House 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.

Newly remodeled near Zionsville. Upscale 2BR

Long term rental possible. Beautiful renovated 2 BR in quiet neighborhood just 25 minutes to downtown Indy. Walking distance to local Restaurants, Brewery, Convenience store, walking trail and a park. We are 10 minutes from the beautiful village of Zionsville where you can find boutique shopping and excellent dining. This is the left side of our duplex. Both sides are available to rent on Airbnb . Within this 2BR you will find comfortable bedding, a fully equipped kitchen and high-end finishes.

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.

Cottage on 9th-Beautiful Fall in Zionsville!

Located in Zionsville, enjoy what this beautifully renovated home with 2-bedrooms and a study has to offer. Smart TV's in the great room and master bedroom with full wi-fi access. Features a beautiful great room w/ fireplace, fully equipped kitchen and a stunning back yard w/ grill, deck and ramada. Walk to everything! Just 1/2 mile from downtown Zionsville shops, restaurants and parks. Access to the famous Rail Trail with miles of walking/biking paths and nature walks. Parking free, on-site.

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.

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 Equestrian 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. Private setting. Ample parking.

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!

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.

Trailside Villa | Luxury Stay | Sleeps 10+

Bring the whole family to this great home with lots of room for fun! Close to The LEAP District and also Grand Park if you're in town for a tournament! 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! Brand new and extremely clean! Your stay awaits!

Hickory 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.