Holiday rentals in Madison

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Top-rated holiday rentals in Madison

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Guest favourite

Flat 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.

22–29 Aug

$194 SGD per night

Guest favourite

Home in Granite City

4.98 out of 5 average rating, 124 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.

26 Aug – 2 Sep

$157 SGD per night

Guest favourite

Guest suite in Belleville

4.95 out of 5 average rating, 190 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!

4–11 Oct

$124 SGD per night

Guest favourite

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!

17–24 Mar

$88 SGD per night

Guest favourite

Home in St. Louis

4.98 out of 5 average rating, 514 reviews

Garden Cottage-Safe Private Parking!

Thoughtfully renovated cozy bungalow offering a lush vibrant landscaped garden, meandering brick patio & deck overlooking waterfall pond w/ Koi fish. We lovingly restored our efficient space with a mix of old & new furnishings and updated appliances. A Romantic luxurious vibe ❤️ The perfect nest for two! Our quiet safe neighborhood is home to fabulous restaurants, bars, coffee shops and galleries. Close to everything including Hwys 40, 44, 55 . PLUS safe private parking!

23–30 Aug

$181 SGD per night

Guest favourite

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.

14–21 Jan

$149 SGD per night

Guest favourite

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 .

3–10 Dec

$209 SGD per night

Guest favourite

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.

8–15 Sep

$151 SGD per night

Guest favourite

Home in Belleville

4.99 out of 5 average rating, 146 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".

17–24 Jun

$173 SGD per night

Guest favourite

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.

26 Sep – 3 Oct

$199 SGD per night

Guest favourite

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.

25 Jan – 1 Feb

$142 SGD per night

Guest favourite

Guest house in St. Louis

4.95 out of 5 average rating, 772 reviews

The Garage Mahal

Man Cave turned Airbnb! We are providing the highest level of disinfection & cleaning 1.7 miles To Saint Louis University and Cardinal Glennon 4.7 miles to Barnes campus and Saint Louis Childrens 13 miles to Mercy hospital and Missouri Baptist 13 miles to Mercy South, 14 miles to St Clare 3.2 miles to Touchette Regional 15 miles to Belleville Memorial Hospital

15–22 Dec

$109 SGD per night