Holiday houses 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.

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

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.

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.

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.

Location · Hospitality · Amenities

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!

The Grand Reserve | Pool + Hot Tub + Pond | Luxury

Welcome to The Grand Reserve, a stunning luxury retreat in the heart of Zionsville. Designed for large groups, families, and tournament travelers, this spacious home offers the perfect blend of comfort, entertainment, and upscale living. Enjoy spacious living areas, a fully equipped kitchen, beautifully appointed bedrooms, and plenty of room for everyone to spread out and relax. Step outside to your private backyard oasis featuring a sparkling pool, hot tub, pond, and playground.

Family · Location · Hospitality

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!

Romantic cabin w/ tub, fireplace

Wouldn't it be nice to get away from it all for a couple of days? Just the two of you. Some time to focus your attention on yourselves and the simpler pleasures of life, all in the comfort of your very own luxurious log cabin. Cabins & Candlelight is located 45 minutes NW of Indy on 32 acres in northeast Montgomery County. Meandering along the southern edge of the property is Sugar Creek, known throughout Indiana for the scenic canoeing it offers.

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.

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.

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.