Madison, CT, set right on Long Island Sound, is home to superb vacation homes. From modern apartments to luxury beach houses, you can easily find just the rental to suit your group and make the most of this charming waterfront town.

Choose the perfect vacation rental
Best Vacation Home Deals in Madison, CT
Save up to 69%
103 unique properties from 5 providers can be compared in Madison, with prices beginning at $100 per night. Each of the vacation rentals from the different providers are directly compared on our website so you can save up to 67%.
Top-Rated Rentals and Accommodations in Madison, CT
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Recommended Vacation Rentals in Madison, CT
Find your perfect vacation rental in Madison, CT: from $100 per night
Budget-friendly Vacation Rentals in Madison, CT
Find Fantastic yet Inexpensive Offers
Vacation Houses With Pools
Make a splash on your next vacation! Over 8% of in Madison, CT vacation rentals have a swimming pool.
Dog-Friendly Vacation Rentals
Bring Fido on your next trip and book a stay in one of these pet-friendly rentals in Madison, CT!
Apartments With Balconies or Patios
Looking for a home with a balcony? Check out these vacation homes in Madison, CT with their own private patios and balconies.
Popular Rental Amenities in Madison, CT
If you have a pet, you can easily compare and find a pet-friendly rental in Madison, CT. Additionally, pet-friendly vacation rentals in Madison, CT cost, on average, $540 a night. If you want to stay central, A few of the pet-friendly vacation rentals are less than 2 miles away from the city center.
Waterfront Vacation Rentals in Madison, CT
Searching for the ideal beach house in Madison, CT?

The Weather in Madison, CT
Find the Madison climate diagram. July is the warmest month in Madison, CT with average maximum temperatures of 82°. However, temperatures can go lower than 23° in Madison, CT in January. The rainiest month is February while the driest month is August.
7-Day Weather Forecast in Madison, CT
Information about vacation rentals in Madison, CT
🏡 Vacation rentals available | 103 homes |
---|---|
💳 Possible discounts | up to 67% |
🌙 Nightly prices starting at | $100 |
⭐ Popular amenities | Pets allowed, Pool and Internet |
🐾 Pet friendly homes | 18 homes |
🏊 Vacation rentals with pools | 8 homes |
Frequently Asked Questions
What is the price per night for a vacation home in Madison, CT?
The price of a night's stay in Madison, CT starts at $100. If you are looking for a house rental, the nightly price is $698 on average. A bed and breakfast rental Madison will cost on average $351 per night.
How many vacation rentals are available to book in Madison, CT?
There are 103 vacation rentals to choose from for your trip.
What amenities are most popular for vacation rentals in Madison, CT?
Most travelers search for Pets allowed, Pool, and Internet when booking a vacation rental in Madison, CT.
How many vacation rentals with pools are in Madison, CT?
Check out 8 vacation rentals available in Madison, CT.
Are dogs allowed in vacation rentals in Madison, CT?
Finding a vacation home in Madison, CT that allows dogs is definitely possible, with 18 pet-friendly available.
What are the best months to travel to Madison?
If you are choosing a vacation rental in Madison, CT, consider that rainy season is typically in February or January, with August often being the driest.
We list offers from thousands of providers, including











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