Holiday rentals in Madison County

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Top-rated holiday rentals in Madison County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Flat in Pendleton
5 out of 5 average rating, 41 reviews

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

Top guest favourite
A modern living area is furnished with a comfortable gray sofa and an accent chair. A large flat-screen TV is mounted on the wall, while a decorative rug enhances the space. Natural light enters through the windows, illuminating the open layout.
Home in Anderson
4.98 out of 5 average rating, 97 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!

Superhost
Home in Anderson
4.67 out of 5 average rating, 3 reviews

Cozy Charmer | 5 min to Uranus Fudge | Near Nestle

Stay close to Nestlé, Anderson University, and within convenient driving distance of Ball State University in this recently renovated three- bedroom home that sleeps up to seven guests. The home is ideal for contractors, traveling professionals, visiting faculty, and campus families. It features a king bed, two queen beds, a dedicated workspace, fireplace, two smart TVs, free parking, & more. Located just five minutes from the famous Uranus Fudge Factory and near major roads for easy commuting.

Guest favourite
A private, fenced patio features a hot tub and two wooden chairs, accompanied by greenery along the side. Warm string lights hang overhead, providing soft illumination in the evening. The ground is paved with smooth concrete, creating a comfortable outdoor space.
Home in Pendleton
4.9 out of 5 average rating, 70 reviews

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.

Top guest favourite
The living area features a comfortable sofa and two wicker chairs, complemented by a coffee table on a soft area rug with leaf patterns. A Roku TV is positioned on a wooden console, while a decorative wall feature holds potted plants for a touch of nature.
Guest suite in Anderson
4.92 out of 5 average rating, 319 reviews

🦉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!

Top guest favourite
The exterior of the home is framed by two large trees, featuring a welcoming front porch with steps leading to a grassy yard. The house showcases a mix of brick and wood siding under a gabled roof. Cloudy skies create a soft backdrop.
Home in Pendleton
5 out of 5 average rating, 27 reviews

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).

Guest favourite
The exterior of a solid brick ranch home is showcased, featuring a single-car garage and a covered front porch. Lush green shrubs are positioned beside the walkway, and the driveway leads to a neatly maintained lawn. A clear blue sky enhances the inviting atmosphere.
Home in Anderson
4.95 out of 5 average rating, 19 reviews

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!

Top guest favourite
A spacious living area features warm wooden flooring and a cozy seating arrangement. A television is positioned on a dark wooden console, with a rocking chair nearby. A window seat with soft cushions offers additional seating, while framed photographs decorate the walls.
Flat in Pendleton
4.98 out of 5 average rating, 334 reviews

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.

Superhost
A serene bedroom features a spacious bed with a white comforter and decorative pillows. A rustic wood headboard adds character. A round mirror hangs on the wall, complemented by framed artwork. Natural light enters through a nearby window, enhancing the calming atmosphere.
Home in Anderson
4.84 out of 5 average rating, 244 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!

Top guest favourite
An aerial view of a spacious farmhouse with gray siding and black roofing. The home is surrounded by a well-maintained yard, with tall trees displaying autumn foliage in the background. A gravel path leads to a nearby shed, set against a tranquil rural landscape.
Home in Anderson
5 out of 5 average rating, 30 reviews

Cozy Country Farmhouse Getaway-Perfect Spring Stay

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.

Guest favourite
A modern living room displays a sectional leather sofa arranged around a circular coffee table. A sleek fireplace is built into the wall beneath a large flat-screen television. Subtle lighting fixtures illuminate the space, complemented by decorative plants and artwork.
Home in Anderson
4.86 out of 5 average rating, 14 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.

Guest favourite
A sleeping area features a metal frame bed topped with soft gray bedding. Natural wood walls and ceiling enhance the cozy ambiance. A decorative area rug outlines the space, and light enters through two windows adorned with sheer drapes.
Home in Anderson
4.96 out of 5 average rating, 97 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.

Popular amenities for Madison County holiday rentals

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  3. Indiana
  4. Madison County