Photo by Mike Baxter

Madison Holiday Rentals

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Our top choices for Madison holiday rentals

Apartment in Grand Center

White House at Grand Central
4.0 star property
8.6 out of 10, Excellent, (124)
"Very clean and very friendly people "
United States
Mary
The price is AU$209
includes taxes & fees
19 Jan - 20 Jan 2026
White House at Grand Central
9.6 out of 10, Exceptional, (50)
"Very clean and comfortable. "
United States
Michael M.
The price is AU$313
includes taxes & fees
12 Jan - 13 Jan 2026
Stylish South City 2BR w/ Garage & Blazing Wi-fi

Apartment in Soulard

Top of Geyer apartment
9.8 out of 10, Exceptional, (43)
"Convenient location "
United States
julie s.
The price is AU$286
includes taxes & fees
29 Dec - 30 Dec
Top of Geyer apartment
8.6 out of 10, Excellent, (4)
"The property was very clean and the host was very helpful! It fit my needs quite well."
United States
Hunter S.
The price is AU$234
includes taxes & fees
20 Jan - 21 Jan 2026
1 bed duplex near downtown Belleville next to heart garden and long story coffee
3.0 star property
The price is AU$314
includes taxes & fees
5 Jan - 6 Jan 2026
12 Mi to St Louis: Pet-friendly Metro East Home
10.0 out of 10, Exceptional, (2)
"Host was very welcoming and the house had everything we needed!"
United States
Sullivan F.
The price is AU$198
includes taxes & fees
29 Dec - 30 Dec
Gorgeous Spacious Full Apartment Close to Everything in St. Louis

Apartment in Marine Villa

Stylish South City King 1BR Apt
2.0 star property
10.0 out of 10, Exceptional, (9)
"Great location, great accommodations, great host."
United States
Scott W.
The price is AU$269
includes taxes & fees
22 Jan - 23 Jan 2026
Stylish South City King 1BR Apt

Apartment in Mount Pleasant

Pet-Friendly 1BR Apartment
8.6 out of 10, Excellent, (10)
"I really enjoyed my stay and the host was very nice and prompt with my questions and concerns however, I would've love to have not had mold in the bathroom on the window ledge and a little more safety regarding the doors. In all the place was very comfortable and yes I would stay here again."
United States
Miltha J.
The price is AU$233
includes taxes & fees
12 Jan - 13 Jan 2026
Pet-Friendly 1BR Apartment
9.6 out of 10, Exceptional, (59)
"Enjoyed the vibe of the neighborhood "
United States
Brett
The price is AU$288
includes taxes & fees
21 Jan - 22 Jan 2026
Cozy Soulard 2BR w/ Free Parking
9.8 out of 10, Exceptional, (160)
"Very clean, check in was easy, great neighborhood with lots of food close. "
United States
Laura H.
The price is AU$217
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!
9.8 out of 10, Exceptional, (18)
"It was a great place to stay for the night. Comfortable and close to the stadium. "
United States
Bryan D.
The price is AU$308
includes taxes & fees
12 Jan - 13 Jan 2026
Spacious & Centrally Located Apt (Sleeps 8)
9.2 out of 10, Wonderful, (19)
"Would stay again, was in a great spot"
United States
Mindy Y.
Elegant Minimalist Gem w/ Private backyard, W/D

Apartment in The Gate

Classy Midtown 3BR, King Master
10.0 out of 10, Exceptional, (61)
"Very charming and comfortable accommodations in a safe and beautiful part of town, convenient to many attractions."
United States
Robin L.
The price is AU$308
includes taxes & fees
21 Jan - 22 Jan 2026
Classy Midtown 3BR, King Master
9.8 out of 10, Exceptional, (12)
"Good Stay"
United States
Lanai
The price is AU$355
includes taxes & fees
6 Jan - 7 Jan 2026
Sunny SparkingClean King bed Apt- CreveCoeurPark

Apartment in Dogtown

Comfy Walk to Forest Park!
9.6 out of 10, Exceptional, (4)
"Good experience overall.. would recommend "
United States
orlando c.
The price is AU$242
includes taxes & fees
6 Jan - 7 Jan 2026
Comfy Walk to Forest Park!
9.8 out of 10, Exceptional, (53)
"Easy check-in, great communication with owner, nice area that is close to restaurants, bars, very clean."
United States
Vickie L.
The price is AU$308
includes taxes & fees
12 Jan - 13 Jan 2026
Classic Soulard 2BD King Master & Private Deck
9.8 out of 10, Exceptional, (139)
"Great little place and location was close to our event."
United States
RL T.
The price is AU$241
includes taxes & fees
28 Dec - 29 Dec
Centrally located in the Tower Grove East neighborhood!
7.0 out of 10, Good, (4)
"Amazing property and access was easy. Would highly recommend."
United States
Armhad
The price is AU$231
includes taxes & fees
21 Jan - 22 Jan 2026
1BR Apartment – Washer/Dryer, Fenced Backyard, Free Parking, Near Arch
7.6 out of 10, Good, (11)
"Great stay...needs some minor upgrades. Smart tv, dishwasher and more silverware"
United States
Daniel S.
The price is AU$243
includes taxes & fees
6 Jan - 7 Jan 2026
Work-Ready 1BR | Fast Wi-Fi & Laundry – Steps to Tower Grove Park (65)
9.4 out of 10, Exceptional, (20)
"The whole property was just super cute. I loved the vibes as soon as you walk in. The owners are also very nice and are there if you need anything. I loved the shower, so many options. The fridge is my favorite color and the size is just so cute. "
United States
Samantha
The price is AU$316
includes taxes & fees
5 Jan - 6 Jan 2026
Centrally located St. Louis and Arch view. Complimentary water,wine & breakfast
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Madison holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Madison holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Madison holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Madison holiday rentals we have selected for you start as low as AU$209 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Madison rentals

At Expedia, we put the best Madison holiday 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 holiday.

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 holiday rentals in Madison?

Yes, there are holiday rentals close to the most popular sights in Madison, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Madison has to offer?

Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!: This holiday home rental outside of Madison is located in the city centre, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What can I see and do in Madison?

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

What are holiday rentals like in Madison?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Madison. Holiday rentals provide amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for family trips.