
House holiday rentals in Madison
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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!

Private Oasis w/hot tub
Wonderfully renovated 2 bedroom brick bungalow in highly desirable South city location. This home sits on a double lot, which has been completely private, featuring exterior shower with hot and cold, oversized hot tub, stamped concrete, gas fire pit, barbecue pit, and plenty of seating for up to 6 guests. Inside you’ll find home has been completely gut rehabbed featuring exposed brick walls, updated kitchen w/ center island. Two large bedrooms w/ king size beds, all new furnishings throughout.

Terra House - Lafayette Square Hideaway
This charming home built in 1925 is located in a peaceful neighborhood conveniently situated just moments from Soulard, Lafayette Square, and downtown! This prime location means easy access to a variety of restaurants, bars, and entertainment! Lafayette Square Park and hip cafes are just a stone's throw away, making it ideal for those who love to explore the local scene. The perfect combination of convenience, comfort, and character, making us an excellent choice for visitors to St. Louis!

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.

The Chocolate Suite - Walkable and Peaceful
The Space and Amenities * Built in 1918, this charming, century-old house features original character and is located in the historic "Little Italy" of The Hill. * The master suite includes a super plush queen-size bed, TV, Blu-ray player, large closet, and a dedicated workspace with a desk and supplies. * A second bedroom is available via a queen-size sofa sleeper in the living room, which can be made private with French doors and room-darkening shades .

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!

Haven Hideaway
Welcome to our charming two-bedroom ranch conveniently located off Interstate 270 in a quiet neighborhood of Granite City, a mere 15-minute drive from downtown St. Louis. Unwind in style with full kitchen amenities, a Roku Smart TV, high speed Wi-Fi, secure off street parking, plush king and queen beds, a cozy pullout futon in the main, plus a well-appointed laundry room with full-sized washer and dryer.
Popular amenities for house rentals in Madison
House rentals with a pool

Private indoor pool & sauna

'Hidden Paradise' on 5 Acres w/ Hot Tub & Deck!

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

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

Honeymoon Suite at Camp Skullbone In The Woods

Spacious Home - Heated Pool Open - Amenity Packed

Roomy Oasis with hot tub on the Hill!

Cozy 4 BR/2 Bath Home South of Downtown St. Louis
Weekly house rentals

New: Cozy Cottage Near The Hill

ArtBnB: Enjoy the Curated Comforts of Home

Spacious Villa in Historic Dogtown!

Elegant Home in Edwardsville

2br home, private yard hot tub

Sunny South City Guest House

Aunt M's Place

Little Red House, Entire House in Tower Grove East
Private house rentals

Duplex on the Bluff 2.0

The Avant Gallery.

Cozy, Family Friendly at Zoo & Forest Park

Kimmswick Keepsake Cottage

Charming Cottage Near Forest Park in Quiet Area

The Gateway Getaway Families | Near Park & Dining

Tranquil 3 Bedroom Townhome, With king size bed.

Cozy 3 bedroom home close to STL
Destinations to explore
- Nashville Holiday rentals
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- St. Louis Holiday rentals
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- Downtown Chicago Holiday rentals
- Springfield 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
- Gateway Arch
- City Museum
- 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
- Soulard Farmers Market
- Saint Louis Art Museum
- Cathedral Basilica of Saint Louis
- Westport Plaza
- Missouri History Museum
- Fabulous Fox





