Holiday houses in Whitestown

Charming Meridian Kessler Carriage House

Second floor carriage house in historic Indianapolis neighborhood. Renovated and with original architectural details like the hardwood floors. This cozy space is perfect for one or two people looking for a convenient midtown Indy location. Safe walkable neighborhood close to many restaurants. We've made the space a beautiful home away from home - lovely linens, fiber wifi and an excellent coffee machine. Like our space, but aren't coming to Indy? Message and we'll send you the shopping link.

Carriage house on 13+ acre gated estate property!

A private country escape in the heart of the suburbs on a 13+ acre gated estate property with old world charm! Accommodations include a semi-attached carriage home w/dedicated garage parking, fully equipped kitchen, W/D, access to commercial style fitness center, indoor half bball court with pickleball & plenty of outdoor living and areas to explore. -15 min to Grand Park -30 min or less to Lucas Oil/Gainbridge/IND/Speedway -10 min to Carmel Arts & Design District -10 min to Zionsville Village

Spacious Zionsville Condo 1BR w/ Balcony

Spacious and modern one bedroom, one bathroom in a luxurious Zionsville complex in Indianapolis, IN. A vibrant and walkable area complete with an open-plan living & dining area, fully-equipped kitchen, comfortable bedroom, and sleek bathroom. This stunning and cozy space has everything you need to thrive. Located in the heart of the city's vibrant neighborhood with top-notch amenities, including a fitness center, swimming pool, grill area, and fire pit. Your home away from home in Indianapolis!

Hidden Orchard Guest Cottage

Enjoy your stay at our comfortable cottage, tucked away in a quiet neighborhood off the White River (10 min. from downtown & Broadripple; less than 5 min. drive from Newfields, 100 Acre Woods, and Butler University; AND walking distance to the Fitness Farm). Feel at home in this fully furnished cottage, with its up-to-date kitchen, cozy bedroom and tech-friendly living room, equipped with hi-speed Wi-Fi, Netflix and YouTube TV. There’s also a private patio with a fire pit for you to enjoy!

Florence Cottage~Modern Country

Relax with the whole family at Florence Cottage. Brand new home- quaint, quiet, and a great mix of country charm with stylish design. The house offers 4 bedrooms, 2 full bathrooms. The master suite has its own spacious master bathroom. Bedroom 2 and 3 are furnished with queen beds. Bedroom 4 offers a bunk bed. The home sits on an acre with stately mature trees, a fabulous front porch to take in the sunrise & then a new deck overlooking the large back yard boasting amazing sunsets at night!

Luxe Escape Near DT Indy

Welcome to your modern retreat in Whitestown, Indiana! This brand-new 2-bedroom, 2-bathroom apartment offers a luxurious yet comfortable stay for up to 5 guests. Thoughtfully designed with spacious rooms, and premium amenities, for a relaxing getaway. Each bedroom is furnished with lush queen beds, and a rollaway bed ensures extra flexibility for larger groups. The apartment also features large walk-in closets, a private patio, a dedicated workspace for remote work, and upscale bathrooms.

IRIE Living, ReNEW Kg 2Bd+Gym+Pool, BRAND NEW!

New Development! Stylish 2BR Retreat Near Farmers Bank Fieldhouse | Gym, Pool & More! Welcome to your home away from home in Whitestown, IN! This newly built, modern 2-bedroom apartment is the ideal spot for families, friends, or teams visiting Farmers Bank Fieldhouse, local shopping, or downtown Indianapolis, just a short drive away. Whether you're here for a tournament, a weekend getaway, or a business trip, you'll enjoy all the comforts and amenities for a seamless, enjoyable stay.

20 mins DT | Sleeps 5 | Radiant Vibes Spacious Gym

BRAND NEW 2BR/2BA Apartment | 2 King Beds + Rollaway Bed | Luxe Corporate Stay Spacious, modern apartment with 2 king beds, 2 full bathrooms, and a rollaway bed—perfect for families, couples, or business travelers. Enjoy large walk-in closets, a dedicated desk for remote work, and a private patio. Includes in-unit washer/dryer, high-speed Wi-Fi, and sleek bathrooms with luxury finishes. Community amenities: pool with sundeck, pickleball courts, 24/7 gym, pool table, and dog park.

Trailside Clubhouse Estate

Bring the whole family to this great home with lots of room for fun! Close to Grand Park if you're in town for a tournament, and also close to Zionsville and Indianapolis. Tons of stores, shopping, and restaurants nearby! Looking to get away to a comfortable home? Look no further. This fully stocked townhome is great for your short trip or even for a longer stay if you prefer! Beautiful views of the lake and serene countryside. Brand new and extremely clean! Your stay awaits!

Enjoy Comfort & History! - Suite w/ Private Entry

We look forward to welcoming you to a private suite that is the guest quarters in our home. You’ll have a private entrance & 3 rooms to yourself. There’s a living room with a table and chairs, a bedroom with a queen-size bed - nightstands, dresser and closet space with hangers for your use - and a newly remodeled full bathroom. There’s also a kitchenette in the hallway which is an antique Hoosier Cabinet equipped with a microwave, mini-fridge, coffee pot, and hot water pot.

Cozy Guest House in the Big Woods

Guest house located in the rear grounds of main home. Sidewalk access. 20 minute drive to downtown Indy.Full kitchen & 3/4 bath. This means toilet, sink & 42" shower (no tub).Entire house can sleep 1-3. Price is for 2 guests. Add’l fees for add’l guests & pets (no pit bulls) The upstairs has a king bed & down stairs a twin futon. This area is heavily wooded so the occasional critter can be seen & there will be spiders from time to time (part of wooded living).

Modern Design Meets Luxurious Comfort at Stonegate

Discover the perfect blend of comfort, style, and convenience in our beautifully designed 2-bedroom apartment in the heart of upscale Stonegate Village, within 30 mins to Downtown Indy. Spacious Living Area: Relax in a cozy, light-filled space with modern furnishings and 65-inch smart TV. Fully Equipped Kitchen. High-speed Wi-Fi for work or streaming. Free parking on-site. Multiple restaurants nearby within walking distance.