Default HTG hotel image

Madison Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Madison holiday rentals

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

The Rustic Railroad Studio 5 Min to HWY 63 Kitchen + Washer/Dryer
Renick
9.2 out of 10, Wonderful, (5 reviews)
"good"
United States
Crismon
The price is NZ$191
includes taxes & fees
20 Aug - 21 Aug
The Rustic Railroad Studio 5 Min to HWY 63 Kitchen + Washer/Dryer

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

Rustic 2-bedroom cabin next to 1000+ acre Conservation area near Mark Twain Lake
Paris
9.2 out of 10, Wonderful, (7 reviews)
"Amazing location away from everyone. Nice getaway for the family to just unwind and disconnect. Very close to public hunting, enjoyed the stay."
United States
Victoria H.
The price is NZ$414
includes taxes & fees
20 Aug - 21 Aug
Rustic 2-bedroom cabin next to 1000+ acre Conservation area near Mark Twain Lake

3. Great place for allot of fun events & all your people under 1 roof low cost!

Great place for allot of fun events & all your people under 1 roof low cost!
Hunnewell
7.8 out of 10, Good, (7 reviews)
"It was great we stayed there while deer hunting. It was perfect. Owners were Very friendly and accommodating. Definitely be back on our next hunting trip. "
United States
Mike S.
The price is NZ$318
includes taxes & fees
20 Aug - 21 Aug
Great place for allot of fun events & all your people under 1 roof low cost!

4. Teal Nest - at The Lodges of Long Branch

Teal Nest - at The Lodges of Long Branch
Bevier Township
10.0 out of 10, Exceptional, (8 reviews)
"Great place to stay and relax. Great Italian Food close by -Ugo;s. Will stay here again next year"
United States
Vincent H.
The price is NZ$304
includes taxes & fees
20 Aug - 21 Aug
Teal Nest - at The Lodges of Long Branch

5. Unwind on Vine

Unwind on Vine
Macon
9.6 out of 10, Exceptional, (36 reviews)
"This rental was excellent! It was clean, the beds were comfortable, the water pressure in the shower was fantastic, easy access to the beautiful town of Macon."
United States
Dakota O.
The price is NZ$291
includes taxes & fees
20 Aug - 21 Aug
Unwind on Vine

6. Blue Heron Hut - At the Lodges of Long Branch

Blue Heron Hut - At the Lodges of Long Branch
Bevier Township
10.0 out of 10, Exceptional, (3 reviews)
"Very clean and a lovely place to stay."
United States
Jean F.
The price is NZ$450
includes taxes & fees
24 Aug - 25 Aug
Blue Heron Hut - At the Lodges of Long Branch

7. Spacious Family Retreat / Sleeps 9 / Fenced Yard

Spacious Family Retreat / Sleeps 9 / Fenced Yard
Macon
10.0 out of 10, Exceptional, (2 reviews)
"Nice house in great location,would definitely stay again"
United States
Bert A.
The price is NZ$708
includes taxes & fees
20 Aug - 21 Aug
Spacious Family Retreat / Sleeps 9 / Fenced Yard

8. Mallard Cottage - At the Lodges of Long Branch

Mallard Cottage - At the Lodges of Long Branch
Bevier Township
8.8 out of 10, Excellent, (3 reviews)
"The cabin and property are very well maintained. Had neighbors staying in the nearby cottage with zero issues. Check in and out was smooth and communication was great."
United States
Beth G.
The price is NZ$487
includes taxes & fees
20 Aug - 21 Aug
Mallard Cottage - At the Lodges of Long Branch

9. Convenience Haven/Modern 3BR 2BA Home in Macon, MO, Briggs Convenience Haven

Convenience Haven/Modern 3BR 2BA Home in Macon, MO, Briggs Convenience Haven
Macon
10.0 out of 10, Exceptional, (8 reviews)
"The host was very welcoming and very quick to respond back. The home itself was very clean, comfortable, and the price was excellent. "
United States
Jamie C.
The price is NZ$928
includes taxes & fees
24 Aug - 25 Aug
Convenience Haven/Modern 3BR 2BA Home in Macon, MO, Briggs Convenience Haven
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Madison holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Madison. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Madison. Seeing all the best attractions is bound to make you fall in love with Madison. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Madison short-term rentals, that won’t be hard to do.

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?

Holder House at Beautiful 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. Kitchen amenities include a fridge, a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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 Heritage Hills Golf Course 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.