
Vacation rentals in Madison
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Top-rated vacation rentals in Madison
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The Overlook
Adventure awaits! Enjoy the best sunsets and night skies from high above the shores of Truman Lake. An unforgettable way to unwind! Perfect for romantic getaways, thrill seekers, and tourists alike. Protected forests surround the neighborhood and the historic "Hallmark town" of Warsaw is minutes away. A modern marina is just down the road. Great opportunities for relaxation and recreation abound with memorable times sure to be had! Ask about our romance/birthday packages and pet friendly stays!

The little White Cottage
Nestled in the heart of the countryside, our charming country cottage exudes an irresistible allure. With its quaint pitched roof, inviting flower-beds grassy pathways, and breathtaking sunset views that leave you speechless , it's a haven of rustic elegance. The gentle rustling of deer in the woodsy landscape and the distant calls of birds provide a serene soundtrack to your stay. The cottage's interior is a blend of vintage charm and modern comforts. We are positive you will love your stay .

Plunge Pool • Tiki Lounge • Sauna • Near Downtown
A 125-year-old bungalow packed with personality. Inside you’ll find curated worldly décor, many lounge spaces, and the house’s most famous feature: the Lucky Kitty Tiki Lounge, a hidden bar built inside the old garage. Outside, relax in the barrel sauna, cold plunge, and stock tank pool, gather around the fire pit, and unwind under the string lights after a night exploring Kansas City. It’s a one-of-a-kind stay just minutes from downtown, the stadiums, and some of the city’s best restaurants.

Private, quiet, safe. I-70 access. Close to KC.
Sleep peacefully in this 600 square foot fully furnished guest apartment located off I-70 frontage in Oak Grove on 18 acres with 2 ponds and rolling pasture. A gravel drive leads to the property where you'll have a concrete parking place and a step-free, pavestone walkway to the front door of the apartment. Rest soundly on a queen size Tuft n Needle mattress in a bedroom with room darkening shades and various pillows to satisfy your comfort. Fully equipped kitchen, laundry room, 2 smart TVs.

KC World Cup 2026 Stay • 50 Min to Stadium
Located about 50 minutes from the Stadium with easy I-70 access. Ideal for World Cup 2026 visitors traveling with friends or family and seeking more space and lower per-person cost than Kansas City hotels. This fully remodeled 2 bedroom, 1 bath home sleeps up to 8 with a king bedroom, flexible second bedroom with king or two singles, and queen sleeper sofa. Full kitchen, large vanity with glass shower, fast WiFi, relaxing porch, 2 blocks from downtown Concordia and less than a mile off I-70.

Cozy Private Barndominium/studio
Private studio on the second level of our detached garage behind our main house. Located in a resort-like property. Quiet and safe neighborhood. Minutes from downtown Lee's Summit. Coffee shop/bakery within walking distance. Several restaurants close by, 1 mile to iconic antique malls. Perfect place for traveling professionals. Close to Hwy 291. We use the garage for storage and to work on our vehicles occasionally, you might hear us working. *There is no smoking/vaping in the apartment*

Home Away From Home
Welcome to our charming 1920s two bedroom and one bath cottage. This cozy and well-maintained space offers a unique glimpse into the past while providing all the modern comforts you need for a comfortable stay. A king, queen and pullout queen beds give you plenty of space for rest. Off street parking for up to three vehicles and a privacy fenced back yard. Whether you're visiting for business or pleasure, our 1920s two bedroom and one bath cottage is a comfortable and nostalgic retreat.

MILO FARM-Sacred Kansas City Retreat
MILO FARM - SACRED LAND sits east of Kansas City & is a nature retreat w/ a cedar forest, a hardwood forest, 2 ponds, bohemian lodge, art studio, pool, barn, miles of trails & whimsical camping spots. Pet and feed the farm animals while you are here! Guests have lower level of the lodge to themselves with 2 suites (with private baths), rec room, bar area, laundry, steam sauna & rock sauna, play room & patio. Milo Farm is located just 30 minutes from KC. More info on MiloFarm.com

A little touch of home.
Our cozy townhome is 2 bedroom 2.5 bathroom with about 1200 square feet. We replaced the sofa sleeper 12/6/2025 for the comfort of your extra guest. We are located a few blocks off I-70 and can be at most area attractions, shopping and dining in less than 30 minutes. Kauffman & Arrowhead Stadiums (16 miles 18 minutes) Cable Dahmer Arena (9.6 miles 14 minutes) Sprint Center (23 miles 23 minutes) KC Zoo & Starlight Theatre (24 miles 27 minutes) Worlds of Fun (26 miles 28 minutes)

The Pond House at The Dancing Bear Farm
This awesome guest cottage was once a hen house on this historic farm. Spacious yet cozy. Bright and sunny. Big windows with a lovely view of the pond and farmland that goes on forever. Gas fireplace. Sleeps 4. Double bed in loft and two twin beds on the main floor. Open living space. Large bathroom is separate from the cottage and a short walk as the cottage has no running water. Small kitchenette with fridge, microwave, Coffee maker. Peaceful and private. Big sunny deck.

Honey Creek Hideaway at Back Country Camp
Escape to this quiet, seemingly remote country getaway nestled down a peaceful, tree-canopied lane. Relax and unwind amid big woods, creeks, woodland trails, complete with a very large strip pit lake, and smaller lake just mere feet from your private cabin. Use our large covered dock, kayaks, paddle boat, canoe and explore all this huge waterscape and land have to offer. All manner of Missouri wildlife reside here.

Colorful Cottage close to UCM
Convenient and comfortable! Our Colorful Cottage is within minutes of UCM and about 10 minutes from WAFB. We have the Cottage with all the amenities needed for a nightly, weekly, or a monthly stay. Your dogs are welcome to stay as well! Pet Policy: $30-1 dog $10-each additional Please keep dogs off of furniture at all times. Kennel if anxious or destructive when left alone. Clear waste from yard at checkout
Popular amenities for Madison vacation rentals
Other great vacation rentals in Madison

The Lyric Loft: Cute space above coffee shop

Lux tiny off-grid cabin getaway

Serene Countryside Glamping

Cheerful Blue-Roof Bungalow

Clinton Barndominium with large Garage!

Wally's 1 mile from Truman Lake boat launch.

World Cup KCcabin • 27 Min to Arrowhead • Hot Tub

The Cabin
Destinations to explore
- Kansas City Vacation rentals
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- GEHA Field at Arrowhead Stadium
- Oceans of Fun
- Kauffman Stadium
- Kansas City Zoo
- LEGOLAND Discovery Center Kansas City
- The Nelson-Atkins Museum of Art
- Kansas City Convention Center
- Jacob L. Loose Park
- Union Station
- Negro Leagues Baseball Museum
- T-Mobile Center
- Midland Theatre
- Overland Park Arboretum & Botanical Gardens
- Uptown Theater
- Overland Park Convention Center
- Kansas City Power & Light District
- Kauffman Center for the Performing Arts
- National World War I Museum and Memorial
- Science City at Union Station
- Hyde Park
- Crown Center
- Arabia Steamboat Museum
- The Truman
- Bartle Hall





