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, 462 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.

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, 232 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, 1,061 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
The living area features exposed brick walls and wooden beams, with large windows providing natural light. A cozy seating arrangement includes a black sofa and bright orange accent chairs. A round wooden coffee table is centered on a patterned area rug, and the kitchen bar is visible in the background.
Loft in Downtown East St. Louis
4.94 out of 5 average rating, 36 reviews

Brick & Bed - Downtown/Walk to Arch/Convention

Welcome to your home base in the heart of downtown! This loft is nestled in a historic building - steps from the Gateway Arch, Ballpark Village & the Convention Center. ✔ Stunning loft style - tall ceilings, exposed brick, and wood beams ✔ Access to gym to stay active during your stay ✔ WiFi & Smart TVs ✔ Fully equipped modern kitchen ✔ Secure parking available for an additional fee ✔ Perfect for tourists, business travelers, couples, solo travelers … your adventure awaits you in ‘The Lou’!

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, 710 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
A view from the living area into the bedroom, showcasing a serene space with a queen-size bed dressed in crisp white linens and accented by earthy throw pillows. Natural light illuminates the room, complemented by a ceiling fan and light-toned wooden flooring.
Apartment in North Hampton
4.99 out of 5 average rating, 191 reviews

The Zen Den - Centrally Located, Calm and Tranquil

The Zen Den was conceptualized out of a desire to create a calm and peaceful oasis centrally located in the North Hampton neighborhood of St. Louis where parks, cafés, restaurants, and entertainment are only minutes away. The space features modern appliances, contrasted with soft light features and natural building materials, such as reclaimed lumber, to convey a sense of calm and tranquility. Ideal for those guests seeking to retreat at the end of a busy day exploring or remote working.

Guest favorite
A cozy living room features a light grey sofa adorned with colorful cushions. A wooden coffee table sits in the center on a patterned blue rug. A television is displayed on a wooden console, while vinyl records adorn the wall above, complemented by a floor lamp and potted plant.
Home in Marine Villa
4.95 out of 5 average rating, 615 reviews

Cherokee Charmer, Entire House off Cherokee St.

This entire house, located just off historic Cherokee St., is imbued with a mid century modern vibe. Fun, spacious and homey so you can stretch out and relax. Private parking pad in back is an added bonus. Explore the neighborhood with it’s cafes, restaurants, and eclectic shops. Please note this house is located in an urban area! There are other houses all around you! While generally safe, it is an urban environment, racially and economically mixed! Please set your expectations accordingly!

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

Koi 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

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, 505 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.

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, 544 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.

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