Vacation rentals with a pool in Westfield

A modern living room features a comfortable gray sectional sofa adorned with decorative pillows. A round coffee table is centered, and a large television is mounted on the wall. Floor-to-ceiling curtains frame a set of sliding glass doors, leading to a small balcony. A decorative plant adds a touch of greenery.

5 out of 5 average rating, 23 reviews

20 mins DT | Sleeps 9 | Aqua Oasis Spacious Gym

BRAND NEW 2BR/2BA Apartment | 2 King Beds + Rollaway Bed | 2 Queen Bunk Beds Spacious, modern apartment with 2 king beds, 2 full bathrooms, a rollaway bed and queen bunk beds—perfect for families, couples, or business travelers. Enjoy large walk-in closets, a dedicated desk for remote work, and a private patio. Includes in-unit washer/dryer, high-speed Wi-Fi, and sleek bathrooms with luxury finishes. Community amenities: pool with sundeck, pickleball courts, 24/7 gym, pool table, and dog park.

4.98 out of 5 average rating, 49 reviews

Home in Westfield

Pool still open for available Sept/Oct dates!

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, 94 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 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.

4.91 out of 5 average rating, 104 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.

4.92 out of 5 average rating, 122 reviews

A modern living area features a comfortable gray sofa with decorative pillows, positioned near a coffee table. A light area rug complements the space, accented by a blue wall and large windows allowing natural light. A framed mirror adds a sense of depth to the room.

Apartment in Fishers

*Luxurious 1Bed/1bath king bed*

BRAND NEW 1bed/1bath apartment w/ a king bed walkable to downtown Fishers. Complex is conveniently located next to a nature preserve, walking path, & Nickel Plate District. Enjoy walking to downtown Fishers to have coffee, ice cream, casual or fine dining. Amazing amenities include pool, hot tub, putting green, grilling area, luxury fitness center & clubhouse. 10 minutes to Ruoff Music Center. OTHER THINGS TO NOTE: Unit faces the pool and have noises at times. POOL & HOT TUB ARE SEASONAL

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!

5 out of 5 average rating, 34 reviews

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

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.

4.99 out of 5 average rating, 76 reviews

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

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.

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, 18 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.

5 out of 5 average rating, 13 reviews

Home in Indianapolis

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.

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.

5 out of 5 average rating, 7 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!