
Holiday houses in Madison County
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Top-rated holiday rentals in Madison County
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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!
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The Clematis Cottage- Hot tub
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.
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🦉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!
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The Vintage | 4BR/4BA Oasis for Groups Up To 14.
The Vintage house is great for big groups or multiple families to stay together to create great memories in Anderson. This historic house is fully rehabbed to bring you the antique look with modern comfort. 4 spacious bedrooms that can sleep up to 14 people and 4 full bathrooms which makes getting ready a breeze. Walking distance to local coffee shop and downtown Anderson, 10-15 minutes to all local grocery/shopping center, Mounds Park, Hoosier Park Casino/Racetrack and Ruoff at 25 Minutes.
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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).
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Brick Ranch Retreat Anderson
This solid brick ranch has everything you need to have a great stay while visiting with family, taking in a concert at Ruoff, or visiting the close by Uranus fudge factory! Located in a quiet neighborhood (we have a pre-school in our neighborhood, so no parties or speed racers!) Close to I-69 & central to so many small cities as well as fishers and Indianapolis. Mounds State Park is just a few miles away and amenities are very close. We can't wait for you to visit Anderson!
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Muncie Cabin 2
ADA. Sleeps 4, 1Queen bed, 1 sleeper sofa queen size, Linens are included, full Bathroom including towels, kitchen with some utensils, full refrigerator and microwave, dinette table sits 4, heating and air conditioning, patio furniture, fire ring, and grill with filled propane to cook. 4 plates, 4 coffee cups, 1 coffee pot, 4 bowls, Pitcher w/ 4 cups, 2 blankets, 4 sheets, 4 pillows, 4 towels set (each set is 1 towel, 1 wash rag and 1 hand towel)
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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.
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Sunset Oasis | Water Views + Pool Access
Welcome to Sunset Oasis, a peaceful single-story retreat designed for families and friends to relax and reconnect. Enjoy beautiful water views, stunning sunsets, a fenced backyard, and access to neighborhood amenities including a pool, playground, and walking paths. Conveniently located in Pendleton near I-69, Sunset Oasis offers the perfect balance of comfort, privacy, and easy access to Indianapolis attractions.
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Quiet Country Retreat Near Casino
Skip the noise. Stay somewhere peaceful. Private suite just 7 min from Harrah’s Casino & I-69, Mounds State Park, and Anderson University. Quiet, family-friendly retreat with easy private parking. Unwind in the cozy 1-bed suite: comfy bed, sofa sleeper, smart TV, and fast Wi-Fi. A mini-fridge, microwave, and coffee maker. Perfect for couples or small families seeking peaceful nights and quick casino fun.
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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.
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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.
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Popular amenities for Madison County holiday rentals
Other great holiday rentals in Madison County

Pondside Hideaway
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The Winner's Circle
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Charming 2 bedroom Cozy Retreat
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Cozy Home in downtown Pendleton
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Super Charming Modern Cottage
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The Birdhouse, Charming Historic Retreat
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The Little Gray House!
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Historic Alexandria Home w/ Private Yard!
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Destinations to explore
- Lucas Oil Stadium
- Indianapolis Motor Speedway
- Gainbridge Fieldhouse
- Indiana Convention Center
- Eagle Creek Park
- Childrens Museum
- Broad Ripple Park
- University of Indianapolis
- Grand Park Sports Campus
- IUPUI Campus Center
- Holliday Park
- Indianapolis Canal Walk
- Fort Harrison State Park
- Garfield Park
- Indiana World War Memorial
- Victory Field
- Eiteljorg Museum
- Soldiers and Sailors Monument
- White River State Park
- Butler University
- Urban Vines Winery & Brewery
- Garfield Park Conservatory
- The Center for the Performing Arts
- Speedway Indoor Karting





