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 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

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.
$320 nightly
The price is $362
Sep 7 - Sep 8
Total with taxes and fees
Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
A small single-story house with a front porch, a potted plant, and two Adirondack chairs.

2. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (55 reviews)
"We enjoyed our stay"
United States
JM B.
$209 nightly
The price is $237
Sep 28 - Sep 29
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.

3. 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.
$291 nightly
The price is $329
Sep 8 - Sep 9
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.

4. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (53 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
$280 nightly
The price is $319
Sep 7 - Sep 8
Total with taxes and fees
North Fork Resort
An aerial view of a lakeside residential area with houses, a dock, and a boat.

5. Lakeview Carriage House with Spectacular Sunset Views

Lakeview Carriage House with Spectacular Sunset Views
Lake Pocotopaug
10.0 out of 10, Exceptional, (19 reviews)
"Clean, quiet, beautiful surroundings and a great host"
United States
Jennifer J.
Lakeview Carriage House with Spectacular Sunset Views
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.
$850 nightly
The price is $971
Sep 30 - Oct 1
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

Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

10/10 Excellent
""THIS COME UP IS PERSONAL" ❤️❤️❤️❤️"
JESSE 6-night trip
Posted 4 hours ago
Motel 6 New Haven - Branford, CT

Find out more about Madison

Madison Cottages information

Number of reviews
157
Accommodation
151 Cottages
Lowest Price
$237
Highest Price
$971

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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