
Vacation rentals in Madison
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Top-rated vacation rentals in Madison
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Home rentals in Madison

Fully Renovated 2BR 1BA Gorgeous Exec Home #8ma-R
We loved our stay here and Kevin was a perfect host. Highly recommended.

Grandma's House: Spring is Springing!
Seamless process, comfortable home, very close to skiing. A private and peaceful country home.

First Class 1 -Theater/ARCADE/PRIVATE/WI Dells
First time renting this location for our family Christmas Getaway and had such a good time. Loved the layout of the house. There was room for everyone to enjoy. Definitely would come back again.

Doty ★ Walk to Everything -Hotel Quality- Downtown
We absolutely loved our stay at Doty’s place! From the moment we walked in, it felt like home — warm, welcoming, and thoughtfully laid out. Every detail was so well considered; anytime we needed something, it was right where we expected it to be. The beds were incredibly comfortable, and the overall atmosphere made it so easy to relax and settle in. It was a perfect fit for us, and we wouldn’t hesitate to stay again. Highly recommended!

Home away from home, close to historic square
The house was very clean and comfortable. It was walking distance from the Square. Morgan was very responsive to any questions we had. We look forward to staying here again when we come back to Monroe!

Grooviest | Quiet | Close | Upscale MCM | Records!
Their place had plenty of space for my adult daughter and I. We took the Badger bus from Milwaukee and the location was very close to the bus stop. Since we had taken the bus and arrived before the customary check-in, I did ask to put our bags there early and was granted early check-in. I really appreciated that as it was a cool, rainy day, and we only had about 24 hours to explore the town. If you’re planning to use the three beds in the upstairs loft, just be careful as the ceilings are slanted.

Contemporary home near Madison
Joane was very responsive. House is great. Spacious. Great for stay with extended family!

Modern Lake Geneva Area Home
This was an Airbnb for a team of vendors, who were staying there during a convention at the Grand Geneva. They were all very happy with this location and would like to book it again next year. Thanks for the great stay!
Pet-friendly vacation rentals in Madison

The little Green Birdhouse-McFarland/Monona
My wife and I had a great stay at the Little Green Cottage. The neighborhood is just fantastic. A beautiful lake and Nora keeps a nice yard. The neighborhood is lively with activity during the day and very calm and quiet evening and night.

YurtSimple
It is nice and cozy with all the comforts of home. We stayed toasty with the wood burning stove. I loved having a fire right on the lake. We plan to return yurtly.

131 Plum Cove - 3 Beds, 3 Baths, Sleeps 8
We had originally booked 2 nights, but had such a great time and felt so at home staying at Michael's place that we decided to extend our stay for an extra night. It felt so peaceful and relaxing and even the kids were begging to stay another day. Luckily it was available. Everything was very clean and we loved the style and decor of the house. The view from the balcony was beautiful and perfect for enjoying an early morning cup of coffee. The house had everything we needed for our stay with kids and dogs. The kids loved that we had access to the pool at the owners club and the dogs loved taking walks down the path by the lake. Also, Michael was very responsive throughout our stay. We had an issue with one of the TV's and within 10-15 minutes the maintenance guy was there and able to get it up and running. This place is definitely at the top of our list the next time we visit Galena!

Lake Wisconsin 2BR* GreatHiking nearby -Water View
Enjoyed our stay at this apartment. Excellent location, close to a park, the lake, and a 20 minute drive from some excellent hiking. Brian’s communication was excellent: he helped us get the grill going and offered to hook us up with some canoes or kayaks.

The Getaway Place-Carefree, Fun & Pet Friendly
We couldn't have picked a better home for our weekend get away. We loved the location, it was peaceful and quiet with walking trails nearby. The home had so much to offer from the games room, hot tub, fire pit, grill, sun room and more! The kitchen was well stocked with pots, pans, cooking dishes, etc which made eating in a breeze. There was more than plenty of wood available for the fire pit and the hot tub was such a delight after a long day of exploring town. The furniture was comfy and I slept better there than at home. I appreciated that basics like shampoo, conditioner and body was were provided as well as plenty of towels, extra bedding and a big basket of towels for hot tub. There is even a small washer and dryer with soap pods and dryer sheets available to you! It really felt like home away from home. Jess was responsive when we had questions and provided all the info we needed prior to our arrival to make for a great stay. Would highly recommend staying here!

Hot Tub-Dog friendly-fire tables-pools
Beautiful home. Clean and wonderful amenities. Peaceful stay utilizing hot tub, firepit and porches. Doreen was very attentive throughout stay. We enjoyed the "extras " such as the Owners Club. Highly recommend!

Clean, quiet & family-friendly Townhouse-14 people
Really enjoyed our stay. Thank you

Quietwater-Peaceful, On Water, Nature, Sandbars!
This place provided exactly what we needed: peace, ease & a beautiful view of the water! The cottage is nostalgic and comfortable, providing the perfect getaway for a small group of people (although it feels extra special when it’s just two visitors). We watched movies from the DVD collection, bird watched, listened to oldies on the radio, and chilled out in the (very clean) hot tub! It was, without a doubt, the most relaxing time we’ve had in a long time.
Family friendly vacation rentals in Madison

Prairie-Chic Downtown Lakeside
Alexander's flat in Madison was perfect for our stay. Right downtown, a stone's throw from the capital, and about a mile from the heart of the UW campus, this home was fantastic with a beautiful view of Lake Mendota. The best part of the experience was how easy it was to work with Alexander. He was very responsive to every question, he was proactive about giving us information needed for an easy and comfortable stay, and he was extremely thorough in the information needed about checking in and out of the apartment. All in, this was a great experience and I would absolutely stay here again. Thanks Alexander. - Joe S

‘The Part Time Local’ - A boho small town retreat.
You will love Amanda’s place. Her decorating style is beautiful and her space is so comfortable. She has a natural approach to design. It is very clean. Amanda has thoughtful touches in her Airbnb. If you go out - the Airbnb is close to downtown. Amanda’s place is one you will love!

The Village Park Retreat
Our place was spacious and clean. The furniture was very comfortable. We were able to have family gathering time in our place. There was a lot of local information. It was the best location to enjoy New Glarus downtown stores and restaurants. Diane was excellent to work with before and during our stay.

Grateful Farms Cabin: Hills, Creek, Gorgeous Views
A great little spot! Wonderful sunsets. And Emily is tremendously helpful.

The Modern Cozy Spacious Corner
Plenty of room to eat and hang out for bigger families. Great basement with games and toys for kids-adults. Well stocked for cooking at home. Comfortable beds and multiple bathrooms very convenient for groups.

Sugarland Cottage
The cottage was quaint and very nice, my whole group enjoyed the stay. Check-in was easy and we didn't have a single complaint. Beautiful place and surrounding area.

Cozy Lakeside Cabin on Lake Koshkonong
We enjoyed our time very much. It was a perfect place to relax & unwind and enjoy the beautiful views of the Lake. It was probably our best AIRBNB experience so far. We be back in 2026. Thank you Erica for sharing this wonderful place. Thanks again, Michele, Bill and our dog Cooper

Fun Lake Kosh Private Pier, Decks, Fire Pit, Grill
Great Place!! felt right at home. The location is perfect as it is minutes from the main highway, going to Janesville or Madison was a breeze, also Local restaurants and bars within walking distance. The house itself is beautiful, rooms are big and the playroom was a hit with the kids and parents as is it next to the living room therefore making it easy to keep an eye on them while in the kitchen or living room. Thanks so much, traveling from Colorado, NC, and Fl to meet in this beautiful house made our family wedding a core memory.
Quick stats about vacation rentals in Madison
Total rentals
710 properties
Total number of reviews
39K reviews
Family-friendly rentals
330 properties are a good fit for families
Pet-friendly rentals
240 properties allow pets
Rentals with a pool
50 properties have a pool
Rentals with dedicated workspaces
380 properties have a dedicated workspace
Frequently Asked Questions
How is the weather in Madison?
Madison experiences a diverse range of weather. Summers can reach 80°F (27°C) and are usually humid, while winters can drop to 20°F (-6°C) and are often snowy. Make sure to explore winter activities such as ice-skating, snowshoeing, and cross-country skiing in this season.
What are some of the best things to do in Madison?
Madison invites you to explore its unique local culture, from spending a day at the Dane County Farmers' Market to biking around the city on the extensive Capital City Trail. Also, consider renting a kayak or paddleboard to experience the city's beautiful lakes.
What is the best time of year to visit Madison?
Madison is generally busiest during the summer, from June to August, with sunny weather and plenty of outdoor events. The Taste of Madison in September, and the Wisconsin Film Festival in April, are some local events that often coincide with visitor peaks.
What are the best places to stay in Madison?
Capitol-Downtown area, the vibrant neighborhood of Willy Street, and the calm, residential Monroe Street are frequently suggested places to stay in Madison. These neighborhoods are all loved for their easy access to local amenities, unique local shops, and diverse dining options.
What are the best places to visit in Madison?
Visitors often enjoy exploring the Madison Museum of Contemporary Art, the Wisconsin State Capitol, and the Olbrich Botanical Gardens. Don't miss a chance to walk around the University of Wisconsin-Madison's campus, especially the Chazen Art Museum and Allen Centennial Gardens.
What are some hiking trails in Madison?
Madison has a range of trails to explore. The Ice Age National Scenic Trail is well-loved for its long-distance hiking, while Owen Conservation Park has shorter trails through prairie and woodland. Additionally, Pheasant Branch Conservancy offers trails with lake views.
What are some family activities to do in Madison?
Madison is home to many family-friendly attractions. The Henry Vilas Zoo, a free, community-supported zoo, is a favorite among families, as is the Madison Children's Museum. Additionally, the UW Geology Museum offers a fun and educational experience with its range of natural history exhibits.
What are some of the best day trip ideas in Madison?
For day trips from Madison, consider visiting the charming town of Spring Green, home to the House on the Rock and the American Players Theatre. Another option is Platteville, where you can explore the Mining and Rollo Jamison Museums. The natural beauty of Devil's Lake State Park is also within easy reach.
What types of vacation rentals are available in Madison?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Madison. From over 330 house rentals to over 30 hotel rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.
Are there vacation rentals with a dedicated workspace in Madison?
Yes! Work meets play with ease at over 380 vacation rentals in Madison featuring dedicated workspaces. Stay connected and productive in your home away from home.
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- Wilderness Territory
- Chula Vista Resort Water Parks
- Wild Rock Golf Club
- Devil's Head Resort
- Kalahari Resorts Wisconsin Dells
- Devil's Lake State Park
- Mirror Lake State Park
- Noah's Ark Waterpark
- Henry Vilas Zoo
- Mt. Olympus Parks, Parthenon Indoor Theme Park
- Cabin 857-1- Christmas Mountain Village
- Lost World Water Park
- Cascade Mountain
- Yellowstone Lake State Park
- Lake Kegonsa State Park
- Tyrol Basin
- University Ridge Golf Course
- Wisconsin State Capitol
- Mt. Olympus Parks, Outdoor Theme Park
- Extreme World
- Tom Foolerys Adventure Park
- Wild West water park
- Klondike Kavern Water Park
- Alligator Alley
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