Vacation rentals with a pool in Westfield

Farmhouse Estate with Pool, Hot Tub, & Barn

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.

Roundabout Rest Stop w/ Monon access

Centrally Located 4BR Home w/ Pool (May-October).Near Downtown Carmel & Grand Park Sports Campus. Spacious 4BR/3.5BA home on 1/2 acre lot, quiet neighborhood, just 1 mile from downtown Carmel and 10 minutes to Grand Park, with neighborhood access to the Monon Trail! Bring your bikes. Features a newly renovated pool, large fenced yard (dog-friendly!), two kitchens, and two washer/dryers—perfect for families or groups. Sleeps up to 12 with 3 king beds, a full-over-full bunk, and a pull-out couch.

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

20 mins DT | Illustrious Suite Spacious ExtraBeds

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 ✔ Pool

The Onyx Apex - Modern. Stylish. Yours.

This memorable place is anything but ordinary. Magic even. Built with love and care from years of experience hosting hundreds of guests. The Onyx Apex, built with the tiny house concept in mind, it has everything you will need for a days rest or perhaps a few days with someone. Pool is currently open. You will enjoy your time here and be enchanted by both its charm and appeal. We hope that you leave inspired to pursue your next. 100% of proceeds funds Christian evangelistic efforts worldwide.

Grand Park Nest close to Westfield & Carmel Center

Welcome to our charming Westfield Nest! This spacious, newly renovated guest suite offers 2 bedrooms and 1 bathroom, accommodating up to 7 guests total. Enjoy the privacy of your own entrance with keyless entry, separate from the main house. Step outside to your own cozy retreat: relax by the fire pit, fire up the BBQ, or unwind with beautiful views in the outdoor seating area. Whether you’re a family, traveling team, or professional, our location puts you close to the best of Indianapolis

Paradise w/Heated Pool & Hot Tub near Grand Park!

Welcome to Victory View! Relax and recharge at newly renovated, your private retreat in Westfield, just 1 mile from Grand Park. Enjoy a private backyard oasis with a pool, year-round hot tub, fire pit, and grill surrounded by trees for privacy. Inside, unwind in a bright open space with a fully equipped kitchen and a game garage featuring ping pong, basketball hoops, and a Smart TV. Perfect for families, teams, and getaways! Victory View offers comfort, fun, and relaxation in one spot!

Private Htd Pool, Hot Tub, Fire Pit, Golf, Sauna

Welcome to your private oasis in Zionsville, Traders Point Countryside Retreat - perfect for families, friends & group getaways! Set on 2 peaceful acres, this spacious home combines comfort w/ resort-style amenities: *Saltwater Pool Mid-May through Mid-October (option to heat) *8-person Hot tub *Outdoor Finish Sauna *Putting Green *Fire pit, BBQ grill, patio & tree swings *Game room w/ foosball & Smart TVs *Chef’s kitchen w/ coffee station *Sleeps 12 across 3BR, sofa bed and bunk beds

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.

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

⚜ Pool closed for winter starting Oct. 7 – reopens Spring 2027 ⚜ Free universal EV charging ⚜ Non-heated container pool (May 15th – Oct. 6) ⚜ 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

Zionsville Luxury Condo 1BR with Balcony

Stylish and modern one bedroom, one bathroom Airbnb in a stunning and luxurious Zionsville complex in Indianapolis, IN. Open-plan living and dining area, fully-equipped kitchen, comfortable bedroom, and sleek bathroom. This cozy and spacious home has everything you need to thrive. Located in the heart of the city's vibrant neighborhood with top-notch amenities, including a fitness center and swimming pool. Your home away from home in Indianapolis!