Vacation rentals in Madison

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Top-rated vacation rentals in Madison

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Guest favorite

Apartment in Edwardsville

4.91 out of 5 average rating, 232 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.

Aug 22 – 29

€ 150 per night

Guest favorite

Home in Granite City

4.98 out of 5 average rating, 123 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.

Oct 11 – 18

€ 116 per night

Guest favorite

Guest suite in Belleville

4.95 out of 5 average rating, 189 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!

May 6 – 13

€ 91 per night

Guest favorite

Home in St. Louis

4.84 out of 5 average rating, 101 reviews

Cheerful 1-bedroom, red brick, historic home

Keep it simple at this peaceful, historic, and centrally-located place. This red brick home is a piece of long-standing history (built in 1928), on a quiet one way street. It is just 5 minutes away from the airport & University of Missouri Saint Louis, and just 15 minutes from down town and central west end. It is literally central to just about any place you wish to visit in the Saint Louis area! There’s convenient and free on-street parking too! Come enjoy your time at The Ruby Brick Stay!

Dec 17 – 24

€ 69 per night

Superhost

Home in St. Louis

4.83 out of 5 average rating, 305 reviews

The Soulard Cottage | There Is Only One

Built in 1894, this historic, free-standing Cottage is a staple in Soulard. The Soulard Cottage is steps away from McGurks, Dukes, Mollys and all of Soulard's hottest spots! Not to mention, less than a 8 minute Uber to The Arch, Busch Stadium (Cardinals), Enterprise Center (Blues), the City Museum, The Aquarium and so much more! Here for business? Perfect! Here for a game? Perfect! This cottage will give you a truly unique experience while you explore St. Louis.

Dec 28 – Jan 4

€ 116 per night

Guest favorite

Cottage in Belleville

4.95 out of 5 average rating, 327 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.

Dec 29 – Jan 5

€ 110 per night

Guest favorite

Bungalow in St. Louis

4.99 out of 5 average rating, 293 reviews

Darling Bungalow! King Bed!

Please inquire for longer stay rates. This 1 bedroom/1 bathroom renovated charmer boasts tons of historic touches in a prime location! Walking distance to restaurants, bars and even Sublette park (tennis courts/baseball and softball fields) Wi-Fi/Keyless Entry/Chromecast TV's for your Netflix or other streaming accounts! Off street parking!Grab tacos and a margarita across the street or dinner and drinks at any of the many walk-able neighborhood restaurants.

Jun 24 – Jul 1

€ 127 per night

Guest favorite

Farm stay in Grafton

4.97 out of 5 average rating, 204 reviews

Pere Ridge Tree Escape

Welcome to Pere Ridge ! Enjoy the lovely setting of this romantic spot in nature. Pere Ridge is a custom Scandinavian inspired nature escape for two . Our elevated cabin is perched on a ridge with a deck and hot tub that is surrounded by trees. Our hope is that you disconnect from life's stresses while at Pere Ridge. Our cabin is located in "the ridge " area of Grafton and is a short drive to Grafton. It is a light filled studio cabin with modern touches .

Dec 3 – 10

€ 166 per night

Guest favorite

Cottage in Maplewood

4.98 out of 5 average rating, 367 reviews

Weaver Guest House

This charming, light-filled cottage feels like its own private hideaway, yet it's close to everything St. Louis has to offer. Tucked between trees in a quiet Maplewood neighborhood, it's a 15-minute walk to the MetroLink and a 10-minute drive to Washington University, Webster University, Fontbonne University, Forest Park, and Clayton. Business travelers and families alike will appreciate the washer/dryer, fast WIFI and cable TV.

Oct 6 – 13

€ 118 per night

Guest favorite

Home in Belleville

4.99 out of 5 average rating, 145 reviews

The Pool House 1-Bedroom Home with Hot Tub & Pool

Soak in the hot tub or relax poolside at The Pool House! Its rural setting is perfect for a relaxing stay, romantic getaway, business trip or spending time with your family. Enjoy a full kitchen, electric fireplace and spacious bedroom. No pets allowed. No smoking allowed. No photo shoots are allowed. We do not have a TV, but do have wifi. **Military discount is available. Please message us first by clicking "Contact host".

May 10 – 17

€ 113 per night

Guest favorite

Home in Lebanon

5.0 out of 5 average rating, 351 reviews

Close to St Louis, Scott AFB & McKendree

"Bungalow Five-O-Two" is located in historic Lebanon, Illinois. Built in 1885, Bungalow-Five-Two has been completely renovated to offer modern accommodations while maintaining its charm and integrity. Conveniently located within walking distance to McKendree University and the amazing restaurants and quaint shops of Lebanon. Only a 10 minute drive to Scott AFB and MIdAmerica Airport, and 30 minutes to St. Louis.

Sep 28 – Oct 5

€ 151 per night

Guest favorite

Home in Godfrey

4.89 out of 5 average rating, 209 reviews

Private, Bluff-Top Cottage Above Mississippi River

This charming, remodeled cottage is conveniently located between Grafton and Alton, IL on top of the bluff, high above the Mississippi River and the Great River Road. This 2 bedroom cottage is in a private, woodland setting perfect for your bird and wildlife viewing. We have seen many eagles, turkey and deer. Although there is not WiFi in the house, there is a WiFI and River viewing area close by.

Aug 31 – Sep 7

€ 110 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Madison vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Madison's top sights

World Wide Technology Raceway9 locals recommend

Crown Candy Kitchen46 locals recommend

Chain of Rocks Bridge12 locals recommend

Other great vacation rentals in Madison

Guest favorite

Apartment in St. Louis

4.98 out of 5 average rating, 520 reviews

Charming Cozy Studio Suite

Sep 27 – Oct 4

€ 62 per night

Guest favorite

Home in Dittmer

4.95 out of 5 average rating, 357 reviews

Honeymoon Suite Camp Skullbone In The Woods

Sep 12 – 19

€ 153 per night

Guest favorite

Home in St. Louis

4.98 out of 5 average rating, 513 reviews

Garden Cottage-Safe Private Parking!

Aug 21 – 28

€ 144 per night

Guest favorite

Home in Saint Louis

4.92 out of 5 average rating, 389 reviews

Relaxed Glam in Central STL

May 5 – 12

€ 138 per night

Guest favorite

Apartment in St. Louis

4.99 out of 5 average rating, 122 reviews

Cozy 1BR Apartment the "Ferner Flatette"

Jan 15 – 22

€ 76 per night

Guest favorite

Home in Millstadt

4.93 out of 5 average rating, 230 reviews

Deluxe Barndominium | King bed + Pkg

Dec 29 – Jan 5

€ 151 per night

Guest favorite

Home in Granite City

4.94 out of 5 average rating, 49 reviews

"Blue Bliss Retreat in Granite"n

Jul 1 – 8

€ 98 per night

Guest favorite

Home in East St. Louis

4.91 out of 5 average rating, 57 reviews

"The Blue House", a home away from home. Located 7 miles from Ballpark village and one block from Frank Holton Park that has fishing and golf (with discount when you stay).

Mar 18 – 25

€ 146 per night

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Vacation rentals in Madison

Top-rated vacation rentals in Madison

Apartment in Edwardsville

Home in Granite City

Guest suite in Belleville

Home in St. Louis

Home in St. Louis

Cottage in Belleville

Bungalow in St. Louis

Farm stay in Grafton

Cottage in Maplewood

Home in Belleville

Home in Lebanon

Home in Godfrey

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Madison vacation rentals

Stay near Madison's top sights

Other great vacation rentals in Madison

Apartment in St. Louis

Home in Dittmer

Home in St. Louis

Home in Saint Louis

Apartment in St. Louis

Home in Millstadt

Home in Granite City

Home in East St. Louis

Destinations to explore