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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for New Canaan cottages

A wooden deck with a railing overlooking a well-maintained lawn and trees.

1. 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 AU$969
includes taxes & fees
29 Nov - 30 Nov
Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!
A two-story house with a white picket fence, a garage, and a tree in front.

2. 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 AU$770
includes taxes & fees
11 Nov - 12 Nov
Nama-stay, sweet pink Saugatuck Shores beach cottage
A deck with wicker furniture overlooking a river.

3. Historic, private riverfront cottage in peaceful Greenwich

Historic, private riverfront cottage in peaceful Greenwich
Greenwich
The price is AU$517
includes taxes & fees
19 Nov - 20 Nov
Historic, private riverfront cottage in peaceful Greenwich
A wooden house with a stone pathway leading to a wooden deck.

4. Riverfront Cottage w/ Heated Pool, Hot Tub & Fireplace, 35 min to NYC

Riverfront Cottage w/ Heated Pool, Hot Tub & Fireplace, 35 min to NYC
Greenwich
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful and restful"
United States
Lisa H.
The price is AU$2,158
includes taxes & fees
11 Nov - 12 Nov
Riverfront Cottage w/ Heated Pool, Hot Tub & Fireplace, 35 min to NYC
A two-story house with a white picket fence, a front porch, and a visible staircase leading to the entrance.

5. 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 AU$1,337
includes taxes & fees
11 Nov - 12 Nov
4 Mi to Beach & Dtwn! Charming Fairfield Home
A wooden deck with a railing overlooking a body of water and trees.

6. Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.

Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
Croton-on-Hudson
9.6 out of 10, Exceptional, (28 reviews)
"A lovely spot, very nice accommodations.Breakfast supples thoughtfully supplied as well as champagne to enjoy. "
United States
Eva C.
The price is AU$571
includes taxes & fees
13 Nov - 14 Nov
Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
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 New Canaan

Stroll through the Glass House, Philip Johnson's modernist masterpiece, then picnic in Waveny Park's sprawling meadows. Explore the town's charming city centre, where quaint shops and cafes line elm-shaded streets near the historic train station.

See all hotels in New Canaan
A highway surrounded by autumn foliage.

Top reviews in New Canaan

A hotel with a central entrance, multiple parking spaces, and a well-lit driveway.
Norwalk Inn & Conference Center

Norwalk Inn & Conference Center

Norwalk Inn & Conference Center
Historic District

10/10 Excellent

Excellent Barista coffee made
Australia
William
Reviewed June 9, 2025
Norwalk Inn & Conference Center

Frequently Asked Questions

How much do cottages in New Canaan cost?

Rates for cottages in New Canaan range between AU$517 and AU$2,157 per night. No matter your budget, you'll find an ideal place to reconnect with nature. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many cottages are there in New Canaan?

Enjoy nature's beauty in one of the cottages on offer in New Canaan. To help you select a place that's right for you, make use of our filters to search for perks or amenities you prefer.

What is there to do in New Canaan near my cottage?

Whatever you love to do, New Canaan has loads of things to keep you entertained. Norwalk Maritime Aquarium, Compo Beach and Stamford Centre for the Arts are on most visitors' sightseeing itineraries. Don't forget to check out The Maritime Aquarium, Calf Pasture Beach and West Beach either. With Expedia's hotel deals in New Canaan, you can discover more awesome attractions like these with the cash you save.