House 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).

Crimson Hound - close to UIndy & Downtown Indy

GREAT LOCATION! Our 1 bedroom Indianapolis rental is centrally located just three blocks away from University of Indianapolis campus and 5 miles from Downtown Indianapolis. Our space is perfect for a couple or small group (max 4 adults) Enjoy a new Queen bed & sofa bed (in living room). This 360 sq ft house has a living & dining area, kitchen w/ a full fridge, and in unit laundry! Enjoy the private backyard and walkable neighborhood. Lucas oil: 5.3 mi Fountain Square: 2.4 mi Mass Ave: 5.1 mi

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.

Historic Charmer

My home is a very quaint, clean, and private space in a very walkable and welcoming community. Historic Irvington is full of several eateries, coffee shops and a brewery within steps. Just follow the Pensey Trail south a block to explore this exciting community. Or, take the trail for a light run or bike ride! Minutes from downtown my space is perfect for a weekend away, a cozy bed while out traveling, or an easy effortless way to travel for work or one of Indy’s many great conventions.

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.

Cozy Downtown Retreat - Walkable to Everything

A cozy, updated craftsman home in the heart of downtown Greenwood that we affectionately call "The Pearl". Walkable to restaurants, shops, parks, and a convenience store. Only a 20-min drive to downtown Indy, Lucas Oil Stadium, Indianapolis Zoo, Fountain Square, and the convention center. It's a great hub for your greater Indianapolis adventure! It's a great space for families, small groups, and co-workers with an open layout that allows everyone to gather together or spread out.

Lovely home in quiet and friendly 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!

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

Downtown Old Northside Treasure

Experience Indy from our cozy Old Northside brick home, located on the 2nd & 3rd floors of a historic building. Just minutes from downtown, the Convention Center, Lucas Oil Stadium, Mass Ave, indianapolis Speedway and Methodist Hospital. This inviting space features 2 bedrooms, 2 full baths, a dining room, and a sofa bed—sleeping up to 5 guests. Enjoy free, spacious gated parking and a comfortable stay. Please note stairs are required and may not be suitable for everyone..

*Home away from home, 15 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.

Modern duplex in charming downtown neighborhood

This reimagined century-old property features a gas fireplace with wood-panel surround, home office workspace, tiled bathrooms, hardwood flooring, and plenty of space to relax. Cook in a refurbished kitchen of quartz countertops and stainless-steel appliances, and truly find yourself at home away from home. This property includes 2 bedrooms: 1 king, 1 queen. Parking is available on the street, with no extra cost or pass required.

Carriage Home w/ early check in

Discover the perfect blend of historical charm and modern convenience in our cozy home, located in the heart of Indianapolis' Old North Side. Offering early check-in, you can kick-start your exploration of the city without a moment's delay. Our prime location ensures you're just moments away from downtown's bustling scene, the Indiana Convention Center, Gainbridge Fieldhouse, and Lucas Oil Stadium. Free Parking Free Coffee