Holiday houses in Madison

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Top-rated holiday rentals in Madison

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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, 439 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 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.
Apartment in Edwardsville
4.92 out of 5 average rating, 370 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, 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, 691 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.
Apartment in Southwest Garden
4.93 out of 5 average rating, 313 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
A comfortable living area features a light-colored sofa adorned with patterned cushions. A stylish lamp stands beside the seating, while a vibrant area rug and a coffee table with decorative elements complete the space. The open layout leads to a kitchen visible in the background.
Apartment in Forest Park South East
4.91 out of 5 average rating, 149 reviews

Groovy in the Grove 5 min to SSM

Welcome to Groovy in the Grove - your hip 1 bedroom hideaway with a parking pad in vibrant St. Louis! Situated a mere 5 minutes from SSM Hospital, this retro retreat combines '60s flair with modern comfort. Dive into the spirited local scene brimming with eclectic eateries, quirky shops, and electric nightlife. Your colorful getaway stands as a nostalgic haven in the heartbeat of the Grove, promising a unique and unforgettable stay. Let the groove get in and discover the charm of St. Louis!

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.

Top 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.
Guesthouse in Soulard
4.98 out of 5 average rating, 173 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 favourite
An artistic depiction of a monkey wearing headphones is displayed on a light grey canvas. The monkey is shown in profile, with a thoughtful expression and colorful accents on its face, creating a modern and intriguing visual focal point.
Townhouse in LaSalle Park
4.97 out of 5 average rating, 601 reviews

Short walk to Busch Stadium or Soulard

Permit Number: STR-0096-25 This oversized duplex is located in the LaSalle Park neighborhood, just south of downtown STL & walking distance to Busch Stadium. Less than a mile from Soulard Farmers Market, shopping, restaurants, nightlife, short drive to the STL Arch, Botanical Gardens, & Cherokee Street’s antique district. Stay here to hit all the local attractions while avoiding the foot traffic & noise of the busier STL neighborhoods. The best of both worlds!

Top Guest favourite
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, 513 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.

Popular amenities for Madison holiday rentals

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