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

Perfect Location! Owner Club Access, Dog Friendly!
Our family—including me, my wife, our daughter, and our puppy—had a wonderful time. Ginger was very kind and provided detailed information, including how to use the amenities like the swimming pools. The property was clean, cozy, and conveniently located near downtown, where we had a great time exploring. We’d definitely recommend this place to any family and would love to return on our next trip to Galena.

Lovely Waterfront Two Bedroom House
Jordyn’s place is fantastic and she is an excellent host. The house has everything you need and is well organized. Jordyn is very proactive, communicative, and considerate. Highly recommend this stay!

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!

DunPuttin Place
Excellent house for our guys golf trip! Lots of amenities at the house and a 10 minute to all of the different Eagle Ridge golf courses. House is a 15 minute drive to downtown Galena that has a lot of shops and restaurants. Very responsive and friendly hosts. 10/10!

Galena Retreat - Eagle Ridge Territories
Really enjoyed our stay! Clean and comfortable and felt right at home. Thanks Sandy!

Updated luxury country getaway short walk to lake!
Shari’s property was that rare thing on Airbnb, of being exactly as advertised. If her property advert appeals to you then you will not be disappointed. The little welcome selection was a nice touch & it really is the perfect restful location especially if you have come from Chicago. I wish my daughter had been old enough or I was young enough as the bunk beds looked super cute & fun. If I was going to pick an area for improvement it would be to replace the shower head/unit. That is aside, if I can make time for skiing in the winter I would definitely look to stay here again.

Cozy Country Cottage near Lake Geneva, WI
Perfect for what my group needed. Very accommodating
Apartment rentals in Madison

Downtown Lake Geneva-New York Suite |Onsite Parkng
Wonderful experience with top end communication! Exactly what i expected and will be staying there again!!

The Loft Retreat
A perfectly located, immaculately kept loft. The view over looks the family park with great restraunts and shops within walking distance. Cold glasses, New Glarus beer and bottles of ice water are stocked in the refigerator. There is also a Keurig coffee maker with coffee! This is our 3rd stay at one of Diane and Brents AirBNBs and as always the communication is great and the stay has been relaxing, fun and wonderful!

Great private apt space with driveway parking
From her greeting you at the front door to making sure you have all that you need. Her place is perfect for a few days or even an extended stay! Located just off the highway and close to an amazing wine and restaurant - and minutes away from Beloit College! I recommend and look forward to my next stay

Cannery Square Short Term Rentals -104 by Patriot
Great location! Comfortable and quiet, great cooking tools. Only thing I would tell others would be that the bedrooms don’t have curtains and to bring eye mask for sleep because the sun is kicking in the morning. I mentioned to Chris and he was receptive. My son and I enjoyed our stay and highly recommend!

Hideaway on High Downtown Mineral Point
We were very happy with our stay. The location is perfect for wandering around this cute small town. We enjoyed the private space which, while it has all the modern conveniences needed, was like a step back in time. The space is perfect for two people. I would definitely recommend and would stay here again if I returned to Mineral Point. We especially thought the stone walls were cool and enjoyed the thoughtful addition of the polaroid camera for guest pictures. cute idea!

Plenty of Space in the Heart of Downtown
We loved staying right in the heart of New Glarus and being able to walk to so many great places! The reserved parking spaces were very handy. The apartment itself was very spacious and comfortable, and every thing we could think of needing was provided. Would happily stay here again.

Perfect for all Seasons, Top Amenities close by!
Great place near Devil's Head resort! It's less than a 3 minute drive so we were able to easily drive back to rest/eat in the afternoon and then head back to the slopes for a night ski session. The bathrooms and linen are extremely clean; the living spaces are spacious. The dining table/area is smaller but not a big issue - the kitchen has a complete set of cookware and microwave/fridge. Would definitely recommend to anyone in the area.

The Hideaway- Downtown New Glarus
We returned to New Glarus for the annual World Euchre Tournament, staying at Melissa's place for the second time. The apartment has lots of natural light and was again in excellent condition. We were able to easily walk to the tournament and to many restaurants and bars around town during our 3-night stay. Just a great cozy getaway!
Pet-friendly vacation rentals in Madison

YurtSimple
You’re simple was amazing! I hope to return again in the fall. Will and Robyn are kind flexible and have thought of everything one might need for a peaceful glamping experience. I am glad I treated myself to a solo nature bath at yurt simple. Some cool things- I got to stand up paddle board twice since I was there before the lily pads spread out too much. The wood burning stove was awesome at night to stay cozy warm. Loved the Casper bed and cooling gel pillows. Camping in comfort! Best of all the sounds of nature: the wind in the trees, bird songs by day and some fun owl hooting at night. The yurt is practical, well supplied and versatile for lighting and wind flow. Thank you for an excellent experience.

The Bay House - one block from Geneva Lake
The house was cozy and had everything we needed for a comfortable stay. Very close to Geneva National and Lake Geneva trail.

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
Brian and Jonny were very responsive and communicative from beginning to end. It was a last minute trip and we were lucky to find a pet friendly place during the start of the summer season. The house was clean, cozy and close to walking trails. Although we did not take advantage of the outdoor grill or hot tub (they have a wood burning fireplace for the winter), we enjoyed the screened in porch and open concept layout of the house, as pictured in the profile. The house is situated between two other houses blocked somewhat by the trees. I would describe as semi-private where we could see their back patio/hot tub/fire pit and vice versa. But whatever your personal comfort level, you can’t beat the proximity to trails, Owners Club, and easy access to Hwy 20 to Galena! We enjoyed our stay and exploring!

Lake Wisconsin 2BR* GreatHiking nearby -Water View
The place showed nice attention to detail, including waters and snacks for the host-recommended hikes. Please spend at least one sunset (or all) on-site when you stay here.

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

Hot Tub-Dog friendly-fire tables-pools
Doreen’s place was spacious, comfortable, and had everything we needed for a relaxing stay. The screened-in porch and outdoor deck offered a peaceful and serene atmosphere. Having multiple bathrooms was a major convenience, especially for our group of six. We also really enjoyed the amenities at the owner’s club, particularly the pool and fitness center. Doreen was incredibly responsive and helpful throughout our stay.
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.
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 30 hotel rentals to over 330 house rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.
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- Wilderness Territory
- Chula Vista Resort Water Parks
- Kalahari Resorts Wisconsin Dells
- Wild Rock Golf Club
- Devil's Lake State Park
- Noah's Ark Waterpark
- Mt. Olympus Water & Theme Parks
- Mirror Lake State Park
- Mt. Olympus Parks, Outdoor Theme Park
- Lake Kegonsa State Park
- Devil's Head Resort
- Cabin 857-1- Christmas Mountain Village
- Tom Foolerys Adventure Park
- Henry Vilas Zoo
- Kalahari Indoor Water Park
- Yellowstone Lake State Park
- Lost World Water Park
- Tyrol Basin
- Mt. Olympus Parks, Parthenon Indoor Theme Park
- Klondike Kavern Water Park
- Cascade Mountain
- Wisconsin State Capitol
- Wild West water park
- Alligator Alley
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