Vacation rentals in Madison

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Top-rated vacation rentals in Madison

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Guest favorite
Home in Bevo Mill
4.9 out of 5 average rating, 461 reviews

Sunny South City Guest House

Newly-rehabbed & cozy guest house. Everything you need is located here in the historic Bevo Mill neighborhood. In the heart of south St. Louis city, you’re steps away from local businesses, including the picturesque, historical Das Bevo. Step into a vintage-styled oasis, featuring large windows with plenty of natural light, tall vaulted ceilings, comfy queen bed, unique fridge, breakfast bar, sizable bathroom with a large walk-in shower. Hang outside at the picnic table under cute string lights.

Guest favorite
Apartment in Benton Park Historic
4.91 out of 5 average rating, 174 reviews

Walk to Soulard Mardi Gras • King Suite • Laundry

Stay in the heart of Cherokee Street’s vibrant arts district! This stylish 1-bedroom retreat blends 1890s charm with modern comfort, featuring a luxurious King bed, 4K Smart TV, fiber WiFi, and a fully equipped kitchen stocked with essentials. Perfect for work or play, you’re steps from galleries, vintage shops, live music, and top-rated dining. Enjoy premium linens, in-unit laundry, and a Walk Score of 89 for easy exploration. Just minutes from downtown, the Arch, and the airport. Book today!

Top guest favorite
A round wooden dining table surrounded by four chairs is featured in the foreground. The kitchen is visible in the background, showcasing light-colored cabinets and stainless steel appliances. A breakfast bar with additional seating is located beside the kitchen area.
Home in Granite City
4.97 out of 5 average rating, 231 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
A modern kitchen boasts wooden cabinetry and ample counter space, complemented by a dining area with a table for two. Natural light filters through the windows, highlighting the light-colored walls and the warm wooden floors. An inviting, patterned rug adds a touch of comfort.
Apartment in Soulard
4.92 out of 5 average rating, 1,060 reviews

Historic Elegance in the Heart of St. Louis City!

Classical elegance with a modern twist. This apartment is nestled in the heart of St. Louis City. Walking distance to Anheuser-Busch, amazing restaurants and bars. Very short Uber ride to the historical Cherokee Antique Row shopping district and only 5-10 min ride to downtown! Free parking in front makes arriving easy. We live in the area and can respond/resolve to any questions or concerns you may have. Notice: Laundry is down slightly steep stairs to basement, please consider before booking!

Top guest favorite
A stylish living area features a black lounge chair with wooden accents, accompanied by a sleek black sofa. Light streams through two windows adorned with shades, and a vibrant artwork hangs on the brick wall. A contemporary dining table with red stools is visible in the background.
Home in LaSalle Park
4.97 out of 5 average rating, 709 reviews

The Deco Dojo, North Soulard and Down Town

Welcome to my historic home in the heart of Saint Louis. This colonial style home was built in 1883 and has all the flair of modern living while maintaining it's colonial charm. This house is located just a hop skip and a jump away from all the hot spots in the city. Walk to Busch stadium, local night life, or great eats in 15 minutes or less. Make sure to check out the view of Saint Louis's greatest landmark the Arch, seen just from my backyard. Come share my space and have a wonderful stay!

Top guest favorite
The living room features a cozy arrangement with a dark gray sectional couch adorned with cushions and a throw blanket. A wooden console table holds a table lamp, while natural light filters in through large windows, illuminating the textured area rug and simple decor.
Apartment in North Hampton
5 out of 5 average rating, 248 reviews

Centrally Located Mid-Century Modern Retreat

Make yourself at home in the thoughtfully restored historic apartment located in the heart of St. Louis City which boasts both historic and modern elements. You will be minutes away from all major highways, eateries, attractions, and entertainment the city has to offer. "Come stay at this mid-century modern retreat, you'll be central to everything St. Louis has to offer and I'm committed to making your stay the best and safest possible using an enhanced cleaning process! " - Sean, Your Host

Top guest favorite
A spacious studio apartment showcases a queen bed with crisp white linens, complemented by a cozy seating area featuring a dark leather sofa. Large windows allow ample natural light, highlighting the wood flooring and an adjacent dining table with chairs.
Loft in Grand Center
4.95 out of 5 average rating, 131 reviews

Large Industrial Loft located in Art District

Large urban studio serving all of the "NEW GIRL" Loft Vibes. This place has everything you need for your stay and is centrally located in Midtown St. Louis. Walk to local attractions >> - City Foundry Shops and Food Hall - Local Art Galleries - Brewery + Beer Garden - Concert + Event Venues - Coffee shops and awesome restaurants for foodies! Or 5 - 10 minute drive to reach Forest Park, The Arch, Busch Stadium, City Museum, and so much more! Note: There is Heat + AC. Airbnb has an error.

Superhost
A well-lit interior space features warm wooden flooring and a soft area rug. Natural light filters in from a nearby window, enhancing the inviting atmosphere of the room. The layout suggests a cozy and functional space suitable for relaxation or entertaining.
Home in St. Louis
4.79 out of 5 average rating, 238 reviews

Cheerful 1-bedroom, red brick, historic home

Keep it simple at this peaceful, historic, and centrally-located place. This red brick home is a piece of long-standing history (built in 1928), on a quiet one way street. It is just 5 minutes away from the airport & University of Missouri Saint Louis, and just 15 minutes from down town and central west end. It is literally central to just about any place you wish to visit in the Saint Louis area! There’s convenient and free on-street parking too! Come enjoy your time at The Ruby Brick Stay!

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 Caseyville
4.9 out of 5 average rating, 110 reviews

Relaxing 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
A lush landscaped garden features a meandering brick patio, framed by greenery. A small round table is accompanied by two cushioned chairs, inviting relaxation. In the background, hints of a peaceful deck area are visible, surrounded by vibrant plants and flowers.
Home in Tilles Park
4.97 out of 5 average rating, 666 reviews

Tranquil Garden Cottage - Private Safe Parking

Mindfully renovated cozy bungalow offering a lush vibrant landscaped garden, meandering brick patio & deck overlooking waterfall pond w/ Koi fish. We lovingly restored our efficient space with a mix of old & new furnishings and updated appliances. A Romantic luxurious vibe ❤️ The perfect nest for two! Our quiet safe neighborhood is home to fabulous restaurants, bars, coffee shops and galleries. Close to everything including Hwys 40, 44, 55 . PLUS safe private parking

Top guest favorite
The bathroom features a large spa tub with a decorative tile surround, complemented by a walk-in shower with clear glass doors. A window with sheer white curtains allows natural light, and two pieces of landscape art hang on the wall above the tub. Soft green accents enhance the space.
Guesthouse in Soulard
4.98 out of 5 average rating, 187 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).

Superhost
A bright and open living space is showcased, featuring a comfortable sofa and a television mounted above a cozy fireplace. A dining area with a wooden table is visible, adorned with a simple centerpiece. A staircase leads to the upper loft, enhancing the airy atmosphere.
Home in Soulard
4.85 out of 5 average rating, 504 reviews

The Soulard Cottage | There Is Only One

Built in 1894, this historic, free-standing Cottage is a staple in Soulard. The Soulard Cottage is steps away from McGurks, Dukes, Mollys and all of Soulard's hottest spots! Not to mention, less than a 8 minute Uber to The Arch, Busch Stadium (Cardinals), Enterprise Center (Blues), the City Museum, The Aquarium and so much more! Here for business? Perfect! Here for a game? Perfect! This cottage will give you a truly unique experience while you explore St. Louis.

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