Madison Vacation Rentals

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Vacation Rentals in Madison

Fridge, microwave, oven, stovetop
Main Street Living! 2 Bedroom Unit right On Main!

Apartment in St. Charles Historic District

9.6 out of 10, Exceptional, (34)
"Great Stay and great location! "
United States
Angela
$359 nightly
The price is $395
Dec 3 - Dec 4
Total with taxes and fees
Main Street Living! 2 Bedroom Unit right On Main!
Fridge, microwave, oven, coffee/tea maker
Stylish South City King 1BR Apt

Apartment in Marine Villa

2.0 star property
10.0 out of 10, Exceptional, (8)
"Great location, great accommodations, great host."
United States
Scott W.
$165 nightly
The price is $179
Dec 3 - Dec 4
Total with taxes and fees
Stylish South City King 1BR Apt
Interior
This apartment is a 2 bedroom(s), 1 bathrooms, located in St. Louis, MO.

Apartment in Downtown West

2.0 star property
9.6 out of 10, Exceptional, (7)
"Property met all our needs and management a was prompt and friendly responding to any questions. "
United States
Kevin
$297 nightly
The price is $300
Dec 7 - Dec 8
Total with taxes and fees
This apartment is a 2 bedroom(s), 1 bathrooms, located in St. Louis, MO.
Interior
TOP RATED! FANTASTIC LOCATION! 3 bedroom near WASHU, LOOP, Pageant, Forest Park

Apartment in Skinker DeBaliviere

2.0 star property
10.0 out of 10, Exceptional, (8)
"My friends and I really enjoyed how close it was to the loop and how clean the place is."
United States
David M.
$322 nightly
The price is $331
Dec 3 - Dec 4
Total with taxes and fees
TOP RATED! FANTASTIC LOCATION! 3 bedroom near WASHU, LOOP, Pageant, Forest Park
Fridge, microwave, oven, stovetop
Love Italian? You'll love 'The Hill' NBHD. Clean & cozy 1st fl apt

Apartment in Southwest Garden

10.0 out of 10, Exceptional, (132)
"This home was adorable! It was very cozy and had everything we needed. It is in a nice, quiet neighborhood and we felt very safe. It was also very easy to find. We would love to come back and stay here again sometime!"
United States
Carl & Becky B.
$145 nightly
The price is $152
Dec 4 - Dec 5
Total with taxes and fees
Love Italian? You'll love 'The Hill' NBHD. Clean & cozy 1st fl apt
Interior
Landmark, accessible home in the heart of Belleville’s historic downtown

Vacation Home in Belleville

10.0 out of 10, Exceptional, (11)
"Great property and location. Convenient to downtown."
United States
Kay
$293 nightly
The price is $311
Dec 3 - Dec 4
Total with taxes and fees
Landmark, accessible home in the heart of Belleville’s historic downtown
Fridge, microwave, oven, stovetop
St. Charles 1860's Gem - Sleeps 6!

Vacation Home in St. Charles Historic District

9.8 out of 10, Exceptional, (132)
"This was such a cute historical home and was perfect for our weekend in St Charles!"
United States
Isabelle C.
$237 nightly
The price is $237
Dec 3 - Dec 4
Total with taxes and fees
St. Charles 1860's Gem - Sleeps 6!
Dining
Historic*Unique*Downtown*Quiet*Bright*Cheerful*Getaway

Vacation Home in St. Charles Historic District

9.6 out of 10, Exceptional, (58)
"This is a fun property perfectly located just a couple blocks from Main Street and all its shops and restaurants. Very clean, very comfortable and a nice yard for our dogs.Thanks for sharing your home!"
United States
Barry K.
$332 nightly
The price is $332
Dec 3 - Dec 4
Total with taxes and fees
Historic*Unique*Downtown*Quiet*Bright*Cheerful*Getaway
Smart TV
Prime Loft of Main Street

Apartment in St. Charles Historic District

9.8 out of 10, Exceptional, (100)
"The loft was very nice, very clean, well appointed, and in a perfect location. I highly recommend this property!"
United States
Mary ann S.
$243 nightly
The price is $260
Dec 7 - Dec 8
Total with taxes and fees
Prime Loft of Main Street
Interior
Centrally located in the Tower Grove East neighborhood!

Vacation Home in Tower Grove East

9.8 out of 10, Exceptional, (136)
"Our stay was exactly what we needed and that was a quick getaway. Thank you for your hospitality!"
United States
Johnathon F.
$143 nightly
The price is $168
Dec 7 - Dec 8
Total with taxes and fees
Centrally located in the Tower Grove East neighborhood!
Fridge, microwave, oven, stovetop
This house is a 4 bedroom(s), 3 bathrooms, located in Belleville, IL.

Vacation Home in Belleville

2.0 star property
9.2 out of 10, Wonderful, (5)
"Worked great for 4 guys to each stay in their own room and to have three bathrooms was a huge plus. Games downstairs and nice living room and kitchen area."
United States
Brian B.
$852 nightly
The price is $863
Dec 3 - Dec 4
Total with taxes and fees
This house is a 4 bedroom(s), 3 bathrooms, located in Belleville, IL.
2 bedrooms, iron/ironing board, WiFi, bed sheets
TOP RATED! FANTASTIC LOCATION! St. Louis near Delmar LOOP, WASHU, Forest Park!!!

Apartment in Skinker DeBaliviere

9.8 out of 10, Exceptional, (11)
"It was a clean and comfortable property. The host was responsive. Thank you for a great stay."
United States
Alicia M.
$322 nightly
The price is $323
Dec 3 - Dec 4
Total with taxes and fees
TOP RATED! FANTASTIC LOCATION! St. Louis near Delmar LOOP, WASHU, Forest Park!!!
Dining
The Lofts of North Main Street

Apartment in St. Charles Historic District

9.6 out of 10, Exceptional, (151)
"Perfect location!"
United States
Tim K.
$259 nightly
The price is $278
Dec 7 - Dec 8
Total with taxes and fees
The Lofts of North Main Street
Terrace/patio
StL's ‘The Hill' NBHD. Famous for all things Italian. Cozy & clean 2nd fl apt.

Apartment in Southwest Garden

10.0 out of 10, Exceptional, (287)
"A comfortable stay in a wonderful neighborhood. This location was great and allowed us to visit all the places we planned. It was very clean and well stocked "
United States
Karen F.
$145 nightly
The price is $159
Dec 3 - Dec 4
Total with taxes and fees
StL's ‘The Hill' NBHD. Famous for all things Italian. Cozy & clean 2nd fl apt.
Fridge, microwave, oven, stovetop
Delightful 2-bedroom house with AC in Berkeley Iconixx Getaway STL

Vacation Home in Berkeley

2.0 star property
10.0 out of 10, Exceptional, (2)
"This property was very clean, family/friends friendly, and was an overall great stay! I would stay here again if given the chance in the future! "
United States
LaKeisha W.
$210 nightly
The price is $210
Dec 3 - Dec 4
Total with taxes and fees
Delightful 2-bedroom house with AC in Berkeley Iconixx Getaway STL
Fridge, microwave, oven, stovetop
Chic Minimalist Gem w/ Fenced Backyard + W/D

Apartment in Princeton Heights

9.6 out of 10, Exceptional, (9)
"Nice location."
United States
Holly R.
$163 nightly
The price is $187
Dec 4 - Dec 5
Total with taxes and fees
Chic Minimalist Gem w/ Fenced Backyard + W/D
Fridge, microwave, oven, stovetop
The Original Custom House!

Vacation Home in St. Charles Historic District

9.8 out of 10, Exceptional, (35)
"Everything we needed. Only complaint was the couch was very hard. Very accommodating otherwise. Thank you :)"
United States
Rosanna T.
$359 nightly
The price is $395
Dec 3 - Dec 4
Total with taxes and fees
The Original Custom House!
Fridge, microwave, oven, stovetop
Work-Ready 1BR | Fast Wi-Fi & Laundry – Steps to Tower Grove Park (65)

Apartment in Mount Pleasant

2.0 star property
7.6 out of 10, Good, (11)
"Great stay...needs some minor upgrades. Smart tv, dishwasher and more silverware"
United States
Daniel S.
$142 nightly
The price is $153
Dec 3 - Dec 4
Total with taxes and fees
Work-Ready 1BR | Fast Wi-Fi & Laundry – Steps to Tower Grove Park (65)
TV
The Historic Bricks on Main

Apartment in St. Charles Historic District

9.0 out of 10, Wonderful, (13)
"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.
$216 nightly
The price is $238
Dec 3 - Dec 4
Total with taxes and fees
The Historic Bricks on Main
Smart TV, books
Spacious Home w/ King bed! Fenced Yard

Vacation Home in Northampton

9.4 out of 10, Exceptional, (40)
"Great location!"
United States
Erica L.
$247 nightly
The price is $247
Dec 3 - Dec 4
Total with taxes and fees
Spacious Home w/ King bed! Fenced Yard
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

St. Louis Union Station Hotel, Curio Collection by Hilton

St. Louis Union Station Hotel, Curio Collection by Hilton

10/10 Excellent
"Beautiful architecture and unique large well appointed stately rooms. "
Matthew 2-night trip
Posted 2 days ago
St. Louis Union Station Hotel, Curio Collection by Hilton

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 $143 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.

Explore a world of travel with Expedia

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?

Stunning 1890's Home - Sleeps 8! : This vacation home rental near Madison is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 4 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, 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.