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
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Madison cottages

Exterior

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
$320 nightly
The price is $362
Jul 14 - Jul 15
Total with taxes and fees
Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
Exterior

1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (47 reviews)
"We enjoyed our stay"
United States
JM B.
$222 nightly
The price is $252
Jul 13 - Jul 14
Total with taxes and fees
1-bedroom cottage with Grove Beach 🏖️ access.
Balcony

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.4 out of 10, Exceptional, (30 reviews)
"Great stay & great staff!"
United States
James
$372 nightly
The price is $425
Jul 13 - Jul 14
Total with taxes and fees
North Fork Resort
House (3 Bedrooms) | Interior

Lakefront Home, Close to Mt Southington!

Lakefront Home, Close to Mt Southington!
3.0 star property
Wolcott
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful house with great views of the lake. "
United States
Darrell
$414 nightly
The price is $476
Jul 28 - Jul 29
Total with taxes and fees
Lakefront Home, Close to Mt Southington!
Exterior

Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!

Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
Lake Pocotopaug
10.0 out of 10, Exceptional, (17 reviews)
"Clean, quiet, beautiful surroundings and a great host"
United States
Jennifer J.
$284 nightly
The price is $322
Aug 3 - Aug 4
Total with taxes and fees
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
Exterior

Beach Cottage, private beach and pass

Beach Cottage, private beach and pass
East Lyme
10.0 out of 10, Exceptional, (13 reviews)
"An absolutely adorable and cozy cottage steps from a lovely beach. The location is great, beds were so comfortable and everything was clean and well designed. Would definitely stay here again"
United States
Maria M.
$626 nightly
The price is $708
Jul 14 - Jul 15
Total with taxes and fees
Beach Cottage, private beach and pass
Exterior

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Old Saybrook Center
9.6 out of 10, Exceptional, (49 reviews)
"Lovely cottage! Enjoyed our stay! "
United States
Joyce S.
$787 nightly
The price is $890
Jul 22 - Jul 23
Total with taxes and fees
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Exterior

Adorable Cottage with Cottage porch, walk to water & town

Adorable Cottage with Cottage porch, walk to water & town
Westbrook Center
8.8 out of 10, Excellent, (6 reviews)
"Great host and property"
United States
Kevin K.
$609 nightly
The price is $689
Jul 24 - Jul 25
Total with taxes and fees
Adorable Cottage with Cottage porch, walk to water & town
Exterior

'The Gate House'on Beach front Estate with Dockage. Walk to Village .

'The Gate House'on Beach front Estate with Dockage. Walk to Village .
Pipes Cove
9.8 out of 10, Exceptional, (120 reviews)
"Very nice relaxing place to stay in an old style rustic farmhouse property. Beautiful ocean views, fire pit, boat access, but close to town and train accessible (15-20 walk to LIRR and village). Host was very friendly and helpful."
United States
Andrew
'The Gate House'on Beach front Estate with Dockage. Walk to Village .
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

Hamden Hotel and Suites – Hamden New Haven

Hamden Hotel and Suites – Hamden New Haven

10/10 Excellent
"It was a great location. Breakfast was good . Staff were Great very helpful!"
Alicia 6-night trip
Posted 2 hours ago
Hamden Hotel and Suites – Hamden New Haven

Find out more about Madison

Madison Cottages information

Number of reviews
285
Accommodation
163 Cottages
Lowest Price
$252
Highest Price
$890

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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