Holiday rentals in Madison

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Top-rated holiday rentals in Madison

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A well-lit guest room features tall vaulted ceilings with exposed wooden beams and skylights. A cozy bed is adorned with patterned bedding, while decorative plants are placed around the space. Large windows allow natural light to fill the room, complemented by soft curtains.
Home in Bevo Mill
4.9 out of 5 average rating, 441 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 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, 298 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, 371 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 living area is configured with a dark brown leather sectional sofa, complementing a round coffee table with a geometric design. Natural light enters through large windows, while a dining table is set for four. The space is adorned with decorative plants and modern lighting fixtures.
Flat in Soulard
4.94 out of 5 average rating, 346 reviews

Classic Soulard 2BD King Master & Private Deck

Classic, well appointed 2BR apt in the heart of historic Soulard neighborhood, 5 min from Busch Stadium. Very walkable, close to restaurants, nightlife, farmer's market, and more. Sleeps up to 6 with King master & 2 doubles in guest BR. You’ll love the amazing location, amenities, and warm vibes. Enjoy a night out and come back home to a safe, clean, modern apartment. Fast wifi & ample, free street parking. A great place for couples, solo adventurers, business travelers, & families with kiddos.

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, 223 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, 238 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, 692 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
The living area features a comfortable sofa angled towards a decorative fireplace. An elegant armchair is positioned nearby, and a dining area with a chandelier is visible through an archway. Large windows framed by dark curtains allow natural light to fill the room.
Flat in Southwest Garden
4.93 out of 5 average rating, 315 reviews

Historic Victorian comfort Safe Neighborhood

First, check out all 4 of our private 5 Star listings that creatively combines the old with the new. If one is unavailable, check the others by going to “My Profile” and scrolling down until you see all 4. This Historic building; built in 1896 has changed missions through the years; From church, to merc. Trade, to grocery store; quite the history have graced these walls. You’ll love our safe, Southwest Gardens area; next to the famous “Hill” offers unmatched restaurant, shops, bakeries

Guest favourite
The kitchen features modern stainless steel appliances, including a refrigerator and a gas stove. White cabinetry contrasts with a patterned backsplash, while cooking essentials are arranged on open shelves. A sleek sink is positioned on a central island, enhancing the kitchen's functionality.
Guest suite in Lafayette Square
4.87 out of 5 average rating, 264 reviews

Pet-friendly basement suite near downtown

2 miles away from downtown St. Louis! Basement suite (studio) in historical house located in beautiful Lafayette Square. Only 1 block away from park, coffee shop and restaurants. 5 miles away from SLU Hospital, BJC Hospital. Your kitchen has microwave, coffee maker, mixer, plates and all cooking necessities. Suite has desk, smart Tv with Netflix, linens, towels, toiletries provided. Wifi included, shared washer/dryer. Free street parking. Well-behaved pets are welcome for a $30 fee.

Top guest favourite
An artistic space features vibrant murals and wall art, including a striking circular installation illuminated by blue and purple lights. The decor showcases a blend of abstract designs, providing a unique atmosphere. A polished pole stands at the center, complemented by geometric patterns on the wall.
Home in McKinley Heights
4.94 out of 5 average rating, 1,166 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.

Guest favourite
The exterior features a basement-level entrance framed by a concrete pathway. Large windows provide natural light, while a well-maintained grassy area surrounds the entrance. The building's siding is light-colored, and a light fixture is mounted above the door.
Guest suite in Florissant
4.83 out of 5 average rating, 142 reviews

Peaceful lower level apt in wooded neighborhood

A self contained apartment located in the basement of our home. 2 private entrances, self check-in and check-out. The neighbors in our cul-de-sac are trees and cardinals (the birds not the baseball players.) Quiet enough to work, work, work. Spacious enough to play, play, play. Christian Hospital 6 min, Airport 17 min, Busch Stadium 24 min, Convention Plaza 24 min, Downtown St. Louis 25 min. Very near nature reserves and confluence of Missouri and Mississippi Rivers.

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, 456 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.

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