Madison County Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Top Cities in Madison County

Top Holiday Rentals Destinations in Madison County

White House at Grand Central

4.0 star property
8.6 out of 10, Excellent, (118)
"The property is in a Safe neighborhood. "
White House at Grand Central

Landing Downtown St. Louis

4.0 star property
7.6 out of 10, Good, (15)
"Great place to stay when watching the Cardinals. "
Landing Downtown St. Louis

The St. Charles Guest House, lovely historic home, fun for families and groups

10.0 out of 10, Exceptional, (133)
"We loved staying here in this adorable clean house that was only 1 block off of downtown Main Street shopping. "
The St. Charles Guest House, lovely historic home, fun for families and groups

St. Charles 1860's Gem - Sleeps 6!

9.8 out of 10, Exceptional, (122)
"Perfect place to stay while we were in town for a show! "
The price is NZ$444
includes taxes & fees
28 Sept - 29 Sept
St. Charles 1860's Gem - Sleeps 6!

Residence on the Roundabout

9.6 out of 10, Exceptional, (137)
"Very clean. Comfortable couch/beds"
Residence on the Roundabout

Madison House 1 -Walk to Main St

8.8 out of 10, Excellent, (13)
"Comfortable place to stay easy to find location close to everything in St Charles"
The price is NZ$410
includes taxes & fees
28 Sept - 29 Sept
Madison House 1 -Walk to Main St

Centrally located in the Tower Grove East neighborhood!

9.8 out of 10, Exceptional, (127)
"Great stay, comfortable furnishings, quiet street. "
The price is NZ$290
includes taxes & fees
29 Sept - 30 Sept
Centrally located in the Tower Grove East neighborhood!

1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!

10.0 out of 10, Exceptional, (208)
"The riverside guest house was a perfect find for our two day getaway. Would definitely stay again. Perfect location. "
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!

Honky Tonk Hideaway

9.2 out of 10, Wonderful, (7)
"Great place to stay"
The price is NZ$484
includes taxes & fees
28 Sept - 29 Sept
Honky Tonk Hideaway

Prime Loft of Main Street

9.8 out of 10, Exceptional, (99)
"This is a great property located in wiyhin walking distance to shops restaurants and interesting things to see"
The price is NZ$430
includes taxes & fees
6 Oct - 7 Oct
Prime Loft of Main Street

Cozy Clark Suite in Frenchtown Saint Charles

9.4 out of 10, Exceptional, (8)
"Perfect for a couple. Well maintained. "
The price is NZ$398
includes taxes & fees
29 Sept - 30 Sept
Cozy Clark Suite in Frenchtown Saint Charles

Convenience 2 Bedroom House to Explore All of St Louis

9.8 out of 10, Exceptional, (30)
"One night stay. Location convenient to downtown Clayton. "
The price is NZ$439
includes taxes & fees
28 Sept - 29 Sept
Convenience 2 Bedroom House to Explore All of St Louis

Historic*Unique*Downtown*Quiet*Bright*Cheerful*Getaway

9.6 out of 10, Exceptional, (49)
"This place was perfect for our visit to St Charles. We'll definitely book it again the next time we come to visit family"
The price is NZ$544
includes taxes & fees
28 Sept - 29 Sept
Historic*Unique*Downtown*Quiet*Bright*Cheerful*Getaway

Spacious 3BR w/ Private Yard | Steps to Soulard Market & AB Brewery

10.0 out of 10, Exceptional, (17)
"Beautiful house in a great little neighborhood. We loved our stay!"
Spacious 3BR w/ Private Yard | Steps to Soulard Market & AB Brewery

Stunning 1890's Home - Sleeps 8!

10.0 out of 10, Exceptional, (79)
"We loved this beautiful property. The host was great at communicating with us and took care of everything we needed to accommodate my family. We will be booking this property for our next stay!"
The price is NZ$700
includes taxes & fees
12 Oct - 13 Oct
Stunning 1890's Home - Sleeps 8!

Large Executive 1st Floor Apartment with Chefs Kitchen!

9.0 out of 10, Wonderful, (15)
"This place is beautiful! Comfortable bed, big kitchen. Nice living room area. Quiet and safe. We liked it a lot. "
Large Executive 1st Floor Apartment with Chefs Kitchen!

Newly Updated Charming and Cozy Home near Historic Main Street in Frenchtown.

10.0 out of 10, Exceptional, (39)
"The house was very cute and cozy. The host was very responsive and even let us check n a little early. We would definitely stay here again."
Newly Updated Charming and Cozy Home near Historic Main Street in Frenchtown.

South City Historic Home w/ private carport

8.8 out of 10, Excellent, (43)
"Loved it nice house"
South City Historic Home w/ private carport

Serene Living Downtown STL Loft

7.6 out of 10, Good, (9)
"This loft was great. We were able to walk to restaurants, some attractions, Washington Ave.and the Metro Link. The loft was very clean and roomy. At night you can watch volleyball from the living room. The host was very responsive. I would stay here again."
The price is NZ$245
includes taxes & fees
29 Sept - 30 Sept
Serene Living Downtown STL Loft

Work-Ready 1BR | Fast Wi-Fi & Laundry – Steps to Tower Grove Park (65)

2.0 star property
7.2 out of 10, Good, (10)
"Location was quiet and safe and apartment was as shown in pictures "
The price is NZ$265
includes taxes & fees
1 Oct - 2 Oct
Work-Ready 1BR | Fast Wi-Fi & Laundry – Steps to Tower Grove Park (65)
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Madison County Hotel Reviews

Find out more about Madison County

Find out more about Madison County

Everything you need to know about Madison County 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 County 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 County holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Madison County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Madison County. 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Madison County 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 County holiday rentals we have selected for you start as low as NZ$245 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Madison County rentals

At Expedia, we put the best Madison County 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 County 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 County 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 County. 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