55+ 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 55 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 2407.2 ft², with nightly prices averaging GB £617.

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 47
Cottages 3
Holiday Apartments 2

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, MD

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, MD

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


Patuxent River Naval Air Station
Calvert Cliffs State Park
St. Michaels Winery
Great Marsh Park
Chesapeake Bay Maritime Museum
Blackwater National Wildlife Refuge
Harriet Tubman Museum and Educational Center
Oxford Museum
Breezy Point Beach
Cove Point Lighthouse
Running Hare Vineyard
Harriet Tubman Underground Railroad National Historical Park
Patuxent River Naval Air Museum
Long Wharf Park
Sotterley Plantation
Layton's Chance Vineyard and Winery
Bay Country Shop
Perigeaux Vineyards and Winery
Bill Burton Fishing Pier State Park
Jefferson Patterson Park and Museum

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 2026, Casai boasts over 55 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.


People Also Ask

There are 55 Madison, MD Holiday Rentals

Recently Booked Holiday Rentals in Madison