Condition

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.

Indoor spaces · Family · Amenities

A better alternative than a hotel room

Relax in this private stylish space. Long-term rental possible. Located in a quiet neighborhood walking distance to local restaurants, brewery, convenience store and walking trail. Well appointed kitchenette includes stove top, microwave, air fryer and everything you need to prepare your homemade meals. Enjoy the backyard porch with access to a fire pit and gas grill. Parking is steps away from your private entrance.

Parking · Comfort · Barbecue

Suite 39 North

Centrally located in Lebanon, with great access to the Lebanon Business park, Lilly site, and vibrant downtown. This suite will satisfy the business traveler on the go. 2 Bedrooms, 1 Bath, full size eat in kitchen, Roku TVS, dedicated work space with a HP color Laser printer. Enjoy your stay at Suite 39 North.

Indoor spaces · Kitchen · Getting around