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

Search Madison Cottages

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

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 £261
includes taxes & fees
6 Nov - 7 Nov
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 £170
includes taxes & fees
10 Nov - 11 Nov
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 £257
includes taxes & fees
6 Nov - 7 Nov
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 £273
includes taxes & fees
17 Nov - 18 Nov
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 £424
includes taxes & fees
6 Nov - 7 Nov
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, (73 reviews)
"Everything was perfect 💞"
United States
Altynai
The price is £264
includes taxes & fees
12 Nov - 13 Nov
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)
"Nice place for a couple days to take a break from the city. The bottle of wine with plenty of chocolate treats were a pleasant welcoming gift. The queen size bed was comfortable, and the AC kept the place nice and cool. The winding staircase leading to the bedroom though was a bit of a challenging surprise--especially if you needed to visit the bathroom on the ground floor during the night. It was also very pleasant to have morning breakfast on the porch. The only downsize to that was the...
United States
Joseph P.
The price is £219
includes taxes & fees
17 Nov - 18 Nov
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 £568
includes taxes & fees
10 Nov - 11 Nov
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Madison Hotel Reviews

Find out more about Madison

Madison Cottages information

Number of reviews
195
Accommodation
148 Cottages
Lowest Price
£170
Highest Price
£568

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 Centre. 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.

Explore a world of travel with Expedia