Family-friendly holiday rentals in Greenwood

Cheerful & cozy farmhouse 2 bedroom home

Kick back and relax in this stylish space that is right down the street from Old Greenwood & less than 20 mins to Downtown Indianapolis. This tastefully updated home exudes "peaceful and cozy" w/ 2 bedrooms w/ brand new luxury king sized mattresses, 1.5 baths w/ walk-in tile shower, charming living room w/55" TV, Fiber internet, front load washer and dryer, dining table for 4+ bar seating, and a tranquil backyard space that is fully fenced, (dog friendly for an extra $75 cleaning fee, NO CATS).

Indoor spaces · Family · Long stay

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Guest favourite

Charming 2-bedroom home on Greenwood bike trail

Cozy up with the whole family in this lovely two-bedroom, one-bathroom home. This stay includes a king and queen bed, with a TV in each bedroom. Grab a bite to eat at one of the many local restaurants or whip up your own meal in the fully-stocked kitchen. A dishwasher, microwave, air fryer, Keurig, pet bowls, and toddler dishes/utensils are included. Be sure to take advantage of the fenced-in backyard, fire pit, and gas grill. You will find a treadmill, elliptical, and weights in the garage.

Indoor spaces · Kitchen · Laundry

Private Studio Walk to INDY

Enjoy a private remodeled front room studio in a cozy home built in the 1900's. Conveniently located 15 minutes from downtown (walking time) with nearby hot spots, including: Lucas Oil Stadium (home of the Colts), Bankers Life Field House (home of the Pacers), City Market, and Georgia Street. With Bird or Lime rideshare scooters, Indy is just minutes away. You will also be only 10 minutes from the cultural district of Fountain Square, which is full of restaurants, coffee shops, bars & parks

Family · Indoor spaces · Location

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Guest favourite

Cozy Cottage 14 mi. S of Indy In Bargersville, IN

Relax and unwind in this spacious three bedroom, one bath ranch home situated on one acre. The house is on about 1/2 the acre. The house is situated in Bargersville, Indiana in Johnson County, IN on the southern edge of Greenwood located in Center Grove Area. The garage area is not accessible. Vivint Home Security system with doorbell camera. I will email your unique code once you complete reservation. Central a/c & heat. Bedroom off kitchen has window a/c. We live about 1/4 mile away.

Family · Indoor spaces · Decor

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Guest favourite

Your Comfy Indy Suite

Safe, peaceful suburban neighborhood. Only 15 minutes from downtown Indy. Easy drive to IUPUI, Convention Center, Lucas Oil Stadium. Free parking at your door. Great for long term stays. Fully stocked kitchen. Free laundry facilities. Padded office chair and fast Wi-fi at your laptop workstation. 55" Vizio 4K HDR Smart TV. Moon Pod Zero Gravity Chair for therapeutic relaxation. Queen-size Sealy Essentials hybrid mattress, with 2 standard foam pillows and 2 MyPillows.

Indoor spaces · Family · Air conditioning

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Guest favourite

Farmhouse Style Home with Spa-Firepit-GameRoom

Welcome to OliveBranch—a modern farmhouse style retreat with resort-style comfort. Perfect for a family getaway, a weekend with friends, a quiet retreat, or work. ✔ Family-friendly neighborhood ✔ 20 min to Downtown Indy, 10 min to Greenwood Mall ✔ 30 min to IND Airport, 45 min to Brown County State Park ✔ Private spa, firepit, grill, and game/media room ✔ 5 Smart TVs ✔ Ultra-fast WiFi ✔ Fully stocked kitchen and bathrooms ✔ Highchair, stroller, and Pack 'n Play for little ones

Indoor spaces · Family · Comfort

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Guest favourite

Cozy Indy Retreat | 3BR | Quiet Neighborhood!

This charming 3 bedroom 2 full bathroom home is ready to make you feel right at home! Located just 2 minutes from St Francis Hospital, 10 minutes to downtown Greenwood, 19 minutes to downtown Indy, the home is just minutes from all kinds of restaurants, shopping, and entertainment, yet provides a tranquil retreat in a quiet, friendly neighborhood. Travel nurse? Loved one in the hospital and you want to be near? Work or internship? Just need a vacation? This is the place for you!

Indoor spaces · Family · Laundry

Bates Hendricks Luxe with Roof Deck

I am so excited to share my beautiful house with you, located in the Bates Hendricks neighborhood of Indy. Close to Fountain Square, Lucas Oil Stadium, Gainbridge Fieldhouse and lots more fun. The house has 3 beautiful bedrooms, 2 ensuite. There is a lounge upstairs with a comfy leather futon for more sleeping room. Off that is a beautiful roof deck with gas BBQ, firepit and dining for 6+. Also located on the same street as the famous HGTV Good Bones girls shop. Come visit Indy!

Indoor spaces · Kitchen · Checkout

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Guest favourite

Spacious home 20 min from downtown.

This updated, spacious home is near a walk/run/bike trail and has been furnished to meet your needs while in Indy. Upstairs are 3 bedrooms and a loft as a 4th bedroom. It has a semi-private backyard patio w/fire pit and seating for 6. This 2-story home is in a quiet neighborhood just minutes from concerts, sporting events, restaurants, the zoo, Indianapolis Children's Museum, the Canal, and much more! Also, we're just a 20-minute drive from the airport. No pets please.

Kitchen · Family · Hospitality

Cozy Clean Urban Indy Home

Enjoy an unforgettable comfy stay at our modern humble abode! Newly renovated, offers an airy abundance of natural light and inviting interior, located just short 10 minutes from downtown and 8 minutes from Fountain Square, but outside the hustle and bustle. Convenient location minutes away from neighborhood market, various fast food and casual dining establishments, and right off highway 65. The house has a fully equipped kitchen, free WiFI, Roku smart TVs, and much more.

Kitchen · Indoor spaces · Outdoor spaces

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Guest favourite

*Home away from home, 20 min. to Indy downtown

Enjoy your home away from home in a quiet neighborhood just minutes from all the attractions of downtown Indy. 5 minutes from the highway with lots of restaurants and stores nearby. 15 minutes to the Lucas Oil Stadium, 20 minutes to the Convention Center, Indianapolis Zoo, and White River State Park. 25 minutes to the Motor Speedway. Home is fresh, comfortable, and stylish. Stocked kitchen, fully fenced backyard with a fire pit and a picnic table.

Indoor spaces · Family · Bathroom

Top Guest favourite

Guest favourite

Entertainer's Dream w/ Pool and Games

You won't find a more well equipped home in the area than you will at Hometown Hideaway. Hometown Hideaway is luxury at its finest with 4 bedrooms, 2.5 baths, 2 separate living spaces, plus an amazing game room with pool table, 65" Smart TV, shuffleboard, and plenty of seating. Don't forget the fenced backyard with private heated pool and seating galore for you and all of your guests. Plenty of room for rest and relaxation indoors and out.

Kitchen · Indoor spaces · Location