Holiday rentals in Madison

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Madison

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

%{current} / %{total}1 / 1
Top guest favourite
A rustic cabin with a wooden exterior is surrounded by lush greenery. Large windows allow natural light to brighten the interior. A spacious deck is visible in front, with outdoor seating and a grill, offering a welcoming space for relaxation near the lake.
Farm stay in Excelsior Springs
4.95 out of 5 average rating, 310 reviews

San Vincente Lake Cabin at SundanceKC

Our beautiful light filled cabin with wood-burning fireplace is perched above our spring-fed 15 acre private lake next to the common outdoor lounge area and sand beach. We have 200 acres of gorgeous property with limestone boulders and hiking trails throughout. The lake is great for swimming, kayaking, stand-up paddle boarding and offers excellent fishing. We are five minutes from downtown Excelsior Springs, Excelsior Springs golf course and 3EX municipal airport. Relax, rejuvenate and play.

Superhost
An exterior view of the Stomping Ground Studio showcases a charming house with a unique stone façade and a vibrant red front door. Two front windows are framed with dark shutters, and a set of wooden stairs leads to the upper entrance. Lush greenery surrounds the entrance.
Guest house in Warrensburg
4.81 out of 5 average rating, 125 reviews

Stomping Ground Studio. Quaint upstairs unit

Come experience our affordable upstairs Stomping Ground Studio apartment right here in the heart of Warrensburg and the home of the University of Central Missouri Mules! Centrally located, close to the University, and downtown Warrensburg, the Stomping Ground Studio is a peaceful spot for a small getaway. Located just north of campus within walking distance to downtown Warrensburg where you will find many bars and restaurants. Enjoy our quaint, UCM themed, upstairs studio during your stay!

Top guest favourite
A broad driveway leads to a spacious building featuring a mix of brick and blue siding. Two garage doors are visible, framed by landscaped green areas and decorative fencing. The serene surroundings are complemented by trees in the background, creating a peaceful entrance.
Barn in Greenwood
4.91 out of 5 average rating, 191 reviews

Cozy private cottage/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*

Superhost
An aerial view captures the spacious countryside property, featuring rolling green fields, a long gravel driveway leading to the home, and surrounding wooded areas. The peaceful landscape reflects the serene atmosphere of the family farm, inviting guests to explore the natural surroundings.
Farm stay in Oak Grove
4.85 out of 5 average rating, 131 reviews

"GardenView" Guest Quarters-Hidden Acres

Located safely just outside the city, in the peaceful serenity of the beautiful countryside. Come stay with us, on the family farm where you will find acres of natural pasture where goats graze and chickens roost in the farmyard. Tucked away and surrounded by many privacy trees the property is breathtaking, relaxing, a place of safety, yet not too far away from town and popular destinations. **5 yrs of professional administrative B&B hosting/hospitality experience. Family Friendly!

Top guest favourite
A spacious living room features plush gray sofas arranged around a soft carpet. A TV is positioned on one side, while bright lamps provide warm lighting. Decorative wall art and a 'WELCOME' sign enhance the inviting ambiance.
Home in Warrensburg
4.98 out of 5 average rating, 192 reviews

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.

Superhost
A charming exterior view of a historic home features a dark blue facade with white trim. A covered porch is visible, equipped with railings and a rocking chair. The yard is adorned with fallen leaves, and large windows allow natural light into the rooms.
Townhouse in Pleasant Hill
4.9 out of 5 average rating, 139 reviews

Rebecca's Retreat Historic Downtown Pleasant Hill

Stay in private unit in Historic Downtown Pleasant Hill, MO!!! Suite is located right on the Rock Island/Katy Trail! Beautiful 1920's home renovated into 3 private suites. This suite features a private bedroom with king memory foam bed, bath and kitchenette. Watch a movie in the spacious living area or curl up with a book. In suite laundry provided for your convenience. Kitchenette provides fridge, microwave, coffee maker(and supplies), toaster, dishes and basic cooking utensils.

Top guest favourite
The living area showcases a warm blend of textures with a brown sofa and two gray chairs flanking a central ottoman. Sunlight filters through two windows, illuminating framed artwork on the walls, while a woven rug adds a cozy touch to the hardwood floor.
Apartment in Warrensburg
4.99 out of 5 average rating, 139 reviews

The Dog House! Downtown Burg 2 bedrooms

Come, sit, stay in a brand new two bedroom 1 bath apartment in downtown Warrensburg-Home of Man's Best Friend! Located on the courthouse square the open concept living room and kitchen have fabulous views of downtown and the Old Drum monument. Features 2 queen beds, outdoor patio, off street parking, full bathroom and laundry room. Walk to our famous "Pine St." for food, fun and drinks and enjoy all our beautiful downtown has to offer. 4 blocks north of UCM campus and Walton Stadium.

Top guest favourite
A cozy sleeping area features a spacious bed with striped bedding and layers of soft blankets. A dark upholstered bench with textured throws sits at the foot of the bed. A bedside lamp provides soft lighting, and a decorative cabinet stands nearby.
Guest suite in Olathe
4.99 out of 5 average rating, 467 reviews

Secret Garden Short Stay

1 King Bed. 1 Twin air mattress roll away (plz req rollaway) Washer/Dryer for your personal use. Fast Wi-Fi Fiber. Sep. fenced off backyard area with Private entry into your basement area that is located around the back of the main house. Parking space on property. Dog park, walking trails. Restaurants close by. Close to highwy, gas stations and shopping. We also have Solar panels that provide some back up for the heat/air and refrig if electricity goes out!!!

Superhost
A cozy seating area features a brown couch and two light-colored armchairs facing a fireplace. A wooden coffee table and a small side table are placed between the chairs. Decorative shelves with plants and accessories are mounted above the fireplace.
Guest suite in Grandview
4.81 out of 5 average rating, 213 reviews

Cozy Guest Suite with Fireplace & Private Entrance

Come enjoy your stay at our home with a private entrance and outdoor patio in the back of the house in a quiet and peaceful neighborhood. You will have an entire guest suite to yourself including one bedroom with an attached bathroom as well as a pull out couch for additional sleeping arrangements. Prepare meals and cocktails at the wet bar before settling down in front of the fireplace and watching your favorite movie on the smart TV w/ access to free wifi.

Top guest favourite
A charming cottage features a welcoming front porch adorned with seasonal decorations. The exterior, painted in dark tones, is complemented by white pillars and large windows. Vibrant fall leaves blanket the yard, enhancing the natural setting. A gentle sun filters through the trees, creating a warm ambiance.
Cottage in Kansas City
4.98 out of 5 average rating, 638 reviews

Cheerful 2-bedroom cottage

Cheerful 2-bedroom cottage four miles from stadiums with free parking on premises. Family friendly with country feeling close to the city. Bathroom has a walk in shower. Large fully stocked kitchen with separate dinning area. Refrigerator with ice and water through the door. The kitchen has a dishwasher and a washer and dryer laundry area. Plus an added bonus a fully stocked coffee bar. Also added is a EV 240 volt receptacle for charging EV over night.

Guest favourite
A charming cottage features a distinctive tower and is painted in light blue with dark blue trim. The entrance, adorned with a seasonal wreath, is flanked by a small seating area. A stone pathway leads to the steps, providing access to the welcoming porch.
Guest house in Lone Jack
4.92 out of 5 average rating, 328 reviews

Adorable cottage on Beautiful property w/ hot tub

Take it easy at this unique and tranquil getaway. Enjoy your own private cottage with all your essentials; You also have access to the property's hot tub and 1 acre pond stocked with catfish, blue gill, and bass! The cottage has a 1 queen size bed and a mattress in the loft . Please note: we do live on this property and the cottage is next to our main house. We have friendly outdoor cats they do freely roam the property.

Guest favourite
A cozy cottage is nestled among lush greenery, with a white picket fence framing the entrance. Sunlight filters through the trees, highlighting the gentle curves of the landscape and creating a serene atmosphere. Adjacent structures are visible, surrounded by expansive farmland.
Cottage in Corder
4.88 out of 5 average rating, 311 reviews

Artist's Cottage at The Dancing Bear Farm

Get away from it all with a stay in this cozy cottage out in the middle of serene farm land. Cuddle up by the fire with a good book. Take a walk down to the pond. Enjoy spectacular bird watching. An artists and photographers dream. Enjoy watching the animals in the morning & take in a gorgeous sunset in the evening. Rustic and homey. It's a real farm after all. Your boots will get muddy but the smiles will be sunny.

Popular amenities for Madison holiday rentals

  1. Airbnb
  2. United States
  3. Missouri
  4. Johnson County
  5. Madison