
Holiday rentals in Madison
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Top-rated holiday rentals in Madison
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Edwardsville Apartment - The Woodland Suite
The apartment in the lower level of the home has recently been renovated, with a walk-out private entrance, a full kitchen & dining area, full bath, bedroom and a cozy living space. Situated just 35 minutes from downtown St Louis, in the safe and affluent community of Edwardsville, this property sits in a quiet cul de sac on a wooded lot right in the heart of the city. We are just a few minutes from the SIUE campus, Edwardsville HS, & I-270. Coffee/restaurants/shops/parks/trails just 2 min away.

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.

Cozy cabin on farm near Jerseyville and Grafton IL
No cleaning fees! Relax in this cozy cabin on a 30 acre farm w/beautiful views & peaceful surroundings. Near shopping, wineries, nightlife, hunting & fishing. Abundant wildlife & farm animals-horses, cows, chickens, goats, sheep, geese. Two bedrooms (one in a spacious loft) with a queen sofa sleeper in the living room. Full kitchen w/dish washer. Fireplace & cathedral ceilings in living room. Full bath w/shower. Covered front porch. Screen porch off living area w/outdoor seating. Fire pit.

The Rabbit Hole
A beautifully decorated 450 sq ft space with Douglas fir bead board ceiling, fully functioning kitchen with gas range/oven and fridge; 50 inch TV that swivels 180 degrees for viewing in bed, common area and kitchen. Located across the street from Tower Grove Park (great for a morning run) & 2 blocks from the Mo Botanical Gardens. Located in the Historic Shaw neighborhood and within 5 miles of almost every major Saint Louis tourist attraction including downtown Saint Louis. Private patio

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!

ArtBnB: Enjoy the Curated Comforts of Home
With easy highway access, and conveniently situated equidistance from Soulard, Lafayette Square, Tower Grove South, and Cherokee St, this custom designed space is not only an experience on its own, but a perfect base for exploring The Gateway City. Surround yourself with art, literature, and the homie comforts that set ArtBnB aside from staunch hotel chains. A lightly stocked kitchen, library, garden, patio, deck, grill, fire pit, wine rack, kennel, and toiletries are all included.

Rustic Lodge • Walk to Bars • Fiber WiFi • Laundry
Escape to Rustic Retreat in the heart of Soulard—St. Louis’ most walkable historic neighborhood. This cozy 1BR blends cabin-style charm with modern comfort: plush Queen bed, premium linens, fast fiber WiFi, Smart TV, full kitchen w/ Keurig, and in-unit washer/dryer. Step outside to Soulard Farmers Market, top bars, live music, and restaurants. Minutes to downtown, Busch Stadium, and the Arch. Perfect for couples, business travel, or weekend escapes. Walk Score 89.

Beautiful apartment in STL's Shaw neighborhood
Welcome to Saint Louis's historic Shaw Neighborhood! This is a spacious and comfortable two-bedroom apartment, freshly renovated with modern comforts while respecting the historical period of this 1898 house. Guests will enjoy a beautiful new bathroom, a chef-ready kitchen, two comfortable bedrooms, and a cozy living room and dining area. Plus, its central location makes for easy access to all of Saint Louis's amazing attractions and business districts.

Log Cabin with Breathtaking View
Relax, kick back and take in the view. Cozy log cabin nestled in the woods with a breathtaking view of a private 2 acre stocked fishing lake. Private master bedroom features queen sized bed, and attached bath. Loft sleeps four with two full beds and an air mattress. Full kitchen with stove, full size fridge, microwave and dishwasher. Living room with sofa and dining room. Charcoal Grill, fire pit, picnic area, and walking trails. Pets are welcome.

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.

“HOT TUB” Oasis in the heart of the city!
Wonderfully renovated Bungalo in highly desirable Carondelet neighborhood. This home is surrounded by mini mansions on a very quiet safe street. 65” smart 4K tv, with Netflix and Hulu. high speed WiFi, and electric fireplace. There are two bedrooms one has a 12” gel king mattress bed the other has a full and a twin bunk bed style. All the furnishings are brand new! Inclosed porch to enjoy morning coffee. Large privacy fenced lot with hot tub and deck.
Popular amenities for Madison holiday rentals
Stay near Madison's top sights
Other great holiday rentals in Madison

Bluebird Cottage

Serene Cabin on the Mississippi River w/kayaking!

Private Basement - Two King Beds and Hot Tub

Spacious 4BR Retreat w/ Hot Tub and Pool Table

Secluded Property w Pool and Hot Tub

The Redbird Retreat

Serene & Cozy Cabin + LAKE! Near Purina & SixFlags

Bluff View House
Destinations to explore
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- Busch Stadium
- Central West End
- Six Flags St. Louis
- Saint Louis Zoo
- Enterprise Center
- St. Louis Aquarium at Union Station
- City Museum
- Missouri Botanical Garden
- The Dome at America's Center
- Gateway Arch National Park
- Hidden Valley Ski Resort
- Castlewood State Park
- Washington University in St Louis
- Gateway Arch
- Forest Park
- Cathedral Basilica of Saint Louis
- Saint Louis Science Center
- Saint Louis University
- Missouri History Museum
- Fabulous Fox
- Soulard Farmers Market
- Saint Louis Art Museum
- Laumeier Sculpture Park
- The Pageant





