Holiday houses in Whiteland

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).

The Loft at East Main

Welcome to your home away from home! This newly built upstairs apartment offers modern comfort with a small-town feel. The apartment includes a full kitchen, private bedroom, ensuite bathroom, and on-site laundry—everything you need for a comfortable stay. Perfect for business or leisure, you'll enjoy a clean, inviting space in the heart of central Indiana. The primary guest must be 25 years or older to reserve this property. Please see House Rules for details. We look forward to hosting you!

Tiny Home, Big Charm! | Hot Tub, Blackstone Grill!

The Sunny Door Cottage | Tiny Home, Big Charm Step through the cheerful yellow front door and into a space of relaxation and simple luxury. Originally built in 1886, this freshly renovated 700 sq ft tiny home blends modern updates with timeless charm. Inside, you’ll find touches of the past like an exposed brick chimney stack paired with updated appliances and a cozy sliding barn door to the bedroom. The Sunny Door Cottage invites you to slow down, snuggle up, and fall in love with Franklin.

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.

Sue C's Home

Charming 3-bedroom home in quiet neighborhood - 2 miles to downtown Franklin, Indiana; 1 mile to Franklin College; 1 mile to I65 & 20 miles to Indianapolis, IN. Downtown Frankin has traditional main street shops, coffeehouses and restaurants, an Amphitheater, Duck Pin bowling and the Historic Artcraft Theater. To learn more about the popular places to visit in Franklin visit the Discover Downtown Franklin or Festival Country Indiana websites for full details of what Franklin has to offer.

Waterfront 2BR Apartment Pool and Gym

Escape to our cozy 2-BR, 2-BA apartment overlooking a peaceful community pond. Perfect for families, friends, or business travelers, this warm and spacious retreat features a fully equipped kitchen, comfortable living room, and private patio where you can relax and enjoy the tranquil view. Take advantage of amenities including a sparkling pool, modern fitness center, dog park, and a scenic walking path surrounding the pond. Experience the comfort of home with the convenience of the city.

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.

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

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!

Elevated Wilderness | Mindful Retreat | 2 Kings

Executive Forest Sanctuary/2 King Beds, Hot Tub & Trails Escape to an architectural masterpiece set on 40 wooded acres. Designed for professionals, couples, and active adults seeking a high-end nature reset, Cabin Porch Paradise balances seclusion with proximity to Southern Indiana’s best destinations. Whether you are unwinding in the spa amenities, working remotely via high-speed fiber, or exploring the surrounding lakes and state parks, this is your ultimate ridge top retreat.

New 2B/1B house - sleeps 5!

Stay just minutes from downtown Franklin in this cozy 2-bedroom home. It's perfect for traveling professionals, small families, or weekend getaways. Enjoy a fully equipped kitchen, fast WiFi, and a dedicated workspace—ideal for remote work or longer stays. Relax in the comfortable living room with streaming TV, or unwind outside on the large deck with a fenced yard. • 10 minutes to Johnson Memorial Hospital • 30 minutes to Indianapolis • Close to local shops, dining, and events