701+ Private Villas and Holiday Rentals in Madison |
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Madison Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Madison

Discover more than 701 vacation rentals available in Madison. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Madison.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Madison, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Madison. On average, places to stay near Madison offer 649.81 ft², with nightly prices averaging GB £232.

With Casai, finding and comparing holiday rentals in Madison is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Madison

Type Count
Vacation Homes 265
Holiday Apartments 122
Cottages 22
Villas 3

Use these Quick Filters to Find a Holiday Rental in Madison

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Madison.

Weather in Madison, WI

View the weather forecast for Madison before booking your Madison Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Madison, WI

Casai offers a large selection of top attractions around Madison . Research things to do on your vacation before you visit Madison.


University of Wisconsin-Madison
Alliant Energy Center
Kohl Center
Wisconsin State Capitol
East Towne Mall
Ho-Chunk Gaming Madison
Capitol Square
Camp Randall Stadium
Overture Center for the Arts
University of Wisconsin Hospital and Clinics
Madison Area Technical College
New Glarus Brewing Company
Orpheum Theater
Barrymore Theatre
Monona Terrace Community and Convention Center
Lake Mendota
Olbrich Botanical Gardens
West Towne Mall
Henry Vilas Zoo
Tyrol Basin Ski & Snowboard Area

Other Places to Stay in Madison, WI


Dane County 543 Properties
Downtown Madison 269 Properties
State Street Shopping 269 Properties
Verona 54 Properties
Middleton 37 Properties
Monona 35 Properties
Sun Prairie 35 Properties
Lodi 33 Properties
Beaver Dam 29 Properties
Stoughton 29 Properties
Cambridge 25 Properties
Lake Ripley 25 Properties

Frequently Asked Questions About Madison?

What are the top holiday rentals in Madison?

With numerous options available in Madison, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Madison:

How many holiday rentals have private pools in Madison?

Discover a selection of holiday rentals with private pools near Madison with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Madison are best for families?

If you're searching for a family-friendly holiday home in Madison, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Madison:

How many Casai.uk holiday rentals are available in Madison?

As of 2025, Casai boasts over 701 properties listed in the Madison area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Madison.

Nearby Neighborhood (14) 
Neighborhood Property Count
Marquette Vacation Rentals in Madison, Wisconsin 172
Regent Vacation Rentals in Madison, Wisconsin 148
Tenney-Lapham Vacation Rentals in Madison, Wisconsin 161
Spring Harbor Vacation Rentals in Madison, Wisconsin 139
Shorewood Hills Vacation Rentals in Madison, Wisconsin 86
Bay Creek Vacation Rentals in Madison, Wisconsin 178
Waubesa Beach Vacation Rentals in Madison, Wisconsin 35
North Lake Mendota Vacation Rentals in Madison, Wisconsin 274
Greenbush Vacation Rentals in Madison, Wisconsin 161
Emerson East Vacation Rentals in Madison, Wisconsin 134
Lakeview Vacation Rentals in Madison, Wisconsin 111
Middleton Springs Vacation Rentals in Madison, Wisconsin 98
Eagle Heights Assembly Vacation Rentals in Madison, Wisconsin 90
Meadowood Vacation Rentals in Madison, Wisconsin 71

People Also Ask

There are 701 Madison, WI Holiday Rentals

Recently Booked Holiday Rentals in Madison