85+ Rental Villas and Private Getaways in Madison |
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Madison Vacation Rentals & Execstays Homes

About Madison Vacation Rentals

There are more than 85 vacation rentals that are available in Madison. These rentals, including vacation rentals, Execstays Homes (Execstays) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an Execstays property in Madison.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Execstays Madison, you have the flexibility of comparing different options of various deals with a single click. Looking for an Execstays with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by Execstays, and other popular Airbnb-style properties in Madison. Places to stay near Madison are 1074.33 ftยฒ on average, with prices averaging $575 a night.

Execstays makes it easy and safe to find and compare vacation rentals in Madison with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

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Top Rental Accommodation Types in Madison

Type Count
Vacation Homes 60
Cottages 12
Holiday Apartments 5

Use these Quick Filters to Find a Vacation Rental in Madison

โ˜… Pro Tip: Execstays makes it easy to compare the best listings on Execstays homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Execstays homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Madison.

Weather in Madison, CT

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

December - February
High 42ยฐF       Low 22ยฐF
March - May
High 65ยฐF       Low 23ยฐF
June - August
High 79ยฐF       Low 58ยฐF
September - November
High 75ยฐF       Low 32ยฐF

Top Attractions Around Madison, CT

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


Hammonasset Beach State Park
Anna Mia's
Meigs Point Nature Center
North Madison Shopping Center
Hammonasset Beach
Deacon John Grave House
RJ Julia Booksellers
Scranton Memorial Library
Allis-Bushnell House and Museum
Yale University
Yale-New Haven Hospital
Toyota Presents Oakdale Theatre
Quinnipiac University
Wesleyan University
Shubert Theater
Essex Steam Train
New Haven Green
University of New Haven
Choate Rosemary Hall
CoCo Key Water Resort Hotel & Convention Center - Waterbury

Other Places to Stay in Madison, CT


Hammonasset Beach State Park 101 Properties
Hammonasset Beach 96 Properties
Meigs Point Nature Center 90 Properties
Madison Center 84 Properties
Deacon John Grave House 84 Properties
Anna Mia's 74 Properties
RJ Julia Booksellers 74 Properties
Scranton Memorial Library 73 Properties
Allis-Bushnell House and Museum 71 Properties
North Madison Shopping Center 67 Properties

Frequently Asked Questions About Madison?

What are the top hotels and resorts Madison?

There are a lot of options in Madison. If you plan on staying in the Madison area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Madison:

Which vacation homes in Madison are best for families?

If you are looking for a family-friendly vacation home in Madison, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Madison:

How many Execstays vacation rentals are available in Madison?

Currently, the total number of properties listed by Execstays in 2025 is over 85 in the Madison area, and still counting. By aggregating listings from multiple websites, Execstays offers an immense amount of choice of the best Execstays properties in Madison.โ€ฏ

Nearby Neighborhood (1)โ€ฏ
Neighborhood Property Count
Madison Center Vacation Rentals in Old Saybrook, Connecticut 84

People Also Ask

There are 85 Madison, CT Vacation Rentals

Recently Booked Vacation Rentals in Madison