Madison Cottage Rentals

Compare Cottages, Resorts, & Rentals in Madison, Wisconsin, USA

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About Madison Vacation Rentals

There are over 779 amazing vacation rentals available in Madison. Choose from a variety of options including villas, hotels, and other rental properties. Explore a vast selection of luxury amenities at unbeatable prices, providing you with the ideal spot for your next getaway. Life is Better at the Cottage with Vacation Cottage, where you can discover fantastic stays in Madison.

Vacation Cottage offers numerous last-minute deals on villas, hotels, and rentals, both near you and across the globe. Whether you need accommodations for a group or event, such as a hotel or vacation rental (including cabins and private luxury villas), let us assist you. With Vacation Cottage in Madison, you can easily compare options from multiple suppliers with just a click to find the perfect price point, amenities, and style of stay for you. Whether you're seeking group discounts, private pools, hot tubs, pet-friendly options, or spacious master suite bedrooms with open-air showers, you can find it all with Vacation Cottage vacation rentals, resorts, and Airbnb-style properties in Madison. The average size of places to stay near Madison is approximately 671.52 ft², with prices averaging US $322 per night.

Vacation Cottage helps you discover the perfect holiday rental to create lasting travel memories in Madison. Prices listed often feature discounts compared to rack rates. Simply search for your destination and secure your ideal place to stay today.

Find Vacation Cottage Rentals in these Cities and Neighborhoods Madison, WI


Dane County 445 Properties
Downtown Madison 200 Properties
State Street Shopping 200 Properties
Verona 64 Properties
McFarland 44 Properties
Lodi 41 Properties
Mount Horeb 40 Properties
Stoughton 32 Properties
Sun Prairie 31 Properties
Middleton 29 Properties
Beaver Dam 26 Properties
Monona 24 Properties

Frequently Asked Questions About Madison?

What are the top cottages, summer homes, and lake houses in Madison?

How many rentals, hotels, or resorts are available in Madison?

Vacation Cottage consistently updates its selection, offering a blend of new options alongside well-established accommodations in prime locations. Currently, there are over 779 properties listed by Vacation Cottage in the Madison area for the year 2026, with this number increasing daily. By aggregating listings from various websites and travel providers, Vacation Cottage ensures a diverse array of choices for the best luxury stays in Madison.

Nearby Neighborhood (14)

NeighborhoodProperty Count
Marquette Rental Cottages and Private Getaways in Madison, Wisconsin 184
Regent Rental Cottages and Private Getaways in Madison, Wisconsin 145
Spring Harbor Rental Cottages and Private Getaways in Madison, Wisconsin 108
Tenney-Lapham Rental Cottages and Private Getaways in Madison, Wisconsin 162
Bay Creek Rental Cottages and Private Getaways in Madison, Wisconsin 167
Greenbush Rental Cottages and Private Getaways in Madison, Wisconsin 152
Emerson East Rental Cottages and Private Getaways in Madison, Wisconsin 132
Shorewood Hills Rental Cottages and Private Getaways in Madison, Wisconsin 91
North Lake Mendota Rental Cottages and Private Getaways in Madison, Wisconsin 255
Eagle Heights Assembly Rental Cottages and Private Getaways in Madison, Wisconsin 93
Lakeview Rental Cottages and Private Getaways in Madison, Wisconsin 81
Middleton Springs Rental Cottages and Private Getaways in Madison, Wisconsin 67
Meadowood Rental Cottages and Private Getaways in Madison, Wisconsin 58
Waubesa Beach Rental Cottages and Private Getaways in Madison, Wisconsin 38

There are 225 Vacation Cottages in Madison and 488 rentals

Recently Booked Hotels, Resorts, or Rentals in Madison