
Vacation rentals in Madison
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Top-rated vacation rentals in Madison
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Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Madison vacation rentals
Home rentals in Madison

Winter Sports/Fireplace/Owner Club Access, Dog Friendly!

Lovely Waterfront Two Bedroom House

Grandma's House: Spring is Springing!

Holy Cow! New Glarus Guest Haus

DunPuttin Place

Galena Retreat - Eagle Ridge Territories

Updated luxury country getaway short walk to lake!

Cozy Country Cottage near Lake Geneva, WI
Cottage rentals in Madison

The Cottage

Chic & Charming Cottage - walkable to everything!

Lake Wiscosnin Cozy Cottage

Beautiful 1 Bedroom Cottage Tucked Away in the Hills of the Driftless Area

Sugarland Cottage

Cottage · Cottage · Relaxing Cottage near Devils L

Lake View Retreat

Dakota's Como Cottage
Boutique hotels in Madison

The Doctors Study - Iron Amethyst Inn

Corner Cabin on Geneva Lake/Pet Friendly

Chalet King Suite with Jacuzzi

Campbell Suite-Grove Guest House

Driver Hotel, Room #1 - Newly Redesigned

#311

Spend the night at a brewery! (no cleaning fee)

Delightful & bright unique hotel room
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 bed and breakfast rentals in Madison?
Experience the best of Madison with our bed and breakfast rentals, starting at about $180 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
- 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
- Devil's Head Resort
- Lake Kegonsa State Park
- Cabin 857-1- Christmas Mountain Village
- Tyrol Basin
- Yellowstone Lake State Park
- Henry Vilas Zoo
- Kalahari Indoor Water Park
- Tom Foolerys Adventure Park
- Lost World Water Park
- Wisconsin State Capitol
- Cascade Mountain
- Mt. Olympus Parks, Parthenon Indoor Theme Park
- Klondike Kavern Water Park
- University Ridge Golf Course
- Pirate's Cove Adventure Golf
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