Family-friendly holiday rentals in Madison County

Historic Downtown Hideaway

This inviting space is tucked away in the heart of historic downtown Pendleton..You'll find yourself steps from local cuisine, a cozy coffee shop & multiple boutiques offering plenty of opportunities for relaxation & exploration. Only a block to Falls Park & stroll along its walking paths, offering a peaceful retreat for nature lovers. Perfectly nestled between Fishers, Fortville, Noblesville & Anderson for easy exploration of towns & attractions. Easy access to I-69 for shopping & entertainment

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!

Charming 2 bedroom Cozy Retreat

Take it easy at this unique and tranquil 2 bdrm 1 bath lower level getaway conveniently located just minutes from everywhere. 2 miles to Downtown. 3 miles from both Community and St. Vincent Hospitals. 5 miles to Hoosier Park. 15 miles to Ruoff Music Center and Hamilton Town Center for great shopping. 20 miles to Ball State / Hospital. Centrally located to everything. Good for extended stays or just a weekend getaway. Please feel free to contact us with any questions regarding your stay.

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.

🦉Wooded Suite Retreat - 2BR Easy i69 Access!

Recharge surrounded by nature in this cozy, comfortable, clean 2 BR “in-law” suite nestled among towering ash trees in a rural, wooded neighborhood just outside town near the White River. Enjoy the full private apt (2 BR, LR, kitchen, bath, washer & dryer) on lower level of host’s home. Great for singles, couples, families or work travelers. Near I-69, Anderson University, Hoosier Park, Mounds State Park, Rangeline Nature Preserve, Anderson Airport, St Vincent & Community Hospitals & more!

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.

Studio by Falls Park

Welcome to the Studio by Falls Park. This is a family-friendly studio apartment with a separate entrance. You are within walking distance to several good restaurants and the local drinking hole (The Wine Stable), Falls Park, walking trails. Located 10 minutes off I-69, and 20 minutes North of Indianapolis. Harrah’s casino is 15 minutes North on I-69. Studio has shower/bath, 1 queen bed, a full size futon, queen size blowup mattress and kitchen.

The Bird House- Boutique guest house

Beautifully restored house in the historical district near downtown Anderson. 5-10 walk to downtown restaurants, bars and art museum. 5-10 minute drive to grocery stores and shopping center. Newly furnished and decorated just for Airbnb guests. Fully stocked kitchen, fast Wifi and washer/dryer good for long stays or just a weekend away for relaxing. I'll be less than 5 minutes away for any help you need.

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.