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.

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.

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 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!

North Meridian • Est. 1913

This lovingly preserved 1913 historic home blends timeless character with modern comfort. Enjoy peaceful views, morning coffee on the covered front porch, and the convenience of being just a short walk to downtown Lebanon’s shops and restaurants. Located steps away from Lebanon Memorial Park. Centrally located between Westfield, Lafayette, and Indianapolis, it’s an ideal home base for work, events, or a relaxing getaway. Please note: Stairs are required to enter.

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.

Relaxing Getaway | King Bed • Balcony • Work-Ready

Relax in this modern, newly built apartment featuring a plush king-size bed, bedroom TV, free high-speed Wi-Fi, and a private balcony. Perfectly located near shops, dining, and entertainment—everything you need is just minutes away. Whether you’re here for work or play, enjoy a stylish space with all the comforts of home. Ideal for solo travelers, couples, or business guests seeking comfort and convenience.

IRIE Living-Modern Kg 2Bd+Gym+Pool, NEW!

Make yourself at home in this inviting 2-bedroom, 2-bath house in Whitestown, IN. Perfect for families, friends, or traveling professionals, this property offers a peaceful setting while still being close to Farmers Bank Fieldhouse and local attractions. With access to a pool and gym, it’s the perfect balance of comfort, convenience, and relaxation.

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.

Bavarian Themed Guestspace

Our place is a slice of Southern Germany in Central Indiana. 25 minutes outside Indianapolis, this space features Bavarian themes and is walking distance to our town square with restaurants and retail. Ride-share down to Indy for an event and escape the city for a small town.