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
Superhost
Home in West Haven
4.79 out of 5 average rating, 43 reviews

Beachside Retreat

StefanieRating, 5 stars5 months ago
A quick weekend girls trip. We enjoyed the outside space, porch, corn hole and view. Beds and couch were comfy. Would stay again!
Top guest favorite
Cottage in Guilford
4.99 out of 5 average rating, 136 reviews

"Red House on the Knoll" at Indian Cove

MaryRating, 5 stars1 week ago
My family and I loved staying at Gail’s place! We grew up in Madison and were back for a visit. It was such a great place and allowed us to re-live many fond memories of growing up in the area!
Superhost
Apartment in Beacon
4.85 out of 5 average rating, 104 reviews

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

NickRating, 5 stars3 weeks ago
Great place close to Beacon’s main st, would definitely stay again!
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 stars2 months ago
Great stay at a great location
Guest favorite
Home in Mastic
4.95 out of 5 average rating, 140 reviews

Paradise Citadel hottub, Htd pool golf basketball

RyanRating, 5 stars2 weeks ago
This place is excellent for groups. There is plenty to do around the house and lots of room to just sit and chat. We had a great time with 4 different family groups. You had space to spend time together, and space to be on your own if you wanted ;)
Top guest favorite
Home in Woodmont
4.96 out of 5 average rating, 27 reviews

Charming 3 bedroom Beach Front Cottage

ShirraRating, 5 stars6 days ago
Our family loved staying here! It was a perfect fit for us (2 adults upstairs & 2 young teen kids in their own room) + grandma downstairs (so no fall hazard!) The views were perfect and added bonus for my kids to burn off steam even in the chilly weather. The open layout downstairs worked great. We weren’t there for many meals so didn’t utilize the kitchen to its fully potential. Jonathan was very responsive and polite with any questions I had during our stay. It was a lovely place that worked out perfectly during our time spent visiting family in CT!

Quick stats about vacation rentals in New Canaan

  • Total rentals

    40 properties

  • Total number of reviews

    930 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 240 vacation rentals in West Norwalk, and over 110 vacation rentals in Silvermine.

  • 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 vacation rentals in New Canaan?

    Four-legged friends are welcome in New Canaan. Choose from more than 10 vacation 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