Holiday rentals in Madison

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Top-rated holiday rentals in Madison

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

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Top guest favourite
A serene pond reflects the clear blue sky and scattered clouds. Lush green grass surrounds the water, creating a peaceful natural setting. The horizon showcases the rolling landscape of the Kansas Flint Hills, providing a tranquil backdrop for relaxation.
Home in Severy
4.96 out of 5 average rating, 200 reviews

Burke Ranch Bunkhouse! Hunters we have open dates!

Wanting to get away from the hustle and bustle? Enjoy a stay at our 3rd Generation Family Ranch that is located 3 1/2 miles East of Highway 99. We have something for everyone! You can wake up and see cattle and horses on our working ranch. You can walk down our driveway and see the scenery of the Kansas Flinthills. You are a half mile from the Fall River Wildlife Area with its Public Hunting. We are also one mile from the Ladd Bridge where you can drop in your boat and/or Jetski and enjoy access to Fall River Lake.

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, 604 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 kitchen area features a combination of brick and painted walls, with wooden cabinets providing ample storage. A central island with two bar stools offers a gathering spot. Essential appliances, including a refrigerator and stove, are arranged for convenience.
Flat in Hartford
4.76 out of 5 average rating, 17 reviews

Hartford Place Suite A

Welcome to Hartford Place Suite A, 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
A rustic red cabin with a metal roof is depicted, surrounded by green grass and featuring a gravel path. A small porch with steps leads to the front door, flanked by colorful flower beds. Large windows offer natural light, enhancing the inviting appearance.
Guest house in Hamilton
4.98 out of 5 average rating, 134 reviews

Beeman's Cabin

Tranquility and peacefulness surround you and helps you push the "reset" button on life! Step out the door and immerse yourself in nature! Evenings can be spent around the firepit, roasting marshmallows (which are complimentary), listening to coyotes howling in the distance or just gazing at the stars! Our furry friends will abide for your attention and will be a constant companion as you stroll down to the creek or up the trail to catch the setting sun. Life is better in the Country!

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
4.94 out of 5 average rating, 127 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 flora and fauna to find. ***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.

Top guest favourite
Home in Severy
4.97 out of 5 average rating, 138 reviews

Ranch House

Beautiful 2 story house, built in the 1800’s updated. The home sits in a beautiful location of the Flint Hills. You can sit on the back porch or front porch and watch beautiful sunrise and sunsets. The Ranch House has a big beautiful manicured yard. Cattle roam right up next to the properties fence. A short walk down the road is a babbling creek. A quiet, beautiful, setting to get away from the hustle and bustle of life.

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, 341 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 favourite
Tiny home in Piqua
4.97 out of 5 average rating, 300 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.

Superhost
An inviting interior space is shown, featuring a wooden ceiling and fan. A closet stands near the entrance, accompanied by a small table with a lamp and coffee maker. A compact refrigerator is positioned to the side, with natural light entering through the windows.
Tiny home in Eureka
4.8 out of 5 average rating, 163 reviews

Little Cabin on River Street

This little cabin is so cute and comfy! Have your morning coffee on the front porch and watch the hustle of everyone else while you prepare for your day! If you're driving a big rig, there is plenty of room to drive through without having to back up! We also have RV plug if you just want a spot to stop for the night and plug in! The heating and air is a 'mini split' (like the motel units)....

Top guest favourite
A covered outdoor area is shown with a comfortable bench facing a cozy fire pit. Two blue adirondack chairs are positioned around the pit, and a small storage shed stands nearby, surrounded by neatly arranged stone landscaping and greenery.
Home in Emporia
4.99 out of 5 average rating, 138 reviews

The Lyon’s Den

The Lyons Den is a rustic farmhouse! It’s a great place to relax and unwind. Miles of gravel for those biking enthusiasts! Approximately 2 miles to Camp Alexander bike trails. Enjoy the beautiful sunrise and sunsets! The property is 1 1/2 miles off highway.

Guest favourite
A historic lodging structure is seen at dusk, framed by a barren tree. Soft light emits from several windows, illuminating the facade. The building is situated within a natural grassy landscape, which stretches towards the horizon.
Guest house in Matfield Green
4.94 out of 5 average rating, 131 reviews

Matfield Station - #1 South Unit

Historic lodging for artists, train-lovers, birdwatchers, and travelers in the beautiful Kansas Flint Hills.

Guest favourite
The exterior of a two-story wooden house features a symmetrical design with a sloped roof. A spacious balcony stretches across the upper floor, supported by multiple columns. Below, a patio area with several chairs is positioned on a grassy lawn, surrounded by trees.
Cabin in Fall River
4.88 out of 5 average rating, 112 reviews

The spot

Make some memories at this unique and family-friendly place.

Popular amenities for Madison holiday rentals

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