Family-friendly vacation rentals in Westfield

A two-story home features a combination of brick and siding, complemented by neatly trimmed shrubs and trees. The attached two-car garage is visible, showcasing a paved driveway. Large windows provide ample natural light, enhancing the inviting appearance of the front entrance.

4.99 out of 5 average rating, 107 reviews

Grand Park minutes away Sleep 13, 11 beds

Tournament at Grand Park with the team or plans to enjoy downtown Westfield, Carmel or Indy? This house has you covered with plenty of fun and games for the whole family and easy access to shopping and restaurants. This home is in a quiet neighborhood with nearby access to the Midland Trace Trail and the Monon Trail. The fully fenced in backyard is a great space for the family or enjoy playing the Nintendo switch and a few rounds of foosball. The backyard includes patio, grill, seating and more.

An outdoor dining area is covered by a pergola with string lights for ambiance. A large wooden table with multiple chairs can accommodate up to eight people. Planters with greenery add a touch of nature along the walls, enhancing the inviting setting.

4.97 out of 5 average rating, 209 reviews

Fenced yard w/deck, 3 king beds, 5min Grand Park

Enjoy this updated ranch, which can comfortably accommodate 8 people. This home is 5 minutes from Grand Park, & a short walk to dinning in downtown Westfield. The fenced in backyard is a relaxing place to hangout and unwind, get competitive playing corn hole, have a bonfire or grill up the perfect dinner. With five televisions you should be able to stream your favorite show. The home is a reasonable drive to downtown Indy(~40min), IMS, Ruoff Music Center, Carmel, Noblesville and more places.

5.0 out of 5 average rating, 118 reviews

Westfield Lodge-By Grandpark, Indy 10mi

With 2 TANKLESS WATER HEATERS you will always have hot water! This newly renovated custom airbnb ranch has 5 BDRM, 4 full BA, 16 beds w/ memory foam mattresses, on a 1/2 acre. Large island and outdoor dining spaces. Fire pit w/ built-in benches, 3 mi. to Grand Park, <10 mi. to 465 making this a perfect location for folks visiting Carmel, Noblesville, Fishers, Indy, Kokomo, Speedway, & Greenwood. No parties or events per airbnb guidelines. Please note, check in time is 4pm & check out is 11am

Superhost

An open living space features a cozy seating area with light-colored sofas on a patterned rug. A dining table is set for four, while bright natural light streams through large windows, highlighting the seamless connection to the kitchen in this welcoming environment.

Home in Carmel

4.94 out of 5 average rating, 103 reviews

Carmel Remodel near Arts & Design on 2 Acres

Welcome to this newly remodeled 1,300sf ranch in the heart of Carmel. Luxuriously appointed with fully-stocked custom kitchen, tile showers, memory foam matresses, and loads of charm and comfort. Enjoy your morning coffee watching the deer and other wildlife meandering the 2-acre property. While you may never want to leave this peaceful retreat, it's located in the heart of Carmel within walking distance of the Arts & Design District; a hub for dining, shopping, entertainment, and nightlife.

Superhost

A modern kitchen is featured with dark cabinetry and a spacious island. Stainless steel appliances are positioned for convenience. Natural light fills the area, highlighting the marble countertops. A cozy seating area can be seen in the background, creating a welcoming space for family gatherings.

4.98 out of 5 average rating, 122 reviews

Rolling Hill Retreat @ GrandPark

Relax with the entire family at this completely renovated, peaceful retreat in Westfield. This 3 bedroom/2 bath ranch is conveniently located 8 minutes from Grand Park. The home accommodates up to 10 people comfortably. The fully stocked kitchen is the heart of the home with new appliances and breakfast bar seating. Both baths have double sinks to make getting ready a breeze. Enjoy the private backyard space with a tranquil creek or walk to the nearby Monon Trail with over 25 miles of trails.

4.99 out of 5 average rating, 132 reviews

An inviting living area features comfortable leather sofas and armchairs, arranged around a coffee table. A mounted television is displayed above a modern electric fireplace, with decorative wall art and plants enhancing the space. The open layout connects to the dining area and kitchen in the background.

Townhouse in Westfield

Brownstone in the Heart of Downtown Westfield!

New, open-concept brownstone with 2-car garage is 2.4 miles to Grand Park Sports Complex and walking distance to "Restaurant Row" & Grand Junction Park. With quick access to Hwy 31 & 32, you are minutes from shopping at Clay Terrace, downtown Carmel or Noblesville with a multitude of dining options in between. Perfect if you're looking for a comfortable place to stay, when not watching a game at Grand Park or attending a local event/wedding. Read captions for more property info! (Sleeps 6)

An open living space features a cozy seating area with a gray sofa and armchair, alongside a wooden dining table with chairs. Natural light fills the room through large windows, highlighting the modern decor, including a flat-screen TV mounted above a fireplace.

4.96 out of 5 average rating, 103 reviews

Lego Ranch at GrandPark 3BR 2B pets wlcme

Enjoy family time at newly renovated ranch 2 miles to GrandPark. Walking distance to Westfield downtown. Fully equipped kitchen, new appliances, smart TVs, spacious living room with new lovesac sectional, luxurious bathrooms, kids room with lego table and games, pack&play. Every bedroom has blackout curtains. There is fenced backyard. Walking distance to Asa Bales park playground, 2 miles GrandPark 2.5 miles to Quaker splash park for kids. 2 ml Pebble brook golf course pets welcome

4.91 out of 5 average rating, 128 reviews

The front exterior of the house features a welcoming entrance with a bright green door framed by two windows. Flanking the door are two black patio chairs situated on a stone pathway, leading to a fenced yard adorned with white gravel and decorative plants.

Home in Sheridan

Doll House

Small (530 sqft) private house in Sheridan, IN. Quaint small town privacy. No cleaning fee if complying with house rules. Easy access to US 31 and US 421. Convenient to Grand Park , Ruoff, Monon Trail (walk, bike, run), Westfield, Carmel, Noblesville, Fishers and surrounding areas; 30 minutes to Ruoff Music Center; 15 minutes to Grand Park. NO parking behind the house only in front of house or across the street. Pets with prior approval only. Please be accurate with #people, pets.

A charming brick home is pictured with a well-maintained lawn featuring green grass and landscaped flower beds. A wide pathway leads to the front porch, which is adorned with potted plants. Nearby trees and blooming flowers provide a vibrant, inviting touch.

4.99 out of 5 average rating, 175 reviews

The Penn House 3 miles to Grand Park Sleeps 14

The Penn House is a luxury home in the heart of Westfield perfect for the discerning traveler! All the comforts of home nestled in downtown Westfield. Walking distance to shops, restaurants, parks, the Monon Trail, and a quick five minute drive to Grand Park Sports Campus. Feel at home with an inviting front porch, large backyard with a gas grill, and fire pit for some outdoor fun. House is a few blocks from sushi, pizza, Italian, a brewery and wine bar. Perfect Location!

An open kitchen and dining area are showcased, featuring a large wooden dining table with black chairs and a modern light fixture above. Stainless steel appliances line the kitchen counters, and a cozy seating area with leather sofas is visible through the sliding glass door.

4.87 out of 5 average rating, 175 reviews

Private/spacious home w/backyard near Grand Park

Beautifully renovated spacious Westfield charmer with massive private backyard. Minutes from GrandPark, Downtown Carmel/Westfield, as well as Monon Trail. Updated kitchen opens into living/dining areas to allow for family gathering or entertaining easily. Gorgeous walkout basement is perfect for backyard fun and games. Enjoy your morning coffee on the relaxing front porch. Perfect for multi families traveling together or guests wanting privacy and convenience.

A welcoming entry area is highlighted by a chalkboard sign displaying the word 'Welcome.' Sunflowers in a glass vase add a touch of color. The open layout reveals a spacious living room and dining area, featuring a large TV, comfortable seating, and a round table.

4.91 out of 5 average rating, 180 reviews

Grand Park HUGE Space Sleeps 13+|Tons of Parking

Spacious 2400+ sq ft farmhouse retreat, perfect for teams and large groups! This beautifully updated home sleeps 13+ with 12 beds and is just 10 minutes from Grand Park. Enjoy a wide-open layout, large deck, and private yard with plenty of space to relax. No street parking—room for 6+ SUVs. Stay connected with fast WiFi, Xbox, and streaming. Minutes from downtown Westfield, Carmel, and Zionsville—ideal for tournaments, family trips, or group getaways.

The two-story farmhouse features a welcoming front porch framed by decorative railings and columns. The entrance is highlighted by a dark front door, and large windows provide abundant natural light. Lush greenery is present, enhancing the home’s connection to its park-like surroundings.