Madison 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

Check prices for these dates

In two weeks
In one month
In two months
In three months

Holiday Rentals in Madison

3 Bedroom 2 Bath Cabin nestled in the woods minutes from Mark Twain Lake.

10.0 out of 10, Exceptional, (80)
"Extremely clean property, pretty setting, short drive to the boat landing"
3 Bedroom 2 Bath Cabin nestled in the woods minutes from Mark Twain Lake.

Tastefully restored historic home in quaint town, 20 minute drive to Columbia MO

10.0 out of 10, Exceptional, (152)
"The house is as advertised and has been decorated very nice. We were only there a short time however it had everything we needed for a couple of days. The porch was wonderful for drinking morning coffee. We hope to stay again for a sister’s weekend. "
Tastefully restored historic home in quaint town, 20 minute drive to Columbia MO

The Rustic Railroad Studio 5 Min to HWY 63 Kitchen + Washer/Dryer

8.0 out of 10, Very good, (2)
"good"
The price is NZ$182
includes taxes & fees
6 Oct - 7 Oct
The Rustic Railroad Studio 5 Min to HWY 63 Kitchen + Washer/Dryer

Unwind on Vine

9.6 out of 10, Exceptional, (18)
"Extremely happy with our visit. No issues at all. "
The price is NZ$274
includes taxes & fees
6 Oct - 7 Oct
Unwind on Vine

Holder House at Beautiful Mark Twain Lake.

9.8 out of 10, Exceptional, (55)
"Loved the location as it was very close to a nice boat ramp! Secluded area with great privacy and perfect for our family to get away for a few days!!"
Holder House at Beautiful Mark Twain Lake.

Charming 2-bedroom cabin with WiFi, AC in tranquil Hunnewell

8.0 out of 10, Very good, (2)
"Enough room for everyone. Clean, quiet area. For pit in the back, with a huge yard. We'll be back!"
The price is NZ$360
includes taxes & fees
6 Oct - 7 Oct
Charming 2-bedroom cabin with WiFi, AC in tranquil Hunnewell

R&R Guest House- Renovated Downtown Gem, Patio

7.0 out of 10, Good, (2)
"Such a cute, clean, spacious loft. The pictures do not do it justice. We booked it for our kids coming into town for the weekend. We would definitely book it again. "
R&R Guest House- Renovated Downtown Gem, Patio

“The Stoutsville Cabin” offers you a peaceful and secluded getaway!

10.0 out of 10, Exceptional, (44)
"Love the comfort of this cabin!"
“The Stoutsville Cabin” offers you a peaceful and secluded getaway!

Rut & Strut Ranch - 35 minutes from Mark Twain Lake! Quiet Cabin in the woods

10.0 out of 10, Exceptional, (11)
"We had a nice stay at this unique property in the country. Great place to relax after a busy day in Columbia watching the Tigers game. My wife took a stroll down to the pond and sat in a rocking chair out front while i napped in one of the expansive recliners. We will be back in a couple weeks!"
Rut & Strut Ranch - 35 minutes from Mark Twain Lake! Quiet Cabin in the woods

'grace Place' Clark House on Farm: Shared Hot Tub!

3.0 star property
10.0 out of 10, Exceptional, (2)
"Very clean with a wonderful country atmosphere. Perfect size for 1-2 people to share. The farm animals won my heart over!!!!!!!"
'grace Place' Clark House on Farm: Shared Hot Tub!

Historic Clark Cabin w/ Deck & Fishing Pond Access

3.0 star property
Historic Clark Cabin w/ Deck & Fishing Pond Access

Sisters Four Bed and Bath - Luxury living in a small town atmosphere!

10.0 out of 10, Exceptional, (29)
"Everything we needed was there for us"
Sisters Four Bed and Bath - Luxury living in a small town atmosphere!

Charming Paris Home w/ Porch: Hunt + Unwind!

2.0 star property
Charming Paris Home w/ Porch: Hunt + Unwind!

Charming 2-bedroom house at Mark Twain Lake

9.8 out of 10, Exceptional, (21)
"The accommodation was cozy. Furnishings are updated and clean. Host was friendly and easy to communicate with. Great place to stay. "
Charming 2-bedroom house at Mark Twain Lake

Spacious Home w/ Pond ~ 13 Mi to Columbia!

3.0 star property
Spacious Home w/ Pond ~ 13 Mi to Columbia!

Beautiful historic home in downtown Centralia, just 20 minutes from Columbia, MO

10.0 out of 10, Exceptional, (43)
"I loved the process for reserving the room. Also, the property was clean and provided what we needed for the event. This is an excellent home to rent!"
Beautiful historic home in downtown Centralia, just 20 minutes from Columbia, MO

Rustic 2-bedroom cabin next to 1000+ acre Conservation area near Mark Twain Lake

2.0 star property
8.6 out of 10, Excellent, (4)
"Don't worry about the area outside the cabin, the inside is great and well maintained"
The price is NZ$407
includes taxes & fees
6 Oct - 7 Oct
Rustic 2-bedroom cabin next to 1000+ acre Conservation area near Mark Twain Lake

Peaceful Lakeside Getaway with Private Dock surrounded with Serene Wilderness

10.0 out of 10, Exceptional, (19)
"Very peaceful property with lots of wildlife. Beautiful lake view."
Peaceful Lakeside Getaway with Private Dock surrounded with Serene Wilderness

2 bedroom house near Mark Twain Lake on Salt River! WiFi and Boat parking!

2 bedroom house near Mark Twain Lake on Salt River! WiFi and Boat parking!

The Benjamin House, Comfortable Townhouse with small town feel

10.0 out of 10, Exceptional, (4)
"This property was such an easy drive to the Mizzou campus. The home was clean and beautiful. We will definitely be booking again"
The Benjamin House, Comfortable Townhouse with small town feel
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 Hotel Reviews

Find out more about Madison

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 favorite 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 depends 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 NZ$182 per night. Entering your travel dates in the search wizard you might find 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?

3 Bedroom 2 Bath Cabin nestled in the woods minutes from Mark Twain Lake.: This holiday home rental outside of Madison is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

What’s there to see and do in Madison?

While you're exploring the area, Deer Lake and Renick City Park are a couple of picturesque spots to get outside and enjoy nature. Union Covered Bridge States Historic Site and Magic City Line Mini Train are a couple of places you'll find in the wider area.

What’s a holiday rental in Madison like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Madison. Holiday rentals provide amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from public hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for a family trip or a small group gathering.