Vacation rentals with a pool in Hendricks County

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

Hallmark-Style Holiday Estate Near Chriskindlmarkt

Westfield's top vacation property! Woodside Retreat is a truly special 4 acre historic estate. The property is one of a kind for the area, blending a history that dates back to 1861 with modern touches and amenities. This Indiana farmhouse, with ties to the Underground Railroad, has been thoughtfully furnished with comfort and heritage in mind. Imagine making memories with family, colleagues, or friends with an entertainment barn, in-ground pool/deck, pergola, fire pit, & beautiful open space.

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!

Charming Condo with a Pool!

Experience our charming home in The Old Northside, one of Indianapolis' most desirable neighborhoods, where comfort meets convenience. This 1 bedroom residence features a shared outdoor pool, a prime location close to downtown attractions and dining. Families will benefit from a kids' park and playground just across the street. With its rich history and modern amenities, this home offers a vibrant lifestyle. Don't miss the opportunity to make it yours in a neighborhood that truly has it all.

Private Cinema + Cowboy Pool, Putt Putt, Arcade

Welcome to Beville at Bottleworks! 📽️ 4K movie theater w/ surround sound—perfect for movie nights ⛳️ Backyard putting green for fun 👙🩳 Cowboy pool + sunny deck for lounging 🛁 Jacuzzi to relax and unwind 🔥🪵 Fire pit for cozy nights under the stars 🏓 Game zone: Foosball, ping pong, air hockey & shuffleboard 🕹️ Arcade: Pac-Man & NBA Jam 🍿 Popcorn bar + ☕️ coffee bar 📍 1 mi to Bottleworks ⛲️ 10 min to Fountain Square 🏟️ 12 min to Lucas Oil Stadium 🏎️ 20 min to Indy Motor Speedway

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!

IRIE Living, Replenish Kg 2Bd+Gym+Pool, BRAND NEW!

Newly Built! Trendy 2BR Getaway Near Farmers Bank Fieldhouse | Gym, Pool & More! Make yourself at home in Whitestown, IN! This brand-new, contemporary 2-bedroom apartment is perfect for families, friends, or teams visiting Farmers Bank Fieldhouse, nearby shopping, or downtown Indianapolis, just a quick drive away. Whether you're in town for a tournament, a weekend escape, or a business trip, you'll have all the amenities you need for a relaxing and convenient stay.

Hometown Hideaway - 4BR/2.5BA, Pool, game room

You won't find a more well equipped home in the area than you will at Hometown Hideaway. Hometown Hideaway is luxury at it's finest with 4 bedrooms, 2.5 baths, 2 separate living spaces, plus an amazing game room with pool table, 65" Smart TV, shuffleboard, darts and plenty of seating. Don't forget the fenced backyard with private heated pool and seating galore for you and all of your guests. Plenty of room for rest and relaxation indoors and out.

Traders Point Retreat w/ Pool, Hot Tub & Fire Pit

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

20 mins DT | Sleeps 3 |Golden Sun Spacious KingBed

BRAND NEW 1BR/1.5BA stylish luxe corporate apartment with 1 king bed and a rollaway. This cozy 3rd-floor unit (no elevator) is conveniently located close to I-65. Features include a dedicated desk for remote work, large walk-in closets, full-size W/D, high-speed internet, and a private patio. Perfect for families, business travelers, or couples. Upscale amenities: pool w/ sundeck, pickleball courts, 24/7 gym, pool table, & dog park.

Modern King Bed | Relax & Stay

Welcome to your stylish & serene retreat in Whitestown, Indiana! This 2-bed, 2-bath escape features a king-size bed, TV, and private bath in the master suite, plus a cozy queen bed in the second room. Centrally located near shopping, dining, and highways—yet tucked away for privacy. Perfect for business or leisure, enjoy modern comfort, peaceful vibes, and all the essentials for a relaxing stay. Book now and unwind in style!

Downtown Indy - Parking Available!

Welcome to your downtown Indy retreat! This stylish & modern space located in downtown Indy close to top restaurants, nightlife, Gainbridge Fieldhouse, and Lucas Oil Stadium. Enjoy a cozy, well-equipped stay with fast WiFi and prime location. Perfect for business travelers, couples, or weekend adventurers. Walk everywhere or relax in comfort—your perfect Indy getaway awaits! Book now & experience the best of downtown!