Vacation rentals with a pool in Westfield

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Westfield

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Superhost

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.

Apartment in Whitestown

4.91 out of 5 average rating, 11 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

Superhost

The dining area features a round table with four chairs, highlighted by a simple plant centerpiece. A stylish wall sign is mounted above the table. The open kitchen is visible in the background, showcasing modern appliances and a smooth countertop.

Apartment in Castleton

4.85 out of 5 average rating, 97 reviews

2 Bedroom Apartment in Indianapolis / Castleton

This Apt is right off highway & near 2 Malls plus tons of Restaurants. Master bedroom - bed & TV. 2nd bedroom - sofa couch turned into bed (futon); fireplace; closet space. Air mattress also available. Spacious living room - 65inch TV; free internet & streaming apps on both TVs. Dining area & kitchen with accessible appliances & Keurig coffee maker. Water, Coffee, and Snacks provided. 1 full bathroom. Patio/Balcony. In unit Washer/Dryer. Quiet Complex & Neighbors. *NO Smoking & NO Pets Allowed*

Guest favorite

Home in Westfield

4.98 out of 5 average rating, 45 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.

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, 93 reviews

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 favorite

A serene outdoor pool is framed by a spacious deck and landscaped gardens. Lounge chairs are arranged nearby, and a shaded area provides seating options. The clear blue water of the pool reflects the surrounding greenery, offering a tranquil setting for relaxation.

Guest suite in Greenfield

4.91 out of 5 average rating, 101 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.

Top guest favorite

A charming single-level home features a brick exterior and a well-maintained front yard with a variety of shrubs. A paved driveway leads to a two-car garage. The blue sky is dotted with a few clouds, providing a bright and inviting scene.

Home in Whitestown

5 out of 5 average rating, 32 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.

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

4.99 out of 5 average rating, 75 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.

Guest favorite

Home in Indianapolis

5 out of 5 average rating, 10 reviews

Game Room, Pool & Hot Tub|Sleeps 14 | Pet Friendly

Welcome to Your Perfect Getaway! This stunning two-story home offers the ideal combination of comfort, luxury, and functionality. There’s plenty of room for family. Inside, you'll enjoy expansive living areas. This home provides the space and comfort you need for a memorable stay. Step outside into your private, fully fenced backyard oasis. Cool off in the pool on warm summer days, or unwind in the hot tub under the stars, your personal retreat awaits.

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, 147 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

A light-filled living area showcases a comfortable sofa adorned with decorative pillows and a soft throw blanket. A glass coffee table is positioned centrally, complemented by two round side tables. Natural light streams through the neatly framed windows, enhancing the inviting atmosphere.

Apartment in Whitestown

5 out of 5 average rating, 6 reviews

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!

Top guest favorite

A modern living space features large windows allowing ample natural light. A sleek dining table is accompanied by six chairs. A cozy seating area includes a dark sofa and two accent chairs, complemented by a decorative rug. Contemporary artwork adorns the walls.

Apartment in Fishers

4.94 out of 5 average rating, 101 reviews

*Lovely 1 bed apartment with 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

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, 163 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 year-round) ⚜ Detached carriage house above the garage: studio unit with full bath and stocked kitchen (included with your booking) ⚜ 2-car garage for secure parking ⚜ 4 of the 5 bedrooms feature en-suite bathrooms ⚜ Fully stocked kitchen with every appliance you’ll ever need