Vacation rentals in Madison County

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Top-rated vacation rentals in Madison County

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Top guest favorite
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
4.93 out of 5 average rating, 431 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 favorite
Home in Alton
4.99 out of 5 average rating, 174 reviews

Home Away from Home! Historic with Modern Comforts

You'll love this charming 1,750 sq ft updated 1935 home in a prestigious & quiet historic Alton-Godfrey neighborhood. High-end comfy beds, plush bath towels, and Totally remodeled Kitchen, Bathroom & Powder room. Central A/C & Heat, abundant natural light & outdoor patio living. High-speed internet & Big Screen HDTV. Impeccably clean & maintained for your ultimate comfort & enjoyment! No security deposit or add'l rental contract. (NO Parties, Gatherings or Events). PLEASE READ HOUSE RULES

Top guest favorite
The exterior of the bungalow is characterized by a welcoming front porch with decorative railings and ample seating. The home is surrounded by landscaped gardens and manicured grass, providing a pleasant atmosphere. Morning sunlight casts a warm glow on the inviting entrance.
Bungalow in Alton
4.97 out of 5 average rating, 176 reviews

Bluff City Bungalow

On the bluffs overlooking the Great River Road and Mississippi River, “459” is a charming, comfortable bungalow located in the historic Christian Hill neighborhood of Alton, IL. This spacious three-bedroom home is the perfect setting for a relaxing getaway, family gatherings, your bridal party or a weekend visit to the Argosy Casino. It is also the perfect space for a business traveler needing an extended stay. Come enjoy a delightful home away from home. You may never leave the front porch!

Guest favorite
A spacious sleeping area features a large, tufted headboard and a decorative grey and white bedding set. Soft lamps flank the bed on either side. Light enters through a nearby door, enhancing the calming atmosphere of the room.
Apartment in Alton
4.97 out of 5 average rating, 125 reviews

Todays comfortable & cozy loft.

Kick back and relax in this calm, stylish space. Today's loft apartment is a one of a kind gem. Perfectly located for anyone wanting to visit Alton Illinois and only a short drive to Grafton or St.louis. We take pride in making this space comfortable for your getaway. Take a bubble bath in the lovely soaker tub or just relax on the recliner sofa. Enjoy the beautiful kitchen with a oversized island and wine cooler for your favorite bottle of wine to chill. A king size bed for a good night's

Guest favorite
An open living space features two spacious beds and a cozy gray sofa. A round dining table with four chairs is situated on a textured area rug. Natural light from the windows casts a warm glow across the hardwood floors.
Apartment in Alton
4.84 out of 5 average rating, 76 reviews

Historic schoolhouse suite with onsite coffee shop

Enjoy your stay in the Historic Milton Schoolhouse; home of Maeva's Coffee and known as the most haunted school in Alton Illinois. Stunning 3rd floor apartment with full kitchen and open concept living space. Full view of private courtyard from original windows and hardwood floors throughout the school. This is truly a diamond in the rough. Free parking, wifi and on site laundry. Only ten minutes from downtown Alton and the Mississippi river and thirty-five minutes from downtown St. Louis.

Top guest favorite
The exterior of a charming bungalow is illuminated at night, showcasing a welcoming front porch with rocking chairs. A large, circular wreath adorns the bright red front door. Nearby, an American flag gently waves, set against a backdrop of landscaped greenery.
Home in Edwardsville
4.99 out of 5 average rating, 110 reviews

Historic Leclaire Cottage on the Park

Be part of the Leclaire National Historic District by calling this timeless, updated 1927 bungalow home for two nights, two weeks or longer! This is a quiet neighborhood full of friends who stop to chat in the twilight. Set your phone down, relax on the porch and let Leclaire take you to a simpler time. Inside, find two separate living rooms w/smart TVs. 2 Qn BDRMS downstairs, 2 twin beds upstairs. Full kitchen&bath stocked with essentials. Complimentary EV charging at N.O. Nelson campus.

Top guest favorite
The front of a cozy cottage features a covered porch with two black chairs positioned beside soft green shrubs. A gravel pathway leads to the entrance, while blurred trees and open space create a natural backdrop under a partly cloudy sky.
Home in Edwardsville
4.97 out of 5 average rating, 103 reviews

Cozy Chicken Cottage

Escape to your own peaceful oasis, where comfort meets tranquility, just steps away from a charming, rustic chicken coop. Immerse yourself in the serene sounds of nature on our tiny farm while you enjoy the fresh air. Start your day with a cup of coffee out on the front porch while you overlook our beautiful pond. Perfect for nature lovers, this peaceful hideaway invites you to unwind, recharge and connect with the rhythms of the country. 35 mins to downtown STL. 15 mins to Edwardsville.

Guest favorite
An open-concept kitchen and dining area features warm wooden cabinets and a round dining table with matching chairs. The space is illuminated by natural light from skylights and windows, with seating arrangements visible in the background. A cozy living area is positioned to the right.
Farm stay in Pocahontas
4.93 out of 5 average rating, 280 reviews

Hilltop Ranch Home on 25 acres bathed in starlight

Welcome to our Hilltop Ranch Home! You will find a relaxing getaway for your entire family or several couples. There is 1800 sq ft on the first floor including a master bedroom with ensuite bathroom boasting a jacuzzi tub, a fully stocked kitchen, gas fireplace, and an attached 2-car garage. In the walkout basement, there is a fourth bedroom, full bath and a TV area. A patio adjoining the dining room, a charcoal grill, and full-size hot tub-all perfect for entertaining your whole group.

Guest favorite
Guest suite in Edwardsville
4.93 out of 5 average rating, 54 reviews

The Wooded Retreat in Historic Edwardsville

As you drive up a beautiful wooded property, you will be surprised to find you're just a 10 minute stroll (or a quick drive) away from historic downtown Edwardsville. Enjoy dinner at a local restaurant, and come home to your cozy private suite. Looking to stay in? Your place has everything you need to create a home cooked meal. Very family friendly with your safety and comfort in mind. Don’t miss out on this unique property and curated stay. - 10 min to SIUE - 30 min to St. Louis

Top guest favorite
A welcoming front porch features a sturdy wooden door with decorative glass panes. Two wicker chairs with plush cushions are positioned beside a small table, creating a cozy seating area. Natural light highlights the brick exterior and surrounding greenery.
Apartment in Edwardsville
4.97 out of 5 average rating, 161 reviews

Cozy Historic Downtown Edwardsville Charmer

Spacious and cozy with hardwood floors throughout. Beautifully restored to its original 1920’s glory. Set up to meet your needs. Clean, uncluttered spaces, full kitchen, Wi-Fi, and the basics for an easy stay. Third bedroom offers office space in addition to bunk beds. Relax on the front porch in this lovely neighborhood. Just a few blocks from main street’s offering of coffee shops, restaurants & entertainment. MCT bus stop across the street for easy access to SIUE & St. Louis.

Guest favorite
A living area features a stylish gray sofa and a patterned armchair. A modern console table stands against a textured wall, accented by a wavy light installation. A green plant adds a touch of nature to the space, alongside decorative items on the table.
Tiny home in Alton
4.89 out of 5 average rating, 246 reviews

Romantic tiny home w/ hot tub

The ultimate tiny home retreat you’ve been waiting for. This 500 sqft carriage house was built in 1906! Lovingly and meticulously curated for a perfectly romantic stay. You’ll be a short drive from the always fun Fast Eddie’s Bonair or the gorgeous riverside views. Spend the day walking the Great River Road or trying local shops and restaurants. Looking to stay in? Your space has everything you need for a cozy meal in. Put on a record and relax in your private hot tub.

Top guest favorite
A single-story home is shown with a light grey exterior and a well-maintained front yard featuring green shrubs. A carport is visible on the left side, while an American flag adds a touch of color near the entrance. Dense trees surround the property.
Home in Glen Carbon
4.93 out of 5 average rating, 112 reviews

Sunset Cottage - 2 King beds! Downtown Glen Carbon

Welcome to the Sunset Cottage, proudly located just off main street in Glen Carbon, IL. The house is walking distance to the Madison county Rail to Trail system (miles of paved bike, run, and walking path), Miner Park, and historic Glen Carbon. The home is also walking distance to many restaurants including Glen Carbon's gem, the Wooden Nickel. The house is a 6 minute drive to Southern Illinois University Edwardsville (SIUe) campus. Permit #2024-13

Popular amenities for Madison County vacation rentals