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Check prices for these dates

Next weekend
31 Jan - 2 Feb
In two weeks
7 Feb - 9 Feb
In one month
21 Feb - 23 Feb
In two months
21 Mar - 23 Mar

Compare 135 Cottages in Madison with updated reviews, rates, and availability.

Waterfront Cottage in Branford
Exterior

Waterfront Cottage in Branford

10.0 out of 10, Exceptional, (90)
"House is beautiful and the view even better. On the waters edge and very quiet grandkids were occupied and very happy "
Waterfront Cottage in Branford
Historic Whitneyville Cottage
Exterior detail

Historic Whitneyville Cottage

9.6 out of 10, Exceptional, (14)
"Road noise was annoying. Otherwise as advertised."
Historic Whitneyville Cottage
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
Beach

Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round

9.8 out of 10, Exceptional, (106)
"Wonderful place to spend time with the family in this cozy cottage. Would love to come back in the summer to enjoy the beach. "
The price is AED 735
AED 1,760 total
includes taxes & fees
26 Jan - 27 Jan
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
Fabulous Waterfront Property in the Heart of Wine Country
Waterfront Views overlooking Gold smith inlet. Great for fishing and kayaking.

Fabulous Waterfront Property in the Heart of Wine Country

10.0 out of 10, Exceptional, (171)
"Beautiful and cozy lakeside retreat. Super serene and peaceful place to stay."
Fabulous Waterfront Property in the Heart of Wine Country
The Dream Location for Your Perfect Vacation
Property grounds

The Dream Location for Your Perfect Vacation

9.8 out of 10, Exceptional, (16)
"beautiful quiet spot on the beach, great place to stay."
The Dream Location for Your Perfect Vacation
The gardners Cottage 1 mile from long Island Sound - pet friendly
Exterior

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

10.0 out of 10, Exceptional, (13)
"The cottage is cozy and clean. It has everything I need. and perfect for me and my dogs. We enjoyed our stay and had a nice winter break. We hope to come back next year. Thank you, Robin!"
The gardners Cottage 1 mile from long Island Sound - pet friendly
Newly Remodeled 2 Bedroom Cottage On The Beach. The Kaitlyn Cottage
Living area

Newly Remodeled 2 Bedroom Cottage On The Beach. The Kaitlyn Cottage

9.8 out of 10, Exceptional, (26)
"Beautiful place, clean , enjoyable beachside"
Newly Remodeled 2 Bedroom Cottage On The Beach. The Kaitlyn Cottage
Short Beach Coastal Cottage
Beach

Short Beach Coastal Cottage

10.0 out of 10, Exceptional, (14)
"It was really evident that the hosts enjoy this project. Very nice people and everything was tip top."
Short Beach Coastal Cottage
Beach access Cozy Cottage
Interior

Beach access Cozy Cottage

9.8 out of 10, Exceptional, (6)
"Very clean and adorable place providing all one needs for peace and respite. I would return again."
Beach access Cozy Cottage
Updated cottage "Beriozka" on Cedar Lake
Exterior

Updated cottage "Beriozka" on Cedar Lake

10.0 out of 10, Exceptional, (4)
"Pleasant and fully equipped, walking distance to a small lake with a beach good for watching the sunrise and reading."
Updated cottage "Beriozka" on Cedar Lake
A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve
Exterior

A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve

10.0 out of 10, Exceptional, (2)
"This was an amazing place to stay. Beautiful property and EXCELLENT hosts! Thank you!"
A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve
Southold Cottage w/ Patio & Grill - Walk to Beach!
Southold Vacation Rental | 2BR | 1BA | 2 Steps Required | 440 Sq Ft

Southold Cottage w/ Patio & Grill - Walk to Beach!

Southold Cottage w/ Patio & Grill - Walk to Beach!
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
Miscellaneous

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

10.0 out of 10, Exceptional, (13)
"This was a great spot to stay with my wife, another couple, and my dog! The house is small - especially downstairs. But it is extremely well thought out and space is used as effectively as can be. Upstairs had 2 good sized bedrooms with king beds and a nicely renovated bathroom with a great shower. The house is located in a small, cute, and a bit of an unusual neighborhood. Very quiet. Very safe feel. But not too good for much dog walking and parking is super tight. Owner was very good with...
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
70 Year old cottage on 2.8 acres, stunning views and sunsets
Miscellaneous

70 Year old cottage on 2.8 acres, stunning views and sunsets

8.4 out of 10, Very Good, (6)
"We all liove the various Connecticut shore towns, and Ild Lyme was delightful. We revisited some favorite spots, and discovered a few new ones. The vintage appliances were particularly nice to find, and looking at old photos, we realized that the original cottage was really 100 years old!"
70 Year old cottage on 2.8 acres, stunning views and sunsets
"Salt 'n' Lyme" - Walk to everything !
Property grounds

"Salt 'n' Lyme" - Walk to everything !

9.4 out of 10, Exceptional, (29)
"Nice place in quiet neighborhood with great owner. "
"Salt 'n' Lyme" - Walk to everything !
Enchanted Waterfront Cottage
Beach

Enchanted Waterfront Cottage

9.0 out of 10, Wonderful, (19)
"The location was perfect. Very comfortable."
Enchanted Waterfront Cottage
1-bedroom cottage just 6 minutes from Clinton Crossing Premium Outlets
Exterior

1-bedroom cottage just 6 minutes from Clinton Crossing Premium Outlets

9.0 out of 10, Wonderful, (20)
"Spent a weekend in this cottage while attending an event for my daughter. Very cozy and comfortable. Host was great, with excellent communication. Renovations are taking place in adjacent units, however it did not impact my stay. Highly recommend. "
The price is AED 349
AED 644 total
includes taxes & fees
24 Jan - 25 Jan
1-bedroom cottage just 6 minutes from Clinton Crossing Premium Outlets
Classic Cottage in Best Private Community in Old Lyme CT.
Recent exterior renovations

Classic Cottage in Best Private Community in Old Lyme CT.

10.0 out of 10, Exceptional, (26)
"A wonderful cottage in a great community at Point O Woods Beach. The host was incredibly helpful, responsive and did everything to make our stay a memorable one. Thank you so much!"
The price is AED 918
AED 2,065 total
includes taxes & fees
31 Jan - 1 Feb
Classic Cottage in Best Private Community in Old Lyme CT.
Totally Renovated Cottage on the North Fork 7 min. walk to the Beach
Private kitchen

Totally Renovated Cottage on the North Fork 7 min. walk to the Beach

10.0 out of 10, Exceptional, (24)
"A five star review is not enough for this beautiful property! It is so well appointed, with everything you can possibly imagine to make your stay nothing less than perfect! It is an immaculate place that is decorated beautifully and the moment you open the door here you know you’ve chosen a charming and beautiful place to stay. The owner, Bill, was readily available prior to arriving to answer any questions we had. Even after we were here, he was in communication with us, which is always a...
Totally Renovated Cottage on the North Fork 7 min. walk to the Beach
Guilford Carriage House at Granite Lodge!
Guilford Vacation Rental | 1BR | 1BA | Step-Free Access via Side Door

Guilford Carriage House at Granite Lodge!

10.0 out of 10, Exceptional, (9)
"We had a couple of out of town events in the are this past weekend, and it was also my birthday, so we decided to stay somplace special. The Granite Lodge Carriage hose was all of that! Beautifully decorated and furnished with lots of special touches from the host! We would definitely recommend, and will!"
Guilford Carriage House at Granite Lodge!
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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Other property types in Madison

Writer's Retreat & Explorer's Adventure, S of Rte. 1 Madison!
Room

Writer's Retreat & Explorer's Adventure, S of Rte. 1 Madison!

9.8 out of 10, Exceptional, (25)
"I can not say enough about our stay. Hunter was an amazing host and communication was quick, easy, and made the experience delightful!!! The house is bright and comfy and the view was stunning and relaxing. Every room was perfect from bedroom to living room to kitchen. We wanted for nothing. A quiet getaway to relax was what we were looking for and this was the perfect stay for that. We would love to come back again when we need downtime. This was one of our favorite VRBO rentals ever. Thank...
Writer's Retreat & Explorer's Adventure, S of Rte. 1 Madison!
New Haven Village Suites
Front of property

New Haven Village Suites

3.0 star property
7.6 out of 10, Good, (1996)
"Love this place "
The price is AED 364
AED 418 total
includes taxes & fees
29 Jan - 30 Jan
New Haven Village Suites
Cliffside Resort Condominiums
Room

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (207)
"Stove it’s not efficient and refrigerator blocked with the corner of wall"
Cliffside Resort Condominiums
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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