A cityscape at dusk with a prominent dome-shaped building, a waterfront, and a circular structure with multiple towers.

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Madison cottages

A two-story house with a porch, a mailbox, and a lawn.

1. Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!

Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
Madison
10.0 out of 10, Exceptional, (1 review)
"Cozy cottage was perfect for our long weekend in Madison!"
United States
Samantha D.
$309 nightly
The price is $350
Sep 28 - Sep 29
Total with taxes and fees
Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
A coastal residential area with houses, a beach, and a pier.

2. Direct waterfront renovated cottage.

Direct waterfront renovated cottage.
Madison Center
10.0 out of 10, Exceptional, (95 reviews)
"Great cottage on the Sound!"
United States
David S.
$965 nightly
The price is $1,096
Sep 28 - Sep 29
Total with taxes and fees
Direct waterfront renovated cottage.
A small single-story house with a front porch, a potted plant, and two Adirondack chairs.

3. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (56 reviews)
"We enjoyed our stay"
United States
JM B.
$205 nightly
The price is $232
Oct 6 - Oct 7
Total with taxes and fees
1-bedroom cottage with Grove Beach 🏖️ access.
A white cottage with a front door, a garage, and a small porch with a potted plant.

4. The gardners Cottage 1 mile from long Island Sound - pet friendly

The gardners Cottage 1 mile from long Island Sound - pet friendly
Clinton
9.8 out of 10, Exceptional, (28 reviews)
"Very nice cozy cottage, the host was very friendly"
United States
Wink V.
$265 nightly
The price is $299
Oct 7 - Oct 8
Total with taxes and fees
The gardners Cottage 1 mile from long Island Sound - pet friendly
A rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.

5. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (54 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
$275 nightly
The price is $314
Sep 14 - Sep 15
Total with taxes and fees
North Fork Resort
A deck with a gray sofa, a wooden chair, and a metal fire pit.

6. The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Greenport
10.0 out of 10, Exceptional, (1 review)
"Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!"
United States
Jeannette M.
$857 nightly
The price is $979
Oct 6 - Oct 7
Total with taxes and fees
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
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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Top Madison Hotel Reviews

New Haven Hotel

New Haven Hotel

8/10 Good
"Overall it’s ok"
Jian 1-night trip
Posted less than an hour ago
New Haven Hotel

Find out more about Madison

Madison Cottages information

Number of reviews
179
Accommodation
151 Cottages
Lowest Price
$232
Highest Price
$1,096

Frequently asked questions

Why book your cottage in Madison with Expedia?
Expedia has some superb cottages in Madison, so get ready for a memorable stay on nature's doorstep. If you're on a budget, click on how much you'd like to spend and the star rating of your property. Or, make use of our filters to search for cottages with free WiFi or a pool. We'll help you find the right digs whatever your style of travel or plans.
How can I find cheap cottages in Madison?
Expedia is here to help you look for cheap cottages in Madison. To find your special stay in a matter of clicks, try out our handy filter tool to refine your search results by amenities, budget and star rating.
What is there to do in Madison near my cottage?
Madison has enough experiences to keep you on the go for weeks (or months!), starting with Meigs Point Nature Center. Allis-Bushnell House and Museum, Scranton Memorial Library and Hammonasset Beach State Park are other wonderful attractions. If you're in town for longer, Hammonasset Beach and RJ Julia Booksellers are great additions to your itinerary.

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