Places to stay in New Canaan

Book unique places to stay, houses, and more on Airbnb

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Popular amenities for New Canaan places to stay

Stay near New Canaan's top sights

Grace Farms31 locals recommend
The Glass House27 locals recommend
Stamford Museum & Nature Center26 locals recommend
ACME Markets17 locals recommend
Trader Joe's15 locals recommend
Waveny Park12 locals recommend

Other great vacation rentals in New Canaan

Superhost
Apartment in Downtown Stamford
4.83 out of 5 average rating, 6 reviews

Sunny 1BR Apartment

JoanRating, 5 stars3 months ago
Clean , modern apt. Very easy to navigate with the technology. Staff very friendly and helpful. A bit noisy on street outside with traffic. Will definitely rent again with URBY, but request a courtyard side unit
Top guest favorite
Cottage in Guilford
4.99 out of 5 average rating, 133 reviews

"Red House on the Knoll" at Indian Cove

FranRating, 5 stars3 days ago
Best Air bnb we've stayed at so far. House is spacious, beautifully decorated and immaculately clean. we felt very welcomed with snacks and a stocked fridge. The layout was ideal for our two families to each have our own wing. We will try to stay here anytime we are in CT.
Superhost
Apartment in Beacon
4.85 out of 5 average rating, 104 reviews

Lovely 2 bed, 2 full bath. & private yard getaway

NickRating, 5 stars4 days ago
Great place close to Beacon’s main st, would definitely stay again!
Superhost
Home in Putnam Valley
4.74 out of 5 average rating, 39 reviews

The Blue Lake House!

CoreyRating, 5 stars1 month ago
Paula’s place was beautiful! We loved the quick responses, great communication, and easy check in. The winters views of the lake were great and the restaurant recommendations were a great touch. Highly recommend and would love to come back in the summer time!
Superhost
Villa in Ossining
4.81 out of 5 average rating, 118 reviews

Castle: Pool, Game Room, BBQ - Pet, Event Friendly

MaryRating, 5 stars1 week ago
Our stay was absolutely perfect. We hosted our small, intimate wedding there. The house looked exactly like the pictures on the website. Not only us but all of our guests fell in love with the charm and uniqueness of the house. The host was wonderful and welcoming, and quickly responded to any questions we had. We will definitely be returning.
Guest favorite
Home in Woodmont
4.98 out of 5 average rating, 43 reviews

Beachfront paradise- come, stay, relax!

TheoRating, 5 stars3 months ago
we rented La Spiaggia in December, and while it's mostly going to be more beautiful and better in the summer (since it's a beach house) it was still perfectly fine in the winter; well insulated and with good strong heaters. speaking of the beach I can't stress enough of how close this place is to the water; I'm talking literally ten steps to the sand. I would certainly recommend the place as a great summer getaway!
Superhost
Apartment in Rocky Point
4.84 out of 5 average rating, 108 reviews

Cozy and Quiet space to Relax

BrianRating, 5 stars1 month ago
Great stay at a great location
Guest favorite
Home in Mastic
4.95 out of 5 average rating, 138 reviews

Paradise Citadel hottub, Htd pool golf basketball

ScottRating, 5 stars1 month ago
Louis and his wife were amazing hosts. Everything exceeded expectations. And any questions that I had were answered within MINUTES! I would strongly recommend this property and these hosts. High character people

Quick stats about vacation rentals in New Canaan

  • Total rentals

    40 properties

  • Total number of reviews

    880 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    40 properties include access to wifi

Frequently Asked Questions

  • Where should I stay in New Canaan?

    Make yourself at home in New Canaan by choosing from our most frequently booked neighborhoods. We have over 100 vacation rentals in Silvermine, and over 240 vacation rentals in West Norwalk.

  • Are there house rentals with a dedicated workspace in New Canaan?

    Yes! Work meets play with ease at over 10 house rentals in New Canaan featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly house rentals in New Canaan?

    Four-legged friends are welcome in New Canaan. Choose from more than 10 house rentals for guests traveling with pets.

  • Do house rentals in New Canaan have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in New Canaan. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore