Vacation rentals in Madison

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Top-rated vacation rentals in Madison

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Top guest favorite
A fire pit surrounded by a circular stone border sits on a gravel area, offering a cozy gathering spot. Several comfortable chairs are arranged around the fire. In the background, a wooden deck is illuminated by string lights, enhancing the outdoor ambiance.
Apartment in Glen Carbon
4.93 out of 5 average rating, 414 reviews

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.

Top guest favorite
Home in Granite City
4.97 out of 5 average rating, 246 reviews

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.

Top guest favorite
An open-concept living area features a plush sectional sofa arranged around a coffee table. Large windows provide ample natural light and views of downtown. A modern kitchen with a sleek island complements the space, while exposed concrete ceilings enhance its contemporary design.
Apartment in Downtown West St. Louis
4.94 out of 5 average rating, 124 reviews

Luxurious Downtown Loft Steps From City Museum

You and your group will adore this stunning & spacious downtown 4th floor loft located right on the popular Washington Avenue in St. Louis! You will be in a prime location and can walk to so many restaurants, cafes, shops, bars, and even attractions like The City Museum and Union Station! Cozy up on the plush couch, turn on the gas fireplace, and enjoy a gorgeous sunset view right from the living room! With a spa tub, luxury bedding/towels/bath robes, and furnishings…you won’t want to leave!

Guest favorite
The exterior of a charming cottage is displayed, featuring a front yard with lush green grass. A red door welcomes guests, framed by two windows on either side. The home is surrounded by trees and includes a stone pathway leading to the entrance.
Home in Caseyville
4.87 out of 5 average rating, 102 reviews

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.

Superhost
The modern home features a spacious wooden deck with steps leading to a well-maintained garden. Large glass doors dominate the front facade, allowing natural light to flood the interior. Lush trees provide a serene backdrop, complementing the inviting outdoor space.
Home in Fairview Heights
4.86 out of 5 average rating, 130 reviews

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.

Top guest favorite
Home in St. Louis
4.94 out of 5 average rating, 1,249 reviews

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.

Top guest favorite
The living room area features a comfortable couch adorned with colorful cushions. A large television is mounted on the wall, while a small bar area with high stools provides a transition to the kitchen, which is visible in the background.
Home in St. Charles Historic District
4.99 out of 5 average rating, 105 reviews

Cottage on Historic Main St- Low Cleaning Fee

MESSAGE FOR DISCOUNT ON SHORT STAY Walk to EVERYTHING in Historic St. Charles! Updated 2BR/1BA just steps from Main Street dining, shops, nightlife & Ameristar Casino. Only 12 mins to STL Airport. Fast Wi-Fi, Smart TV, full kitchen, free parking & keyless entry. Perfect for couples, business trips & weekend getaways. Safe, stylish & unbeatable location. Sits right on Main Street, plenty of parking. Walkout the front door and you are on Main Street! Checkout the reviews!

Top guest favorite
An outdoor patio area features a wooden pergola, providing shade over a central table surrounded by benches. Potted plants and greenery enhance the space, while sunlight filters through the leaves above, creating a serene environment for relaxation or socializing.
Guesthouse in Soulard
4.98 out of 5 average rating, 206 reviews

The PS Carriage House: Spa Tub + Walk Everywhere!

Located in the heart of Soulard, a dense STL neighborhood with a French Quarter vibe and the center of St. Louis' music scene, this historic two story carriage house is close to everything (WalkScore of 92/100). After enjoying the sights, unwind in the gated patio oasis or in the large spa tub upstairs. Just a half block to the famous Soulard farmer's market and to tons of bars/restaurants (most offer free shuttles to Cardinals, Blues, STL City, and Battlehawk games).

Top guest favorite
A charming brick cottage is situated along a brick-lined street, adorned with vibrant greenery and flowering plants. The entrance features a light green door framed by lush plants, while large windows provide a glimpse of the inviting interior.
Cottage in Belleville
4.96 out of 5 average rating, 584 reviews

The Historic Garfield Inn

Welcome to the Garfield Inn. A cozy cottage off a brick-lined street in an historic Belleville neighborhood. Coffee, tea, hot cider and chocolate are provided. We are in walking distance to downtown Belleville, and free parking is available. The neighborhood is quiet and peaceful. There is a barbeque grill, covered back patio, gazebo and lovely gardens. Small well-behaved dogs are welcome. Enjoy your privacy The light is always on. We can't wait to see you.

Top guest favorite
Cabin in Brighton
4.97 out of 5 average rating, 106 reviews

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.

Guest favorite
A spacious living area is characterized by a high ceiling and a mix of textures. A stone fireplace serves as a focal point, complemented by a wooden coffee table and a large television. Comfortable seating includes a brown leather chair and a grey sofa.
Home in Florissant
4.92 out of 5 average rating, 125 reviews

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.

Top guest favorite
Cottage in Maplewood
4.98 out of 5 average rating, 534 reviews

Weaver Guest House

This charming, light-filled cottage feels like its own private hideaway, yet it's close to everything St. Louis has to offer. Tucked between trees in a quiet Maplewood neighborhood, it's a 15-minute walk to the MetroLink and a 10-minute drive to Washington University, Webster University, Fontbonne University, Forest Park, and Clayton. Business travelers and families alike will appreciate the washer/dryer, fast WIFI and cable TV.

Popular amenities for Madison vacation rentals

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