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Check prices for these dates

Next weekend
Apr 4 - Apr 6
In two weeks
Apr 11 - Apr 13
In one month
Apr 25 - Apr 27
In two months
May 23 - May 25

Browse Select Madison Villas

1.5 Acre Luxury Escape - Saltwater Pool with Water Views
Outdoor pool, a heated pool

1.5 Acre Luxury Escape - Saltwater Pool with Water Views

10.0 out of 10, Exceptional, (1)
"Very nice house In great shape and outstanding pool area."
1.5 Acre Luxury Escape - Saltwater Pool with Water Views
New Construction Greenport Pool House - 3 Blocks from Town
Outdoor pool, a heated pool

New Construction Greenport Pool House - 3 Blocks from Town

New Construction Greenport Pool House - 3 Blocks from Town
Dove Haven | Find your Peace
Terrace/patio

Dove Haven | Find your Peace

9.8 out of 10, Exceptional, (10)
"Beautiful home - well-appointed and lots of thoughtful attention to detail. We had a great comfortable stay."
Dove Haven | Find your Peace
Luxurious beach house on the Long Island sound
Living area

Luxurious beach house on the Long Island sound

Luxurious beach house on the Long Island sound
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Madison

New Madison beach house - Ocean front- Great views- booking Summer 2025
Exterior

New Madison beach house - Ocean front- Great views- booking Summer 2025

10.0 out of 10, Exceptional, (56)
"Great location "
New Madison beach house - Ocean front- Great views- booking Summer 2025
New Haven Village Suites
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils

New Haven Village Suites

3.0 star property
7.6 out of 10, Good, (2019)
"It was nice"
The price is CA $130
CA $150 total
includes taxes & fees
Apr 9 - Apr 10
New Haven Village Suites
Cliffside Resort Condominiums
Beach nearby

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (207)
"Stove it’s not efficient and refrigerator blocked with the corner of wall"
The price is CA $248
CA $346 total
includes taxes & fees
Apr 13 - Apr 14
Cliffside Resort Condominiums
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Why book your villa in Madison with Expedia?
Expedia makes it a breeze to find your ideal villa in Madison. Vacationing with the family? Use our handy filters to look for stays with a pool or free WiFi. If you have a budget, click on how much you’d like to spend and your preferred star rating. We’ll help you find the right place that gels with your style and taste.
How can I find cheap villas in Madison?
With Expedia’s useful filter tool, reserving cheap villas in Madison couldn’t be simpler. To discover stays that are easy on your bank balance, tailor your search results by amenities, budget and star rating.
What is there to do near my villa in Madison?
No matter your tastes or interests, Madison has tons of things to keep you entertained. Meigs Point Nature Center, Allis-Bushnell House and Museum and Scranton Memorial Library are on many visitors’ trip plans. You shouldn’t miss Hammonasset Beach State Park, Hammonasset Beach and RJ Julia Booksellers either. With Expedia’s hotel deals in Madison, you can discover even more wonderful attractions like these with the money you save.