Madison Holiday Rentals

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Compare Villas, Resorts, & Rentals in Madison

93 villas and rentals
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Luxury Holiday Rentals in Madison

Over 84+ Luxury Holiday Rentals in or Near Madison
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Top-Rated Holiday Rentals with a Pool in Madison

Over 6+ The Best Private Villas and Holiday Rentals in Madison with a Pool
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Pet-Friendly Holiday Rentals in Madison

Over 23+ Pet-Friendly Holiday Rentals in or Near Madison
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Large Holiday Rentals and Private Villas in Madison

Over 15+ Large Holiday Rentals and Private Villas in or Near Madison
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Wheelchair Accessible Holiday Homes in Madison

Over 1+ Wheelchair Accessible Holiday Homes in or Near Madison

Madison Private Villas and Holiday Homes Under $200

Over 3+ Madison Private Villas and Holiday Homes Under $200
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Instantly Bookable Holiday Homes in Madison

Over 15+ Instantly Bookable Holiday Homes in or Near Madison
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Book a Last Minute Place to Stay in Madison

About Casai's Private Villas and Holiday Rentals in Madison

Discover more than 93 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 972.26 ft², with nightly prices averaging US $616.

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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There are 93 Madison, CT Holiday Rentals

Recently Booked Holiday Rentals in Madison

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 Casai.com holiday rentals are available in Madison?

As of 2026, Casai boasts over 93 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 (1)

NeighborhoodProperty Count
Madison Center Vacation Rentals in Old Saybrook, Connecticut 97