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Check prices for these dates

Next weekend
Jan 31 - Feb 2
In two weeks
Feb 7 - Feb 9
In one month
Feb 21 - Feb 23
In two months
Mar 21 - Mar 23

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
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
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
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

Writer's Retreat & Explorer's Adventure, S of Rte. 1 Madison!
Smart TV, video games, books, stereo

Writer's Retreat & Explorer's Adventure, S of Rte. 1 Madison!

9.8 out of 10, Exceptional, (25)
"I can not say enough about our stay. Hunter was an amazing host and communication was quick, easy, and made the experience delightful!!! The house is bright and comfy and the view was stunning and relaxing. Every room was perfect from bedroom to living room to kitchen. We wanted for nothing. A quiet getaway to relax was what we were looking for and this was the perfect stay for that. We would love to come back again when we need downtime. This was one of our favorite VRBO rentals ever. Thank...
Writer's Retreat & Explorer's Adventure, S of Rte. 1 Madison!
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, (1996)
"Love this place "
The price is CA $142
CA $163 total
includes taxes & fees
Feb 1 - Feb 2
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"
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?
We think that vacations shouldn’t be difficult, so if you’re searching for villas at an affordable price, Expedia has your back. Keep the budget in check and pick an all-inclusive stay, or splurge on a high-end villa to spoil the ones you love most. Take advantage of our search filters to find a retreat in Madison that suits your needs.
How can I find cheap villas in Madison?
With Expedia’s user-friendly filter tool, comparing cheap villas in Madison is a cinch. To discover properties that are easy on the wallet, fine-tune your search by amenities, star rating and budget.
What is there to do near my villa in Madison?
There are plenty of fantastic things to do and see in Madison. Drop by well-known attractions like Hammonasset Beach State Park, Hammonasset Beach and Allis-Bushnell House and Museum. Anna Mia’s, RJ Julia Booksellers and Meigs Point Nature Center are other must-do’s.