Holiday rentals in Madison

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Top-rated holiday rentals in Madison

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Top guest favourite
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, 96 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 favourite
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, 44 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 favourite
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, 574 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.

Superhost
A spacious living area is furnished with a comfortable sofa set and a recliner. Natural light enters through a window dressed with curtains. A wooden desk is positioned beside the seating area, with a lamp and decor on display. A soft area rug anchors the space.
Flat in Hartford
5 out of 5 average rating, 4 reviews

Hartford Place Suite D

Welcome to Hartford Place Suite D, Whether you're in the area for work, play, or to simply unplug, Hartford Place offers a relaxing and comfortable stay. Conveniently located experience the best of what Hartford, Kansas and nearby has to offer. Fish, Hunt, Bike, Hike & More! 10/12-min drive to Ole Red Barn LLC, or Bobwhite Vines, LLC, fabulous venues for weddings, receptions, or reunions. 20 min to Emporia, easy access to additional amenities and attractions. 20 min to Wolf Creek (Evergy).

Top guest favourite
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 favourite
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
4.87 out of 5 average rating, 327 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 favourite
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
4.98 out of 5 average rating, 265 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.

Guest favourite
The front exterior of a quaint brick cottage is featured, showing a sloped roof and a central entryway. Two wooden steps lead to the door, flanked by symmetrical windows. A well-maintained lawn and a mature tree provide a natural setting.
Home in Emporia
4.92 out of 5 average rating, 116 reviews

Relax and feel at home in the Cozy Brick Cottage

Come be our guest at the clean, quaint, Cozy Brick Cottage. This small old brick house has two bedrooms on the main floor and large sleeping area upstairs with a dbl and twin bed, queen air mattress for larger group. Small kitchen with a coffee station. Minutes from historic downtown, ESU and Outbound Gravel activities. Centrally located for disc golf. Garage for parking or bikes. Washer/ dryer on site. A great setting for bridal, baby showers scrapbooking or girlfriends wkend

Top guest favourite
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, 108 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 favourite
The exterior of a large, modern building is shown, surrounded by a well-maintained lawn featuring green grass. Trees with blooming pink flowers are visible, contributing to the serene atmosphere. An American flag is displayed, gently waving in the breeze. The clear blue sky provides a bright backdrop.
Home in Eureka
4.83 out of 5 average rating, 6 reviews

Serene Escape, Fishing, Small-Town Charm: Room 207

Welcome to The Mapleton Eureka Community in the heart of Kansas, offering a blend of comfort, convenience, and small-town charm. This unique property features several ADA-accessible studio apartments with modern amenities including kitchenettes, fridges, and private heating/cooling. Escape the city and relax in a peaceful community setting, enjoy local fishing and dining, or simply recharge. Experience the luxury of private living in a beautifully renovated setting.

Guest favourite
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, 70 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 favourite
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, 322 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.

Popular amenities for Madison holiday rentals

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