Search Stratford Cottage Rentals from CA $153

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Stratford cottages

A two-story house with a white picket fence, a front porch, and a visible staircase leading to the entrance.

1. 4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home
3.0 star property
Tunxis Hill
The price is CA $852
CA $1,294 total
includes taxes & fees
Nov 8 - Nov 9
4 Mi to Beach & Dtwn! Charming Fairfield Home
A kitchen with white cabinets, a black refrigerator, a double sink, and a window overlooking a wooded area.

2. Serene Country Cottage

Serene Country Cottage
Woodbridge
8.0 out of 10, Very good, (11 reviews)
"We had a great one night stay here! The place is really cute, clean and comfortable. One of the greatest parts about the stay was the host, Trent. He was welcoming and VERY responsive to questions! "
United States
felicia
The price is CA $180
CA $291 total
includes taxes & fees
Nov 17 - Nov 18
Serene Country Cottage
A two-story house with a covered porch, a front door, and a small outdoor seating area with a table and chairs.

3. 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 CA $154
CA $406 total
includes taxes & fees
Nov 17 - Nov 18
Cozy Home near private beach , close to New Haven area colleges Hospitals
A two-story house with a white picket fence, a garage, and a tree in front.

4. Nama-stay, sweet pink Saugatuck Shores beach cottage

Nama-stay, sweet pink Saugatuck Shores beach cottage
Westport
9.4 out of 10, Exceptional, (19 reviews)
"A sweet get away for which the highlights included a breezy screened porch and sensational walks right from the property. Easy shopping and neighbors right out of central casting who provided additional restaurant suggestions and general warmth. Would stay here again in a heart beat. We were here for a week and were sad to leave."
United States
Mel O.
The price is CA $420
CA $751 total
includes taxes & fees
Nov 11 - Nov 12
Nama-stay, sweet pink Saugatuck Shores beach cottage
A wooden deck with a railing overlooking a well-maintained lawn and trees.

5. Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!

Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!
New Canaan
9.8 out of 10, Exceptional, (11 reviews)
"Beautiful setting, and plenty of room for a family of four. Accommodations were very clean and spacious. Thank you for hosting us!"
United States
Susan K.
The price is CA $440
CA $976 total
includes taxes & fees
Nov 29 - Nov 30
Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!
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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Learn more about Stratford

Stroll along the scenic shores of Short Beach or Long Beach, where fishing piers and marinas beckon water enthusiasts. History buffs can explore the Capt David Judson House or National Helicopter Museum, uncovering fascinating tales from Stratford's past.

See all hotels in Stratford
A pebbled beach at sunset with the ocean and a distant city skyline.

Top reviews in Stratford

A building with a white facade and a grey roof, surrounded by a landscaped garden with rocks and flowers.
Delamar Westport

Delamar Westport

Delamar Westport
Westport

10/10 Excellent

Great stay!!! Would go back 100%
Canada
Ava
Reviewed April 29, 2026
Delamar Westport

Frequently Asked Questions

Why book your cottage in Stratford with Expedia?

Reserving a cottage in Stratford is as simple as deciding on your travel dates and picking an ideal place for a getaway in the outdoors. From high-end retreats to inexpensive properties and cottages that come with perks like a hot tub, Expedia has something for all styles. As for awesome deals? We've got them too!

How can I find cheap cottages in Stratford?

Expedia can help you easily track down cheap cottages in Stratford. To book your perfect stay in a couple of clicks, use our handy filter tool to tailor your search results by budget, amenities and star rating.

What is there to do in Stratford near my cottage?

There are lots of awesome things to see and do in Stratford. Don't miss renowned attractions like Short Beach, Boothe Memorial Park and Museum and Perry House. Stratford Historical Society Capt David Judson House, National Helicopter Museum and Academy Hill are also visited by many.

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