Holiday rentals in Madison

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Top-rated holiday rentals in Madison

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Guest favourite
Home in Bevo Mill
4.91 out of 5 average rating, 452 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.
Flat in Edwardsville
4.92 out of 5 average rating, 380 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.

Guest favourite
An open kitchen area is showcased with white cabinetry and modern appliances, including an oven and coffee maker. A dining table is set for four, and a cozy living room area is visible in the background, featuring a red couch and artwork on the wall.
Flat in Soulard
4.95 out of 5 average rating, 195 reviews

Comfy King 1BR Heart of Soulard

Cozy, renovated 1BR apt in the heart of historic Soulard neighborhood, 5 min from Busch Stadium. Very walkable, close to restaurants, nightlife, farmer's market, & more. Sleeps 4 with King master and two twin foldaways for additional sleeping options. You’ll love the amazing location, amenities, and warm vibes. Enjoy a night out and come home to a safe, clean, modern apt. Fast wifi and ample, free street parking. A great place for couples, solo adventurers, business travelers, & small families.

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, 228 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
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.
Flat in Soulard
4.91 out of 5 average rating, 1,043 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 favourite
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.
Flat in North Hampton
4.99 out of 5 average rating, 185 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.

Top guest favourite
A cozy living area features grey walls and stylish furnishings, including a dark leather sofa and a matching armchair. A geometric area rug adds subtle color underfoot. Natural light shines through the window, and a piece of wall art adds character to the space.
Flat in Benton Park Historic
4.98 out of 5 average rating, 242 reviews

Cozy 1BR Apartment the "Ferner Flatette"

This unique, minimalistic apartment is located in the historic Benton Park neighborhood. A stroll away from restaurants, coffee shops, antique row and the park complete with lakes and walking paths. Recently renovated, its just minutes from downtown attractions: the Gateway Arch, Busch Stadium, Enterprise Center and Union Station Aquarium. Strict capacity of 2 persons. Window unit A/C, central heat. No pets, no smoking, no local guests. Government issued photo ID required prior to checkin.

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
4.94 out of 5 average rating, 373 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.

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, 104 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 favourite
A cozy living room features exposed brick walls and a rustic chandelier. A sectional sofa, accentuated with cushions, is arranged beside a wooden coffee table. A TV stands on a colorful cabinet, and a plant adds a touch of greenery to the inviting space.
Home in Tower Grove East
4.94 out of 5 average rating, 706 reviews

Little Red House, Entire House in Tower Grove East

This 2 Bedroom 1 Bath home is centrally located in Tower Grove East, 5 minutes from St. Louis University, 8 minutes from Grand Center and just a few blocks from South Grand and Tower Grove Park. It is the entire house all to yourself however there are other houses in proximity. The block is quiet and the neighbors are friendly but please note this house is located in an urban area. While generally safe it is racially and economically mixed. Please set your expectations accordingly.

Guest favourite
A modern living space is presented with a comfortable, light-colored sofa and a bean bag chair. A natural-toned area rug lies beneath a coffee table, with a vibrant piece of wall art visible in the background. An inviting atmosphere is enhanced by ample natural light.
Home in Forest Park South East
4.91 out of 5 average rating, 278 reviews

The Grove Haus • Affordable • Walkable

Enjoy a uniquely curated experience in the heart of St. Louis, The Grove! The Grove Haus is sure to be your new St. Louis favorite! Walking distance to amazing restaurants, bars, shopping, breweries and nightlife. 5 minutes from downtown, St Louis University, Barnes Jewish Hospital, The Central West End and Tower Grove Park, and Forest Park (zoo, museums & sightseeing) 10 minutes from CITYPARK, Washington University, Delmar Loop, Soulard, Clayton, Anheuser Busch and The Arch.

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, 144 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.

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