House holiday rentals in Madison County

4.98 out of 5 average rating, 81 reviews

Smart Condo Near Harrah's Casino

Looking for a place to stay that's smart, convenient, and near all the action? Look no further than this Airbnb! This condo is the perfect spot for those who want to be close to the casino, shopping, and everything in between Indianapolis and Muncie. And with all the amenities of home, you'll feel comfortable and relaxed during your stay. So why settle for a boring hotel room when you can have a smart and stylish condo all to yourself? Book your stay today and experience the best of both worlds!

4.89 out of 5 average rating, 53 reviews

House of Blue Anderson

Come and relax in the House of Blue in Anderson. So named as the only blue house in our neighborhood. We're close to major roadways leading to Indianapolis, Muncie, Greenfield- all of it. It's a 3 bedroom house with a spacious backyard, fully stocked kitchen, and 2 areas to live and spread out. We prefer 5 guests, but we can fit 6! It's a full bed in the third bedroom so can feel like a squeeze.We love knowing why people travel to our little city in the heartland! no smoking, parties, or pets!

4.84 out of 5 average rating, 37 reviews

Home in Pendleton

The Clematis Cottage

Nestled in historic downtown Pendleton, IN, this completely remodeled studio offers the perfect blend of comfort and style. Enjoy a chef-style kitchen, luxury bathroom with a rain shower and radiant heat, and an electric fireplace. Relax in the private, fenced patio with a 4-person hot tub. Features include a queen bed, convertible couch, blackout curtains, vaulted ceilings, and no steps—ideal for accessibility. Walk to local shops, restaurants, and bars, with parking just steps from the door.

5 out of 5 average rating, 20 reviews

Home in Pendleton

Home in Pendleton by the Park

Relax with the whole family at this peaceful place to stay. The home is located across from the Falls Park soccer fields and is within easy walking distance to Falls Park, Brown's Pool, and downtown Pendleton. Use of the home includes the use of the two car garage and has an automatic backup generator so there is always power. The home is handicapped friendly with many grab bars and large doorways. An electric vehicle charger is provided (J1772 adaptor required for Tesla vehicles).

Top guest favourite

Home in Pendleton

4.96 out of 5 average rating, 23 reviews

Super Charming Modern Cottage

Downtown Historic Pendleton. Rich with character and comfy cozy. Open floorplan with lots of room for gathering with family and friends. Each bedroom has TV and comfortable beds with fine linens. The kitchen is well equipped for all your cooking needs. Front covered porch and large backyard with deck. Nestled in a quiet neighborhood. Walking distance to restaurants, coffee houses, antique shops, and Fall Creek Park with hiking trails, gentle waterfalls, and pristine gardens.

4.83 out of 5 average rating, 30 reviews

Home in Lapel

Mommyc's Villa Fun House

Welcome to MommyC’s Villa Fun House, nestled in the heart of Lapel, Indiana. This spacious yet cozy vintage-style home offers a unique twist of elegance, rustic charm, and family fun. With neutral tones accented by hints of yellow throughout, every corner exudes warmth and sophistication. Step into a spacious haven that welcomes families with open arms, boasting 5000 square feet of inviting space that comfortably accommodates up to 13 guests and even a little one.

5 out of 5 average rating, 15 reviews

The Little Gray House!

The Little Gray House is a brand new additional to our beautiful private park in Anderson, Indiana! Whether you are traveling for pleasure or business, hosting a private event or just need a weekend getaway...The Little Gray is the perfect place for your stay! Everything in this amazing home is completely brand new. The house will accommodate up to 8 guests. Our property is available to rent to adults 25 years of age or older. No pets or smoking are permitted.

4.83 out of 5 average rating, 235 reviews

Anderson Art House-Entire house to yourself nearAU

We are located 0.3 miles from Anderson University, 1 mile from down town Paramount theatre. This is a house all to yourself with 3 bedrooms and 2 full baths. Each bedroom can sleep two plus additional two for the sofa bed in the living room. There is a small deck with a bbq grill when the weather is nice. This house will feature local artist's artwork through the house because there's so many talent in town we want to share with the world!

4.92 out of 5 average rating, 48 reviews

The Cozy Cottage - plenty of privacy & work space

The whole group will enjoy easy access to everything from this centrally located place. If you're here for business, you are close to downtown, Hospitals, University and many Businesses. Also, plenty to do with shopping, antique stores for treasures, restaurants, we even have a casino. You are also within 20 mins or so from Muncie Indiana, home of Ball State University and if you head south the other way, you are 30 mins to Indianapolis.

Top guest favourite

5 out of 5 average rating, 24 reviews

Cozy Farmhouse Getaway updated modern comfort

Escape to a cozy, peaceful 1800s farmhouse with modern updates in a quiet rural setting. Enjoy large spacious rooms to relax and enjoy a quiet space. Smart TVs, fast internet, a large fully stocked kitchen, and a coffee bar. All this within 5–15 mins to dining, shopping, parks, entertainment, quaint small towns, a casino/horse/race track, and I-69 for easy access to trips to Indianapolis or Fort Wayne.

4.88 out of 5 average rating, 8 reviews

Family-Friendly Retreat

Escape to this peaceful, family-friendly retreat—where cozy meets spacious in a serene, stylish setting. Perfect for families or small groups, this beautifully designed home offers comfort, charm, and plenty of room to relax. Enjoy quiet mornings, stylish interiors, and a welcoming vibe that feels just like home. Ideal for making memories, unwinding, and experiencing a true sense of calm.