Madison Vacation Rentals

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Our top choices for Madison vacation rentals

Prime Loft of Main Street

Prime Loft of Main Street
St. Charles Historic District
9.8 out of 10, Exceptional, (104 reviews)
"The loft was very nice, very clean, well appointed, and in a perfect location. I highly recommend this property!"
United States
Mary ann S.
$222 nightly
The price is $237
Jan 12 - Jan 13
Total with taxes and fees
Prime Loft of Main Street

Main Street Living! 2 Bedroom Unit right On Main!

Main Street Living! 2 Bedroom Unit right On Main!
St. Charles Historic District
9.6 out of 10, Exceptional, (34 reviews)
"Great Stay and great location! "
United States
Angela
$313 nightly
The price is $345
Jan 12 - Jan 13
Total with taxes and fees
Main Street Living! 2 Bedroom Unit right On Main!

St. Charles 1860's Gem - Sleeps 6!

St. Charles 1860's Gem - Sleeps 6!
St. Charles Historic District
9.8 out of 10, Exceptional, (136 reviews)
"Very comfortable house, beds are very comfy as well which is rare in a lot of VRBOs. Would definitely recommend! "
United States
Phillip R.
$229 nightly
The price is $229
Jan 12 - Jan 13
Total with taxes and fees
St. Charles 1860's Gem - Sleeps 6!

Stylish South City King 1BR Apt

Stylish South City King 1BR Apt
2.0 star property
Marine Villa
10.0 out of 10, Exceptional, (9 reviews)
"Great location, great accommodations, great host."
United States
Scott W.
$165 nightly
The price is $179
Jan 13 - Jan 14
Total with taxes and fees
Stylish South City King 1BR Apt

Cozy Soulard 2BR w/ Free Parking

Cozy Soulard 2BR w/ Free Parking
Soulard
9.6 out of 10, Exceptional, (59 reviews)
"Enjoyed the vibe of the neighborhood "
United States
Brett
$177 nightly
The price is $191
Jan 12 - Jan 13
Total with taxes and fees
Cozy Soulard 2BR w/ Free Parking

Love Italian? You'll love 'The Hill' NBHD. Clean & cozy 1st fl apt

Love Italian? You'll love 'The Hill' NBHD. Clean & cozy 1st fl apt
Southwest Garden
10.0 out of 10, Exceptional, (133 reviews)
"Wonderful place to stay!"
United States
Diane M.
$145 nightly
The price is $152
Jan 12 - Jan 13
Total with taxes and fees
Love Italian? You'll love 'The Hill' NBHD. Clean & cozy 1st fl apt

TOP RATED! FANTASTIC LOCATION! 3 bedroom near WASHU, LOOP, Pageant, Forest Park

TOP RATED! FANTASTIC LOCATION! 3 bedroom near WASHU, LOOP, Pageant, Forest Park
2.0 star property
Skinker DeBaliviere
10.0 out of 10, Exceptional, (8 reviews)
"Property is as described and worked well for our family. "
United States
Laura J.
$324 nightly
The price is $333
Jan 12 - Jan 13
Total with taxes and fees
TOP RATED! FANTASTIC LOCATION! 3 bedroom near WASHU, LOOP, Pageant, Forest Park

Spacious, cozy home in Saint Louis

Spacious, cozy home in Saint Louis
St. Louis
10.0 out of 10, Exceptional, (15 reviews)
"Great stay. Location was perfect and quiet. Gracious Host. Would stay again!!!!"
United States
Gerald B.
$245 nightly
The price is $245
Jan 12 - Jan 13
Total with taxes and fees
Spacious, cozy home in Saint Louis

This apartment is a 2 bedroom(s), 1 bathrooms, located in St. Louis, MO.

This apartment is a 2 bedroom(s), 1 bathrooms, located in St. Louis, MO.
2.0 star property
Downtown West
9.6 out of 10, Exceptional, (7 reviews)
"Property met all our needs and management a was prompt and friendly responding to any questions. "
United States
Kevin
$299 nightly
The price is $302
Jan 12 - Jan 13
Total with taxes and fees
This apartment is a 2 bedroom(s), 1 bathrooms, located in St. Louis, MO.

Cafe Terrace at TG Park | Fenced Backyard+W/D

Cafe Terrace at TG Park | Fenced Backyard+W/D
2.0 star property
Tower Grove South
9.6 out of 10, Exceptional, (7 reviews)
"Much better than staying in a hotel and a block away from my daughter‘s apartment! Local restaurants are great!"
United States
Marguerite B.
$150 nightly
The price is $172
Jan 12 - Jan 13
Total with taxes and fees
Cafe Terrace at TG Park | Fenced Backyard+W/D

The Lofts of North Main Street

The Lofts of North Main Street
St. Charles Historic District
9.6 out of 10, Exceptional, (157 reviews)
"Perfect location!"
United States
Tim K.
$219 nightly
The price is $234
Jan 25 - Jan 26
Total with taxes and fees
The Lofts of North Main Street

Classic Soulard 2BD King Master & Private Deck

Classic Soulard 2BD King Master & Private Deck
Soulard
9.8 out of 10, Exceptional, (54 reviews)
"Easy check-in, great communication with owner, nice area that is close to restaurants, bars, very clean."
United States
Vickie L.
$187 nightly
The price is $201
Jan 12 - Jan 13
Total with taxes and fees
Classic Soulard 2BD King Master & Private Deck

The Historic Bricks on Main

The Historic Bricks on Main
St. Charles Historic District
9.0 out of 10, Wonderful, (14 reviews)
"Had a wonderful stay. Host was very responsive. Great stay in the middle of everything- so we could walk out and shop or grab a bite to eat. "
United States
Alison C.
$179 nightly
The price is $197
Jan 12 - Jan 13
Total with taxes and fees
The Historic Bricks on Main

The Lewis & Clark Hangout

The Lewis & Clark Hangout
St. Charles Historic District
8.8 out of 10, Excellent, (20 reviews)
"Excellent location and a great space for 4 couples. The beds were exceptionally comfortable! "
United States
Kimberly C.
$345 nightly
The price is $388
Jan 25 - Jan 26
Total with taxes and fees
The Lewis & Clark Hangout

The Original Custom House!

The Original Custom House!
St. Charles Historic District
9.8 out of 10, Exceptional, (35 reviews)
"The location is excellent. "
United States
McRay H.
$313 nightly
The price is $345
Jan 12 - Jan 13
Total with taxes and fees
The Original Custom House!

Centrally located in the Tower Grove East neighborhood!

Centrally located in the Tower Grove East neighborhood!
Tower Grove East
9.8 out of 10, Exceptional, (140 reviews)
"Great little place and location was close to our event."
United States
RL T.
$131 nightly
The price is $153
Jan 12 - Jan 13
Total with taxes and fees
Centrally located in the Tower Grove East neighborhood!

Landmark, accessible home in the heart of Belleville’s historic downtown

Landmark, accessible home in the heart of Belleville’s historic downtown
Belleville
10.0 out of 10, Exceptional, (11 reviews)
"Great property and location. Convenient to downtown."
United States
Kay
$360 nightly
The price is $382
Jan 12 - Jan 13
Total with taxes and fees
Landmark, accessible home in the heart of Belleville’s historic downtown

Amazing Renovated Historic Loft on Main Street

Amazing Renovated Historic Loft on Main Street
St. Charles Historic District
10.0 out of 10, Exceptional, (58 reviews)
"Great place and location. Owners were easy to work with."
United States
Cory M.
$238 nightly
The price is $254
Jan 14 - Jan 15
Total with taxes and fees
Amazing Renovated Historic Loft on Main Street

Classy Midtown 3BR, King Master

Classy Midtown 3BR, King Master
The Gate
10.0 out of 10, Exceptional, (63 reviews)
"Very charming and comfortable accommodations in a safe and beautiful part of town, convenient to many attractions."
United States
Robin L.
$190 nightly
The price is $204
Jan 12 - Jan 13
Total with taxes and fees
Classy Midtown 3BR, King Master

TOP RATED! FANTASTIC LOCATION! St. Louis near Delmar LOOP, WASHU, Forest Park!!!

TOP RATED! FANTASTIC LOCATION! St. Louis near Delmar LOOP, WASHU, Forest Park!!!
Skinker DeBaliviere
9.8 out of 10, Exceptional, (11 reviews)
"Terrific location. Well decorated and clean. Easy street parking in front."
United States
Lance G.
$324 nightly
The price is $325
Jan 12 - Jan 13
Total with taxes and fees
TOP RATED! FANTASTIC LOCATION! St. Louis near Delmar LOOP, WASHU, Forest Park!!!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Madison Hotel Reviews

Find out more about Madison

Everything you need to know about Madison vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Madison vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Madison vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Madison vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Madison. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Madison in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $104 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Madison rentals

At Expedia, we put the best Madison vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Madison rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Madison vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Madison. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Madison?

Yes, we offer vacation rentals close to popular attractions in Madison, or you can choose a more secluded option if you'd like a relaxing place to stay.

What's the top vacation rental that Madison has to offer?

Entire 4BR Home near Lafayette Square: This vacation home rental near Madison offers a patio, a selection of games, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What can I see and do in Madison?

Explore the area and family-friendly sights such as Cardinals Hall of Fame and Museum, or get out into nature at a spot like Gateway Arch Visitor Center. While in the area, you can also visit popular places like Gateway Arch and St. Louis Union Station.

What are vacation rentals like in Madison?

Vacation rentals are private properties you can book for a couple days or more in Madison. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a small group gathering.