Madison Holiday Rentals

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Holiday Rentals in Madison

3-bedroom apartment downtown Madison

Madison
10.0 out of 10, Exceptional, (2)
"Very clean and well decorated. All amenities were working and available. Very quiet and peaceful."
United States
Kym C.
3-bedroom apartment downtown Madison

Cornfield Country House

Hantho Township
10.0 out of 10, Exceptional, (3)
"Perfect spot for what we needed"
United States
Lisa
Cornfield Country House

Cornfield Country House 1/2

Hantho Township
Cornfield Country House 1/2

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

Big Stone City
10.0 out of 10, Exceptional, (23)
"Will be going back again next year!"
United States
Jason
Cozy 2-bedroom cabin with WiFi, AC in serene Big Stone City

Waterfront Big Stone Lake Home w/Dock & Views

Ortonville
10.0 out of 10, Exceptional, (118)
"We had an amazing stay! The home was clean and well equipped with everything we needed plus more! The host are extremely nice, "
United States
Kennedy M.
Waterfront Big Stone Lake Home w/Dock & Views

Family Cove Beach House

2.0 star property
Ortonville
9.4 out of 10, Exceptional, (11)
"Owners were great with communication. Had a couple of issues but they got on it, immediately!! Was an excellent stay, and hope to be back again!!"
United States
Darla M.
Family Cove Beach House

Sportsman's Country Lodge: Wild Turkey

Ortonville
9.2 out of 10, Wonderful, (5)
"Was great time"
United States
Scott T.
The price is NZ$409
includes taxes & fees
24 Nov - 25 Nov
Sportsman's Country Lodge: Wild Turkey

The Mulberry House near the south shore of Big Stone Lake

Ortonville
10.0 out of 10, Exceptional, (20)
"Host did a great job of communication during our stay!"
United States
Brian Z.
The Mulberry House near the south shore of Big Stone Lake

Family Shoreline Hideaway

Ortonville
9.4 out of 10, Exceptional, (16)
"Our stay was very nice! The house sleeps well - quite and comfortable. Had a fire in the pit a night or two and ate dinner down by the lake on the deck every evening!"
United States
Craig and Corinda W.
Family Shoreline Hideaway

1BR cabin on Big Stone Lake

Big Stone City
10.0 out of 10, Exceptional, (12)
"The homeowner was very responsive and check in was a breeze. Very clean and tastefully decorated. Had everything we needed. Outside area was great with a grill and outdoor seating available. Was able to host some family and have a great place to hang out. Would stay here again."
United States
Sherian K.
1BR cabin on Big Stone Lake

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

Ortonville
10.0 out of 10, Exceptional, (23)
"Very nice peaceful location "
United States
Tim F.
Spacious home with a large deck and ample space for beautiful sunset viewing!

Sportsman's Country Lodge: The Bluegill

Ortonville
8.8 out of 10, Excellent, (22)
"The house was everthing we where looking for!"
United States
Dean B.
The price is NZ$341
includes taxes & fees
24 Nov - 25 Nov
Sportsman's Country Lodge: The Bluegill

Large Private Lodge located in the middle of a hunters paradise

Canby
9.8 out of 10, Exceptional, (23)
"Great place, just hadn't been recently visited so was less clean than anticipated (sheets appeared unwashed); washing machine spin cycle did not work so was difficult to complete laundry.Overall a wonderful location and home - spacious and we enjoyed it.We did receive quick communication with host regarding issues found on first night.Appreciate responsiveness and helpfulness."
United States
Jasmine D.
Large Private Lodge located in the middle of a hunters paradise

Lakefront Home + Guest House • Sleeps 16 • Year-Round Fishing

3.5 star property
Ortonville
9.6 out of 10, Exceptional, (4)
"We enjoyed our family time at the Rusty Anchor. My husband and I stayed at the cottage and our children//grandchildren stayed at the Big House. We had plenty of space for eating and games. It was difficult to play yard games due to the lack of level ground. We enjoyed the paddle boat, kayaks, pontoon, and lily pad. Andy and Nick are friendly and easy to reach. They responded to my questions quickly. They provided top notch appliances and beds/bedding. The only area we felt needed to be improved...
United States
Sharon F.
Lakefront Home + Guest House • Sleeps 16 • Year-Round Fishing

Sportsman's Country Lodge: The Roost

Ortonville
8.8 out of 10, Excellent, (39)
"This remodeled older home was in a great location right in town. Walkable to restaurants and big Stone Lake. It was very clean, but also pet friendly, which made it great for our pheasant hunting weekend."
United States
Jill
The price is NZ$431
includes taxes & fees
24 Nov - 25 Nov
Sportsman's Country Lodge: The Roost

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

Odessa
10.0 out of 10, Exceptional, (14)
"The property worked well for six of us who were staying for a memorial service. Close enough to town, comfortable, clean."
United States
Christine P.
The price is NZ$415
includes taxes & fees
25 Nov - 26 Nov
Odessa Lodge 3bd/2ba-Close to hunting, fishing, hiking and Lake Fun

Year round cabin on level lot with dock

Ortonville
9.6 out of 10, Exceptional, (23)
"Good lake, clean house, friendly neighbors "
United States
James M.
Year round cabin on level lot with dock

Renovated Lake Home Sunset Oasis close to downtown on Big Stone

Ortonville
9.8 out of 10, Exceptional, (34)
"This was a great house for our family to relax and enjoy our time together! It had everything we needed. The owner was welcoming, friendly and very responsive!"
United States
Jessica F.
Renovated Lake Home Sunset Oasis close to downtown on Big Stone

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

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

Family Waterfront Villa

Ortonville
8.4 out of 10, Very good, (9)
"Perfect corner property by the lake. The home had everything we needed for our visit and we would definitely recommend it to anyone heading to Ortonville! "
United States
Caleb T.
Family Waterfront Villa
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.

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Top Madison Hotel Reviews

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 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?

Cornfield Country House: This highly rated holiday home rental in Madison is located in a rural location, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, 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.