Madison holiday homes

We found 1,265 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Madison that are perfect for your trip. Whether you're going on holiday with family or friends, holiday homes have the amenities that you expect for your stay, which might include parking and a fireplace. You're sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Madison

Showing deals for:18 Dec - 25 Dec

Master bedroom with luxurious king bed, dresser, and attached bathroom & closet
Living room with a sofa
Dining
Kitchen Island
Exceptional
(17 reviews)

Perfect Getaway @ CWE- Entire Home + Free Parking Near Fox, Universities & More!

St. Louis

8% off
NZ$6,570
for 7 nights, 1 home
NZ$939 per night
includes taxes & fees
Perfect Getaway @ CWE- Entire Home + Free Parking Near Fox, Universities & More!
Room
Private kitchen
Living area
Living area
Exceptional
(13 reviews)

Modern 4BR Retreat Near Fox & Universities @ Prime CWE Location w/ Free Parking!

St. Louis

8% off
NZ$6,974
for 7 nights, 1 home
NZ$996 per night
includes taxes & fees
Modern 4BR Retreat Near Fox & Universities @ Prime CWE Location w/ Free Parking!
Pool
Property grounds
Private kitchen
Interior
Exceptional
(26 reviews)

Elegant home with pool, fenced yard, full kitchen & theater.

St. Louis

8% off
NZ$5,825
for 7 nights, 1 home
NZ$832 per night
includes taxes & fees
Elegant home with pool, fenced yard, full kitchen & theater.
backyard at night
basketball court, and side view of property
Front yard connection to backyard area
Dining room
Wonderful
(31 reviews)

Elegant house pool, sports, pizza & boat bar, business center, mini theater.

St. Louis

8% off
NZ$5,825
for 7 nights, 1 home
NZ$832 per night
includes taxes & fees
Elegant house pool, sports, pizza & boat bar, business center, mini theater.
Speakeasy
Property grounds
Room
Living area
Very good
(10 reviews)

Unique Home w/Private Pool, Fenced Yard, Projector & 1920's Style Speakeasy!

St. Louis

8% off
NZ$5,742
for 7 nights, 1 home
NZ$820 per night
includes taxes & fees
Unique Home w/Private Pool, Fenced Yard, Projector & 1920's Style Speakeasy!
Living area
View from the Deck
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Interior
Exceptional
(99 reviews)

Escape to a private 3BR waterfront retreat on a 7-acre pond near Route 66. Enjoy peaceful views, a fire pit with seating, fishing dock, and spacious living areas. Perfect for relaxing getaways with easy access to St. Louis attractions.

Caseyville

8% off
NZ$6,975
for 7 nights, 1 home
NZ$996 per night
includes taxes & fees
Escape to a private 3BR waterfront retreat on a 7-acre pond near Route 66. Enjoy peaceful views, a fire pit with seating, fishing dock, and spacious living areas. Perfect for relaxing getaways with easy access to St. Louis attractions.
Living area
Private kitchen
Dining
Living area
Exceptional
(61 reviews)

Modern Luxury 3-Story Brand New Home in STL

St. Louis

12% off
NZ$6,025
for 7 nights, 1 home
NZ$861 per night
includes taxes & fees
Modern Luxury 3-Story Brand New Home in STL
Enclosed Patio with smart TV and games.
Lovely equipped kitchen
Living area
Room
Wonderful
(9 reviews)

Luxurious & Peaceful 2BR/2BA!

St. Louis

11% off
NZ$2,554
for 7 nights, 1 home
NZ$365 per night
includes taxes & fees
Luxurious & Peaceful 2BR/2BA!
Interior
Living area
Outdoor dining
Interior
Exceptional
(78 reviews)

Urban Cottage Loft near Haunted Tours and Free Parking

St. Louis

8% off
NZ$1,220
for 7 nights, 1 apartment
NZ$174 per night
includes taxes & fees
Urban Cottage Loft near Haunted Tours and Free Parking
Private kitchen
Dining
Room
Interior
Wonderful
(5 reviews)

3Bed/2Bath perfect for families, couples or groups!

St. Louis

8% off
NZ$2,977
for 7 nights, 1 home
NZ$425 per night
includes taxes & fees
3Bed/2Bath perfect for families, couples or groups!
Living area
Private kitchen
Room
Exterior detail
Wonderful
(38 reviews)

Hidden Gem in the ❤ of STL

St. Louis

8% off
NZ$1,886
for 7 nights, 1 home
NZ$269 per night
includes taxes & fees
Hidden Gem in the ❤ of STL
Room
Private kitchen
Living area
Exterior
Exceptional
(17 reviews)

The Blue House near Frank Holten State Park / Golf /Lighthouse Restaurant

East St. Louis

16% off
NZ$1,862
for 7 nights, 1 home
NZ$266 per night
includes taxes & fees
The Blue House near Frank Holten State Park / Golf /Lighthouse Restaurant
Large dining room table seats eight.
Living area
Balcony with seating.
Third Floor bedroom with one queen size bed and one full size bed.
Exceptional
(31 reviews)

Centrally Located Home Perfect for Family Getaway

St. Louis

20% off
NZ$2,762
for 7 nights, 1 home
NZ$395 per night
includes taxes & fees
Centrally Located Home Perfect for Family Getaway
Bar (on property)
Living area
Living area
Private kitchen
Exceptional
(51 reviews)

Remodeled 3br 4ba Home with Secret Speakeasy Basement

St. Louis

12% off
NZ$4,161
for 7 nights, 1 home
NZ$594 per night
includes taxes & fees
Remodeled 3br 4ba Home with Secret Speakeasy Basement
Bedroom # 1 with Smart tv
Bedroom # 1 Queen size bed with smart tv
Living area
Interior
Wonderful
(32 reviews)

The Holly House. Comfort and Stylish charm.

Belleville

8% off
NZ$2,236
for 7 nights, 1 home
NZ$319 per night
includes taxes & fees
The Holly House. Comfort and Stylish charm.
Living area
Dining
Room
Exterior
Excellent
(7 reviews)

Spacious 3-bedroom apartment with WiFi, AC in charming St. Louis

St. Louis

8% off
NZ$3,946
for 7 nights, 1 apartment
NZ$564 per night
includes taxes & fees
Spacious 3-bedroom apartment with WiFi, AC in charming St. Louis
Enjoy our coffee and tea bar during your mornings with us.
Living Room shows off beautiful built ins original to the home.
Room
Newly updated kitchen with brand new stainless steel appliances and gas stove.
Exceptional
(8 reviews)

Cozy Vintage Home - Safe and Quiet

St. Louis

20% off
NZ$2,229
for 7 nights, 1 apartment
NZ$318 per night
includes taxes & fees
Cozy Vintage Home - Safe and Quiet
Cutting boards, small appliances, cookware, utensil variety, bar glasses & more
Cozy living room with games, multi seating options, wifi, free TV and Movie apps
Large bedroom suite nxt to bth with desk, rocking chair and room for child space
Beverage and snack station offering a variety of coffee, tea, cocoa, snacks, etc
Wonderful
(34 reviews)

Charming 2-bedroom, cozy bungalow with sunroom in fabulous St. Louis with WiFi

St. Louis

7% off
NZ$2,077
for 7 nights, 1 home
NZ$297 per night
includes taxes & fees
Charming 2-bedroom, cozy bungalow with sunroom in fabulous St. Louis with WiFi
Property grounds
Living area
Interior
Living area
Wonderful
(14 reviews)

3-bedroom house in charming St. Louis historic district Free shuttle to games

St. Louis

12% off
NZ$6,052
for 7 nights, 1 home
NZ$865 per night
includes taxes & fees
3-bedroom house in charming St. Louis historic district Free shuttle to games
Living area
Private kitchen
Interior
Dining
Exceptional
(52 reviews)

Convenience 2 Bedroom House to Explore All of St Louis

St. Louis

5% off
NZ$2,046
for 7 nights, 1 home
NZ$292 per night
includes taxes & fees
Convenience 2 Bedroom House to Explore All of St Louis
Downtown St. Louis living room: Modern meets historic charm
Saint Louis Zoo
Entry
Patio
Wonderful
(30 reviews)

2BDRM Downtown Cozy Getaway | Marcel Stays

St. Louis

6% off
NZ$3,345
for 7 nights, 1 apartment
NZ$478 per night
includes taxes & fees
2BDRM Downtown Cozy Getaway | Marcel Stays
Outside
Large open concept living room
Dining area
Full kitchen with dishwasher, stove, and refrigerator
Wonderful
(15 reviews)

The Jungle Book | Marcel Stays

St. Louis

8% off
NZ$2,276
for 7 nights, 1 apartment
NZ$325 per night
includes taxes & fees
The Jungle Book | Marcel Stays

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Find the perfect holiday rental for your Madison getaway

Learn about the unique charm of Madison with a stay in a holiday home rental. This city has something for everyone. Gateway Arch and St. Louis Union Station are just a couple of the must-see attractions in the area. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in and around Madison

Are you hoping to discover attractions to see in the area? Venture out of your holiday home and experience everything that makes Madison a fun spot to go on holiday. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • St. Louis Zoo (7.9 mi / 12.8 km)
  • World Wide Technology Raceway (2.5 mi / 4 km)
  • St. Louis Aquarium at Union Station (4.7 mi / 7.5 km)
  • St. Clair Bowl (12.3 mi / 19.8 km)
  • Grant's Farm (14 mi / 22.5 km)
  • The Edge (15.2 mi / 24.4 km)

Exploring the natural landscape of Madison

Whether you're an active traveller or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Madison. These are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Gateway Arch Visitor Center (4.3 mi / 6.9 km)
  • Gateway Arch National Park (4.3 mi / 7 km)
  • Cahokia Mounds State Historic Site (5.4 mi / 8.8 km)
  • Forest Park (7.2 mi / 11.6 km)
  • Missouri Botanical Garden (7.3 mi / 11.8 km)
  • Jewel Box (7.4 mi / 11.9 km)

Travelling to and around Madison

Fly into Lambert-St. Louis International Airport (STL), the closest airport, located 12 mi (19.3 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into Belleville, IL (BLV-MidAmerica-St. Louis), which is 20.7 mi (33.3 km) away.

Frequently asked questions

What is the best area to stay in Madison when booking a holiday rental?
When considering a holiday rental in Madison, Illinois, one of the standout areas to stay in is the downtown district. This vibrant neighbourhood is not only convenient for accessing local amenities but also offers a delightful mix of dining, shopping, and cultural experiences. A highlight of downtown Madison is the historic courthouse, which adds a charming architectural element to the area. Additionally, the nearby parks provide lovely green spaces for relaxation and recreation.Another appealing option is the neighbourhood surrounding the Madison Zoo. This area is superb for families and nature enthusiasts, as the zoo itself is a great attraction, offering opportunities to learn about wildlife while enjoying a pleasant day out. The proximity to other parks and outdoor activities enhances the appeal of this location.In terms of holiday rentals, downtown Madison has a range of properties, from modern apartments to charming homes, suiting various tastes and budgets. The zoo area also offers a selection of accommodations, making it easy to find a suitable place to stay while exploring the local attractions.
When is the best time to visit Madison for a holiday rental?
The best time to visit Madison for a holiday rental is during the peak season from June to August. This vibrant period attracts families and outdoor enthusiasts alike, making it great for enjoying the city's many parks, lakes, and cultural events. With warm temperatures averaging between 20 to 30 degrees Celsius, visitors can comfortably partake in a variety of outdoor activities, including boating, hiking, and exploring the local farmers' markets.August stands out as the most popular month, offering a lively option with numerous festivals and events that showcase Madison's community spirit. It's an excellent opportunity to immerse yourself in the local culture while enjoying the beautiful summer weather. The abundance of outdoor dining options and scenic waterfront spots adds to the charm, making it a delightful time for those who appreciate the outdoors.For those looking for a more budget-friendly option, December presents a great experience with a quieter atmosphere and festive holiday events. It's cooler, with temperatures ranging from -5 to 5 degrees Celsius, visitors can enjoy the city's winter activities, including ice skating and holiday markets, which can be quite enchanting.
What are the top attractions in Madison?
Madison, Illinois, offers a variety of attractions to explore. The city is known for its proximity to the vibrant downtown area, where visitors can enjoy local shops, restaurants, and cultural venues. The nearby Gateway Arch in St. Louis is a major highlight, providing stunning views and historical significance just a short drive away.For outdoor enthusiasts, the adjacent parks along the Mississippi River, such as the scenic Riverlands Migratory Bird Sanctuary, are great for hiking, birdwatching, and enjoying nature. Additionally, the nearby Cahokia Mounds State Historic Site showcases fascinating ancient Native American earthworks and offers educational experiences.Madison also has easy access to the historic districts of St. Louis, where attractions like the City Museum and the St. Louis Zoo can be found.
Are all fees included in the Madison holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Madison holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Madison with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Madison holiday homes?
You can find great discounts on holiday homes in Madison on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Madison holiday home booking on Bookabach?
To find Madison holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Madison?
A long-stay holiday home in Madison is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Madison holiday home?
Book your Madison holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Madison?
Prices for holiday homes in Madison vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Madison to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.