Holiday rentals in Madison

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Top-rated holiday rentals in Madison

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Guest favourite
The living area features a comfortable sofa and a round coffee table, with a decorative plant placed on top. A large Samsung 4K TV displays a Netflix sign on the exposed brick wall. The kitchen is equipped with modern appliances and sleek cabinetry.
Flat in Soulard
4.9 out of 5 average rating, 304 reviews

The Loft on 11th

This rustic themed modern Soulard home has brand new everything to the studs! Some of many features include: -65in Samsung 4K TV w FREE NETFLIX -Free next door shuttle to all home Cardinals, Blues, STL FC and Battlehawk games -Walk to Dukes sports bar, McGurks patio, Mollys night club, Chavas mexican, Goshen coffee, Hammerstones brunch, Famers Market, etc. -Walk in shower w custom tile, massive shower head + relaxing seat -Professionally designed -Fully equipped kitchen -In unit washer/ dryer

Top guest favourite
A well-lit outdoor space is presented, featuring a wooden walkway leading to a cozy fire pit surrounded by natural landscaping. Soft string lights create a warm ambiance, enhancing the serene atmosphere of the wooded area, perfect for evening gatherings.
Flat in Edwardsville
4.92 out of 5 average rating, 375 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 favourite
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, 226 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 favourite
The Midcentury Modern Architecture Museum is presented in a single-story building, showcasing clean lines and large windows. Surrounding the museum is a well-maintained lawn, featuring various trees that provide shade, with a sign indicating the museum's name at the entrance.
Guest suite in Belleville
4.95 out of 5 average rating, 239 reviews

Aunt Vi's Apt by Belleville Historical Society

Studio apartment furnished in authentic mid century style. Licensed and inspected. 15 minutes from downtown St Louis with the Arch, Busch Stadium, home of the Cardinals, Cahokia Mounts historical site, 15 min. from historic downtown Belleville, world famous Art on the Square. Apartment minutes from locally owned shops, restaurants and brew pub. Appropriate for world travelers interested in architecture, tour the in progress MidCentury Architecture Museum right outside your turquoise door!

Guest favourite
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
4.96 out of 5 average rating, 696 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 favourite
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
4.96 out of 5 average rating, 584 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!

Top guest favourite
A spacious studio apartment with yellow walls features wooden flooring and exposed beams. A dining table is set for four, while a living area includes a green recliner and a beige sofa. A queen bed is visible in the background, draped with blue curtains.
Loft in Southwest Garden
4.94 out of 5 average rating, 674 reviews

Historic loft living. Safe, central neighborhood

FULLY FURNISHED, cozy private studio apartment on the 3rd FL in the Southwest Gardens neighborhood next to the famous "Hill" area of South St. Louis. This elephant themed unit is walking distance from dozens of the best restaurants the area has to offer. Queen bed and love seat/fold out portable sleeps 3. *****we have 3 other private 5-star listings with the same amenities within our building. Go to my profile and scroll down to see them. We would love to host you in any of them.

Top guest favourite
A brick home with a sloped roof is shown from the front, featuring a pathway lined with greenery leading to the entrance. Two chimneys rise above, and the yard is well-maintained with shrubs and flowers. The sky is partly cloudy, adding to the serene ambiance.
Guest suite in Lindenwood Park
4.93 out of 5 average rating, 369 reviews

Home Suite Home

A NEIGHBORHOOD home with a small town vibe. NO PARTIES tolerated!!!!! OPEN ALL PHOTOS TO READ PHOTO DETAILS. A PRIVATE BASEMENT SUITE with: PRIVATE Entry, Living Room, Bedroom, Full Bath, Kitchenette, Yard/Patio; walk to Historic Route 66, restaurants, coffee shops, shopping, churches, parks/playgrounds/trails; 10-20 minutes from Lambert Airport, Downtown STL, historic neighborhoods, and major attractions; and major US Highways. *SEARCH from 3915 Watson Rd, 63109 for travel distances.

Guest favourite
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
4.91 out of 5 average rating, 99 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.

Guest favourite
A spacious living area is highlighted by large windows allowing natural light to fill the room. A vintage rug covers the hardwood floor, and a glass coffee table is centered on it. Built-in shelves display decorative items, while a television is positioned across from a comfortable seating arrangement.
Flat in Soulard
4.89 out of 5 average rating, 1,576 reviews

Cozy, Old World Charm Apartment in Benton Park!!!

RATED TOP 10 AIRBNB'S IN MISSOURI by Saint Louis Magazine!!! This place is close to great views, restaurants, family-friendly activities, and nightlife. You’ll love our place because of the high ceilings, the views, the location, the people, and the ambiance. It is nestled in the heart of the city where the streets are lined with our famous red brick homes dating back to mid-1800s! Notice: The place is up a flight of stairs with a landing. Please consider before booking.

Guest favourite
The living area features a mix of modern design and comfort. A sleek, brown sofa is paired with a stylish armchair adorned with a black and white throw pillow. A glass coffee table displays magazines, while the kitchen area with bar seating is visible in the background.
Flat in LaSalle Park
4.95 out of 5 average rating, 460 reviews

Trendy Soulard area One Bedroom Apartment

Updated one bedroom Apartment just steps away from the Historic Soulard Neighborhood. Soulard is known for its walkability and lively neighborhood bars/restaurants. Easy access to all highways and just minutes from downtown. Check out my other listing across the hall: https://www.airbnb.com/rooms/811366?preview 2 night reservations, unless it's less than two weeks out. Pet friendly-one time additional cleaning fee is charged. NO LOCALS Bookings will be accepted.

Guest favourite
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.
Guest house in Soulard
4.98 out of 5 average rating, 177 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).

Popular amenities for Madison holiday rentals

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