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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Compare 15 Condo Rentals in Madison with updated reviews, rates, and availability.

Chateau Blanc Yale Located Downtown
Interior

Chateau Blanc Yale Located Downtown

10.0 out of 10, Exceptional, (2)
"Getting in and out was a cinch because the property manager is extremely quick to respond. The room was clean, comfortable, and exactly what I booked. 10/10 stay. Would stay here again."
The price is $222
includes taxes & fees
$196 per night
May 5 - May 6
Chateau Blanc Yale Located Downtown
Waterfront Condo C204 At The Cliffside Resort With Amazing Water & Sunset Views
Property grounds

Waterfront Condo C204 At The Cliffside Resort With Amazing Water & Sunset Views

10.0 out of 10, Exceptional, (73)
"Very clean, very cozy, very convenient location. Great view."
Waterfront Condo C204 At The Cliffside Resort With Amazing Water & Sunset Views
Charming 2-bedroom updated condo with everything you need.
Private kitchen

Charming 2-bedroom updated condo with everything you need.

2.0 star property
10.0 out of 10, Exceptional, (1)
"Everything was perfect. The communication between the host was immediate and very accommodating by far the best heat and hot water I’ve ever had at any place I’ve stayed I would definitely stay again and it is highly recommended"
Charming 2-bedroom updated condo with everything you need.
Modern New Haven Condo < 1 Mi to Downtown!
Fridge, microwave, oven, dishwasher

Modern New Haven Condo < 1 Mi to Downtown!

Modern New Haven Condo < 1 Mi to Downtown!
Rent A Room In This Spacious Victorian
Exterior

Rent A Room In This Spacious Victorian

Rent A Room In This Spacious Victorian
1-bedroom timeshare at Waters Edge Resort & Spa available April 18-25, 2025
Exterior

1-bedroom timeshare at Waters Edge Resort & Spa available April 18-25, 2025

1-bedroom timeshare at Waters Edge Resort & Spa available April 18-25, 2025
East haven a gateway , & still be connected to the real world at the same time
Private kitchen

East haven a gateway , & still be connected to the real world at the same time

East haven a gateway , & still be connected to the real world at the same time
Shelter Island Waterview Villa
Property grounds

Shelter Island Waterview Villa

Shelter Island Waterview Villa
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Indoor pool, outdoor pool

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Luxurious Townhome with Water views!
Property grounds

Luxurious Townhome with Water views!

Luxurious Townhome with Water views!
Breathtaking Waterfront Greenport Village Condo, private beach, pool, tennis
Beach

Breathtaking Waterfront Greenport Village Condo, private beach, pool, tennis

Breathtaking Waterfront Greenport Village Condo, private beach, pool, tennis
Mattituck Marvel
House, Multiple Beds (Mattituck Marvel) | Balcony

Mattituck Marvel

4.0 star property
Mattituck Marvel
Home Away From Home Of Connecticut
Private kitchen

Home Away From Home Of Connecticut

Home Away From Home Of Connecticut
beautiful brownstone
Exterior

beautiful brownstone

beautiful brownstone
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, (57)
"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, (2025)
"Okay place to stay "
New Haven Village Suites
Cliffside Resort Condominiums
Beach nearby

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (210)
"Very beautiful location and the room unforgettable ocean view will definitely come back"
The price is $242
includes taxes & fees
$212 per night
May 7 - May 8
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 condo in Madison with Expedia?
Booking a condo in Madison is as easy as entering your travel dates and selecting a place that meets your needs. On the search for something upscale or budget friendly, or a stay that also has a pool and free WiFi? Use Expedia’s search filters to narrow your results even further and find your dream fit.
How can I find cheap condos in Madison?
Expedia can help you track down cheap condos in Madison. To discover a terrific stay in a matter of clicks, simply use our convenient filter tool to tailor your search results by budget, star rating and amenities.
What is there to do in Madison near my condo?
Whatever you’re interested in, Madison has loads to capture your imagination. Meigs Point Nature Center, Allis-Bushnell House and Museum and Scranton Memorial Library are on many visitors’ sightseeing itineraries. Don’t miss Hammonasset Beach State Park, Hammonasset Beach and RJ Julia Booksellers either. With Expedia’s Madison condo deals, you can see even more wonderful attractions like these with the money you save.