Vacation rentals with a pool in Westfield

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Top-rated rentals with a pool in Westfield

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Guest favorite

Home in Westfield

4.98 out of 5 average rating, 40 reviews

Farmhouse Estate w/Entertainment Barn,Pool,Hot Tub

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.

Guest favorite

An inviting living area features a comfortable, light blue sofa adorned with soft pillows. A stylish floor lamp stands beside the sofa, illuminating the space. Two framed mountain landscape prints are displayed on the wall, complementing the airy atmosphere. Natural light streams through the window.

Apartment in Zionsville

4.9 out of 5 average rating, 62 reviews

Spacious Zionsville Condo 1BR w/ Balcony

Spacious and modern one bedroom, one bathroom in a luxurious Zionsville complex in Indianapolis, IN. A vibrant and walkable area complete with an open-plan living & dining area, fully-equipped kitchen, comfortable bedroom, and sleek bathroom. This stunning and cozy space has everything you need to thrive. Located in the heart of the city's vibrant neighborhood with top-notch amenities, including a fitness center, swimming pool, grill area, and fire pit. Your home away from home in Indianapolis!

Top guest favorite

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

4.99 out of 5 average rating, 87 reviews

Westfield Gem! 7 Mins to Grand Park + Movie Room!

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!

Top guest favorite

A spacious in-ground swimming pool is surrounded by a concrete patio. Lounge chairs with striped cushions are positioned nearby, while an umbrella offers shade. A separate area contains a blue pool cover, and the adjacent home features light-colored siding and a side entrance.

Home in Zionsville

4.99 out of 5 average rating, 113 reviews

Gorgeous Countryside Retreat w Htd Pool & Hot Tub

Get away from it all but be close to everything in this beautifully appointed, newly updated home on two idyllic acres! Professionally designed and located in the wooded, rolling horse farms and corn fields of historic Traders Point, you'll be sure to enjoy the heated pool (May-Oct, extra $100/night if you'd like the pool heated in May or October), hot tub and spacious game room (with foosball table) while being minutes from dining, shopping, and leisure in Zionsville and Indianapolis.

Top guest favorite

A well-arranged bedroom features a spacious bed with crisp white linens and a green accent throw. Decorative circular mirrors adorn the wall above the bed, adding depth. A bedside table with a lamp and a stylish artwork piece complete the cozy atmosphere in shades of green.

Home in Whitestown

5 out of 5 average rating, 26 reviews

Tartan Trails Retreat

This charming single-level home features an open-concept living area with stylish furnishings. The master bedroom has a luxurious king-size bed and closet space, while the additional bedrooms offer cozy accommodations. Outside, the private patio provides a tranquil escape. Additional amenities include high-speed Wi-Fi, smart TVs, and dedicated workspace with 32inch monitor. In a peaceful neighborhood, this home is just a short drive from local attractions, dining, and shopping.

Guest favorite

An outdoor gathering area features four seating chairs arranged around a central fire pit, surrounded by gravel and lush greenery. A non-heated container pool is visible in the background, complemented by tall patio heaters, with a sunset sky adding warmth to the scene.

Home in Fountain Square

4.95 out of 5 average rating, 152 reviews

Container Pool|Chefs Kitchen|Hot Tub|EV Charge|BBQ

- Free Universal EV Charging - Non-heated container pool (Open NOW - Labor Day) - 8-person hot tub with 72 jets (Open all year) - 4 of the 5 bedrooms have ensuite bathrooms - Detached carriage house above the garage: Studio unit w/ full bath and stocked kitchen (included with your booking) - Two outdoor fire pits: 1 wood & 1 propane (fuel provided) - FULLY stocked kitchen with every appliance you'll ever need - 2-car garage for parking - Backyard games & water toys for the kids

Top guest favorite

An open living space connects the kitchen and dining area to the lounge. A wooden dining table for four features patterned placemats, while cozy seating arrangements are seen in the living room. Natural light enters through large windows, enhancing the warm interior.

Home in Westfield

4.98 out of 5 average rating, 66 reviews

Minutes from Grand Park

3 bedroom + study with twin trundle bed and gaming station; 2 bath located in quiet neighborhood, minutes from Grand Park Sports Campus. Sleeps 8; designated work space; 1 Gig internet; washer/dryer. Open living room and kitchen connected by a built-in island and custom bench seating. Private fenced back yard for relaxing. Enjoy adjacent Midland-Trace trail for a leisurely walk to nearby grocery and restaurants or the neighborhood playground and pool just a 2 min walk away.

Top guest favorite

A heated swimming pool is featured in the foreground, complemented by poolside lounge chairs. A vibrant outdoor bar is visible in the background, along with a hammock and lush greenery lining the fence. Clear skies provide a bright, sunny atmosphere.

Guesthouse in Arcadia

4.97 out of 5 average rating, 32 reviews

Bella Casa ~ Relax/Play/Country!

Quiet country setting with a beachy vibe. Unique stay with lots of amenities. Private entrance, 1 car garage and full use of heated pool area. Outside bar with stools and TV. Tables, Grill and fire table to enjoy your special time. Pond on site also. Hosts on site to provide you with any needs. Near by: Grand Park Fields - 13 Miles 8 Wedding Venues within 10 Miles. Morse Reservoir - 6 Miles Koteewi Park Adventures - 13 Miles Ruoff Music Center - 18 Miles

Superhost

A spacious living area features an open layout with a modern kitchen counter and dark cabinetry. Natural light fills the space through expansive glass doors that lead to a grassy area outside. A comfortable seating arrangement is complemented by contemporary decor.

Apartment in Whitestown

New place to stay

Work + Relax | Luxury Escape

Welcome to your luxury retreat in Whitestown, IN! This stylish 1BR apartment in a newly built complex offers the perfect blend of comfort and convenience. Enjoy a queen bed, extra air bed, fast Wi-Fi, smart TV in the bedroom with Prime & YouTube, and a dedicated workspace. Located near top shopping & upscale dining, it’s ideal for business trips, weekend getaways, or extended stays. Peaceful, modern, and perfectly located—your stay starts here!

Top guest favorite

An outdoor pool area is captured, featuring a spacious swimming pool surrounded by lounge chairs. A shaded pergola offers seating options, and landscaped greenery borders the space. The modern buildings provide an attractive backdrop, with large windows reflecting natural light.

Apartment in Fishers

4.95 out of 5 average rating, 138 reviews

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)

Guest favorite

An outdoor pool area is surrounded by sun loungers and landscaped greenery. A pergola provides shaded seating near the pool. The modern building architecture is visible in the background, with spacious walkways and manicured lawns enhancing the communal space.

Apartment in Fishers

4.93 out of 5 average rating, 123 reviews

*Luxury Walk in the Park* - King Bed

Upscale 1 bedroom apartment w/ king bed walkable to downtown Fishers. Complex is conveniently located next to nature preserve, walking path, & nickel plate trail. Enjoy walking to downtown Fishers to have coffee, icecream, casual or fine dining. Enjoy the amazing amenities: pool, hot tub, luxury fitness center, business center, clubhouse lounges, & outdoor grilling space. 10 minutes to Ruoff Music Center.

Guest favorite

A bright living area features a stylish dark sectional sofa with colorful throw pillows. A coffee table sits in front, showcasing a decorative book and a plant. A large window allows natural light to fill the space, with a view of the outdoors visible beyond.

Apartment in Westfield

4.89 out of 5 average rating, 38 reviews

IRIE Living-2BD Comfy, Grand Park+King Bed+Pool

Welcome to Your Ultimate Stay in Westfield, IN! Make yourself at home in this spacious and modern 2-bedroom apartment, perfect for families, business travelers, and sports enthusiasts visiting Grand Park Sports Complex. With top-tier amenities and a prime location, your stay will be as comfortable as it is convenient.