Vacation rentals in Madison County

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Top-rated vacation rentals in Madison County

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Top guest favorite

A cozy outdoor seating area is presented with two wooden lounge chairs positioned around a circular fire pit. Soft, string lights cast a warm glow overhead while the surrounding wooded area offers a serene backdrop, creating an inviting space for relaxation and gathering.

Apartment in Edwardsville

4.91 out of 5 average rating, 327 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

A modern kitchen featuring white cabinetry and granite countertops is visible. The island includes three wooden stools. A dining table with ornate chairs is positioned nearby, adorned with place settings. Natural light is provided by windows, enhancing the spacious feel.

Home in Alton

4.99 out of 5 average rating, 145 reviews

Home Away from Home! Historic with Modern Comforts

You'll love this charming 1,750 sq ft home on 1/3 acre in a prestigious & quiet historic Alton-Godfrey neighborhood. High-end comfy beds, nice bath towels, newly painted with hardwood floors and Totally remodeled Kitchen. Central A/C & Heat, abundant natural lighting & outdoor patio living. High-speed wireless internet & local TV channels on the Big Screen HDTV. Impeccably clean & maintained for your ultimate comfort & enjoyment! (NO Parties, Gatherings or Events). PLEASE READ HOUSE RULES!

Guest favorite

A serene landscape features a collection of buildings, including a purple house and a blue structure, set against a backdrop of vibrant autumn foliage. The surrounding area is marked by a grassy field and a shallow waterway reflecting the seasonal colors of the trees.

Bungalow in Alton

4.98 out of 5 average rating, 142 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 spa-style hot tub is showcased, featuring a spacious interior with seating for multiple guests. The water appears calm and clear, and jets are visible around the perimeter. The hot tub is surrounded by a neutral-toned enclosure, providing a private setting for relaxation.

Home in Roxana

4.92 out of 5 average rating, 153 reviews

The House Next Door

This home offers the best of both worlds. The quiet, small-town charm with the quick access to big city amenities. Located 30 short minutes away from downtown St. Louis if you are coming for a vacation. Also located on a quiet street in a small town close to local parks, library, and ice cream shops. Local Attractions SIUE- 15 minute drive World Wide Technology Raceway- 20 minute drive Downtown St. Louis- 30 minutes drive St. Louis zoo- 35 minutes drive Six Flags St. Louis- 1 hour drive

Guest favorite

A full-size hot tub is illuminated with soothing blue light, nestled on an outdoor patio surrounded by trees. A torch flickers nearby, adding to the serene ambiance. The night sky features a visible moon, creating a tranquil setting for relaxation.

Farm stay in Pocahontas

4.93 out of 5 average rating, 220 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.

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

4.98 out of 5 average rating, 108 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

Home in Edwardsville

4.96 out of 5 average rating, 115 reviews

The Kansas Street Guest House

Enjoy all that Downtown Edwardsville has to offer while staying at a local, luxury accommodation within walking distance to all the action. Less than 0.2 miles from the Courthouse, cafes, bars, breweries and restaurants! Whether you are traveling for business or pleasure, the Kansas Street Guest House can connect you to one of the most charming small towns in the Midwest. We can help you create an incredibly memorable stay, one in which you can eat, drink, and LIVE like a local.

Top guest favorite

An evening view captures a charming street scene, adorned with string lights that create a warm glow. The street is lined with decorative lamp posts, and a mix of buildings, including shops, adds character to the urban landscape, inviting exploration.

Home in Alton

4.84 out of 5 average rating, 103 reviews

Backyard Seclusion Cottage

Private cottage 2 bedroom home. Built in 1860 Very secluded backyard with porch and patio. Located3 blocks from Great River Road ,bike and walking path and scenic views.Walking distance to downtown Alton, many restaurants, bars, bakery, shops, library. Grafton Is just up river road tourist enjoy water park, zip line, lots of places to eat n relax. Would welcome longer term stays , as …traveling nurses, or business travelers Send me an inquiry for rates n details. Thanks

Guest favorite

A private outdoor area features a shaded umbrella with a dappled pattern and two stylish chairs, inviting relaxation. A rustic fence surrounds the space, enhancing the sense of privacy, while a hot tub is visible in the foreground, offering a tranquil escape.

Tiny home in Alton

4.86 out of 5 average rating, 176 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.

Guest favorite

Loft in Highland

5 out of 5 average rating, 17 reviews

Loft on the Square

NEWLY RENOVATED 150-year-old building on Highland, Illinois iconic town square. This charming space offers a small-town charm but just a short 45-minute drive to St. Louis. Come and relax in this one-of-a-kind space that is walking distance to many local restaurants, shops, and bars. Make new memories with family and friends (PET FRIENDLY!) in this beautiful space. This space is not handicap accessible as there are steep steps to the second story of this building.

Top guest favorite

The kitchen is designed with white cabinetry and a light granite countertop. A white stove is nestled between the fridge and microwave. Natural light enters through a window above the sink, illuminating the tiled floor and providing a bright cooking space.

Home in Godfrey

4.94 out of 5 average rating, 138 reviews

Aunt M's Place

The whole group will enjoy easy access to everything from this centrally-located home. There's plenty to see and do in the Riverbend area of Illinois. This home's proximity to the roads along the Mississippi, as well as the short drive to the Clark bridge or Amtrak station, make for easy access to everything the St. Louis area has to offer. The area is a major stopover for many migratory birds and boasts a number of sites for observing the birds during their travels.

Superhost

A covered porch offers a serene view of the lake and surrounding grassy landscape. A wooden table is paired with two chairs featuring striped cushions, inviting relaxation and enjoyment of the outdoors.

Cottage in Staunton

4.75 out of 5 average rating, 32 reviews

Luxury Lakeview Cottage #12

This "tiny house" Cottage is tree house themed and sleeps up to 6 with a queen size bed in the master bedroom, a king bed in the sleeping loft and a sofa bed in the living room, private bath, open porch and scenic view of the lake, vineyards and surrounding area. Guests to all Shale Lake cabins and cottages are subject to a 3% Local Hotel Tax due upon check-in and separate from any taxes paid or collected by Airbnb.