Holiday rentals with a pool in Whitestown

A modern living area features two plush black sofas adorned with colorful cushions, accompanied by a sleek round coffee table. Natural light fills the space through large windows with blinds, highlighting the stylish area rug that adds warmth to the room.

4.93 out of 5 average rating, 29 reviews

Sora, The Loft

Welcome to your modern retreat in Whitestown, Indiana!This brand-new 2-bed, 2-bathroom apartment offers a luxurious yet comfortable stay for up to 5 guests. Thoughtfully designed with stylish finishes, spacious rooms, and premium amenities, it’s ideal for families, business travelers, or couples seeking a relaxing getaway.Each bedroom is furnished with lush queen beds, and a rollaway bed ensures extra flexibility for larger groups.The apartment also features a dedicated workspace for remote work

4.94 out of 5 average rating, 18 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

4.99 out of 5 average rating, 112 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!

Guest suite in Greenfield

A spacious guest suite is illuminated by natural light from large windows. A cozy seating area is visible beside a desk and a wall-mounted television. Attractive bedding with striped patterns adorns a sizable bed, complemented by a plush carpet and tasteful decor.

4.91 out of 5 average rating, 105 reviews

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.

Tiny home in Indianapolis

A modern kitchen space features a central island with three high-backed stools. White cabinetry complements gray countertops, while a blue tile backsplash adds color. Stainless steel appliances, including a range hood, further enhance the contemporary design.

4.94 out of 5 average rating, 415 reviews

The Onyx Tiny House.

The Tiny House with a heart. Experience the trendy Tiny living for a few days getaway in the spacious & elegant, Model Park Home. Home is 398SF & has all the amenities of a full house, plus high ceilings, and a loft that can sleep 1-2 extra people or can be used as a play area. It’s nestled in a beautiful garden. My family lives on this same property but stay out of your way. Ready for something different and exciting? A getaway, anniversary or staycation? Pool is seasonally closed and open.

The modern living area features a vibrant blue sofa paired with two yellow chairs, set against a light wood coffee table. A large TV is mounted on the wall, and a desk is positioned nearby. Natural light enters through the patio doors, complemented by dark blue curtains.

4.98 out of 5 average rating, 43 reviews

20 mins DT | Sleeps 9 | Sunrise Glow Spacious Gym

Welcome to Whitestown, IN — proudly hosted by TIBO Ventures. Standout Features: • Modern *2-BR, 2-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

4.86 out of 5 average rating, 111 reviews

An outdoor oasis features a large, heated pool surrounded by lounge chairs and a cozy fire pit area. The interior boasts a vibrant indoor playroom with a slide, colorful rugs, and themed decor, creating an engaging space for kids. A game room is visible, showcasing entertainment options.

Villa in Indianapolis

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

4.9 out of 5 average rating, 10 reviews

Home in Whitestown

Trailside Estate 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!

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.

4.9 out of 5 average rating, 30 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.

A spacious bedroom is furnished with a cozy queen bed, dressed in dark blue bedding. A flat-screen TV is mounted on the wall opposite the bed. Natural light filters through large windows, illuminating the soft gray walls, while a doorway leads to an adjacent living area.

4.94 out of 5 average rating, 18 reviews

Close to All | Bright & Clean

Welcome to your first-floor luxury retreat in Whitestown, IN! This modern 1BR apartment in a newly built complex blends comfort and convenience. Enjoy a cozy queen bed, extra air mattress, fast Wi-Fi, smart TV with Prime & YouTube, and a dedicated workspace. Located near top shopping and upscale dining, it's perfect for business trips, weekend escapes, or extended stays. Stylish, peaceful, and ideally situated—everything you need for a relaxing stay is right here.

4.93 out of 5 average rating, 118 reviews

A modern living area is highlighted by a yellow sofa and a stylish black accent chair. A round coffee table occupies the center, complementing the light wood floors. Sunlight filters through the multiple windows, enhancing the wall adorned with a framed quote.

Flat in Fishers

*Beautiful 1 BDR with king bed*

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 SUMMER MONTHS ONLY (FROM MEMORIAL DAY THROUGH LABER DAY) PLEASE NOTE: Unit photos coming soon

5 out of 5 average rating, 18 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

Popular amenities for Whitestown rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The modern retreat features a spacious outdoor area highlighted by a custom in-ground heated pool. Large windows frame the home, allowing for ample natural light, while a clean, minimalist design emphasizes the sleek lines of the architecture.

4.64 out of 5 average rating, 11 reviews

Lux Stay w/ Pool, Fire Pit, Outdoor Grill + Bar

Home in Carmel-by-the-Sea

A modern dining area is presented with a spacious table set for six, featuring flatware and stylish dishware. The open floor plan reveals a glimpse of the living room and kitchen, complemented by light wood flooring and a large mirror accentuating the space.

4.92 out of 5 average rating, 12 reviews

Sweet Valentine! | Carmel Townhome with garage!

Home in Carmel-by-the-Sea

The in-ground pool is illuminated in a vibrant blue hue, surrounded by a well-maintained patio. Soft lighting along the edges creates a serene atmosphere, complemented by two lounge chairs positioned nearby. The area offers a tranquil setting for evening relaxation.

4.68 out of 5 average rating, 31 reviews

Grand Park Retreat with Private Pool

5 out of 5 average rating, 14 reviews

Howdy and Aloha Backyard Oasis

4.92 out of 5 average rating, 25 reviews

NE Indy 5-BR Home Away From Home

4.99 out of 5 average rating, 90 reviews

Home in Greenwood

Entertainer's Dream w/ Pool & Games

5 out of 5 average rating, 27 reviews

Modern 3BR Retreat | 5 Min to Downtown | Parking

Home in Carmel-by-the-Sea

A newly renovated pool is surrounded by a spacious patio, featuring lounge chairs for relaxation. Lush greenery and tall shrubbery provide privacy, while the clear blue water reflects the overcast sky. A fenced yard offers safety and openness for outdoor activities.

5 out of 5 average rating, 21 reviews

Roundabout Rest Stop w/ Monon access

Apartment rentals with a pool

An outdoor pool area is surrounded by modern apartment buildings. Sun loungers line the water's edge, with guests relaxing in the shallows. Balconies with sleek railings overlook the pool, while lush landscaping adds a touch of greenery to the urban setting.

4.63 out of 5 average rating, 27 reviews

Perfect Location! Cozy Corner Condo + Free Parking

A spacious outdoor pool is surrounded by modern apartment buildings, featuring various seating arrangements. Lounge chairs are positioned near the water, and some guests are enjoying the pool area. Lush greenery and potted plants enhance the relaxing atmosphere of the communal space.

4.75 out of 5 average rating, 68 reviews

Downtown property w/ free parking

The outdoor pool area is surrounded by modern apartment buildings, featuring lounge chairs arranged along the water. A shaded seating area is visible, complemented by greenery. Residents enjoy leisure time by the pool, creating a relaxed and communal atmosphere.

4.63 out of 5 average rating, 64 reviews

Downtown corner unit with free parking

A modern living area features a deep blue sofa, complemented by a vibrant triptych of abstract art in warm tones. A sleek coffee table sits in front of the sofa, adorned with a potted plant and a vase of white flowers. A floor lamp adds warm light to the space.

Apartment in Indianapolis

4.86 out of 5 average rating, 51 reviews

Ayash | Downtown Indy Near IU with Free Parking

A lively community pool area is surrounded by modern apartment buildings, featuring comfortable lounge chairs and umbrellas for shade. Residents can be seen enjoying the water and sun, with well-maintained landscaping enhancing the inviting atmosphere.

4.66 out of 5 average rating, 73 reviews

Downtown property w/ free parking

5 out of 5 average rating, 4 reviews

Downtown corner unit with free parking

An outdoor pool area is surrounded by modern apartment buildings featuring colorful facades. Lounge chairs are positioned around the pool, with guests relaxing under the sun. The scene reflects a vibrant communal space designed for leisure and socializing.

4.73 out of 5 average rating, 15 reviews

Downtown Escape—Stylish Unit + Free Parking!

The image displays a vibrant outdoor pool area surrounded by modern apartment buildings. Lounge chairs are positioned by the water, and guests are seen enjoying the poolside space. The layout features greenery and stylish seating arrangements, creating a relaxed atmosphere.

4.75 out of 5 average rating, 84 reviews

Downtown property w/ free parking

Other holiday rentals with a pool

The exterior of a charming white pool house is framed by lush green lawns and vibrant gardens. A pathway leads from the house toward a small, inviting pool and a shaded umbrella, surrounded by dense foliage and flowering plants.

Guest house in Indianapolis

4.83 out of 5 average rating, 64 reviews

Cozy Pool House with Gardens, Books and Pool!

A spacious outdoor patio features stylish furniture and elegant columns supporting the upper balcony. The area is surrounded by light-colored stone and landscaped greenery, creating a serene atmosphere. Large windows offer views of the interior, with a bright blue sky and scattered clouds overhead.

Flat in Indianapolis

4.77 out of 5 average rating, 13 reviews

Tranquil Lakeside Retreat with Pool & Gym

4.92 out of 5 average rating, 85 reviews

A modern kitchen is highlighted by sleek cabinetry, dark countertops, and elegant pendant lighting. Four woven bar stools are positioned at a spacious kitchen island, inviting casual dining. The area is well-lit, showcasing a thoughtful layout that balances functionality and style.

Home in Westfield

4BR/2.5Bath - 1/2 mile from Grand Park!

Flat in Downtown Indianapolis

5 out of 5 average rating, 7 reviews

Oasis Retreat in Downtown Indianapolis

4.97 out of 5 average rating, 34 reviews

A large in-ground heated saltwater pool is surrounded by a spacious deck. A floating pool toy adds color to the shimmering water. Several loungers with a large umbrella provide shaded seating options near the pool's edge.

Home in Avon

Private Home in Avon w/ Heated Saltwater Pool

A spacious lower-level living area is equipped with a sectional sofa adorned with patterned cushions. A bar area with stools is visible in the background, complemented by modern light fixtures. Two round accent chairs in vibrant colors add a touch of style to the overall design.

Guest suite in Carmel-by-the-Sea

4.78 out of 5 average rating, 9 reviews

The WhiteHouse Entertain Suite! Carmel, WestClay

An expansive living area is captured from an elevated perspective, showcasing dark leather sofas arranged around a light-colored area rug. Natural light filters through large windows, illuminating the space. A round dining table and additional seating enhance the inviting atmosphere.