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

Newly Renovated House Steps from Downtown and Lake
great home for a group. safe and comfortable. we enjoyed our stay!

Hot Tub-Dog friendly-fire tables-pools
We enjoyed our stay! The place was clean, charming, cozy and comfortable, and as described. Plus there were several welcome hospitality touches. We really enjoyed the outdoor space - deck, hot tub, view, etc. The location was quiet and peaceful. Doreen's communications were always prompt and she provided timely, helpful information. We would definitely stay again and recommend the place and working with Doreen.

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

Holy Cow! New Glarus Guest Haus
the Holy Cow Guest Haus was a perfect location - we didn't use our cars once they were parked and were able to walk to everywhere we went in New Glarus! Lots of wonderful local spots to eat/drink/shop nearby. Teri was flexible about our arrival time and had a binder of menus and local suggestions to page through!

Doty ★ Walk to Everything -Hotel Quality- Downtown
Nice spot, amazing location. We slept 6 for a conference and it worked out. Recommended.

Home away from home, close to historic square
I was in Monroe for a funeral and to spend time with my friends. Morgan's place gave me a peaceful, private environment, which is exactly what I needed for my stay. The house is well kept, clean, with plenty of light and comfortable. The roof over the parking area next to house provided cover from the rain when coming and going and was especially appreciated when packing and unpacking things from the car. The neighborhood was quiet and conveniently located to everything in town and roads to other areas. Morgan communicated well with me from the time of my reservation to when I contacted him on my departure. He was responsive, helpful and courteous. Staying at Morgan's place was a great experience and cost about the same as one room with a queen bed in a near by hotel, which couldn't provide the peace and privacy I enjoyed. If you're staying in the Monroe area, I highly recommend you book Morgan's place for your stay!

Spring has sprung at Beach Garden Bungalow!
Great house and close to Cascade mountain. Very clean. Bedrooms were nice. Lots of options for games or movies. Quiet neighborhood. Host was responsive and helpful. Definitely recommend

Cozy Country Cottage near Lake Geneva, WI
The stay was great and really felt like home. It was one of the best Christmas we have had. Plenty of room for the whole family to come over for Christmas dinner. Thanks again. We will stay there again the next time we are in the area.
Cottage rentals in Madison

The Cottage
There needs to be a level beyond Super Host, like Extra Special Super Host!! Kelly & Scott would definitely qualify!! The Cottage is exactly as it appears on the airbnb site. What you don’t realize is just how comfy, cozy, quiet and peaceful it is. A quick 30 minute highway ride was all it took to connect with family in Madison this holiday weekend. When you live on water, it’s hard to do without the view. Not necessary with the Rock River right in the front yard here. Thanks for the perfect holiday weekend. Cannot wait to come back to The Cottage.

Chic & Charming - walkable to everything!
Perfect location, located in a very quiet neighborhood, that was easily walkable to all of our destinations. The house was perfect for a quiet, fun girl's weekend. We all loved how comfy everything was. Great quality sheets, clean home, plenty of space. Brennan gave local recommendations prior to our trip which was super helpful for planning!

Lake Wiscosnin Cozy Cottage
The house was clean, comfortable, and nicely decorated. The kids enjoyed the games, and the playground across the street. Kitchen had what we needed to prepare meals. It was cozy, great stay.

Beautiful 1 Bedroom Cottage Tucked Away in the Hills of the Driftless Area
We so enjoyed our stay at Mike and Sheila’s beautifully renovated mill house! They were perfect hosts, friendly and fun to chat with, the place was tidy and fun with good lighting, great books, and lovely scones provided for breakfast. We loved the setting in the peaceful valley with a spring-fed pond and trails up the wooded hills. We look forward to coming back!

Sugarland Farmhouse
The house was very clean and peaceful. The scenery was beautiful.

Cottage · Cottage · Relaxing Cottage near Devils L
Lisa and Dave had an amazing place. It was a great spot to take a break from our usual routine. Theo cottage was peaceful and it was a perfect distance from town, where we were able to access all kinds of fun activities.

Lake View Retreat
What a beautiful view from the picture window! This place was charming and had everything you could need to relax. My host was very accommodating and attentive. She brought a basketful of fresh linens to accommodate my change in guests due to schedules and availability of my family and friends. The pizza place that was recommended was fantastic and they delivered. The place is in a great location, close enough to town but out in the country. The sunsets were enjoyed on the deck:) One morning early while lounging on the couch I saw a beautiful yellow autumn dressed tree and under it’s branches a buck, majestic with his antlers under the tree shaking the bottom branches:) Very peaceful. We also enjoyed siting around the smokeless fire pit. Thank you for sharing your home with us!:)

Dakota's Como Cottage
We had a great stay at John’s place! We were in town for a wedding, and it was the perfect place to stay. We were able to sit out on the patio and enjoy the sunshine, and we walked to the lake a few blocks away. The house had a cozy feel to it, and we felt at home right away.
Pet-friendly vacation rentals in Madison

The little Green Birdhouse-McFarland/Monona
Great location, quiet and private. We really appreciated how dog friendly the house was! Would recommend.

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.

Fully Renovated 2BR 1BA Gorgeous Exec Home #8ma-R
10/10 will stay again at Kevin’s place! The house was perfect and had everything we needed. Can’t wait to come back when we visit our son who recently moved to Janesville. Thank you again, having your place really helped with the transition of my son moving to Janesville and having a comfortable lace to live in until he found a permanent apartment.

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!

Cozy Retreat | Hot Tub | Firepit | Dog-friendly
Family ski trip! It was perfect! 20min to Chestnut Ski resort and 15mins to downtown Galena! It was the perfect stay and plenty big enough. We will be back next year!

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.

Don’s Bay Getaway
The home was beautiful and a comfortable stay, would stay again!

Quietwater-Peaceful, On Water, Nature, Sandbars!
Views were amazing, hot tub was clean and place felt like home. Wildlife everywhere. Would stay again.
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.
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.
How much does it cost to stay in boutique hotel rentals in Madison?
Experience the best of Madison with our boutique hotel rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
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- Wilderness Territory
- Chula Vista Resort Water Parks
- Wild Rock Golf Club
- Kalahari Resorts Wisconsin Dells
- Devil's Lake State Park
- Noah's Ark Waterpark
- Devil's Head Resort
- Lake Kegonsa State Park
- Mirror Lake State Park
- Mt. Olympus Parks, Outdoor Theme Park
- Henry Vilas Zoo
- Cabin 857-1- Christmas Mountain Village
- Yellowstone Lake State Park
- Kalahari Indoor Water Park
- Lost World Water Park
- Mt. Olympus Water & Theme Parks
- Cascade Mountain
- Tom Foolerys Adventure Park
- Mt. Olympus Parks, Parthenon Indoor Theme Park
- Wisconsin State Capitol
- University Ridge Golf Course
- Tyrol Basin
- Klondike Kavern Water Park
- Wild West water park
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