Madison Holiday Rentals : Search Short-Term Rentals

Q: What are some of the best holiday rentals that Madison has to offer?

Sportsman's Country Lodge: The Roost : This holiday home rental outside of Madison is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. 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.

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Holiday Rentals in Madison

"Perfect spot for what we needed"

"Wonderful cabin and property. Host has everything supplied for a great stay. Excellent location and great view of the lake. Will definitely inquire about staying again."

"Very clean, spacious property, everything was as advertised and reasonably priced, would stay there again "

includes taxes & fees

24 Feb - 25 Feb

"Stayed here with my family for a long weekend of waterfowl hunting. House was clean, beds comfortable, and location was convenient to walk for lunch or dinner. We'll be back. "

"Our stay was great! We had clean beds and I nice long table to eat and play games. Pretty much all you need for an ice fishing vacation!"

"Great place and location. We will come back to this house every year. "

"Perfect little house for a weekend fishing trip. No issues with anything. Everything was clean, as pictured. Host promptly answered questions. Good location close to downtown. "

"Thank you for a nice stay. The property was clean and the back yard and neighborhood are very relaxing and quiet. If you are looking for a place to stay with a larger group, this might be your place. Plenty of pots and pans. It isnt the most updated or fancy rental, but it was clean, warm and we would book again!!! "

includes taxes & fees

13 Feb - 14 Feb

"This is a great little place attached to a shop. It was great for the purpose of our trip and met all of our needs. ADA accessible everywhere but the shower. No tub bench or grab bars. Would stay here again!"

"2nd year in a row staying at this awesome place on the Lake had plenty of room for all of us and caught great fish on the lake will stay again in future!"

"Although the weather didn’t cooperate for fishing so much the house was great. Has off street parking and is good size house for 2-3 people. All amenities described were there. Will stay again when in the area"

"We had a great stay. The house is close to the lake and walkable to groceries, bars and restaurants."

"Perfect lake cabin for small group. Clean, has everything you need to be comfortable. "

"This is aharming older home in a quiet neighborhood; well appointed and well maintained. It gave us a comfortable, convenient place to relax between school and family events."

"Great place for families to gather. We enjoyed the proximity to the lake. "

"The property inside was well maintained. Lots of amenities. My 75 year old parents came, the bedroom downstairs suited them well. The neighbor Steve was helpful when I accidentally opened and couldnt get it shut. He also came in and showed us where to fish on thier lardge topo map.couldnt get it shut"

"We were treated tike a good friend by our host. Even assisted with a forgotten purse at the VFW. On a Sunday i may add. Th facility was better than expected! Great location, Great parking beds awesome. Cant say enough We all had the very best time Already looking in to booking for this winter and again next fall. 100% WILL RECOMIND TO EVERYONE!!!"

"What a great place to stay. We were hunting nearby and had an absolutely fabulous time. The property was clean, comfortable and the hosts were great to work with. This is our third trip to this property and we'll be back! be back! back. again!proagain!"

includes taxes & fees

14 Feb - 15 Feb

"Wonderful place for a group of guys and their dogs to stay and enjoy some great public land in Western MN."

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Other types of properties in Madison you may be interested in

"Perfect spot for what we needed"

Laptop workspace, iron/ironing board, travel cot, free WiFi

"Although housekeeping is per request, it’s a good place to stay. Breakfast is above average for the rural location, and everything is really good – it’s clear the latest owners are trying, and succeeding!!"

includes taxes & fees

13 Feb - 14 Feb

"A very clean property with a smooth check in and friendly service."

includes taxes & fees

23 Feb - 24 Feb

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, apart-hotels, 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 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. Madison is known for its entertainment choices and theatres. Make sure you have time to check out the museums while you're in the area.

What are some of the best holiday rentals that Madison has to offer?

Sportsman's Country Lodge: The Roost: This holiday home rental outside of Madison is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. 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.

What can I see and do in Madison?

While you're exploring the area, Lac qui Parle State Park and Lac qui Parle Wildlife Management Area are a couple of picturesque spots to get outside and enjoy nature. Big Stone National Wildlife Refuge and Odessa Boulder 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 feature amenities such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for family trips or small group gatherings.

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Holiday Rentals in Madison

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Holiday Rentals in Madison

Cornfield Country House

Cozy 2-bedroom cabin with WiFi, AC in serene Big Stone City

Sportsman's Country Lodge: The Roost

Family Shoreline Hideaway

Enjoy this peaceful house on Big Stone Lake!

Waterfront Big Stone Lake Home w/Dock & Views

Sportsman's Country Lodge: The Bluegill

Sportsman's Country Lodge: Wild Turkey

1BR cabin on Big Stone Lake

Spacious home with a large deck and ample space for beautiful sunset viewing!

Bigstone Lake waterfront cabin

Beautifully updated 4 bedroom Lake Home

Year round cabin on level lot with dock

Cozy Appleton Getaway w/ Screened-In Porch + Yard!

Family Cove Beach House

Renovated Lake Home Sunset Oasis close to downtown on Big Stone

The Mulberry House near the south shore of Big Stone Lake

Odessa Lodge 3bd/2ba-Close to hunting, fishing, hiking and Lake Fun

Large Private Lodge located in the middle of a hunters paradise

Cozy Appleton Getaway w/ Screened-in Porch + Yard!

Other types of properties in Madison you may be interested in

Cornfield Country House

Econo Lodge

Grandstay Hotel and Suites Milbank

Find out more about Madison

Frequently asked questions