Holiday houses in Madison County

4.97 out of 5 average rating, 68 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!

4.85 out of 5 average rating, 55 reviews

Apartment in Anderson

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.

4.9 out of 5 average rating, 50 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!

4.92 out of 5 average rating, 297 reviews

Guest suite in Anderson

🦉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!

5 out of 5 average rating, 16 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).

4.95 out of 5 average rating, 22 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, 13 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.

4.98 out of 5 average rating, 299 reviews

Apartment in Pendleton

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.

4.93 out of 5 average rating, 45 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.

4.88 out of 5 average rating, 104 reviews

Condo in Anderson

The Duchess-- 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.

4.96 out of 5 average rating, 81 reviews

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.

4.99 out of 5 average rating, 129 reviews

Historic Eighth Guest house

You'll have a great time at this comfortable place to stay. The unit is set up similar to a duplex . Shared stairway to upper unit with lockbox entry to unit . 2 bedrooms , 1 bathroom, kitchen, sunroom, family room, dining room, laundry room. Adults only in this unit due to balconies . Owner also currently hosts Historic Eighth carriage house .

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Other great holiday rentals in Madison County

4.84 out of 5 average rating, 191 reviews

Anderson Farm house all to yourself near AU

NikkiRating, 5 stars6 days ago

Cute house in Anderson. Claudia has made the house very welcoming.

Private room in Pendleton

4.85 out of 5 average rating, 27 reviews

comfortable bedroom #1

MariaRating, 5 stars2 weeks ago

Hugo’s place was wonderful and peaceful! Very clean too!

4.96 out of 5 average rating, 302 reviews

Historic 8th Carriage House

DebbieRating, 5 stars4 days ago

This historic carriage house is adorable cute. You come up the stairs to an open and welcoming foyer, with lots of natural sunlight. We ate breakfast every morning at the dining room table, having coffee and watching and listening to birds on the wire, singing to us. There are a couple of skylights that bring extra light that we really enjoyed. It is decorated very nicely, but we all agreed we’d love to see it decorated for the holidays too. We didn’t have children with us, but the loft above has a cute play area, including Princess dress up costumes. The couch is SUPER comfy, and we enjoyed visiting in the living room in the evenings before unwinding. Michelle was the perfect hostess, and is usually on property and available anytime. She always responded to our messages quickly. She gave us some great local recommendations. While historic means it’s old, it had everything modern that we could need, and it is centrally located too. We would love to come back to Anderson and stay here.

4.93 out of 5 average rating, 165 reviews

Loft in Anderson

The Loft-- Boutique Guest House

EstefanyRating, 5 stars1 month ago

We enjoyed our stay very much. Claudia was very responsive with anything we needed. Would definitely return to stay here.

Private room in Pendleton

5 out of 5 average rating, 10 reviews

Quiet, Clean & close to concerts

EmilyRating, 5 stars6 months ago

absolutely fantastic! super clean and safe and peaceful. Brady is so kind and we loved our stay. highly recommend!

4.92 out of 5 average rating, 119 reviews

Private room in Elwood

The Plum House, a charming bed and breakfast

ShannonRating, 5 stars2 weeks ago

The Plum House Bed & Breakfast in Elwood was a lovely one-night stop on our trip through Indiana. The B&B offered us a few hours of peace and quiet after a long day of driving. The house was beautifully decorated, from the wrap-around porch to the three individual rooms, bathrooms, and kitchenette upstairs. We stayed in the Paris Room which featured a very comfortable bed and a private, attached bath. The French theme was evident throughout the room even down to the key chain with an Eiffel Tower charm. Jayne was a delightful host and managed to accommodate our needs in the midst of her own hectic schedule leading up to a family wedding. Jayne prepared a delicious full breakfast for us which she brought upstairs and served in the kitchenette. Please be aware that guests must be able to climb stairs since all of the rooms are located on the second floor of this historic home. We enjoyed our stay there and would definitely recommend it for anyone visiting in the area.

Private room in Anderson

4.38 out of 5 average rating, 8 reviews

Private amenities in beautiful historic home

AnneRating, 5 stars11 months ago

Thank you, Tamara, for providing a restful, clean, and inviting stay. Your home was exactly as described and a great value. We’ve never rented just a room before and weren’t sure what to expect. We had tremendous privacy and we appreciate having the use of the first floor of your spacious, historic house. The bed was VERY comfortable and the fact that you provided wine at night and breakfast in the morning made the stay with you a great value. Thanks for a wonderful experience.