Vacation rentals with a pool in Hendricks County

5 out of 5 average rating, 12 reviews

A charming two-story home features a gray exterior with white trim and a welcoming front porch. Lush greenery and landscaped flower beds surround the entrance, complemented by a flag gently waving in the breeze. The front yard is spacious, enhancing the inviting atmosphere.

Home 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

4.98 out of 5 average rating, 52 reviews

A charming entrance is framed by a decorative black gate adorned with evergreen garlands and red bows. Snow blankets the ground and branches of the surrounding trees, creating a serene winter landscape that highlights the historic farmhouse in the background.

Home in Westfield

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.

4.99 out of 5 average rating, 96 reviews

The kitchen features white cabinetry and a spacious island with a light-colored countertop. Modern stainless steel appliances are present, along with a sink positioned below a window. Three pendant lights hang from the ceiling, illuminating the area with a soft glow.

Home in Westfield

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!

Apartment in Indianapolis

4.9 out of 5 average rating, 189 reviews

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.

5 out of 5 average rating, 22 reviews

The outdoor area features cozy seating around a fire pit, surrounded by lounge chairs under a colorful sunset. The indoor movie theater displays plush recliners and decor with sports themes. A lively game zone showcases a foosball table, while a relaxing jacuzzi is seen on a sun-drenched deck.

Home in Indianapolis

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

A bright living room features a grey sofa adorned with decorative pillows, complemented by a round wooden coffee table. Floor-to-ceiling windows are dressed in light grey curtains, allowing natural light to illuminate the space. A balcony is visible beyond the glass doors, furnished with outdoor seating.

4.96 out of 5 average rating, 55 reviews

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!

A spacious living area features a large green sectional sofa against a dark accent wall. Natural light floods through the sliding glass doors, which open to a balcony. A round coffee table rests on a textured area rug, complementing the modern design.

5 out of 5 average rating, 25 reviews

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.

4.99 out of 5 average rating, 78 reviews

Home in Greenwood

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.

5 out of 5 average rating, 7 reviews

Home in Zionsville

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

The living room features a comfortable blue sofa accented with bright yellow pillows, accompanied by an orange armchair. A coffee table sits on a geometric-patterned rug. Natural light enters through sliding glass doors leading to a balcony, while a large TV is mounted on the wall.

5 out of 5 average rating, 23 reviews

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.

A modern living area features light wood flooring and a spacious grey couch adorned with colorful cushions. A white coffee table rests on a soft area rug, while a flat-screen TV is mounted on the wall. Bright lighting enhances the open concept design connecting to the kitchen.