House holiday rentals in Madison County

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!

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.

Anderson Farm house all to yourself near AU

We are in the center of Anderson, a few blocks walking distance to Anderson University and a mile away from downtown. The house has been fully remodeled for our bnb guests. You will have the entire house just for yourself with private drive way and yard. The master bedroom is located on the main floor with a comfy king size bed. Second bedroom is upstairs with a twin size bed or can be expended to a king. We live 5 minutes away so we can always be there to help if you needed anything.

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.

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.

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.

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.

The Winner's Circle

Welcome to The Winner’s Circle your ultimate getaway next to Harrah’s Casino & Hoosier Park! This 3BR home sleeps 8 and features a private pool, hot tub, and backyard horseshoes. Enjoy all the essentials including a full kitchen, smart TV, Wi-Fi, and more. Whether you’re here to win big or wind down, you’re always in the winner’s circle. POOL: Will be closed after October 1

The Ravens' Nest

Located adjacent to Anderson University, this tiny home is big on charm and comfort. Across the street from Myers Hall, it is our hope that the home's convenient location, comfortable furnishing, and modern improvements will allow for an enjoyable visit. We live only 20 minutes away, and it is our aim to see that your stay in Anderson exceeds expectations.