Madison Holiday Rentals
House
10.0Exceptional
(97 Reviews)
3 Bedrooms
1 Bath
8 Guests
1800 ft²
Fireplace/Heating
Balcony/Terrace
Kitchen
Parking
د.إ.747/Night
7 Nights - د.إ.5,233
Apartment
- St. Louis
- ·
- Downtown West
- 0.59 mi to center
8.5Fabulous
(109 Reviews)
5 Bedrooms
8 Baths
10 Guests
1323.96 ft²
Air Conditioner
Internet
Child Friendly
Wheelchair Accessible
د.إ.676/Night
7 Nights - د.إ.4,730
House
- St. Louis
- ·
- Grand Center
- 0.16 mi to center
9.4Exceptional
(93 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.729/Night
7 Nights - د.إ.5,105
Apartment
10.0Exceptional
(69 Reviews)
2 Bedrooms
1 Bath
6 Guests
1600 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
د.إ.910/Night
7 Nights - د.إ.6,372
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 1.39 mi to center
7.0Very Good
(1 Review)
2 Bedrooms
1 Bath
4 Guests
1001.04 ft²
- Parking
- Air Conditioner
- Child Friendly
د.إ.441/Night
7 Nights - د.إ.3,085
Apartment
10.0Exceptional
(53 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.841/Night
7 Nights - د.إ.5,887
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 1.26 mi to center
10.0Exceptional
(23 Reviews)
2 Bedrooms
2 Baths
6 Guests
1100 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
د.إ.908/Night
7 Nights - د.إ.6,353
Apartment
10.0Exceptional
(17 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
د.إ.708/Night
7 Nights - د.إ.4,958
House
- St. Louis
- ·
- Central West End
- 0.63 mi to center
10.0Exceptional
(14 Reviews)
4 Bedrooms
3 Baths
9 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
د.إ.1,485/Night
7 Nights - د.إ.10,397
Luxury Holiday Rentals in Madison
Over 1446+ Luxury Holiday Rentals in or Near Madison
House
- St. Louis
- ·
- Grand Center
- 0.27 mi to center
4 Bedrooms
4 Baths
10 Guests
Pet Friendly- Parking
- Air Conditioner
- Internet
د.إ.29,564/Night
7 Nights - د.إ.206,945
Condo
- St. Louis
- ·
- Downtown St. Louis
- 0.77 mi to center
1 Bedroom
1 Bath
6 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
د.إ.10,070/Night
7 Nights - د.إ.70,490
House
- St. Louis
- ·
- Downtown St. Louis
- 1.39 mi to center
6 Bedrooms
6 Baths
60 Guests
12000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.9,725/Night
7 Nights - د.إ.68,073
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 0.67 mi to center
9 Bedrooms
3 Baths
16 Guests
- Parking
- Air Conditioner
- Internet
- Wheelchair Accessible
د.إ.6,082/Night
7 Nights - د.إ.42,572
Apartment
- St. Louis
- ·
- Downtown West
- 0.46 mi to center
10.0Exceptional
(1 Review)
5 Bedrooms
5 Baths
12 Guests
Hot Tub- Fireplace/Heating
- Kitchen
- Air Conditioner
د.إ.5,370/Night
7 Nights - د.إ.37,588
House
- St. Louis
- ·
- Central West End
- 0.41 mi to center
9.4Exceptional
(8 Reviews)
12 Bedrooms
10 Baths
34 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.5,020/Night
7 Nights - د.إ.35,138
House
- St. Louis
- ·
- Downtown St. Louis
- 1.41 mi to center
14 Bedrooms
4 Baths
30 Guests
5198.97 ft²
- Hot Tub
- Parking
- Air Conditioner
- Internet
د.إ.5,017/Night
7 Nights - د.إ.35,116
Condo
- St. Louis
- ·
- Downtown St. Louis
- 0.81 mi to center
10.0Exceptional
(24 Reviews)
2 Bedrooms
2 Baths
4 Guests
1872 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.3,707/Night
7 Nights - د.إ.25,954
House
5 Bedrooms
3 Baths
15 Guests
1700.7 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Parking
د.إ.3,564/Night
7 Nights - د.إ.24,951
Top-Rated Holiday Rentals with a Pool in Madison
Over 102+ The Best Private Villas and Holiday Rentals in Madison with a Pool
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 0.52 mi to center
10.0Exceptional
(6 Reviews)
2 Bedrooms
2 Baths
6 Guests
1184 ft²
Oceanfront- Fireplace/Heating
Pool
Ocean View
د.إ.743/Night
7 Nights - د.إ.5,204
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 0.52 mi to center
10.0Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
6 Guests
1184 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
د.إ.711/Night
7 Nights - د.إ.4,976
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 0.52 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
748 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
د.إ.592/Night
7 Nights - د.إ.4,143
Apartment
- St. Louis
- ·
- Central West End
- 0.59 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
565 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
د.إ.653/Night
7 Nights - د.إ.4,569
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 0.52 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
748 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
د.إ.592/Night
7 Nights - د.إ.4,143
Hotel
- St. Louis
- ·
- Downtown St. Louis
- 1.12 mi to center
9.6Exceptional
(3422 Reviews)
1 Bath
- Hot Tub
- Pool
- Balcony/Terrace
Breakfast
د.إ.696/Night
7 Nights - د.إ.4,870
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 0.52 mi to center
9.6Exceptional
(5 Reviews)
1 Bedroom
1 Bath
4 Guests
748 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
د.إ.592/Night
7 Nights - د.إ.4,143
Hotel
- St. Louis
- ·
- Downtown St. Louis
- 0.11 mi to center
9.4Exceptional
(1358 Reviews)
1 Bath
- Hot Tub
- Pool
- Breakfast
- Kitchen
د.إ.625/Night
7 Nights - د.إ.4,374
Hotel
- St. Louis
- ·
- Downtown St. Louis
- 1.35 mi to center
9.4Exceptional
(1002 Reviews)
1 Bath
- Hot Tub
Spa- Fireplace/Heating
- Pool
د.إ.1,396/Night
7 Nights - د.إ.9,769
Pet-Friendly Holiday Rentals in Madison
Over 545+ Pet-Friendly Holiday Rentals in or Near Madison
Apartment
- St. Louis
- ·
- Downtown West
- 0.50 mi to center
10.0Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.1,396/Night
7 Nights - د.إ.9,773
House
- St. Louis
- ·
- Lafayette Square
- 0.25 mi to center
1 Bedroom
2 Baths
9 Guests
10763.91 ft²
- Pet Friendly
- Kitchen
- Parking
- Air Conditioner
د.إ.646/Night
7 Nights - د.إ.4,525
Apartment
- St. Louis
- ·
- Grand Center
- 0.47 mi to center
8.4Excellent
(131 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.531/Night
7 Nights - د.إ.3,720
Apartment
- St. Louis
- ·
- Downtown West
- 0.50 mi to center
10.0Exceptional
(4 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
د.إ.1,354/Night
7 Nights - د.إ.9,475
House
- St. Louis
- ·
- Central West End
- 0.45 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
3 Baths
8 Guests
1980.56 ft²
- Pet Friendly
- Parking
- Air Conditioner
- Internet
د.إ.2,774/Night
7 Nights - د.إ.19,420
House
10.0Exceptional
(4 Reviews)
3 Bedrooms
3 Baths
8 Guests
2500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.948/Night
7 Nights - د.إ.6,636
House
10.0Exceptional
(2 Reviews)
5 Bedrooms
2 Baths
14 Guests
2500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.1,676/Night
7 Nights - د.إ.11,730
Apartment
- St. Louis
- ·
- Grand Center
- 0.47 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
463 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.831/Night
7 Nights - د.إ.5,817
Condo
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
900 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.815/Night
7 Nights - د.إ.5,703
Large Holiday Rentals and Private Villas in Madison
Over 210+ Large Holiday Rentals and Private Villas in or Near Madison
House
- St. Louis
- ·
- Central West End
- 0.16 mi to center
10.0Exceptional
(8 Reviews)
5 Bedrooms
2 Baths
12 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
د.إ.1,136/Night
7 Nights - د.إ.7,951
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 0.77 mi to center
10.0Exceptional
(1 Review)
6 Bedrooms
2 Baths
14 Guests
2325 ft²
- Parking
- Air Conditioner
- Internet
د.إ.3,162/Night
7 Nights - د.إ.22,134
House
10.0Exceptional
(5 Reviews)
4 Bedrooms
2 Baths
11 Guests
- Hot Tub
- Fireplace/Heating
- Kitchen
- Parking
د.إ.1,322/Night
7 Nights - د.إ.9,255
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 0.77 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
16 Guests
2400.35 ft²
- Parking
- Air Conditioner
- Internet
د.إ.3,162/Night
7 Nights - د.إ.22,134
Condo
- St. Louis
- ·
- Lafayette Square
- 0.07 mi to center
10.0Exceptional
(1 Review)
7 Bedrooms
2 Baths
14 Guests
2000 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
د.إ.2,080/Night
7 Nights - د.إ.14,558
House
9.8Exceptional
(119 Reviews)
5 Bedrooms
4 Baths
12 Guests
3165 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.1,961/Night
7 Nights - د.إ.13,724
House
9.8Exceptional
(39 Reviews)
4 Bedrooms
2 Baths
12 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.1,703/Night
7 Nights - د.إ.11,921
House
9.8Exceptional
(36 Reviews)
3 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.1,693/Night
7 Nights - د.إ.11,851
House
9.8Exceptional
(34 Reviews)
5 Bedrooms
4 Baths
14 Guests
3600 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.2,020/Night
7 Nights - د.إ.14,139
Wheelchair Accessible Holiday Homes in Madison
Over 485+ Wheelchair Accessible Holiday Homes in or Near Madison
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 1.28 mi to center
10.0Exceptional
(4 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
د.إ.1,171/Night
7 Nights - د.إ.8,193
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 1.32 mi to center
9.3Exceptional
(7 Reviews)
1 Bedroom
1 Bath
2 Guests
645.83 ft²
- Fireplace/Heating
- Parking
- Air Conditioner
- Internet
د.إ.784/Night
7 Nights - د.إ.5,490
Bed & Breakfast
- St. Louis
- ·
- Central West End
- 0.79 mi to center
8.0Excellent
(55 Reviews)
1 Bedroom
1 Bath
- Breakfast
- Kitchen
- Parking
- Internet
د.إ.734/Night
7 Nights - د.إ.5,142
New
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 0.79 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
5 Guests
1200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.1,239/Night
7 Nights - د.إ.8,678
Apartment
- St. Louis
- ·
- Downtown West
- 0.58 mi to center
9.0Exceptional
(8 Reviews)
2 Bedrooms
2 Baths
4 Guests
1485.42 ft²
- Balcony/Terrace
- Parking
- Air Conditioner
- Internet
د.إ.646/Night
7 Nights - د.إ.4,525
Apartment
- St. Louis
- ·
- Downtown West
- 0.46 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.812/Night
7 Nights - د.إ.5,685
Apartment
- St. Louis
- ·
- Central West End
- 0.26 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
3 Guests
675 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
د.إ.600/Night
7 Nights - د.إ.4,205
Apartment
- St. Louis
- ·
- Downtown West
- 0.51 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.1,304/Night
7 Nights - د.إ.9,126
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 0.90 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
3 Guests
900 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
د.إ.324/Night
7 Nights - د.إ.2,270
Madison Private Villas and Holiday Homes Under $200
Over 846+ Madison Private Villas and Holiday Homes Under $200
Apartment
10.0Exceptional
(9 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.660/Night
7 Nights - د.إ.4,620
House
10.0Exceptional
(14 Reviews)
2 Bedrooms
2 Baths
4 Guests
1194.79 ft²
- Fireplace/Heating
- Balcony/Terrace
- Parking
- Air Conditioner
د.إ.595/Night
7 Nights - د.إ.4,165
House
- St. Louis
- ·
- Central West End
- 0.44 mi to center
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.560/Night
7 Nights - د.إ.3,919
Apartment
10.0Exceptional
(6 Reviews)
2 Bedrooms
1 Bath
6 Guests
2200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.549/Night
7 Nights - د.إ.3,841
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 1.30 mi to center
10.0Exceptional
(10 Reviews)
1 Bedroom
1 Bath
2 Guests
699.65 ft²
- Fireplace/Heating
- Parking
- Air Conditioner
- Internet
د.إ.703/Night
7 Nights - د.إ.4,921
House
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
1600 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.724/Night
7 Nights - د.إ.5,068
Apartment
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
د.إ.644/Night
7 Nights - د.إ.4,506
Apartment
- St. Louis
- ·
- Grand Center
- 0.47 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
495 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.673/Night
7 Nights - د.إ.4,712
Apartment
- St. Louis
- ·
- Grand Center
- 0.47 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
495 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.642/Night
7 Nights - د.إ.4,491
Instantly Bookable Holiday Homes in Madison
Over 671+ Instantly Bookable Holiday Homes in or Near Madison
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 1.36 mi to center
10.0Exceptional
(11 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.916/Night
7 Nights - د.إ.6,416
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 0.68 mi to center
10.0Exceptional
(4 Reviews)
2 Bedrooms
1 Bath
3 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
د.إ.1,116/Night
7 Nights - د.إ.7,815
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 1.30 mi to center
10.0Exceptional
(7 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
د.إ.738/Night
7 Nights - د.إ.5,164
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 1.30 mi to center
10.0Exceptional
(5 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
د.إ.841/Night
7 Nights - د.إ.5,887
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 1.30 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.849/Night
7 Nights - د.إ.5,946
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 1.32 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
2 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
د.إ.1,110/Night
7 Nights - د.إ.7,767
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 1.30 mi to center
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
د.إ.756/Night
7 Nights - د.إ.5,292
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 1.32 mi to center
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Parking
- Air Conditioner
- Internet
د.إ.746/Night
7 Nights - د.إ.5,222
Apartment
- St. Louis
- ·
- Downtown St. Louis
- 1.30 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
د.إ.1,498/Night
7 Nights - د.إ.10,485
Book a Last Minute Place to Stay in Madison
About Casai's Private Villas and Holiday Rentals in Madison
Discover more than 1455 vacation rentals available in Madison. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Madison.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Madison, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Madison. On average, places to stay near Madison offer 746.14 ft², with nightly prices averaging د.إ.4,305.
With Casai, finding and comparing holiday rentals in Madison is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Madison
| Type | Count |
|---|---|
| Holiday Apartments | 897 |
| Vacation Homes | 358 |
| Cottages | 3 |
| Villas | 2 |
Use these Quick Filters to Find a Holiday Rental in Madison
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Madison.
Weather in Madison, IL
View the weather forecast for Madison before booking your Madison Vacation Rentals to confirm your best time to go.
December - February
High 44°F Low 15°F
March - May
High 68°F Low 26°F
June - August
High 82°F Low 57°F
September - November
High 79°F Low 27°F
Top Attractions Around Madison, IL
Casai offers a large selection of top attractions around Madison . Research things to do on your vacation before you visit Madison.
Frequently Asked Questions About Madison?
What are the top holiday rentals in Madison?
With numerous options available in Madison, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Madison:
- World’s Fair Charm -Two Story 3 bdrm
- Classy Midtown 2BR, King Master
- Historic Soulard King 2BR Apt w/Private Deck
- Luxury Corporate Loft Suites In Soulard
- The Dackel - Townhouse in Historic Soulard
- NEW! Luxurious Soulard Townhome w/Brewery Views!
- Luxury Brownstones in Historic Soulard
- Centrally Located Home Perfect for Family Getaway
- The Luck Dragon Loft
- Arch View from private deck, 2BR 2BA sleeps 5. Newly rehabbed historic building
How many holiday rentals have private pools in Madison?
Discover a selection of holiday rentals with private pools near Madison with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- Incredible 2 story city penthouse with rooftop pool, hot tub & views!
- Drury Plaza St. Louis at the Arch
- Perfectly Appointed Suite for Groups! Free Wi-Fi!
- Drury Inn and Suites St Louis Union Station
Which holiday homes in Madison are best for families?
If you're searching for a family-friendly holiday home in Madison, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Madison:
- Riverfront Loft-Parking-Clubhouse-Gym-Deck
- Studio Apt. Near Alamo Drafthouse, SLU & Downtown
- Hidden Gem | JZ Vacation Rentals
How many Casai.ae holiday rentals are available in Madison?
As of 2026, Casai boasts over 1455 properties listed in the Madison area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Madison.
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