Vacation rentals in Madison

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Top-rated vacation rentals in Madison

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Top guest favorite
A stone house stands against a vibrant sunset sky filled with shades of pink and purple. The surrounding tall grass gently sways, and a lone tree adds depth to the peaceful landscape. The home features a covered porch, inviting a connection with the open prairie.
Home in Cottonwood Falls
5 out of 5 average rating, 97 reviews

The Prairie Home

Settled far out in the Tallgrass Prairie of the Flint Hills, the Prairie Home provides wide and endless views from a private hilltop. All rooms in the home, which was built by local craftsmen from native limestone blocks, have huge windows which frame the natural art of the prairie. Handmade woodwork complements the extensive interior stonework. The soaring ceilings provide a backdrop for original art collected by the owners. And everywhere you look, the setting will take your breath away.

Guest favorite
A wraparound porch is featured on the exterior of the house, with a gentle slope leading up to the entrance. The porch is lined with white railings, and the house's facade is complemented by cheerful yellow accents on the doors. Lush greenery surrounds the property.
Home in Emporia
4.91 out of 5 average rating, 45 reviews

Copely House

Copely house is in a quiet, safe neighborhood on a cul-de-sac. Country style living in the city. The house sits on an acre lot. HUGE yard and wrap around porch. Interior has been completely renovated. Everything is brand new! Near Soden's Grove Park and Zoo, Peter Pan Park that has a splash pad for the kids and disc golf! 2 Short miles to downtown Emporia - the heart of all the action for the Unbound Gravel Bike Race and Disc Golf Events. Near Great Restaurants, bars and Coffee Shops.

Top guest favorite
A rustic cabin exterior is framed by lush green grass and trees. The wooden structure features a stone chimney and a distinctive blue door, with two large windows on the left. A simple stone path leads to the entrance, inviting relaxation in a natural setting.
Cabin in Chanute
4.98 out of 5 average rating, 577 reviews

The Blue Door Cabin

If you want a retreat where you can sleep in, slow down and savor nature's beauty, the Blue Door Cabin, tucked in surprisingly hilly oak and hickory woods, with a beautiful view of the pond, is your destination. Within two hours from Kansas City, Tulsa, Joplin or Wichita, and only 4 miles from Chanute Kansas, this preserved and revived cabin offers an easy getaway for city dwellers in need of a very affordable anniversary weekend, study or solitude retreat, or family hiking and fishing trip.

Top guest favorite
A charming cottage features a vibrant purple exterior with detailed architectural accents. Lush greenery lines the walkway leading to the front porch, adorned with plants. Large windows allow natural light to brighten the front rooms. A inviting entryway is accentuated with decorative elements.
Home in Yates Center
5 out of 5 average rating, 39 reviews

1900 Cottage w/ Nature Views

Welcome to our Pet-Friendly Cottage—a cozy retreat with nature views just minutes from historic downtown! Relax on the deck, gather around the fire pit, or take a quick walk to nearby cafés, shops, and local landmarks. Our cottage is ideal for travelers who love a peaceful, convenient escape. With charming interiors and a welcoming atmosphere for pets, this space is perfect for solo travelers, couples, families, and hunters alike. Book your stay and experience the best of nature and downtown!

Top guest favorite
The exterior of the two-story farmhouse is shown with white siding and a brick chimney. A covered porch wraps around the front, featuring seating areas under soft lighting. Lush greenery surrounds the home, with a view of open fields in the background.
Home in Elmdale
4.99 out of 5 average rating, 151 reviews

Middle Creek Historic Ranch

Step back in time in an 120 year old farm house. Enjoy the view of Flint Hills from the many windows, while the indoors provide you with modern conveniences. Take a walk to the creek, or just roam the Kansas prairies. In the evenings, spend time around the outdoor fire pit, listening to nature and making s'mores. It's a short drive to Strong City and Cottonwood Falls,where you can take in some local history, purchase a few antiques to take home, enjoy a meal at one of incredible eateries.

Guest favorite
A comfortable sitting area features two brown upholstered sofas facing a wooden coffee table. A television is mounted on the wall, and potted plants add a touch of greenery to the space. Neutral tiled flooring enhances the room's spacious feel.
Place to stay in Emporia
4.88 out of 5 average rating, 329 reviews

The BUNKER. The safest place to stay

Located in downtown Emporia's Art and Entertainment District where many major events are held. With-in walking distance of the Granada Theater and ESU. Ample free parking. Spacious accommodations are sure to please. This space is located in the lower level of a commercial office building that has recently been re-purposed as a guest friendly temp-stay unit with kitchenette. No need to worry when storms rumble through. Don't miss staying in "The Bunker" The safest place to stay.

Top guest favorite
A serene night scene captures a cabin reflected on a tranquil pond, surrounded by trees and clear starry skies. The cabin's warm light glows softly, enhancing the peaceful ambiance of the setting.
Cabin in Humboldt
4.99 out of 5 average rating, 268 reviews

Cabin Chesini

Watch the stars through the skylights as you drift off in this modern loft cabin. Wake up on the water and enjoy a paddle board or do some fishing. Then jump on the Southwind rail trail for an invigorating ride. Cabin Chesini is located at Base Camp on the edge of Humboldt, KS. Base Camp is a full-service glampground at the trailhead to Kansas' extensive network of biking trails. Our modern cabins on the shore of the quarry pond provide one of the most sought-after getaways in Kansas.

Top guest favorite
A charming pink cabin is reflected in the calm waters of the pond, surrounded by lush greenery and trees. The sky transitions from blue to warm hues near the horizon as dusk approaches, creating a serene atmosphere.
Tiny home in Emporia
4.95 out of 5 average rating, 109 reviews

Little Pink House

Flint Hills Glamping! Come reconnect with nature and rejuvenate by the water at this unforgettable escape. Stargaze, watch sunsets, or curl up and read on the loft Moonpod. For the explorers, there are plenty of gravel roads to bike, kayaks available for the pond, and plenty of fish to catch. ***Please note*** This is a dry cabin-meaning there are no water facilities inside, but there is an exterior entrance to a bathroom/shower off the main house that is available 24/7.

Guest favorite
A spacious open living area is highlighted by a comfortable gray sectional sofa and a white coffee table. Warm wooden flooring runs throughout the space, complemented by wooden cabinetry in the kitchen. Large windows are covered with vibrant orange curtains, inviting natural light.
Home in Emporia
5 out of 5 average rating, 72 reviews

Two bedroom home near ESU & Downtown Hulu & Disney

Experience the newly remodeled, spacious, 2-bed, 2-bath home, conveniently located just a block from ESU and close to downtown. This amazing property offers a fully stocked kitchen, free parking, high-speed wifi, and access to Disney+, MAX, HULU, & ESPN on 58" Roku TV. Enjoy a restful night's sleep, each bedroom has a comfortable queen bed, a 40" Roku TV, and each room has full temperature control. Plus, coffee and snacks are included for your convenience.

Top guest favorite
A charming seating area features a wooden bench adorned with colorful cushions in warm tones of orange and yellow. A plaid throw drapes over the side, and natural light filters through a woven shade on the window, complementing the vibrant textures in the space.
Cottage in Chanute
4.96 out of 5 average rating, 325 reviews

A Little bit of Paradise @ Summit Hill Gardens

Summit Hill Gardens Cottage, a little bit of paradise, is a place to enjoy solitude, peace and quiet. Located rurally (3 miles south of Chanute, Ks), we are listed as one of the top ten attractions with numerous flower beds, a historic 1874 stone schoolhouse, a Retail Soap Shop located in a restored barn (handcrafted soaps are made here on site), and the Summit Hill Gardens Event Center- for hosting celebrations of life.

Top guest favorite
A cozy bedroom features natural wood walls and modern furnishings. A spacious bed with decorative white and brown pillows is complemented by a textured throw. A bedside lamp casts a warm glow, and a ceiling fan adds a rustic touch to the inviting space.
Tiny home in Piqua
4.97 out of 5 average rating, 279 reviews

Tiny Diamond Inn OZ

Feel refreshed when you stay in this rustic gem. Just looking for a place in the Midwest to get away from it all? Enjoy rural Kansas and country living. The peace and quiet of this unique retreat give rest to your body and soul only. Step into a relaxing, nature filled farming oasis. This private cabin sets beside fields of dreams to make this the perfect spot to get away . Feel free to bring your 4-legged Friends.

Top guest favorite
A spacious kitchen area is equipped with modern appliances, including a microwave and a sink. Adjacent to the kitchen, a comfortable living room features two recliners. Natural light enters through a window, illuminating the neutral-colored walls and floor.
Home in Emporia
4.98 out of 5 average rating, 184 reviews

Charming 2bed residential home with onsite parking

Make some memories at this unique and family-friendly place. This two bedroom, one bath home features one queen size bed and one full size bed along with a shared full bathroom with stand up shower. Full kitchen, living room and dining area. Washer and dryer on-site. 2 car off street parking in front. Easily accessible off I-35. Only minutes (.8 miles) from downtown Emporia and all of the activities Emporia offers.

Popular amenities for Madison vacation rentals

  1. Airbnb
  2. United States
  3. Kansas
  4. Greenwood County
  5. Madison