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

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

10.0 out of 10, Exceptional, (73)
"The condo was clean and as advertised with an unbelievable view looking over the water with amazing sunsets. We were in Greenport for a Wedding and found the area full of things to do with many wineries and a fun downtown area with restaurants, bars and shopping. Highly recommend the Waterfront Condo for your next visit to Greenport. "
Waterfront Condo C204 At The Cliffside Resort With Amazing Water & Sunset Views

Chateau Blanc Yale Located Downtown

10.0 out of 10, Exceptional, (1)
"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 AED 364
AED 766 total
includes taxes & fees
16 Mar - 17 Mar
Chateau Blanc Yale Located Downtown

Charming 2-bedroom updated condo with everything you need.

2.0 star property
Charming 2-bedroom updated condo with everything you need.

Modern New Haven Condo < 1 Mi to Downtown!

Modern New Haven Condo < 1 Mi to Downtown!

Rent A Room In This Spacious Victorian

Rent A Room In This Spacious Victorian

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

Lovely 2bdr condo

Lovely 2bdr condo

Shelter Island Waterview Villa

Shelter Island Waterview Villa

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

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

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

beautiful brownstone

beautiful brownstone

Mattituck Marvel

4.0 star property
Mattituck Marvel

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

Luxurious Townhome with Water views!

Luxurious Townhome with Water views!

Home Away From Home Of Connecticut

Home Away From Home Of Connecticut
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

10.0 out of 10, Exceptional, (56)
"Great location "
New Madison beach house - Ocean front- Great views- booking Summer 2025

Waterfront Estate Home - Beach and Shared Pool - East

9.8 out of 10, Exceptional, (40)
"This property has it all…… and more! I love that we found it above expectations. We never lacked for anything. The ice-maker is a great amenity! Thank you so much for sharing your good fortune with us."
Waterfront Estate Home - Beach and Shared Pool - East

New Haven Village Suites

3.0 star property
7.6 out of 10, Good, (2015)
"Nice place"
The price is AED 324
AED 373 total
includes taxes & fees
23 Mar - 24 Mar
New Haven Village Suites
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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