
House holiday rentals in Madison
Find and book unique houses on Airbnb
Top-rated house rentals in Madison
Guests agree: These houses are highly rated for location, cleanliness and more.

Cozy 2-bedroom home minutes from ST. Louis, MO
Welcome to the Sheridan House. This cozy 2-bedroom home is located in a quiet neighborhood. It sets on a corner lot with a large back yard and a parkway across the street. Spend relaxing evenings on the patio, grilling your dinner. Or challenge your partner to a game of ping pong in the basement rec room. Centrally located, you can spend your days exploring attractions in Saint Louis, Mo, Alton and Edwardsville, IL. Just minutes from World Wide Technology Raceway, Busch Stadium, & the Arch.

301 Guesthouse- Historic Main street-Katy Trail
Our 301 Guest House is new and completely remodeled in 2018! It’s ideal for one or two people with beautiful furnishings, great queen bed, lots of amenities, full kitchen, with big back yard and patio to enjoy outdoors too! Cable and FAST WiFi! Enjoy light Breakfast! BEST location, Great events year round within walking distance, with being only about 2 blocks from S. Main St, where there are about 100 gift shops n restaurants! Katy Trail is so close, with Spring, Summer, Fall and Xmas events!

The Maple Cottage
Enjoy a stylish Two bedroom cottage Nestled in the backroads of Caseyville, our charming house offers the perfect blend of comfort and convenience. The Maple Cottage is just a stone's throw away from I64 and a vibrant shopping district in Fairview Heights, making it easy to explore local boutiques, restaurants, and entertainment options. The cottage features a comfortable living area, a fully equipped kitchen for your culinary adventures, and a peaceful bedrooms designed for restful nights.

Historic Leclaire Cottage on the Park
Be part of the Leclaire National Historic District by calling this timeless, updated 1927 bungalow home for two nights, two weeks or longer! This is a quiet neighborhood full of friends who stop to chat in the twilight. Set your phone down, relax on the porch and let Leclaire take you to a simpler time. Inside, find two separate living rooms w/smart TVs. 2 Qn BDRMS downstairs, 2 twin beds upstairs. Full kitchen&bath stocked with essentials. Complimentary EV charging at N.O. Nelson campus.

Wooded Oasis with Free Bottle of wine+brkfst
Enjoy serenity and tranquility at our modern home tucked away in a private setting just 5 short minutes from Downtown St Louis. Complementary bottled water, continental breakfast(packaged muffins) and a bottle wine will pamper you the moment you arrive.Unwind in our luxurious multifunction shower+memory foam mattress Test your swing on our scenic driving mat or unwind around the crackling outdoor fire pit. Spa and Special Occassion add-on packages available. Private off street parking.

Honeymoon Suite at Camp Skullbone In The Woods
Experience a romantic, quiet, and cozy chalet designed for two! This charming retreat features vintage décor and all the modern amenities you need for a comfortable stay. Unwind indoors by kicking back and watching a movie, surfing the web, curling up with a good book or a friendly board game, or sharing a drink with that special someone. In the evening, relax on the cozy deck under the stars, basking in the warm glow of the gas fire pit or unwinding in the inviting private hot tub!

Elsah’s Finn Inn-new restaurant across the street!
Welcome to Elsah’s Finn Inn ! This quaint chalet is located in the historical town of Elsah . Our home is nestled on a hillside with a deck off the second story with views to the river . The location is a desirable 5 minute drive to all of the Grafton bars and restaurants . Our home can accommodate a group of 6 with 2 bedrooms on the second level and a separate loft space over the garage . Note: All bedrooms are on second level so guests will need to be able to negotiate stairs

Aunt M's Place
The whole group will enjoy easy access to everything from this centrally-located home. There's plenty to see and do in the Riverbend area of Illinois. This home's proximity to the roads along the Mississippi, as well as the short drive to the Clark bridge or Amtrak station, make for easy access to everything the St. Louis area has to offer. The area is a major stopover for many migratory birds and boasts a number of sites for observing the birds during their travels.

Tranquil 3 Bedroom Townhome, With king size bed.
Enjoy a delightful stay with the entire family at this chic residence. We provide a secure, cozy home with advanced cleaning protocols in place. Nestled in a quiet neighborhood, it's conveniently situated mere minutes away from shopping centers, eateries, local hospitals, SWIC, Scott AFB, and is just a brief drive to downtown St. Louis. The home features three bedrooms, each equipped with a television, and a total of five beds to accommodate your stay.

Sunset Cottage - 2 King beds! Downtown Glen Carbon
Welcome to the Sunset Cottage, proudly located just off main street in Glen Carbon, IL. The house is walking distance to the Madison county Rail to Trail system (miles of paved bike, run, and walking path), Miner Park, and historic Glen Carbon. The home is also walking distance to many restaurants including Glen Carbon's gem, the Wooden Nickel. The house is a 6 minute drive to Southern Illinois University Edwardsville (SIUe) campus. Permit #2024-13

Cheerful 4-bedroom home with fireplace
Relax and recharge with family, friends and colleagues during your next visit to the St Louis area. This cozy home with newly remodeled bathrooms is located on a quiet cul-de-sac lined with mature trees in north county. Just minutes from highway 367 which can get you to many attractions in St Louis within 25 minutes. You can also hop right across the Illinois state line and get to towns like Alton, Granite City and Edwardsville in a short drive.

Cottage on Historic Main St- Low Cleaning Fee
MESSAGE FOR SHORT STAY DISCOUNT Walk to everything on Historic Main Street St. Charles! Stay in a stylish 2BR steps from top dining, shops, nightlife & Ameristar Casino. 12 mins to STL Airport. Fast Wi-Fi, Smart TV, full kitchen, free parking & easy self check-in. Perfect for couples, weekend getaways & business stays. Unbeatable location, step outside directly onto Main Street in this vibrant, walkable district. Check out our 5★ reviews!
Popular amenities for Madison house rentals
House rentals with a pool

home away from home

Private indoor pool & sauna

Spacious Cabin Retreat - Sleeps 12 -1hr from STL

Blair's Pool House - Creve Couer Hot Tub Game Room

T | Pool · Hot Tub · Arcade · 4BR Luxury Retreat

Spacious Home - Heated Pool Open - Amenity Packed

Roomy Oasis with hot tub on the Hill!

Sunset Mountain Privacy
Weekly house rentals

The Deco Dojo, North Soulard and Down Town

2bed/2bath Walk Main St Shops Eateries & Bars!

New: Cozy Cottage Near The Hill

ArtBnB: Enjoy the Curated Comforts of Home

2br home, private yard hot tub

Sunny South City Guest House

The Gateway Getaway Families | Near Park & Dining

Updated home near Clayton, Wash U and Forest Park.
Private house rentals

Beautiful craftsman style home, built in 1930.

Bluebird Cottage

*HotTub* The Jewel on 5th-2br2b-near Historic Main

Modern Oasis fire pit and hot tub

Pacific Palace, super unique!

Peaceful Lake Retreat | Cozy Fireplace & Dock

Little Red House, Entire House in Tower Grove East

Haven Hideaway
Destinations to explore
- Nashville Holiday rentals
- Chicago Holiday rentals
- Indianapolis Holiday rentals
- St. Louis Holiday rentals
- Louisville Holiday rentals
- Memphis Holiday rentals
- Branson Holiday rentals
- Kansas City Holiday rentals
- Bentonville Holiday rentals
- Eureka Springs Holiday rentals
- Des Moines Holiday rentals
- Downtown Chicago Holiday rentals
- Busch Stadium
- Central West End
- Six Flags St. Louis
- Saint Louis Zoo
- Enterprise Center
- The Dome at America's Center
- St. Louis Aquarium at Union Station
- City Museum
- Gateway Arch
- Missouri Botanical Garden
- Washington University in St Louis
- Hidden Valley Ski Resort
- Forest Park
- Gateway Arch National Park
- Castlewood State Park
- Saint Louis University
- The Pageant
- Saint Louis Science Center
- Cathedral Basilica of Saint Louis
- Saint Louis Art Museum
- Missouri History Museum
- Fabulous Fox
- Soulard Farmers Market
- Westport Plaza





