Holiday rentals with a pool in Westfield

Farmhouse Estate-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.

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!

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!

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!

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.

IRIE Living Grand Park Lux 2BR w/ King Bed + Gym

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. MANAGEMENT REQUIRES ALL GUESTS TO COMPLETE A BACKGROUND CHECK FOR VERIFICATION. The unit is on the second floor, which is easily accessible by stairs.

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.

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)

*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.

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

⚜ Free universal EV charging ⚜ Non-heated container pool (May 15th – 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

Modern 3BR Retreat | 5 Min to Downtown | Parking

Welcome to your private 3-bed home in Fountain Square—just 10 minutes to downtown! Relax by the firepit, battle it out on the arcade console, stream on the 70" TV, and stay connected with fast Wi-Fi. • Free garage parking on-site • Full kitchen + coffee bar • Washer & dryer • Smart lock self-check-in Everything is set for an easy stay—just bring your bags and book your getaway now!

Elegant Comfort in Noblesville’s Timber Ridge!

Charming 3 bedroom, 2 bath with bonus loft space home located in a quiet Indianapolis neighborhood. Featuring an open concept layout with vaulted ceilings, a spacious primary suite, and a fully fenced backyard perfect for pets or entertaining. Quick access to I-65 and local shopping makes this home the perfect blend of comfort and convenience.