Holiday houses in Whitestown

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 · Cleanliness · Kitchen

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

Location · Family · Pool

20 mins DT |Golden Sun Spacious KingBed, ExtraBeds

Welcome to Whitestown, IN— proudly hosted by TIBO Ventures. Standout Features: • Modern *1-BR, 1.5-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 ✔ Pool

Location · Value · Pool

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 · Family · Check-in

The Black Bungalow in Zionsville Village ♥

Walking distance to Zionsville Village's main street with restaurants and shops. Close to the rail trail for your outdoor fitness wants and needs! This unique Black (exterior) & White (interior) two-unit-bungalow offers modern comfort and will make for a memorable stay. Enjoy two private walk-out decks and one small fenced in yard with this upper unit overlooking the lush surroundings and horse pastures in the distance. We consider a well behaved, house trained animal for an additional fee.

Value · Location · Layout

Kit’s Cabin - Log Cabin Retreat in Indianapolis

Welcome to our 150-year-old log cabin, nestled in the heart of Indianapolis! This cozy retreat offers a tranquil getaway while being just minutes away from all modern conveniences and only 20 minutes from downtown. Step inside and be greeted by the rich history of exposed wooden beams and a large stone fireplace. Our authentic rustic decor and cozy cabin amenities will transport you to a simpler time. Come experience the magic of Kit’s Cabin, where historic charm meets modern comfort.

Family · Location · 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!

Location · Family · Condition

Trailside Clubhouse Whitestown

Bring the whole family to this great home with lots of room for fun! Close to Grand Park if you're in town for a tournament, and also close to Zionsville and Indianapolis. 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! Beautiful views of the lake and serene countryside. Brand new and extremely clean! Your stay awaits!

Value · Family · Sleep quality

Cozy Guest House in the Big Woods

Guest house located in the rear grounds of main home. Sidewalk access. 20 minute drive to downtown Indy.Full kitchen & 3/4 bath. This means toilet, sink & 42" shower (no tub).Entire house can sleep 1-3. Price is for 2 guests. Add’l fees for add’l guests & pets (no pit bulls) The upstairs has a king bed & down stairs a twin futon. This area is heavily wooded so the occasional critter can be seen & there will be spiders from time to time (part of wooded living).

Location · Family · River

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!

Value · Family · Comfort

Stylish Stay | Near Everything!

Welcome to your perfect getaway! This stylish 2-bed, 2-bath unit features a king-size bed, smart TV, and private bathroom in the master suite, plus a cozy queen bed in the second room. Enjoy a second full bathroom, smart TV in the living room, a private balcony with lovely views, fully stocked kitchen, in-unit laundry, and a warm, inviting living space. Ideal for short- or long-term stays—comfort and convenience await!

Location · Nearby · Condition

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.

Location · Comfort · Walkability