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

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Our top choices for Madison cottages

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
9.4 out of 10, Exceptional, (3 reviews)
"Cozy cottage was perfect for our long weekend in Madison!"
United States
Samantha D.
The price is ¥24,816
¥54,812 total
includes taxes & fees
Nov 4 - Nov 5
Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!

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

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.8 out of 10, Exceptional, (66 reviews)
"We enjoyed our stay"
United States
JM B.
The price is ¥23,049
¥39,717 total
includes taxes & fees
Nov 12 - Nov 13
1-bedroom cottage with Grove Beach 🏖️ access.

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, (31 reviews)
"Very nice cozy cottage, the host was very friendly"
United States
Wink V.
The price is ¥31,906
¥53,749 total
includes taxes & fees
Nov 3 - Nov 4
The gardners Cottage 1 mile from long Island Sound - pet friendly

4. Westbrook Getaway-Near Beaches, Train & Shoreline

Westbrook Getaway-Near Beaches, Train & Shoreline
Westbrook Center
The price is ¥41,832
¥56,576 total
includes taxes & fees
Nov 17 - Nov 18
Westbrook Getaway-Near Beaches, Train & Shoreline

5. Adorable Cottage with Cottage porch, walk to water & town

Adorable Cottage with Cottage porch, walk to water & town
Westbrook Center
9.0 out of 10, Wonderful, (8 reviews)
"Very clean and comfortable"
United States
Francine F.
The price is ¥38,394
¥89,144 total
includes taxes & fees
Nov 3 - Nov 4
Adorable Cottage with Cottage porch, walk to water & town

6. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (72 reviews)
"Everything was perfect 💞"
United States
Altynai
The price is ¥48,937
¥55,910 total
includes taxes & fees
Nov 3 - Nov 4
North Fork Resort

7. Cozy Home near private beach , close to New Haven area colleges Hospitals

Cozy Home near private beach , close to New Haven area colleges Hospitals
Branford
9.4 out of 10, Exceptional, (86 reviews)
"Property was clean with some nice cozy touches. Wine on the table, fruit in the frig, chocolate for comfort, coffee for wakeup. Host was very pleasant and accommodating. Will definitely stay there again."
United States
Vincent
The price is ¥17,016
¥43,636 total
includes taxes & fees
Nov 4 - Nov 5
Cozy Home near private beach , close to New Haven area colleges Hospitals

8. 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.
The price is ¥69,957
¥125,833 total
includes taxes & fees
Nov 10 - Nov 11
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

Find out more about Madison

Madison Cottages information

Number of reviews
195
Accommodation
147 Cottages
Lowest Price
¥39,717
Highest Price
¥125,833

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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