Holiday rentals with a pool in Whitestown

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

Absolute GEM! 5 Mins Grand Park, Spacious Backyard

Westfield gem! Just 7 quick minutes to Grand Park! Close to Downtown Indianapolis (32 mins), Ruoff Music Venue (27 mins) and all that the Indianapolis & surrounding areas have to offer. Spacious 4-bed, 2.5-bath home sleeps 11 guests comfortably. Includes beautiful fully stocked kitchen, 2-car garage, TVs, Movie Theatre, games, fenced backyard, and patio for your enjoyment! Stroll on the Monon Trail. Enjoy family-friendly parks. So many restaurants to choose from, too! Your seamless stay awaits!

Peaceful & Luxurious Suite

Our guest suite is close to Indpls--approx. 20 min from downtown. You’ll love our place because of the quiet & serene environment that's just outside of the city. We sit on an acreage close to the I70/Mt Comfort Road Exit making for quick access to and from the interstate. Our suite is in the front corner of our home. It has a private entrance with porch. It looks out into a garden that has a pond with fountain along with seating under a pergola. It has high ceilings and is very spacious.

20 mins DT | Sleeps 4 | Opulent Suite Spacious Gym

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

Zestlife-HeatedPool-LuxeEscp-ThemedRooms-GameRoom

Experience an ultimate luxurious retreat in Indianapolis boasting unique and stylish decor with a refreshing touch of lemon zest and beach vibes! Delightful Disney-inspired themed spaces, a one-of-a-kind theatre room, a spacious backyard oasis with a Heated Pool, Spa, and modern resort amenities will charm guests of all ages. It's truly everything you could want for an unforgettable magical vacation! ✔ 25min Indy downtown, 15min Geist Reservoir, 35min Airport ✔ Safe & upscale location

Serene 1BR: Perfect Indy Stay

Welcome to your ideal retreat in Whitestown, Indiana! Our modern 1-BR apartment is perfect for short or extended stays. Enjoy a bright living area, fully-equipped kitchen, and cozy bedroom with a queen-sized bed. Amenities include high-speed Wi-Fi, an in-unit washer and dryer, central heating and AC, free parking, a fitness center, and a pool. Conveniently located near dining, shopping, and just 20 minutes from downtown Indianapolis. Book now for a comfortable and convenient stay!

Trailside Clubhouse Estate

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!

IRIE Living-Divine Kg 2Bd+Gym+Pool, BRAND New!

IRIE Living-Divine Kg 2Bd+Gym+Pool, BRAND NEW! Discover your perfect home base in Whitestown, IN! This brand-new, modern 2-bedroom apartment is ideal for families, friends, or teams visiting Farmers Bank Fieldhouse, nearby shopping spots, or downtown Indianapolis, just a short drive away. Whether you're here for a tournament, a weekend getaway, or a business trip, you'll enjoy all the amenities you need for a comfortable, stress-free stay.

Hilltop Manor | Hideaway Estate w/ Pool & Theater

Welcome to Hilltop Manor, your countryside escape near Jamestown, Indiana. This expansive 5-bedroom, 7-bath, 6,000 sq ft estate was designed for big gatherings and unforgettable getaways. With room for 20 guests, it offers a private pool, movie theater, game room, and multiple living spaces—all crafted to bring people together in comfort and style. Celebrate, relax, and make memories—Hilltop Manor is built for life’s biggest moments.

Private Oasis - Htd Pool, Hot Tub, Fire Pit, Golf

Welcome to your Zionsville retreat, Traders Point Countryside - perfect for families, friends & group getaways! Set on 2 peaceful acres, this spacious home combines comfort w/ resort-style amenities: *Heated saltwater pool (May-Oct) & hot tub *Fire pit, BBQ grill, patio & tree swings *Game room w/ foosball & Smart TV *Chef’s kitchen w/ coffee station *Family-ready: crib, pack ’n play, toys, high chair *Sleeps 15 across 3BR + sofa bed

King Bed - 1B/1BTH - POOL

BRAND NEW upscale one bedroom apartment with king bed. Minutes away from Downtown Fishers. Complex is conveniently located next to nature preserve, walking path & Nickel Plate Trail. Enjoy the amazing amenities: Pool, hot tub, fitness center, business center, clubhouse lounge & outdoor grilling space. 10mins away from Ruoff Music Center. Note: POOL AND HOT TUB ARE DURING SUMMER MONTHS ONLY. (FROM MEMORIAL DAY THROUGH LABOR DAY)

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!